Search Vacation Homes in Chesapeake Bay

Compare 514 Vacation Homes in Chesapeake Bay with updated reviews, rates, and availability.

Blufin Bungalows & Marina
3.0 star property
Blufin Bungalows & Marina
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
3.0 star property
10.0 out of 10, Exceptional, (1)
"Suite was clean. Quiet you could not hear neighbors."
Luxurious Club Wyndham National Harbor, 2 Bedroom Deluxe Suite
Wyndham at National Harbor - 2 Bedroom Deluxe
4.0 star property
10.0 out of 10, Exceptional, (5)
"Great condo! Very comfortable and perfect location for shopping and dining."
Wyndham at National Harbor - 2 Bedroom Deluxe
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Modern stay in Washington,DC
9.0 out of 10, Wonderful, (6)
"There was a mixup between you and the host. We were given 2 different lock codes, so we were outside for approximately 20-30 minutes trying to gain entry. Tell guests everything about the property, lightning, whether the stove is operational or not and that there is a washer, but no dryer."
The price is $100
$139 total
includes taxes & fees
Jun 10 - Jun 11
Modern stay in Washington,DC
Cozy, Private 1 Bed. Apt w/ Hi-Speed Internet, Walk to Metro, Free Parking
10.0 out of 10, Exceptional, (12)
"We would definitely stay here again!"
Cozy, Private 1 Bed. Apt w/ Hi-Speed Internet, Walk to Metro, Free Parking
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
2.0 star property
10.0 out of 10, Exceptional, (2)
"Beautifully decorated row home with thoughtful amenities. Hosts were very communicative, offering suggestions on things to do as well as local restaurants. Very pleasant stay."
Near JHU & Downtown - Luxury Modern 4bd/3.5bath Rowhome w/ Outdoor Lounge
Top of the Town - with Parking
10.0 out of 10, Exceptional, (10)
"The place was great. Even as presented online! Very spacious. Very clean and updated furnishing. Lots of options for television entertainment. Kindness and helpfulness of the owner was much appreciated. Our only suggestion is to get a railing for the steps going to the lower level."
Top of the Town - with Parking
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (5)
"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."
The price is $629
$1,438 total
includes taxes & fees
Jun 7 - Jun 8
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Super close to beaches, the historic triangle, and bush gardens!
8.2 out of 10, Very Good, (14)
"The listing was clean and had everything we needed. Neighborhood was clean and quiet. Host was very responsive and accommodated our stay to our needs. We would recommend this listing to anyone and everyone. There’s a fire pit in the back yard, a deck with a charcoal grill, hot tub was amazing, and we didn’t see any bugs or roaches or creepy crawlers during our entire stay. Hot water and good water pressure!"
Super close to beaches, the historic triangle, and bush gardens!
Quaint Cottages Near Everything on Beach Road
9.6 out of 10, Exceptional, (25)
"Quiet neighborhood. Conveniently close to the refuge and restaurants."
Quaint Cottages Near Everything on Beach Road
Serenity on the Bay-Complimentary Sunrise & Sunset Views
9.2 out of 10, Wonderful, (13)
"Our group of 6 adults enjoyed a great stay at this property for a week. Close to the beach and other activities we had planned. We all had enough space for privacy and the large kitchen/dining area was excellent for making meals and playing board games. Sony, the host, was very responsive to a few questions and unforeseen incidents that occurred. My only "complaint" is that a burner on the stove does not work and the bottom rack of the dishwasher is missing a wheel and therefore does not roll...
Serenity on the Bay-Complimentary Sunrise & Sunset Views
6 Bed High End Home w/ EPIC Backyard!
10.0 out of 10, Exceptional, (1)
"We enjoyed our stay and your home"
The price is $499
$1,075 total
includes taxes & fees
Jun 11 - Jun 12
6 Bed High End Home w/ EPIC Backyard!
Directly Across from Gate One & Steps from the Waterfront
10.0 out of 10, Exceptional, (180)
"Charming spot in the heart of Annapolis, just a few moments walk from anything you might need."
Directly Across from Gate One & Steps from the Waterfront
Rooftop Deck Escape! Free Parking!
9.2 out of 10, Wonderful, (5)
"Myself and a few friends were down for a conference, The location was perfect especially for a group of guys. Easy to walk to the convention center or to Camden yards or m&t bank. Plenty of local restaurants and bars. Great communication by the host."
The price is $119
$290 total
includes taxes & fees
Jun 9 - Jun 10
Rooftop Deck Escape! Free Parking!
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
10.0 out of 10, Exceptional, (28)
"This Island House meets all expectations for anyone looking for a beach getaway including a couple, couples, or a family. The addition of bikes, kayaks, and everything needed for a day at the beach adds to the value. The house is an easy 5 mile drive or bike ride from the beach and the neighborhood is in an imminently walkable area of town. You will have plenty of walkable options for eating and sightseeing from this house."
Chincoteague Island House "Sir Whelk-A-Lot" Bikes/Kayaks Included! DT Location!
WFH-Friendly Washington DC Vacation Rental!
10.0 out of 10, Exceptional, (13)
"I had a awesome time with my Wife and two Grandchildren at the house it felt like home,awesome location and tell anyone to stay there because it was great!"
WFH-Friendly Washington DC Vacation Rental!
Hotel-style Accommodation - large private room
10.0 out of 10, Exceptional, (23)
"Nice place for our trip. Very spacious."
Hotel-style Accommodation - large private room
H St. Suite, 2-BR, 1 Block to Corridor & DC Streetcar // Walk to Union Station
10.0 out of 10, Exceptional, (28)
"We loved this neighborhood. We had close access to Union Station, Circulator bus and the H street bus. We are 4 retirees who enjoyed a week in DC. The only down side was there was no toaster, oven or cooktop; although we managed just fine. The host communicated regularly and quickly when we had questions. Minor repairs should be done but overall a 5 star stay!"
H St. Suite, 2-BR, 1 Block to Corridor & DC Streetcar // Walk to Union Station
A modern cozy home near the beach!!!
A modern cozy home near the beach!!!
5 BR 4 BA- New House near Capitol and Library of Congress-Free Parking Permit
10.0 out of 10, Exceptional, (100)
"This location is perfect for seeing the sites, but also getting the essentials. Peter was an amazing host and provided much more than we ever expected. Looking forward to gong back in the future."
5 BR 4 BA- New House near Capitol and Library of Congress-Free Parking Permit
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See all available properties in Chesapeake Bay
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.

Other property types in Chesapeake Bay

Glover Park - Georgetown
4.0 star property
8.8 out of 10, Excellent, (2037)
"All good. Easy bus links into DC"
The price is $146
$170 total
includes taxes & fees
Jul 5 - Jul 6
Glover Park - Georgetown
Embassy Suites by Hilton Washington D.C. – Convention Center
3.5 star property
8.8 out of 10, Excellent, (1992)
"Was close to most attractions and restaurants "
The price is $203
$236 total
includes taxes & fees
Jun 22 - Jun 23
Embassy Suites by Hilton Washington D.C. – Convention Center
Hilton Garden Inn Washington DC/U.S. Capitol
3.0 star property
7.8 out of 10, Good, (1864)
"Smooth check in. Helpful staff "
The price is $119
$138 total
includes taxes & fees
Jun 30 - Jul 1
Hilton Garden Inn Washington DC/U.S. Capitol
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.

Chesapeake Bay Vacation Homes information

Number of reviews
439
Accommodation
514 Vacation Homes
Lowest Price
$100
Highest Price
$629

Recent reviews of Chesapeake Bay hotels
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