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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Guest Houses in Chesapeake Bay and around

Our top choices for Chesapeake Bay guest houses

Vaiden Inn
Staircase

Vaiden Inn

3.5 star property
9.8 out of 10, Exceptional, (15)
"Such a spacious, family and budget friendly stay! We have toddlers so we did have to relocate fragile items during our stay and the stairs leading to the separate rental were a safety concern. "
The price is €207
includes taxes & fees
25 Aug - 26 Aug
Vaiden Inn
The Georgetown House
Exterior

The Georgetown House

3.0 star property
9.0 out of 10, Wonderful, (564)
"Have stayed several times & always great !"
The Georgetown House
Sandaway Suites & Beach
Private beach, sun-loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (148)
"Excellent hospitality. Also the property is in a good location with great water views."
The price is €272
includes taxes & fees
25 Aug - 26 Aug
Sandaway Suites & Beach
Spacious La Plata Escape
Apartment, 2 Bedrooms | Private kitchen

Spacious La Plata Escape

2.0 star property
8.0 out of 10, Very good, (3)
"Nice place to visit "
The price is €156
includes taxes & fees
4 Sept - 5 Sept
Spacious La Plata Escape
Riverview Retreat on Warehouse Creek - sleeps 6
TV, fireplace, offices

Riverview Retreat on Warehouse Creek - sleeps 6

10.0 out of 10, Exceptional, (26)
"Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. "
The price is €335
includes taxes & fees
25 Aug - 26 Aug
Riverview Retreat on Warehouse Creek - sleeps 6
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Fridge, microwave, oven, stovetop

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

10.0 out of 10, Exceptional, (19)
"Loved the stay here. Such a nice cute spot and so close to everything we needed."
The price is €273
includes taxes & fees
25 Aug - 26 Aug
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis
Swann House Historic Dupont Circle Inn
Lobby sitting area

Swann House Historic Dupont Circle Inn

4.0 star property
9.4 out of 10, Exceptional, (201)
"Amazing property. Conveniently located"
The price is €227
includes taxes & fees
28 Aug - 29 Aug
Swann House Historic Dupont Circle Inn
Woody Westover at Hillcrest
Property grounds

Woody Westover at Hillcrest

9.4 out of 10, Exceptional, (22)
"Nice place in quiet, safe, and pretty neighborhood. Close to the city and attractions. Nice host. We would happily stay here again"
The price is €209
includes taxes & fees
27 Aug - 28 Aug
Woody Westover at Hillcrest
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesapeake Bay Hotel Reviews

Sheraton Pentagon City Hotel

Sheraton Pentagon City Hotel

10/10 Excellent
"Very convenient location. They have shuttle service to DCA "
Darsana Manayathu 3-night trip
Posted 1 day ago
Sheraton Pentagon City Hotel