Search Guest Houses in Chesapeake Bay from CA $131

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Check prices for these dates

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Aug 29 - Aug 31
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Oct 17 - Oct 19

Browse Select Chesapeake Bay Guest Houses

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 price is CA $162
CA $188 total
includes taxes & fees
Aug 24 - Aug 25
The Georgetown House
Central Convenient Home | Free Parking | DCottage
Terrace/patio

Central Convenient Home | Free Parking | DCottage

10.0 out of 10, Exceptional, (35)
"Highly recommend...great place and great host!"
Central Convenient Home | Free Parking | DCottage
Eden Park Guest House
Reception

Eden Park Guest House

3.5 star property
7.8 out of 10, Good, (153)
"Good value. Pleasant place to stay. Pleasant staff. Only real complaint I have is that the mini-fridge in the room was very loud when it was running."
Eden Park Guest House
Entire Suite Free Off Street Parking
Smart TV, offices, computer monitors

Entire Suite Free Off Street Parking

9.8 out of 10, Exceptional, (11)
"The host was very responsive and helpful. The on-street parking was easy and we were always able to find a spot directly in front."
Entire Suite Free Off Street Parking
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 CA $318
CA $369 total
includes taxes & fees
Aug 21 - Aug 22
Swann House Historic Dupont Circle Inn
Spacious suite with private patio, minutes from DC / DCA
Terrace/patio

Spacious suite with private patio, minutes from DC / DCA

10.0 out of 10, Exceptional, (34)
"This is an excellent place to stay while on vacation in DC"
Spacious suite with private patio, minutes from DC / DCA
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 CA $131
CA $326 total
includes taxes & fees
Aug 29 - Aug 30
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

Hotel Arboretum

Hotel Arboretum

10/10 Excellent
"It was great "
Taliue 1-night trip
Posted 16 hours ago
Hotel Arboretum

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.