Holiday Homes in Chesapeake Bay

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Featured Holiday Homes in Chesapeake Bay and around

Spacious 4-bedroom townhome in brilliant Washington with WiFi, AC

10.0 out of 10, Exceptional, (1)
"The is house is beautiful, the host was very accommodating and replied extremely fast. Thank you again Ayana for your help! "
The price is €398
includes taxes & fees
2 Jan - 3 Jan 2025
Spacious 4-bedroom townhome in brilliant Washington with WiFi, AC

Serenity on the Bay-Complimentary Sunrise & Sunset Views

9.4 out of 10, Exceptional, (26)
"Beautiful property"
Serenity on the Bay-Complimentary Sunrise & Sunset Views

The Greenhouse: A peaceful retreat minutes from all Williamsburg has to offer

10.0 out of 10, Exceptional, (41)
"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

Blufin Bungalows & Marina

3.0 star property
9.4 out of 10, Exceptional, (85)
"Great stay! Our family had a great time!"
Blufin Bungalows & Marina

Parking & Onsite Retail | Steps from Metro RL | Washington DC

9.4 out of 10, Exceptional, (8)
"We enjoyed our stay… the only issue we had was the new apartment code everyday. We understood it was for safety, but there isn’t internet service in the car garage. It was a hassle at first when we were trying to access the building codes, which is why I took off one star for the check in process. Once we got in though, it’s everything we expected. "
The price is €332
includes taxes & fees
23 Dec - 24 Dec
Parking & Onsite Retail | Steps from Metro RL | Washington DC

Visit Historic Sites | Metro & Union Station Nearby | NoMa

10.0 out of 10, Exceptional, (2)
"We were happy with our stay. The apartment was clean, close to everything and in a safe neighborhood. The building was in great shape. We stayed a week (two adults, two teens) and would do so again."
The price is €305
includes taxes & fees
23 Dec - 24 Dec
Visit Historic Sites | Metro & Union Station Nearby | NoMa

4BR/4BA Beautiful and Large House in DC! 1 Mile from Capitol Hill!

The price is €501
includes taxes & fees
13 Jan - 14 Jan 2025
4BR/4BA Beautiful and Large House in DC! 1 Mile from Capitol Hill!

⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

9.6 out of 10, Exceptional, (18)
"This property meets all expectations! The host was very easy to communicate with. I loved the quaintness of the area and the ease of access to the highways was so nice! I would highly recommend this property to anyone visiting the Baltimore area!"
⭐️Luxury Modern Home⭐️ Walk to Ravens Stadium, Orioles Park, Horse Shoe Casino

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (205)
"A great experience all around"
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Historic Victorian Duplex Brownstone Steps To The White House & Georgetown

10.0 out of 10, Exceptional, (78)
"Terrific property! In the heart of Foggy Bottom. Fully stocked kitchen. A range of toiletries in each bath. Each bedroom beautifully appointed. Our host, Anand, very responsive. We would return in a heart beat. Highly recommend this property."
Historic Victorian Duplex Brownstone Steps To The White House & Georgetown

Luxury 2 bedroom apartment w/ free parking

9.6 out of 10, Exceptional, (35)
"We enjoyed our stay no major issues. Only wish to have a thermostat to accommodate the special temperature desires of the guest. A great place to stay and the host is very responsive to messages. I highly suggest this cute apartment for your trip to the DC area. "
Luxury 2 bedroom apartment w/ free parking

Alexandria Old Town home-walking distance to Metro

9.2 out of 10, Wonderful, (7)
"It was an overall positive experience. We didn’t see a balcony or oven mitts though which would have been nice"
Alexandria Old Town home-walking distance to Metro

Central to GWU-Georgetown-Nat'l Mall-Kennedy Center | Free Parking & EV Charging

10.0 out of 10, Exceptional, (94)
"Can’t say enough about a wonderful place to stay Great location and neighborhood to hang out in or explore the DC attractions Comfortable accommodation with all the wants of a frequent VRBO user Probably one if not the best I have stayed at"
Central to GWU-Georgetown-Nat'l Mall-Kennedy Center | Free Parking & EV Charging

2 Mi to National Mall: Modern DC Home

9.4 out of 10, Exceptional, (8)
"The house is great. it was clean and pretty well stocked. 3 bathrooms worked out really well because there was 6 of us. Just a few things to watch out for: the stairs are wood and small so with the little ones make sure they have on slippers or socks with grippers on the bottom. There was not a cookie sheet, so we improvised. I was pleasantly surprised by the well-stocked selection of paper towels and toilet paper. There was enough laundry detergent to wash every day. I travel a lot with...
2 Mi to National Mall: Modern DC Home

Spacious Historic Home in Vibrant H Street Corridor, Patio + Grill!

10.0 out of 10, Exceptional, (8)
"Hi all! This property is absolutely beautiful! It was so easy to get around and fairly close to a lot of things. With it being thanksgiving in DC the house stayed very warm while we were there. I absolutely love the fact that the check out instructions didn't require to start a load of laundry or strip the bed or take out trash. Obviously we didn't leave a mess but it's nice to know the cleaning fees are being used to the correct degree. I appreciate the quick communication we had with the owner...
Spacious Historic Home in Vibrant H Street Corridor, Patio + Grill!

Historic DC rowhome - five minutes from the White House

9.0 out of 10, Wonderful, (16)
"Great location, comfortable, clean and lots of room. The property is as described. Good value."
Historic DC rowhome - five minutes from the White House

Capitol Hill Historic Home – 3 Bedrooms, 3 Full Baths – Great Location!

4.0 star property
9.8 out of 10, Exceptional, (129)
"The stay here was wonderful. Great neighborhood great location great stay no issues at all. Close to Trader Joe’s and close to the metro. Would definitely recommend."
Capitol Hill Historic Home – 3 Bedrooms, 3 Full Baths – Great Location!

Gorgeous Upscale 4 Level Modern 4BR Home + Parking

2.0 star property
10.0 out of 10, Exceptional, (4)
"The house was as described and better. Our host was thoughtful and responsive, and we hope to do it again."
Gorgeous Upscale 4 Level Modern 4BR Home + Parking

Quaint 3/2.5 home in Fort Dupont

7.8 out of 10, Good, (13)
"Clean NO BUGS. Neighborhood quiet. Close to food places for door dash & everything was nice so my stay was awesome! "
The price is €295
includes taxes & fees
5 Jan - 6 Jan 2025
Quaint 3/2.5 home in Fort Dupont

Large 2BR 2.5 BA Downtown DC

8.6 out of 10, Excellent, (53)
"This property was as advertised! Clean with large bedrooms and two nice bathrooms. Pretty good location too!! I would come back to this property next visit. "
Large 2BR 2.5 BA Downtown DC
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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Other property types in Chesapeake Bay

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1464)
"My favorite place to stay in DC. The staff are always amazing. So friendly, professional and attentive. I did experience a few negatives this time. No room upgrade was offered and was supposed to be. I also had to ask about my Expedia VIP bar/restaurant credit. Slow on getting ice; wish I could get my own. One beside lamp didn’t work. But I will still be back! Can’t beat the high end service and location. "
The price is €299
includes taxes & fees
23 Dec - 24 Dec
The Dupont Circle Hotel

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2274)
"I would return "
The price is €141
includes taxes & fees
30 Dec - 31 Dec
Glover Park - Georgetown

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very good, (2135)
"James, the day manager, was pleasant, professional, and caring."
The price is €108
includes taxes & fees
23 Dec - 24 Dec
ARC HOTEL Washington DC, Georgetown
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.