Search Guest Houses in Chesapeake Bay from CA $131

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Browse Select Chesapeake Bay Guest Houses

Our top choices for Chesapeake Bay guest houses

Nice House

The price is CA $1,086
CA $1,249 total
includes taxes & fees
Sep 15 - Sep 16
Nice House

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 CA $308
CA $333 total
includes taxes & fees
Sep 3 - Sep 4
Vaiden Inn

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (150)
"Excellent hospitality. Also the property is in a good location with great water views."
The price is CA $302
CA $333 total
includes taxes & fees
Sep 3 - Sep 4
Sandaway Suites & Beach

Spacious La Plata Escape

2.0 star property
8.0 out of 10, Very good, (3)
"Nice place to visit "
The price is CA $221
CA $250 total
includes taxes & fees
Sep 3 - Sep 4
Spacious La Plata Escape

The Georgetown House

3.0 star property
9.0 out of 10, Wonderful, (564)
"Have stayed several times & always great !"
The price is CA $255
CA $296 total
includes taxes & fees
Sep 3 - Sep 4
The Georgetown House

Swann House Historic Dupont Circle Inn

4.0 star property
9.4 out of 10, Exceptional, (201)
"Amazing property. Conveniently located"
The price is CA $340
CA $394 total
includes taxes & fees
Sep 3 - Sep 4
Swann House Historic Dupont Circle Inn

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 CA $131
CA $325 total
includes taxes & fees
Sep 3 - Sep 4
Woody Westover at Hillcrest

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 CA $177
CA $506 total
includes taxes & fees
Sep 17 - Sep 18
Riverview Retreat on Warehouse Creek - sleeps 6
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

Find out more about Chesapeake Bay

Find out more about Chesapeake Bay

Chesapeake Bay Guest Houses information

Number of reviews
Accommodation
8 Guest Houses
Lowest Price
CA $131
Highest Price
CA $340

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Frequently asked questions

What is the nightly rate for a guest house in Chesapeake Bay?
Rates for Chesapeake Bay guest houses vary, but travelers can find great-value prices from CA $131 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Chesapeake Bay guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Chesapeake Bay guest house and a B&B?
A guest house in Chesapeake Bay is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.