# Chesapeake Waterfront - 7BR,5BA - Beach, Pool, Dock – 7 Bedroom Vacation Rental in Madison, Maryland | Great Dwellings

Private, 6 acre property w/ waterfront, sandy beach, pool, tidal pond, dock, decks, boats, bikes, games & more.
Beautiful, newer custom 3-story home w/ wrap-around porches, Families & groups LOVE our 7 Bedroom, 5 Bath luxury property
The 3rd floor is a haven for kids with a game room, two bdrms & a bath.
Close to town, yet your own, secluded compound for extended family & friends.
Gorgeous upscale neighborhood just 10 mins from Cambridge & Easton MD.
A perfect retreat with massive entertaining areas.

Family retreat perfection!
"Saddle Beach", our fabulous, newer waterfront owner’s home is on 500 feet of private Chesapeake waterfront. 

It’s a grand vacation home with idyllic wrap around porches, your own private pool, dock, beach and pond. It's just 10 minutes from the renowned Hyatt Chesapeake Bay Spa and Resort, countless restaurants and quaint shops and, if it suits you, less than an hour from Ocean beaches.

'Saddle Beach' is on Dorchester County's exclusive McKeil Point neighborhood on the Little Choptank river, just off the Chesapeake Bay. The property has a mile-wide view and a 200' dock. The home is exceptionally furnished, with 4200sf of living area with another 1200sf of open and screened porches.
6 bedrooms and a sleeper den with sofa-bed and bath with walk-in shower. A large eat-in kitchen, two full size refrigerators, massive open entertaining area with 3 living rooms and a study. The 3rd floor is designed for kids with a recreation area, wide dormers, a full bath, and two bedrooms with 8 beds. An in-ground pool is off the porch & the home has beautiful millwork and exotic, reclaimed hand-cut wide-plank walnut floors. A lovely tidal pond is just off the living room.

The Property:
The perfect Family Retreat!
Gorgeous wrap around porches include a screened outdoor eating area overlooking the pool. The compound was designed as an owners' dream, and includes a pool, ample decks for entertainment, a gorgeous beach, private natural setting, and walkways to the adjacent marsh. Towering pines, aromatic cedars, and marsh grasses dot the landscape. There is a rustic tidal pond next to the house providing rest for swans, ducks, & geese. The dock stretches 200 feet into the river with 3 berths for boats and seating for your enjoyment. Wildlife abounds; you may find yourself crabbing and fishing all day. Yes, our crabbing is excellent!
Mosquito Control measures provided for your comfort.

BED/BATH LAYOUTS:
1st Floor:
Office/Den Suite. Full-sized Pull-out, Full Bath, Shower
2nd Floor:
Master. King, Full Bath w/ oversized Jacuzzi tub, large shower & steam room
Guest Suite. Queen, Full Bath, Shower
Guest Room Ensuite. Queen, Full Bath, Tub/Shwr
Guest Room Twins. 2nd floor. Twins (2), Hall Bath, Tub/Shwr

3rd Floor 1. 3rd Floor. 4 Twins + Trundle, Hall Bath, Tub
3rd Floor 2. 3rd Floor. 2 Fulls, Hall Bath, Tub

Ideal for large family gatherings; spend a week relaxing, swimming, boating, crabbing and sightseeing in comfort. Spread out in this property that boasts private shoreline acreage with in-ground pool and pristine grounds. This is the perfect retreat for an extended family: Sun yourself on the dock, play on the sand, swim in the pool, take our bikes down country lanes, paddle our kayaks and canoe; take a boat or charter out for a fishing trip, or catch crabs on the dock until the sun sets....
Massive porches include a screened outdoor eating area overlooking the waterfront. The interior layout is modern and open, with large rooms, columns, new fine furnishings and custom millwork.

The third floor is a kids paradise with two bedrooms, seven beds, a rec room and games including separate ping pong and foosball tables!
Set off a gorgeous country road, just ten minutes from the renowned Hyatt Chesapeake Bay Spa & Resort, it sits on a beautiful stretch of unspoiled land nestled off the Little Choptank ten miles west of Cambridge. This is an exciting property designed for the discriminating family visitor looking for an outstanding getaway.


The Area:
A local country store, restaurant and boat ramp is 5 minutes away and the Chesapeake Bay, with its fishing, cruising, and endless sunsets, is out your window.
The town of Cambridge is ten minutes away, with a pre-civil war, Victorian inspired downtown, and countless restaurants and shops. It’s not much further to visit the Maryland towns of Oxford, Easton, or Saint Michael's to walk the streets, take in the restaurants, or visit art shops and galleries.

On the property:  relax! Go no further than the shoreline to find great swimming, crabbing, fishing, sunning, or boating. The sandy beaches are a luxury all year long, and the heated pool provides for a warm swim during those colder days and nights in May and September/October**. Endless porches and a stone fire pit is the centerpiece for many nighttime get-togethers.

In the neighborhood: bike or walk down the neighborhood's 'private' peninsula and enjoy marvelous sunrises and sunsets among the finest of Maryland's summer and weekend retreats.

TO DO!

INDOORS
And that’s just the outdoors. Indoors we have 6/7 bedrooms on three floors, and every bedroom has a view of water or pool. The four bedrooms on the 2nd floor all have TVs. There are literally five separate living/rec rooms to entertain or get away from the family or group. Most of them overlook the waterfront. It has a huge dining area and open kitchen; the main room downstairs is almost 1,000sf of open space! But it remains cozy. The second floor has four bedrooms and laundry. The third has two bedrooms and large rec room with foosball, ping pong and a TV area. When kids are present it’s the ideal floor for them to “own”. It’s even sound-insulated (we did that for our three kids ;) Our guests often tell us their activities at the house were the main benefit of their trip.

PLANNING FOR FUN
Recreation is the one thing we have plenty-of. Planning to fish, charter a captained boat or rent a boat or watersports equipment? We’ll help. Planning to play golf? Make tee times at the fabulous Hyatt course just 15 minutes away - or one of the 20 great courses within an hour’s drive. Not to mention the Blackwater National Wildlife Refuge is just 15 minutes from your door. The list is long!

Restaurants:
Downtown Cambridge just 10 minutes away boasts over a dozen great spots for adults and families. Easton? 30 minutes and 50 more great spots – both towns boasting several waterfront places to dine. We have a great restaurant guide for you. Cambridge and the close-in area have so many, but nearby towns make the list way longer than you can choose from.

Shopping:
Food, artisan items, antiques and Chesapeake items are all available in town or in the nearby towns including St. Michaels – we have a guide for that as well. Our produce stores are much more than that and our guests love them.

Tourism:
Cambridge is famous for a great gentrifying pre-civil war downtown, the Harriet Tubman Visitor Center and Museum, Blackwater National Wildlife Refuge and more. Season starts in Spring and there are downtown events including sailing trips and farmers markets every week. The area includes fishing villages out of a Herman Melville novel, and towns like Oxford, Easton and St. Michaels to keep you busy with history, food and shopping. And the ocean beaches are just an hour away!

TAXES: We are required to charge County tax (5% of the nightly rate) that needs to be paid after you book.
PETS: One dog is permitted with pre-approval, a fee, & and a fully-refundable pet deposit. Guest shall clean up after the dog (hair, waste etc.), and no dogs on furniture, bedding or in the pool amd be on leash when outside.
AGREEMENT: After your AirBnB booking you will be sent a lease (required) for review and signature.
MINIMUM STAY: One week in Summer, three nights most other times and on holiday weekends.
ONE OR MORE GUEST must be 30 or older
NO PARTIES permitted
POOL: You can arrange, in advance to heat the pool for a fee, when operating, only prior to June and after Mid-September. We do not heat it in the summer. We typically open the pool between May and mid-October.  Pool dates vary, but at a minimum it's open early May through September. Pool heater is available for use for a fee, solely prior to June and then again, September 15th until closing in October. Prior arrangements required for heater.

- A signed lease and 5% Local tax (on just the rental fee) is required from each guest prior to your stay.
- Pets: One dog is allowed with prior, written approval. There is a fee, a refundable pet deposit paid separately along with local tax after you book. When there's a same-day checkout/checkin, we do a pet inspection prior to exit to enable same day turnover.

- Door lock uses a Wifi-keypad. We send an entry packet with lots of data the day before your stay.

- We're in a remote area. Like other homes our's has exterior (only) security cameras facing away from the house including waterfront. We only review files in the event of an issue.

**Property URL**: https://great-dwellings.wanderos.com/property/714914764521735272/chesapeake-waterfront-7br5ba-beach-pool-dock
**Markdown URL**: https://great-dwellings.wanderos.com/property/714914764521735272/chesapeake-waterfront-7br5ba-beach-pool-dock.md

## Property Overview
- **Sleeps**: 18 guests
- **Bedrooms**: 7 bedrooms
- **Bathrooms**: 5
- **Square Footage**: 4,348.616 sq ft



## Pricing & Availability
- **Nightly Rate**: $899 - $4,200 (before taxes and fees)
- **Next Available**: Sep 30, 2026
- **Available Days**: 298 of 551 days between Sep 29, 2026 and Apr 1, 2028
- **Daily Pricing (Sep 29, 2026 to Apr 1, 2028)**:
  - Sep 29, 2026: $899 (Not Available) (3 night min)
  - Sep 30, 2026: $899 (Available) (3 night min)
  - Oct 1, 2026: $899 (Not Available) (3 night min)
  - Oct 2, 2026: $899 (Not Available) (3 night min)
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  - Oct 6, 2026: $899 (Not Available) (3 night min)
  - Oct 7, 2026: $899 (Available) (3 night min)
  - Oct 8, 2026: $899 (Available) (3 night min)
  - Oct 9, 2026: $899 (Not Available) (3 night min)
  - Oct 10, 2026: $899 (Not Available) (3 night min)
  - Oct 11, 2026: $899 (Not Available) (3 night min)
  - Oct 12, 2026: $899 (Not Available) (3 night min)
  - Oct 13, 2026: $899 (Available) (3 night min)
  - Oct 14, 2026: $899 (Available) (3 night min)
  - Oct 15, 2026: $899 (Available) (3 night min)
  - Oct 16, 2026: $899 (Available) (3 night min)
  - Oct 17, 2026: $899 (Available) (3 night min)
  - Oct 18, 2026: $899 (Available) (3 night min)
  - Oct 19, 2026: $899 (Available) (3 night min)
  - Oct 20, 2026: $899 (Available) (3 night min)
  - Oct 21, 2026: $899 (Available) (3 night min)
  - Oct 22, 2026: $899 (Available) (3 night min)
  - Oct 23, 2026: $899 (Not Available) (3 night min)
  - Oct 24, 2026: $899 (Not Available) (3 night min)
  - Oct 25, 2026: $899 (Not Available) (3 night min)
  - Oct 26, 2026: $899 (Available) (3 night min)
  - Oct 27, 2026: $899 (Available) (3 night min)
  - Oct 28, 2026: $899 (Available) (3 night min)
  - Oct 29, 2026: $899 (Available) (3 night min)
  - Oct 30, 2026: $899 (Available) (3 night min)
  - Oct 31, 2026: $899 (Available) (3 night min)
  - Nov 1, 2026: $899 (Available) (3 night min)
  - Nov 2, 2026: $899 (Available) (3 night min)
  - Nov 3, 2026: $899 (Available) (3 night min)
  - Nov 4, 2026: $899 (Available) (3 night min)
  - Nov 5, 2026: $899 (Available) (3 night min)
  - Nov 6, 2026: $899 (Available) (3 night min)
  - Nov 7, 2026: $899 (Available) (3 night min)
  - Nov 8, 2026: $899 (Available) (3 night min)
  - Nov 9, 2026: $899 (Available) (3 night min)
  - Nov 10, 2026: $899 (Available) (3 night min)
  - Nov 11, 2026: $899 (Available) (3 night min)
  - Nov 12, 2026: $899 (Available) (3 night min)
  - Nov 13, 2026: $899 (Not Available) (3 night min)
  - Nov 14, 2026: $899 (Not Available) (3 night min)
  - Nov 15, 2026: $899 (Not Available) (3 night min)
  - Nov 16, 2026: $899 (Not Available) (3 night min)
  - Nov 17, 2026: $899 (Available) (3 night min)
  - Nov 18, 2026: $899 (Available) (3 night min)
  - Nov 19, 2026: $899 (Available) (3 night min)
  - Nov 20, 2026: $899 (Available) (3 night min)
  - Nov 21, 2026: $899 (Available) (3 night min)
  - Nov 22, 2026: $899 (Available) (3 night min)
  - Nov 23, 2026: $899 (Available) (3 night min)
  - Nov 24, 2026: $899 (Available) (3 night min)
  - Nov 25, 2026: $1,152 (Not Available) (3 night min)
  - Nov 26, 2026: $1,157 (Not Available) (3 night min)
  - Nov 27, 2026: $1,140 (Not Available) (3 night min)
  - Nov 28, 2026: $1,264 (Not Available) (3 night min)
  - Nov 29, 2026: $925 (Not Available) (3 night min)
  - Nov 30, 2026: $899 (Available) (3 night min)
  - Dec 1, 2026: $899 (Available) (3 night min)
  - Dec 2, 2026: $899 (Available) (3 night min)
  - Dec 3, 2026: $899 (Available) (3 night min)
  - Dec 4, 2026: $955 (Available) (3 night min)
  - Dec 5, 2026: $899 (Available) (3 night min)
  - Dec 6, 2026: $899 (Available) (3 night min)
  - Dec 7, 2026: $899 (Available) (3 night min)
  - Dec 8, 2026: $899 (Available) (3 night min)
  - Dec 9, 2026: $899 (Available) (3 night min)
  - Dec 10, 2026: $899 (Available) (3 night min)
  - Dec 11, 2026: $1,159 (Available) (3 night min)
  - Dec 12, 2026: $1,070 (Available) (3 night min)
  - Dec 13, 2026: $954 (Available) (3 night min)
  - Dec 14, 2026: $899 (Available) (3 night min)
  - Dec 15, 2026: $1,033 (Available) (3 night min)
  - Dec 16, 2026: $989 (Available) (3 night min)
  - Dec 17, 2026: $958 (Available) (3 night min)
  - Dec 18, 2026: $1,076 (Available) (3 night min)
  - Dec 19, 2026: $1,008 (Available) (3 night min)
  - Dec 20, 2026: $976 (Available) (3 night min)
  - Dec 21, 2026: $1,154 (Available) (3 night min)
  - Dec 22, 2026: $1,250 (Available) (3 night min)
  - Dec 23, 2026: $1,204 (Available) (3 night min)
  - Dec 24, 2026: $1,251 (Available) (3 night min)
  - Dec 25, 2026: $1,325 (Available) (3 night min)
  - Dec 26, 2026: $1,271 (Available) (3 night min)
  - Dec 27, 2026: $1,215 (Available) (3 night min)
  - Dec 28, 2026: $1,207 (Available) (3 night min)
  - Dec 29, 2026: $1,162 (Available) (3 night min)
  - Dec 30, 2026: $1,403 (Available) (3 night min)
  - Dec 31, 2026: $1,404 (Available) (3 night min)
  - Jan 1, 2027: $1,405 (Available) (3 night min)
  - Jan 2, 2027: $1,407 (Available) (3 night min)
  - Jan 3, 2027: $1,053 (Available) (3 night min)
  - Jan 4, 2027: $1,188 (Available) (3 night min)
  - Jan 5, 2027: $1,193 (Available) (3 night min)
  - Jan 6, 2027: $1,182 (Available) (3 night min)
  - Jan 7, 2027: $1,201 (Available) (3 night min)
  - Jan 8, 2027: $1,249 (Available) (3 night min)
  - Jan 9, 2027: $1,152 (Available) (3 night min)
  - Jan 10, 2027: $1,072 (Available) (3 night min)
  - Jan 11, 2027: $987 (Available) (3 night min)
  - Jan 12, 2027: $947 (Available) (3 night min)
  - Jan 13, 2027: $1,095 (Available) (3 night min)
  - Jan 14, 2027: $999 (Available) (3 night min)
  - Jan 15, 2027: $1,184 (Available) (3 night min)
  - Jan 16, 2027: $1,133 (Available) (3 night min)
  - Jan 17, 2027: $1,146 (Available) (3 night min)
  - Jan 18, 2027: $916 (Available) (3 night min)
  - Jan 19, 2027: $940 (Available) (3 night min)
  - Jan 20, 2027: $1,000 (Available) (3 night min)
  - Jan 21, 2027: $1,059 (Available) (3 night min)
  - Jan 22, 2027: $1,186 (Available) (3 night min)
  - Jan 23, 2027: $1,140 (Available) (3 night min)
  - Jan 24, 2027: $1,005 (Available) (3 night min)
  - Jan 25, 2027: $1,004 (Available) (3 night min)
  - Jan 26, 2027: $1,006 (Available) (3 night min)
  - Jan 27, 2027: $961 (Available) (3 night min)
  - Jan 28, 2027: $973 (Available) (3 night min)
  - Jan 29, 2027: $1,006 (Available) (3 night min)
  - Jan 30, 2027: $978 (Available) (3 night min)
  - Jan 31, 2027: $960 (Available) (3 night min)
  - Feb 1, 2027: $899 (Available) (3 night min)
  - Feb 2, 2027: $945 (Available) (3 night min)
  - Feb 3, 2027: $1,034 (Available) (3 night min)
  - Feb 4, 2027: $1,100 (Available) (3 night min)
  - Feb 5, 2027: $1,064 (Available) (3 night min)
  - Feb 6, 2027: $1,089 (Available) (3 night min)
  - Feb 7, 2027: $1,021 (Available) (3 night min)
  - Feb 8, 2027: $1,030 (Available) (3 night min)
  - Feb 9, 2027: $1,013 (Available) (3 night min)
  - Feb 10, 2027: $1,093 (Available) (3 night min)
  - Feb 11, 2027: $1,074 (Available) (3 night min)
  - Feb 12, 2027: $1,190 (Available) (3 night min)
  - Feb 13, 2027: $1,173 (Available) (3 night min)
  - Feb 14, 2027: $1,146 (Available) (3 night min)
  - Feb 15, 2027: $1,022 (Available) (3 night min)
  - Feb 16, 2027: $965 (Available) (3 night min)
  - Feb 17, 2027: $947 (Available) (3 night min)
  - Feb 18, 2027: $1,014 (Available) (3 night min)
  - Feb 19, 2027: $1,037 (Available) (3 night min)
  - Feb 20, 2027: $1,032 (Available) (3 night min)
  - Feb 21, 2027: $998 (Available) (3 night min)
  - Feb 22, 2027: $1,003 (Available) (3 night min)
  - Feb 23, 2027: $933 (Available) (3 night min)
  - Feb 24, 2027: $949 (Available) (3 night min)
  - Feb 25, 2027: $939 (Available) (3 night min)
  - Feb 26, 2027: $1,039 (Available) (3 night min)
  - Feb 27, 2027: $984 (Available) (3 night min)
  - Feb 28, 2027: $1,044 (Available) (3 night min)
  - Mar 1, 2027: $1,011 (Available) (3 night min)
  - Mar 2, 2027: $1,106 (Available) (3 night min)
  - Mar 3, 2027: $1,064 (Available) (3 night min)
  - Mar 4, 2027: $1,117 (Available) (3 night min)
  - Mar 5, 2027: $1,192 (Available) (3 night min)
  - Mar 6, 2027: $1,117 (Available) (3 night min)
  - Mar 7, 2027: $1,029 (Available) (3 night min)
  - Mar 8, 2027: $1,023 (Available) (3 night min)
  - Mar 9, 2027: $995 (Available) (3 night min)
  - Mar 10, 2027: $1,041 (Available) (3 night min)
  - Mar 11, 2027: $1,014 (Available) (3 night min)
  - Mar 12, 2027: $1,170 (Available) (3 night min)
  - Mar 13, 2027: $1,109 (Available) (3 night min)
  - Mar 14, 2027: $1,158 (Available) (3 night min)
  - Mar 15, 2027: $1,146 (Available) (3 night min)
  - Mar 16, 2027: $1,217 (Available) (3 night min)
  - Mar 17, 2027: $1,205 (Available) (3 night min)
  - Mar 18, 2027: $1,286 (Available) (3 night min)
  - Mar 19, 2027: $1,243 (Available) (3 night min)
  - Mar 20, 2027: $1,226 (Available) (3 night min)
  - Mar 21, 2027: $1,026 (Available) (3 night min)
  - Mar 22, 2027: $1,026 (Available) (3 night min)
  - Mar 23, 2027: $1,006 (Available) (3 night min)
  - Mar 24, 2027: $1,072 (Available) (3 night min)
  - Mar 25, 2027: $1,139 (Available) (3 night min)
  - Mar 26, 2027: $1,431 (Available) (3 night min)
  - Mar 27, 2027: $1,436 (Available) (3 night min)
  - Mar 28, 2027: $1,393 (Available) (3 night min)
  - Mar 29, 2027: $1,169 (Available) (3 night min)
  - Mar 30, 2027: $1,170 (Available) (3 night min)
  - Mar 31, 2027: $1,187 (Available) (3 night min)
  - Apr 1, 2027: $1,286 (Available) (3 night min)
  - Apr 2, 2027: $1,333 (Available) (3 night min)
  - Apr 3, 2027: $1,306 (Available) (3 night min)
  - Apr 4, 2027: $1,188 (Available) (3 night min)
  - Apr 5, 2027: $1,145 (Available) (3 night min)
  - Apr 6, 2027: $1,100 (Available) (3 night min)
  - Apr 7, 2027: $1,142 (Available) (3 night min)
  - Apr 8, 2027: $1,133 (Available) (3 night min)
  - Apr 9, 2027: $1,367 (Available) (3 night min)
  - Apr 10, 2027: $1,257 (Available) (3 night min)
  - Apr 11, 2027: $1,214 (Available) (3 night min)
  - Apr 12, 2027: $1,147 (Available) (3 night min)
  - Apr 13, 2027: $1,148 (Available) (3 night min)
  - Apr 14, 2027: $1,195 (Available) (3 night min)
  - Apr 15, 2027: $1,292 (Available) (3 night min)
  - Apr 16, 2027: $1,444 (Available) (3 night min)
  - Apr 17, 2027: $1,450 (Available) (3 night min)
  - Apr 18, 2027: $1,148 (Available) (3 night min)
  - Apr 19, 2027: $1,045 (Available) (3 night min)
  - Apr 20, 2027: $1,029 (Available) (3 night min)
  - Apr 21, 2027: $1,081 (Available) (3 night min)
  - Apr 22, 2027: $1,159 (Available) (3 night min)
  - Apr 23, 2027: $1,472 (Available) (3 night min)
  - Apr 24, 2027: $1,476 (Available) (3 night min)
  - Apr 25, 2027: $1,225 (Available) (3 night min)
  - Apr 26, 2027: $1,062 (Available) (3 night min)
  - Apr 27, 2027: $1,066 (Available) (3 night min)
  - Apr 28, 2027: $1,027 (Available) (3 night min)
  - Apr 29, 2027: $1,417 (Available) (3 night min)
  - Apr 30, 2027: $1,582 (Available) (3 night min)
  - May 1, 2027: $1,636 (Available) (3 night min)
  - May 2, 2027: $1,435 (Available) (3 night min)
  - May 3, 2027: $1,149 (Available) (3 night min)
  - May 4, 2027: $1,166 (Available) (3 night min)
  - May 5, 2027: $1,183 (Available) (3 night min)
  - May 6, 2027: $1,321 (Available) (3 night min)
  - May 7, 2027: $1,502 (Available) (3 night min)
  - May 8, 2027: $1,510 (Available) (3 night min)
  - May 9, 2027: $1,350 (Available) (3 night min)
  - May 10, 2027: $1,244 (Available) (3 night min)
  - May 11, 2027: $1,298 (Available) (3 night min)
  - May 12, 2027: $1,354 (Available) (3 night min)
  - May 13, 2027: $1,454 (Available) (3 night min)
  - May 14, 2027: $1,936 (Available) (3 night min)
  - May 15, 2027: $1,806 (Available) (3 night min)
  - May 16, 2027: $1,565 (Available) (3 night min)
  - May 17, 2027: $1,510 (Available) (3 night min)
  - May 18, 2027: $1,534 (Available) (3 night min)
  - May 19, 2027: $1,549 (Available) (3 night min)
  - May 20, 2027: $1,582 (Available) (3 night min)
  - May 21, 2027: $1,947 (Available) (3 night min)
  - May 22, 2027: $1,917 (Available) (3 night min)
  - May 23, 2027: $1,668 (Available) (3 night min)
  - May 24, 2027: $1,515 (Available) (3 night min)
  - May 25, 2027: $1,565 (Available) (3 night min)
  - May 26, 2027: $1,506 (Available) (3 night min)
  - May 27, 2027: $1,821 (Available) (3 night min)
  - May 28, 2027: $2,509 (Available) (3 night min)
  - May 29, 2027: $2,643 (Available) (3 night min)
  - May 30, 2027: $2,520 (Available) (3 night min)
  - May 31, 2027: $1,822 (Available) (3 night min)
  - Jun 1, 2027: $1,876 (Available) (3 night min)
  - Jun 2, 2027: $1,691 (Available) (3 night min)
  - Jun 3, 2027: $1,839 (Available) (3 night min)
  - Jun 4, 2027: $2,260 (Available) (3 night min)
  - Jun 5, 2027: $2,430 (Available) (3 night min)
  - Jun 6, 2027: $1,938 (Available) (3 night min)
  - Jun 7, 2027: $1,804 (Available) (3 night min)
  - Jun 8, 2027: $1,732 (Available) (3 night min)
  - Jun 9, 2027: $1,906 (Available) (3 night min)
  - Jun 10, 2027: $3,144 (Available) (3 night min)
  - Jun 11, 2027: $4,200 (Available) (3 night min)
  - Jun 12, 2027: $4,703 (Not Available) (3 night min)
  - Jun 13, 2027: $4,173 (Not Available) (3 night min)
  - Jun 14, 2027: $2,987 (Not Available) (3 night min)
  - Jun 15, 2027: $2,596 (Not Available) (3 night min)
  - Jun 16, 2027: $2,400 (Not Available) (3 night min)
  - Jun 17, 2027: $2,913 (Not Available) (3 night min)
  - Jun 18, 2027: $2,972 (Not Available) (3 night min)
  - Jun 19, 2027: $3,019 (Not Available) (3 night min)
  - Jun 20, 2027: $2,812 (Not Available) (3 night min)
  - Jun 21, 2027: $2,608 (Not Available) (3 night min)
  - Jun 22, 2027: $2,665 (Not Available) (3 night min)
  - Jun 23, 2027: $2,565 (Not Available) (3 night min)
  - Jun 24, 2027: $2,478 (Not Available) (3 night min)
  - Jun 25, 2027: $2,955 (Available) (3 night min)
  - Jun 26, 2027: $2,443 (Available) (3 night min)
  - Jun 27, 2027: $2,391 (Available) (3 night min)
  - Jun 28, 2027: $2,046 (Available) (3 night min)
  - Jun 29, 2027: $2,059 (Available) (3 night min)
  - Jun 30, 2027: $2,104 (Available) (3 night min)
  - Jul 1, 2027: $2,374 (Available) (3 night min)
  - Jul 2, 2027: $3,273 (Available) (3 night min)
  - Jul 3, 2027: $3,378 (Not Available) (3 night min)
  - Jul 4, 2027: $3,192 (Not Available) (3 night min)
  - Jul 5, 2027: $1,978 (Not Available) (3 night min)
  - Jul 6, 2027: $1,739 (Not Available) (3 night min)
  - Jul 7, 2027: $1,827 (Not Available) (3 night min)
  - Jul 8, 2027: $2,195 (Not Available) (3 night min)
  - Jul 9, 2027: $2,437 (Not Available) (3 night min)
  - Jul 10, 2027: $2,950 (Not Available) (3 night min)
  - Jul 11, 2027: $2,406 (Available) (3 night min)
  - Jul 12, 2027: $2,419 (Available) (3 night min)
  - Jul 13, 2027: $2,419 (Available) (3 night min)
  - Jul 14, 2027: $2,422 (Available) (3 night min)
  - Jul 15, 2027: $2,405 (Available) (3 night min)
  - Jul 16, 2027: $2,795 (Available) (3 night min)
  - Jul 17, 2027: $2,734 (Not Available) (3 night min)
  - Jul 18, 2027: $2,465 (Not Available) (3 night min)
  - Jul 19, 2027: $2,481 (Not Available) (3 night min)
  - Jul 20, 2027: $2,481 (Not Available) (3 night min)
  - Jul 21, 2027: $2,476 (Not Available) (3 night min)
  - Jul 22, 2027: $2,528 (Not Available) (3 night min)
  - Jul 23, 2027: $2,943 (Not Available) (3 night min)
  - Jul 24, 2027: $2,777 (Not Available) (3 night min)
  - Jul 25, 2027: $2,465 (Not Available) (3 night min)
  - Jul 26, 2027: $2,234 (Not Available) (3 night min)
  - Jul 27, 2027: $2,129 (Not Available) (3 night min)
  - Jul 28, 2027: $2,171 (Not Available) (3 night min)
  - Jul 29, 2027: $2,590 (Not Available) (3 night min)
  - Jul 30, 2027: $2,919 (Not Available) (3 night min)
  - Jul 31, 2027: $2,882 (Not Available) (3 night min)
  - Aug 1, 2027: $2,541 (Not Available) (3 night min)
  - Aug 2, 2027: $2,184 (Not Available) (3 night min)
  - Aug 3, 2027: $2,124 (Not Available) (3 night min)
  - Aug 4, 2027: $2,093 (Not Available) (3 night min)
  - Aug 5, 2027: $2,577 (Not Available) (3 night min)
  - Aug 6, 2027: $2,929 (Not Available) (3 night min)
  - Aug 7, 2027: $3,068 (Not Available) (3 night min)
  - Aug 8, 2027: $2,631 (Available) (3 night min)
  - Aug 9, 2027: $2,397 (Available) (3 night min)
  - Aug 10, 2027: $2,389 (Available) (3 night min)
  - Aug 11, 2027: $2,391 (Available) (3 night min)
  - Aug 12, 2027: $2,683 (Available) (3 night min)
  - Aug 13, 2027: $2,887 (Available) (3 night min)
  - Aug 14, 2027: $2,673 (Available) (3 night min)
  - Aug 15, 2027: $2,169 (Available) (3 night min)
  - Aug 16, 2027: $1,959 (Available) (3 night min)
  - Aug 17, 2027: $1,917 (Available) (3 night min)
  - Aug 18, 2027: $1,916 (Available) (3 night min)
  - Aug 19, 2027: $2,311 (Available) (3 night min)
  - Aug 20, 2027: $2,435 (Available) (3 night min)
  - Aug 21, 2027: $2,479 (Available) (3 night min)
  - Aug 22, 2027: $2,062 (Available) (3 night min)
  - Aug 23, 2027: $1,874 (Available) (3 night min)
  - Aug 24, 2027: $2,336 (Available) (3 night min)
  - Aug 25, 2027: $2,392 (Available) (3 night min)
  - Aug 26, 2027: $2,212 (Available) (3 night min)
  - Aug 27, 2027: $2,590 (Available) (3 night min)
  - Aug 28, 2027: $2,715 (Available) (3 night min)
  - Aug 29, 2027: $2,379 (Available) (3 night min)
  - Aug 30, 2027: $2,089 (Available) (3 night min)
  - Aug 31, 2027: $1,644 (Available) (3 night min)
  - Sep 1, 2027: $1,694 (Available) (3 night min)
  - Sep 2, 2027: $1,986 (Available) (3 night min)
  - Sep 3, 2027: $2,867 (Available) (3 night min)
  - Sep 4, 2027: $2,873 (Available) (3 night min)
  - Sep 5, 2027: $2,833 (Available) (3 night min)
  - Sep 6, 2027: $1,677 (Available) (3 night min)
  - Sep 7, 2027: $1,588 (Available) (3 night min)
  - Sep 8, 2027: $1,634 (Available) (3 night min)
  - Sep 9, 2027: $1,795 (Available) (3 night min)
  - Sep 10, 2027: $2,198 (Available) (3 night min)
  - Sep 11, 2027: $2,355 (Available) (3 night min)
  - Sep 12, 2027: $2,296 (Available) (3 night min)
  - Sep 13, 2027: $2,165 (Available) (3 night min)
  - Sep 14, 2027: $2,166 (Available) (3 night min)
  - Sep 15, 2027: $2,277 (Available) (3 night min)
  - Sep 16, 2027: $4,085 (Available) (3 night min)
  - Sep 17, 2027: $3,898 (Available) (3 night min)
  - Sep 18, 2027: $3,959 (Available) (3 night min)
  - Sep 19, 2027: $3,455 (Available) (3 night min)
  - Sep 20, 2027: $1,358 (Available) (3 night min)
  - Sep 21, 2027: $1,370 (Available) (3 night min)
  - Sep 22, 2027: $1,771 (Available) (3 night min)
  - Sep 23, 2027: $1,960 (Available) (3 night min)
  - Sep 24, 2027: $2,150 (Available) (3 night min)
  - Sep 25, 2027: $2,140 (Available) (3 night min)
  - Sep 26, 2027: $1,403 (Available) (3 night min)
  - Sep 27, 2027: $1,390 (Available) (3 night min)
  - Sep 28, 2027: $1,354 (Not Available) (3 night min)
  - Sep 29, 2027: $1,353 (Not Available) (3 night min)
  - Sep 30, 2027: $1,579 (Not Available) (3 night min)
  - Oct 1, 2027: $1,805 (Not Available) (3 night min)
  - Oct 2, 2027: $1,817 (Not Available) (3 night min)
  - Oct 3, 2027: $1,480 (Not Available) (3 night min)
  - Oct 4, 2027: $1,416 (Not Available) (3 night min)
  - Oct 5, 2027: $1,382 (Not Available) (3 night min)
  - Oct 6, 2027: $1,355 (Not Available) (3 night min)
  - Oct 7, 2027: $1,502 (Not Available) (3 night min)
  - Oct 8, 2027: $1,845 (Not Available) (3 night min)
  - Oct 9, 2027: $1,862 (Not Available) (3 night min)
  - Oct 10, 2027: $1,877 (Not Available) (3 night min)
  - Oct 11, 2027: $1,431 (Not Available) (3 night min)
  - Oct 12, 2027: $1,412 (Not Available) (3 night min)
  - Oct 13, 2027: $1,339 (Not Available) (3 night min)
  - Oct 14, 2027: $1,483 (Not Available) (3 night min)
  - Oct 15, 2027: $1,775 (Not Available) (3 night min)
  - Oct 16, 2027: $1,832 (Not Available) (3 night min)
  - Oct 17, 2027: $1,460 (Not Available) (3 night min)
  - Oct 18, 2027: $1,374 (Not Available) (3 night min)
  - Oct 19, 2027: $1,398 (Not Available) (3 night min)
  - Oct 20, 2027: $1,344 (Not Available) (3 night min)
  - Oct 21, 2027: $1,393 (Not Available) (3 night min)
  - Oct 22, 2027: $1,666 (Not Available) (3 night min)
  - Oct 23, 2027: $1,717 (Not Available) (3 night min)
  - Oct 24, 2027: $1,345 (Not Available) (3 night min)
  - Oct 25, 2027: $1,316 (Not Available) (3 night min)
  - Oct 26, 2027: $1,302 (Not Available) (3 night min)
  - Oct 27, 2027: $1,276 (Not Available) (3 night min)
  - Oct 28, 2027: $1,279 (Not Available) (3 night min)
  - Oct 29, 2027: $1,571 (Not Available) (3 night min)
  - Oct 30, 2027: $1,576 (Not Available) (3 night min)
  - Oct 31, 2027: $1,253 (Not Available) (3 night min)
  - Nov 1, 2027: $1,199 (Not Available) (3 night min)
  - Nov 2, 2027: $1,172 (Not Available) (3 night min)
  - Nov 3, 2027: $1,171 (Not Available) (3 night min)
  - Nov 4, 2027: $1,186 (Not Available) (3 night min)
  - Nov 5, 2027: $1,444 (Not Available) (3 night min)
  - Nov 6, 2027: $1,450 (Not Available) (3 night min)
  - Nov 7, 2027: $1,261 (Not Available) (3 night min)
  - Nov 8, 2027: $1,181 (Not Available) (3 night min)
  - Nov 9, 2027: $1,107 (Not Available) (3 night min)
  - Nov 10, 2027: $1,336 (Not Available) (3 night min)
  - Nov 11, 2027: $1,338 (Not Available) (3 night min)
  - Nov 12, 2027: $1,404 (Not Available) (3 night min)
  - Nov 13, 2027: $1,384 (Not Available) (3 night min)
  - Nov 14, 2027: $1,256 (Not Available) (3 night min)
  - Nov 15, 2027: $1,120 (Not Available) (3 night min)
  - Nov 16, 2027: $1,168 (Not Available) (3 night min)
  - Nov 17, 2027: $1,193 (Not Available) (3 night min)
  - Nov 18, 2027: $1,373 (Not Available) (3 night min)
  - Nov 19, 2027: $1,513 (Not Available) (3 night min)
  - Nov 20, 2027: $1,452 (Not Available) (3 night min)
  - Nov 21, 2027: $1,290 (Not Available) (3 night min)
  - Nov 22, 2027: $1,177 (Not Available) (3 night min)
  - Nov 23, 2027: $1,196 (Not Available) (3 night min)
  - Nov 24, 2027: $1,980 (Not Available) (3 night min)
  - Nov 25, 2027: $1,989 (Not Available) (3 night min)
  - Nov 26, 2027: $1,993 (Not Available) (3 night min)
  - Nov 27, 2027: $1,989 (Not Available) (3 night min)
  - Nov 28, 2027: $1,239 (Not Available) (3 night min)
  - Nov 29, 2027: $1,158 (Not Available) (3 night min)
  - Nov 30, 2027: $1,235 (Not Available) (3 night min)
  - Dec 1, 2027: $1,262 (Not Available) (3 night min)
  - Dec 2, 2027: $1,378 (Not Available) (3 night min)
  - Dec 3, 2027: $1,519 (Not Available) (3 night min)
  - Dec 4, 2027: $1,384 (Not Available) (3 night min)
  - Dec 5, 2027: $1,200 (Not Available) (3 night min)
  - Dec 6, 2027: $1,133 (Not Available) (3 night min)
  - Dec 7, 2027: $1,181 (Not Available) (3 night min)
  - Dec 8, 2027: $1,148 (Not Available) (3 night min)
  - Dec 9, 2027: $1,188 (Not Available) (3 night min)
  - Dec 10, 2027: $1,348 (Not Available) (3 night min)
  - Dec 11, 2027: $1,255 (Not Available) (3 night min)
  - Dec 12, 2027: $1,138 (Not Available) (3 night min)
  - Dec 13, 2027: $1,152 (Not Available) (3 night min)
  - Dec 14, 2027: $1,277 (Not Available) (3 night min)
  - Dec 15, 2027: $1,231 (Not Available) (3 night min)
  - Dec 16, 2027: $1,239 (Not Available) (3 night min)
  - Dec 17, 2027: $1,383 (Not Available) (3 night min)
  - Dec 18, 2027: $1,273 (Not Available) (3 night min)
  - Dec 19, 2027: $1,177 (Not Available) (3 night min)
  - Dec 20, 2027: $1,227 (Not Available) (3 night min)
  - Dec 21, 2027: $1,455 (Not Available) (3 night min)
  - Dec 22, 2027: $1,456 (Not Available) (3 night min)
  - Dec 23, 2027: $1,540 (Not Available) (3 night min)
  - Dec 24, 2027: $1,546 (Not Available) (3 night min)
  - Dec 25, 2027: $1,539 (Not Available) (3 night min)
  - Dec 26, 2027: $1,466 (Not Available) (3 night min)
  - Dec 27, 2027: $1,465 (Not Available) (3 night min)
  - Dec 28, 2027: $1,465 (Not Available) (3 night min)
  - Dec 29, 2027: $1,466 (Not Available) (3 night min)
  - Dec 30, 2027: $1,523 (Not Available) (3 night min)
  - Dec 31, 2027: $1,525 (Not Available) (3 night min)
  - Jan 1, 2028: $1,522 (Not Available) (3 night min)
  - Jan 2, 2028: $1,237 (Not Available) (3 night min)
  - Jan 3, 2028: $1,252 (Not Available) (3 night min)
  - Jan 4, 2028: $1,173 (Not Available) (3 night min)
  - Jan 5, 2028: $1,232 (Not Available) (3 night min)
  - Jan 6, 2028: $1,215 (Not Available) (3 night min)
  - Jan 7, 2028: $1,360 (Not Available) (3 night min)
  - Jan 8, 2028: $1,197 (Not Available) (3 night min)
  - Jan 9, 2028: $1,205 (Not Available) (3 night min)
  - Jan 10, 2028: $1,149 (Not Available) (3 night min)
  - Jan 11, 2028: $1,121 (Not Available) (3 night min)
  - Jan 12, 2028: $1,171 (Not Available) (3 night min)
  - Jan 13, 2028: $1,191 (Not Available) (3 night min)
  - Jan 14, 2028: $1,365 (Not Available) (3 night min)
  - Jan 15, 2028: $1,350 (Not Available) (3 night min)
  - Jan 16, 2028: $1,347 (Not Available) (3 night min)
  - Jan 17, 2028: $1,082 (Not Available) (3 night min)
  - Jan 18, 2028: $1,077 (Not Available) (3 night min)
  - Jan 19, 2028: $1,110 (Not Available) (3 night min)
  - Jan 20, 2028: $1,144 (Not Available) (3 night min)
  - Jan 21, 2028: $1,252 (Not Available) (3 night min)
  - Jan 22, 2028: $1,185 (Not Available) (3 night min)
  - Jan 23, 2028: $1,127 (Not Available) (3 night min)
  - Jan 24, 2028: $1,023 (Not Available) (3 night min)
  - Jan 25, 2028: $1,069 (Not Available) (3 night min)
  - Jan 26, 2028: $1,103 (Not Available) (3 night min)
  - Jan 27, 2028: $1,176 (Not Available) (3 night min)
  - Jan 28, 2028: $1,217 (Not Available) (3 night min)
  - Jan 29, 2028: $1,198 (Not Available) (3 night min)
  - Jan 30, 2028: $1,116 (Not Available) (3 night min)
  - Jan 31, 2028: $1,058 (Not Available) (3 night min)
  - Feb 1, 2028: $1,074 (Not Available) (3 night min)
  - Feb 2, 2028: $1,152 (Not Available) (3 night min)
  - Feb 3, 2028: $1,173 (Not Available) (3 night min)
  - Feb 4, 2028: $1,184 (Not Available) (3 night min)
  - Feb 5, 2028: $1,168 (Not Available) (3 night min)
  - Feb 6, 2028: $1,135 (Not Available) (3 night min)
  - Feb 7, 2028: $1,057 (Not Available) (3 night min)
  - Feb 8, 2028: $1,066 (Not Available) (3 night min)
  - Feb 9, 2028: $1,135 (Not Available) (3 night min)
  - Feb 10, 2028: $1,179 (Not Available) (3 night min)
  - Feb 11, 2028: $1,313 (Not Available) (3 night min)
  - Feb 12, 2028: $1,310 (Not Available) (3 night min)
  - Feb 13, 2028: $1,307 (Not Available) (3 night min)
  - Feb 14, 2028: $1,112 (Not Available) (3 night min)
  - Feb 15, 2028: $1,056 (Not Available) (3 night min)
  - Feb 16, 2028: $1,099 (Not Available) (3 night min)
  - Feb 17, 2028: $1,120 (Not Available) (3 night min)
  - Feb 18, 2028: $1,333 (Not Available) (3 night min)
  - Feb 19, 2028: $1,274 (Not Available) (3 night min)
  - Feb 20, 2028: $1,296 (Not Available) (3 night min)
  - Feb 21, 2028: $1,105 (Not Available) (3 night min)
  - Feb 22, 2028: $1,105 (Not Available) (3 night min)
  - Feb 23, 2028: $1,073 (Not Available) (3 night min)
  - Feb 24, 2028: $1,130 (Not Available) (3 night min)
  - Feb 25, 2028: $1,198 (Not Available) (3 night min)
  - Feb 26, 2028: $1,146 (Not Available) (3 night min)
  - Feb 27, 2028: $1,123 (Not Available) (3 night min)
  - Feb 28, 2028: $1,110 (Not Available) (3 night min)
  - Feb 29, 2028: $1,105 (Not Available) (3 night min)
  - Mar 1, 2028: $1,097 (Not Available) (3 night min)
  - Mar 2, 2028: $1,115 (Not Available) (3 night min)
  - Mar 3, 2028: $1,229 (Not Available) (3 night min)
  - Mar 4, 2028: $1,161 (Not Available) (3 night min)
  - Mar 5, 2028: $1,167 (Not Available) (3 night min)
  - Mar 6, 2028: $1,096 (Not Available) (3 night min)
  - Mar 7, 2028: $1,163 (Not Available) (3 night min)
  - Mar 8, 2028: $1,143 (Not Available) (3 night min)
  - Mar 9, 2028: $1,203 (Not Available) (3 night min)
  - Mar 10, 2028: $1,300 (Not Available) (3 night min)
  - Mar 11, 2028: $1,247 (Not Available) (3 night min)
  - Mar 12, 2028: $1,158 (Not Available) (3 night min)
  - Mar 13, 2028: $1,100 (Not Available) (3 night min)
  - Mar 14, 2028: $1,126 (Not Available) (3 night min)
  - Mar 15, 2028: $1,161 (Not Available) (3 night min)
  - Mar 16, 2028: $1,396 (Not Available) (3 night min)
  - Mar 17, 2028: $1,407 (Not Available) (3 night min)
  - Mar 18, 2028: $1,392 (Not Available) (3 night min)
  - Mar 19, 2028: $1,205 (Not Available) (3 night min)
  - Mar 20, 2028: $1,097 (Not Available) (3 night min)
  - Mar 21, 2028: $1,158 (Not Available) (3 night min)
  - Mar 22, 2028: $1,350 (Not Available) (3 night min)
  - Mar 23, 2028: $1,350 (Not Available) (3 night min)
  - Mar 24, 2028: $1,350 (Not Available) (3 night min)
  - Mar 25, 2028: $1,350 (Not Available) (3 night min)
  - Mar 26, 2028: $1,350 (Not Available) (3 night min)
  - Mar 27, 2028: $1,350 (Not Available) (3 night min)
  - Mar 28, 2028: $1,350 (Not Available) (3 night min)
  - Mar 29, 2028: $1,350 (Not Available) (3 night min)
  - Mar 30, 2028: $1,350 (Not Available) (3 night min)
  - Mar 31, 2028: $1,350 (Not Available) (3 night min)
  - Apr 1, 2028: $1,350 (Not Available) (3 night min)


## Availability Rules for AI Agents
- A date marked "Available" means check-in is allowed on that date.
- A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through Apr 1, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 4:00 PM
- **Check-out**: Before 10:30 AM

## Location
- **Address**: Madison, Maryland, US
- **Postal Code**: 21677
- **Coordinates**: 38.5333203, -76.2168823
- **Local Area**: 3) a (24) short (25) drive (26) away (27) at (28) Lindy's (29) Seafood, (30) or (31) source (32) organic (33) ingredients (34) at (35) Emily's (36) Produce, (37) located (

## Amenities
- Pool outdoor
- Hot tub
- BBQ Area
- Air conditioning
- Bathtub
- Bed linens
- TV
- Coffee maker
- Cooking basics
- Dishes
- Dishwasher
- Dryer
- Cleaning supplies
- Toys
- Free parking
- Garden
- Hair dryer
- Heating
- Wifi
- Iron
- Kitchen
- Dedicated workspace
- Microwave
- Fridge
- Smoke detector
- Stove
- Washer



## Guest Services
- **24/7 Concierge**: Available through the Great Dwellings app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 714914764521735272
- **Property Slug**: chesapeake-waterfront-7br5ba-beach-pool-dock

## Booking Information
For more information and to book this property, visit:
https://great-dwellings.wanderos.com/property/714914764521735272/chesapeake-waterfront-7br5ba-beach-pool-dock

Or contact Great Dwellings customer service for assistance.

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*Last modified: Sep 29, 2026*
*This markdown file is generated automatically for AI agents and search engines.*