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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

Our top choices for Chesapeake Bay guest houses

The Georgetown House
Exterior

The Georgetown House

3.0 star property
9.0 out of 10, Wonderful, (563)
"Have stayed several times & always great !"
The Georgetown House
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 S$311
includes taxes & fees
23 Aug - 24 Aug
Vaiden Inn
Spacious La Plata Escape
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 S$230
includes taxes & fees
25 Aug - 26 Aug
Spacious La Plata Escape
Sandaway Suites & Beach
Private beach, sun-loungers, kayaking, fishing

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (146)
"Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !"
The price is S$409
includes taxes & fees
1 Sept - 2 Sept
Sandaway Suites & Beach
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 S$342
includes taxes & fees
24 Aug - 25 Aug
Swann House Historic Dupont Circle Inn
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

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

10/10 Excellent
"We were traveling with a picky eater and it was easier to do our own food. And having a living room area separate from the bedroom was really nice."
Diane 2-night trip
Posted 8 hours ago
Hilton Vacation Club The Historic Powhatan Williamsburg