Search Vacation Homes in Chesapeake Bay

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 479 Vacation Homes in Chesapeake Bay with updated reviews, rates, and availability.

Blufin Bungalows & Marina
Reception
Blufin Bungalows & Marina
3.0 star property
9.4 out of 10, Exceptional, (83)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina
Great Accommodation in Washington: Minutes to Smithsonian American Art Museum
Unit with King Bed
Great Accommodation in Washington: Minutes to Smithsonian American Art Museum
2.0 star property
9.8 out of 10, Exceptional, (71)
"It was clean, I was able to get my room at around 10 am so that was nice."
The price is AED 444
AED 589 total
includes taxes & fees
29 Nov - 30 Nov
Great Accommodation in Washington: Minutes to Smithsonian American Art Museum
Luxury Living in NoMa | near Capitol Hill | District of Columbia
Noma Washington 2 Bedroom Living Room
Luxury Living in NoMa | near Capitol Hill | District of Columbia
8.6 out of 10, Excellent, (8)
"This property is owned by a large corporation which makes communication take twice the effort, but overall the apartment was clean and very comfortable. "
The price is AED 625
AED 1,286 total
includes taxes & fees
25 Nov - 26 Nov
Luxury Living in NoMa | near Capitol Hill | District of Columbia
Modern Arlington Gem, Minutes from DC & Pentagon
light filled living space to enjoy with option of warm lights to unwind at night
Modern Arlington Gem, Minutes from DC & Pentagon
9.8 out of 10, Exceptional, (30)
"Perfect size and location. Didn’t need anything. "
Modern Arlington Gem, Minutes from DC & Pentagon
Georgetown Cobblestone Cottage - Private Parking!
Eat your meals here!
Georgetown Cobblestone Cottage - Private Parking!
9.6 out of 10, Exceptional, (16)
"Host was always available to answer questions before our stay. Great Georgetown location! "
Georgetown Cobblestone Cottage - Private Parking!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Private rear courtyard
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (202)
"This cozy home was perfect for my coaches & I that were in town for a lacrosse tourney @ the Naval Academy. This home is literally less than 100 steps from the gate of the Naval Base and same distance to dowtown Annapolis city docks, diming, shopping and sight-seeing. We will defintely be back! Thanks John!!"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Quaint Arlington Vacation Rental w/ Patio!
Arlington Vacation Rental | 3BR | 2.5BA | 1,200 Sq Ft | Stairs Required
Quaint Arlington Vacation Rental w/ Patio!
9.2 out of 10, Wonderful, (20)
"The space was more than we needed but provided us with a comfortable environment to decompress and relax. "
Quaint Arlington Vacation Rental w/ Patio!
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Exterior
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
10.0 out of 10, Exceptional, (40)
"Not only was Jill incredibly helpful and responsive, the house and surrounding area was beautiful. I stayed with my family - two adults and three kids - and there was more than enough room for everyone. The kitchen and bathrooms were well stocked, and a blender and snowcone maker really made it fun. Highly recommend!"
The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer
Steps from Metro | 24/7 concierge | Heart of Noma
Noma Washington 2 Bedroom Living Room
Steps from Metro | 24/7 concierge | Heart of Noma
8.0 out of 10, Very Good, (4)
"This property is very nice, and was as described in the write-up. It was the perfect base for exploring DC!"
The price is AED 590
AED 1,242 total
includes taxes & fees
25 Nov - 26 Nov
Steps from Metro | 24/7 concierge | Heart of Noma
Grill & Sundeck | Capitol Hill | Mins from New York Avenue
Noma Washington 1 Bedroom Deluxe Bedroom
Grill & Sundeck | Capitol Hill | Mins from New York Avenue
9.6 out of 10, Exceptional, (4)
"Traveling on business."
The price is AED 372
AED 959 total
includes taxes & fees
25 Nov - 26 Nov
Grill & Sundeck | Capitol Hill | Mins from New York Avenue
The Nostalgic of Old Town
40 IMG 0450
The Nostalgic of Old Town
10.0 out of 10, Exceptional, (7)
"We had an amazing time in this house, 4 kids from 1-13 with us and we had more room than we needed! It is immaculate, clean, and the attention to detail couldn’t be better. It was so clean and organized, but still so warm and inviting. Renee is a wonderful host and couldn’t have been more helpful. She personally took care of an issue we ran into with VRBO when we needed to unexpectedly rearrange the trip. Don’t hesitate to book here!"
The price is AED 1,535
AED 2,623 total
includes taxes & fees
8 Dec - 9 Dec
The Nostalgic of Old Town
Modern & Elegant One-Bedroom in NoMa, DC
Exterior
Modern & Elegant One-Bedroom in NoMa, DC
10.0 out of 10, Exceptional, (1)
"The property was A+. Clean, quiet, just enough room for 2 people. Better than any hotel. Advice - We walk an average of 2-5 miles a day and had no problems walking to the mall. If you are not “walk fit” our recommendation is to Uber to the closest train station to start your sight seeing."
Modern & Elegant One-Bedroom in NoMa, DC
Beautiful 2BR Home Outside U Street Corridor
Living area
Beautiful 2BR Home Outside U Street Corridor
9.8 out of 10, Exceptional, (39)
"This was a beautiful, clean and comfortable property. It was so charming, well located and well stocked with amenities. We could walk to the metro which took us to all the attractions in the entire DC area or check out the local shopping and dining (DC Smokehouse right across the street was awesome) in our own neighborhood. The home was easy to access and the host provided clear directions for our stay and answered my questions promptly. Highly recommend!!"
Beautiful 2BR Home Outside U Street Corridor
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
Private kitchen
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
9.6 out of 10, Exceptional, (38)
"This house was just what we needed for the weekend. Could use a few more big mirrors for getting ready though."
NEW! Residential Retreat. Located minutes to the Oceanview beach and Naval base.
WFH-Friendly Washington DC Vacation Rental!
Washington Vacation Rental | 2BR | 1.5BA | Stairs Required | 1,300 Sq Ft
WFH-Friendly Washington DC Vacation Rental!
10.0 out of 10, Exceptional, (22)
"Cute and comfortable house convenient to Fort Totten Transit Station which took us to all the DC sites. Had everything we needed for our 5 day stay. Screened porch needed a little TLC but otherwise we were happy. "
WFH-Friendly Washington DC Vacation Rental!
A block to the beach!
Exterior
A block to the beach!
9.6 out of 10, Exceptional, (54)
"Enjoyed this home, which had everything we needed for a long weekend. The location is great for beach or getting around the area. Tons of restaurants and stores nearby "
A block to the beach!
3bd Family-sized house, 5 minutes to National park, 12 minutes to the Capital.
3bd Family-sized house, 5 minutes to National park, 12 minutes to the Capital.
9.8 out of 10, Exceptional, (8)
"We had 6 adult family members ranging in age from 24 to 93. Your property was everything you said it would be and more. The cleanliness and furnishings provided were top notch. The attention to detail with home accents, finishings, appliances, and specialty beds and toilet were all extras that translated to bonuses for us. The kitchen spices, chilled water, and coffees provided were a nice touch. The seating was a bit tight for 6 adults,and the high top table was not as comfortable for a couple...
3bd Family-sized house, 5 minutes to National park, 12 minutes to the Capital.
The DelRay Retreat: Colonial-Inspired Charm Near Old Town
Room
The DelRay Retreat: Colonial-Inspired Charm Near Old Town
10.0 out of 10, Exceptional, (29)
"This is a beautiful house that is well equipped and maintained in a lovely neighborhood. It has the feeling of living in Virginia during the colonial period. I was expecting George Washington to ring the bell and say hello.Thank you for hosting us- Greg"
The price is AED 272
AED 1,050 total
includes taxes & fees
17 Nov - 18 Nov
The DelRay Retreat: Colonial-Inspired Charm Near Old Town
Spectacular 3B Rooftop Penthouse+Amazing DC views
New elegant, modern open concept living room with 60” smart LED TV and electrical fireplace with ample windows letting in plenty of flowing light
Spectacular 3B Rooftop Penthouse+Amazing DC views
9.4 out of 10, Exceptional, (8)
"Property has been nicely updated. Rooftop was great. had a problem with the smoke alarm battery reported at 3pm by 10pm the owner showed up and took care of it. Primary prop mgr contact didn't folow up well so called the back up and they followed through and stayed in touch. Bring your body wash, kleenex and ice b/c it does not provide enough body wash for 3 people and 6 nights. Overall it was good, rain almost every day. amenities are not close enough to walk to. If weather was better the...
Spectacular 3B Rooftop Penthouse+Amazing DC views
Idyllic Georgetown Su
Whip up a meal in this gourmet kitchen
Idyllic Georgetown Su
10.0 out of 10, Exceptional, (14)
"We very much enjoyed our stay (2 adults and 3 teens). Easy walk to anywhere in Georgetown, easy Uber to the National Mall or out to Dulles. House was very nicely appointed and spotless. Exactly like the pictures. Management service was fast to respond and gave us all the info we needed. Highly recommended!"
Idyllic Georgetown Su
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.
Don't see what you're looking for?
See all available properties in Chesapeake Bay
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Chesapeake Bay

Glover Park - Georgetown
Terrace/patio
Glover Park - Georgetown
4.0 star property
8.8 out of 10, Excellent, (2247)
"We liked room size and design, comfortable beds, cleanliness, area around. We didn't like that during check in front desk person didn't mention Wi-Fi password. "
The price is AED 466
AED 540 total
includes taxes & fees
24 Nov - 25 Nov
Glover Park - Georgetown
The Dupont Circle Hotel
Lobby lounge
The Dupont Circle Hotel
4.5 star property
9.4 out of 10, Exceptional, (1442)
"Comfortable hotel, and a great location. Very personal friendly service."
The price is AED 951
AED 1,103 total
includes taxes & fees
21 Nov - 22 Nov
The Dupont Circle Hotel
Global Luxury Suites at Capitol Hill
Exterior
Global Luxury Suites at Capitol Hill
4.0 star property
8.0 out of 10, Very Good, (407)
"Internet service including tv services out for half the trip, limited response and no communication from any hotel staff"
The price is AED 389
AED 877 total
includes taxes & fees
21 Nov - 22 Nov
Global Luxury Suites at Capitol Hill
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.