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Compare 640 Vacation Homes in Chesapeake Bay with updated reviews, rates, and availability.

Blufin Bungalows & Marina

3.0 star property
9.6 out of 10, Exceptional, (110)
"Excellent stay."
Blufin Bungalows & Marina

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

8.4 out of 10, Very Good, (18)
"Everything was great for our one night visit to DC"
Spacious 4-bedroom townhome in brilliant Washington with WiFi, AC

Your own private beach with this charming 3-bedroom beachfront house!

9.0 out of 10, Wonderful, (2)
"We enjoyed 4 days and 3 nights at this cute home. The house was just perfect for our family and we throughly enjoyed the porch and back yard which is where we spent most of our time. The house had everything we needed and more. The walk down to the beach was beautiful and it felt like we had our own private beach. If you are looking to get away from the hustle and bustle this is a great place. Neighbors are close in proximity, but we never really saw anyone and it was all quiet. We did meet one...
Your own private beach with this charming 3-bedroom beachfront house!

Bright, spacious house with private, scenic backyard in Arlington Forest

2.0 star property
9.4 out of 10, Exceptional, (22)
"The house was comfortable and spacious in a lovely neighborhood close to DC. We especially enjoyed being in such close walking distance to the greenway. Our host was welcoming and replied quickly to any questions. DWoulddefinitely stay here again!"
Bright, spacious house with private, scenic backyard in Arlington Forest

"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

9.4 out of 10, Exceptional, (15)
"Clean, new property. Convenient to DC and Maryland shore. Would definitely book again"
The price is AED 900
AED 2,168 total
includes taxes & fees
21 May - 22 May
"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

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

10.0 out of 10, Exceptional, (215)
"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!

Super close to beaches, the historic triangle, and bush gardens!

8.6 out of 10, Excellent, (29)
"We had a great time staying in Hampton, at this location. And the hot tub was great. "
Super close to beaches, the historic triangle, and bush gardens!

Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC

7.4 out of 10, Good, (3)
"Have a wonderful day in this clean and convenient bungalow in Silver Spring. The neighborhood is a nice and quiet residential, family friendly neighborhood. This fulfilled all of our expectations! "
Charming 2-bedroom house in fantastic Takoma Park with WiFi, AC

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

9.6 out of 10, Exceptional, (124)
"Location in everything and Cape Cottage is in perfect location. Quaint 1901 house that has turn of the century charm and modern convenience."
Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

9.8 out of 10, Exceptional, (41)
"The house was beautifully decorated. Cozy and homey. Had lots of games, coloring and chalk for our kids. Across from a park and so close to downtown! Would definitely stay again!"
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Beautiful Sun filled home in the heart of one of DC's hottest areas

9.8 out of 10, Exceptional, (88)
"we had a good time to start our trips around DC. The location is perfect to use the metro or buses. There are parking lots in front of the houses for your car as well (parking was no problem at all). The apartment could need some renovations, but in total we felt comfortable during our stay."
Beautiful Sun filled home in the heart of one of DC's hottest areas

Pet-Friendly Silver Spring Home: 2 Mi to Downtown!

6.6 out of 10, (12)
"A few issues but was in contact with management . "
Pet-Friendly Silver Spring Home: 2 Mi to Downtown!

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, (18)
"The unit was great. "
3-B rooms 5 beds & 2 BR Spacious House 1 mile from downtown with 2 free parking.

Alexandria Old Town home-walking distance to Metro

9.0 out of 10, Wonderful, (10)
"Beautiful home! Great place with lots of space for my friends and I to have a girls sleepver for my 30th birthday. Thanks Clarisse for your hospitality!"
Alexandria Old Town home-walking distance to Metro

Colonial Brick Home Nestled in the Woods.

4.0 star property
9.8 out of 10, Exceptional, (33)
"We completely enjoyed our home away from home. Close enough to enjoy all the local sites but quiet enough to be alone together "
Colonial Brick Home Nestled in the Woods.

MOUNT VERNON RETREAT 🌸

9.8 out of 10, Exceptional, (121)
"Nice apartment in a great location (just 10’ walk from our grandchildren. Great host, comfortable furnishings. Our grand kids had a sleepover and loved it!"
The price is AED 569
AED 1,021 total
includes taxes & fees
25 May - 26 May
MOUNT VERNON RETREAT 🌸

Quaint Arlington Vacation Rental w/ Patio!

9.2 out of 10, Wonderful, (27)
"Great location for our stay. Easy access to various towns and historical sites. "
Quaint Arlington Vacation Rental w/ Patio!

Gorgeous 1BR apt/Capitol Hill/Eastern Market Entire rental unit in Washington

10.0 out of 10, Exceptional, (6)
Gorgeous 1BR apt/Capitol Hill/Eastern Market Entire rental unit in Washington

Lovely 2 bedroom Townhouse Apt near Union Station and tourist sites.

6.0 out of 10, (11)
"The place was adequate for our stay and what we had to do was good location. However, the most important part the beds were horrible, unfortunately. We didn’t even stay the last night."
Lovely 2 bedroom Townhouse Apt near Union Station and tourist sites.

Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!

10.0 out of 10, Exceptional, (45)
"Adorable spot, walkable to all the island favorites."
The price is AED 386
AED 1,006 total
includes taxes & fees
11 May - 12 May
Chincoteague Island House "Sir Whelk-A-Lot" Kayaks Included! Downtown Location!
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 River Inn

4.0 star property
9.4 out of 10, Exceptional, (1671)
"The lovely staff together with the great location made this stay really enjoyable. "
The price is AED 621
AED 720 total
includes taxes & fees
11 May - 12 May
The River Inn

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1601)
"Great location"
The price is AED 915
AED 1,060 total
includes taxes & fees
11 May - 12 May
The Dupont Circle Hotel

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2413)
"great location easy to go shopping "
The price is AED 621
AED 720 total
includes taxes & fees
25 May - 26 May
Glover Park - 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.