Book Guest Houses in Chesapeake Bay

May 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

June 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

Seize Your Someday with our amazing deals for the whole family!

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Top Guest Houses in Chesapeake Bay

The Georgetown House

The Georgetown House

3 out of 5
1061 31st ST NW, Washington, DC
Free Cancellation
Reserve now, pay when you stay
$181 nightly
The price is $210 total per night
$210 total
May 25 - May 26
Total includes taxes and fees
Free WiFi in public areas and express check-in are available at this guesthouse.
Free WiFi
Air conditioning
Swann House Historic Dupont Circle Inn

Swann House Historic Dupont Circle Inn

4 out of 5
1808 New Hampshire Ave NW, Washington, DC
$299 nightly
The price is $347 total per night
$347 total
Jun 12 - Jun 13
Total includes taxes and fees
A seasonal outdoor pool, self parking, and laundry facilities are featured at this guesthouse. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and dry cleaning are also on offer.
Pool
Breakfast included
Central Convenient Home | Free Parking #DCottage

Central Convenient Home | Free Parking #DCottage

Get rates
This guesthouse features laundry facilities.
Air conditioning
Laundry
Eden Park Guest House

Eden Park Guest House

3.5 out of 5
7063 Carroll Ave, Takoma Park, MD
Get rates
A restaurant, free self parking, and a coffee shop are among this guesthouse's amenities. WiFi in public areas is free. Luggage storage and laundry facilities are also provided.
Parking included
Free WiFi
Entire Suite Free Off Street Parking

Entire Suite Free Off Street Parking

Get rates
This guesthouse features laundry facilities.
Free WiFi
Air conditioning
Woody Westover at Hillcrest

Woody Westover at Hillcrest

$206 nightly
The price is $239 total per night
$239 total
May 26 - May 27
Total includes taxes and fees
A garden is available at this guesthouse.
Free WiFi
Air conditioning
Capitol Hill Carriage House

Capitol Hill Carriage House

Get rates
This vacation home features laundry facilities.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Chesapeake Bay
View all properties
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.

Top hotels in Chesapeake Bay

citizenM Washington DC NoMa

citizenM Washington DC NoMa

1222 1ST STREET NE, Washington, DC
$119 nightly
The price is $138 total per night from May 26 to May 27
$138 total
May 26 - May 27
Total includes taxes and fees
9/10 Wonderful! (2,044 reviews)
Washington Plaza Hotel

Washington Plaza Hotel

10 Thomas Circle NW, Washington, DC
$109 nightly
The price is $126 total per night from May 26 to May 27
$126 total
May 26 - May 27
Total includes taxes and fees
8.6/10 Excellent! (4,306 reviews)

Chesapeake Bay Guest Houses essential information

Accommodation
9 Guest Houses
Lowest Price
$119 total
Highest Price
$347 total
Popular accommodation
The Georgetown House, Swann House Historic Dupont Circle Inn, Central Convenient Home | Free Parking #DCottage, Eden Park Guest House, Entire Suite Free Off Street Parking , Woody Westover at Hillcrest, Capitol Hill Carriage House

Explore more Guest Houses

Popular accommodation searches

More places to stay in Chesapeake Bay