Search Vacation Homes in Northern Chesapeake Bay

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Compare 686 Vacation Homes in Northern Chesapeake Bay with updated reviews, rates, and availability.

Capitol Hill & Eastern Market beauty w/ parking

10.0 out of 10, Exceptional, (81)
"Very convenient!"
The price is AED 522
AED 984 total
includes taxes & fees
8 Jun - 9 Jun
Capitol Hill & Eastern Market beauty w/ parking

3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

2.0 star property
10.0 out of 10, Exceptional, (22)
"The unit was great. "
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

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

10.0 out of 10, Exceptional, (218)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly

9.8 out of 10, Exceptional, (10)
"We had a great time at your cute house! Thanks "
The price is AED 643
AED 1,704 total
includes taxes & fees
8 Jun - 9 Jun
Arlington Home, Minutes to DC!, Secure Parking, King Bed, Firepit, Pet Friendly

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (44)
"Our 4th time at this property. Manager is responsive and accommodating. The home is comfortable, clean and well appointed. Excellent location in safe, walkable neighborhood. Free street parking. Highly recommend. "
Affordable Luxury Town Home in Federal Hill Baltimore.

Cozy Vintage Escape – 4BR/4BA Near DC Attractions!

10.0 out of 10, Exceptional, (2)
"We visited DC with family and loved the location. It was in a quiet neighborhood close to the metro, which made it easy to get around. The home is clean and beautiful. We would stay here again! "
Cozy Vintage Escape – 4BR/4BA Near DC Attractions!

5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway

9.4 out of 10, Exceptional, (3)
"Amazing stay! Very comfortable and convenient stay. Near local shopping area and Downtown, DC. Very resourceful amenties, appliances etc. Host communication was very prompt and effective. Definitely a highly recommended stay if looking to book in the area. I will definitely be booking this stay again in the near future! "
The price is AED 826
AED 1,781 total
includes taxes & fees
6 Jun - 7 Jun
5 minutes from Washington DC 3 bedrooms 2 bath single family home with driveway

NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

9.8 out of 10, Exceptional, (8)
"Three generations of family gathered here for a holiday together. The beautiful historic home is located in the heart of downtown Annapolis - activities for everyone within blocks. We opted for the chef-prepared breakfast,- a highlight!"
The price is AED 3,816
AED 5,900 total
includes taxes & fees
10 Jun - 11 Jun
NEW! Commissioning Weeks open!!Spacious lux home downtown Annapolis at Main St.

Modern 2bd Getaway Walk to Metro Free Parking

9.6 out of 10, Exceptional, (17)
"Very clean responsive host"
Modern 2bd Getaway Walk to Metro Free Parking

Captivating Chesapeake experience

10.0 out of 10, Exceptional, (260)
"Such a hidden gem of a spot! Pictures were exactly like the house and the owners were super responsive!"
Captivating Chesapeake experience

Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!

9.8 out of 10, Exceptional, (24)
"Really enjoyed the rental property. Would rent it again!"
The price is AED 1,074
AED 1,380 total
includes taxes & fees
9 Jun - 10 Jun
Spacious Home w/Free Parking-Close to Old-town Alexandria and DC!

Quaint 3/2.5 home in Fort Dupont

8.0 out of 10, Very Good, (16)
"Nice place and a good location not far from downtown"
The price is AED 459
AED 1,199 total
includes taxes & fees
9 Jun - 10 Jun
Quaint 3/2.5 home in Fort Dupont

Perfect for Families that Want to be Close to DC

9.8 out of 10, Exceptional, (52)
"Great location and extremely accommodating host. Highly recommend this home. "
Perfect for Families that Want to be Close to DC

Rare Luxury Spacious City Suite

9.4 out of 10, Exceptional, (23)
"Great location and a very responsive host."
Rare Luxury Spacious City Suite

DC Summer Retreat- 7BD•5BA, 15mins to the National Mall

2.0 star property
10.0 out of 10, Exceptional, (5)
"Wonderful stay! Home had plenty of space for everyone. "
DC Summer Retreat- 7BD•5BA, 15mins to the National Mall

Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.

9.8 out of 10, Exceptional, (32)
"Perfect accommodations. Super nice neighborhood. Felt very safe walking around, even at night. Christina was a great host. Would definitely stay here again. "
Private Apt 1 Bedroom Hi-Speed Internet, DC Metro.

Large 4-bed home DC's Best Location w/ Parking, Walk to Metro, Nightlife, Shops!

2.0 star property
6.8 out of 10, (3)
"The location is awesome- easy walk to metro and Bethesda Row. The House could use some TLC/updates. "
Large 4-bed home DC's Best Location w/ Parking, Walk to Metro, Nightlife, Shops!

Cozy 2BR Retreat with Free Parking & Prime Location

9.8 out of 10, Exceptional, (31)
"Sky was amazing! Helped with all of our needs in an extremely prompt manner. I couldn't recommend this place more"
Cozy 2BR Retreat with Free Parking & Prime Location

Quaint Arlington Vacation Rental w/ Patio!

9.2 out of 10, Wonderful, (29)
"Great location for our stay. Easy access to various towns and historical sites. "
Quaint Arlington Vacation Rental w/ Patio!

Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown

10.0 out of 10, Exceptional, (78)
"Heron house was perfect for our family weekend getaway. Doug and Kris are great hosts and made our stay as easy as could be! "
Relaxing oasis 5 min to Navy Stadium, St John’s, Naval Academy & Downtown
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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