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Browse Select Chesapeake Bay Condo Rentals

West Taylor Run Hotel
4.0 star property
8.4 out of 10, Very good, (8)
"This was a great option fo traveling in the DC area with two families. We did not receive an email with check-in instructions, but the folks at Hosteeva were very kind and helpful when I called. Unfortunately, we were given the wrong door codes, and our room was being cleaned when we arrived at 4. The cleaning staff was not expecting us; however, the person cleaning our room was friendly and helpful, and he gave us working door codes. The place could use a deep clean (fridge, baseboards, etc.),...
The price is £254
includes taxes & fees
12 May - 13 May
West Taylor Run Hotel
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
9.8 out of 10, Exceptional, (102)
"The unit was very nice and perfect for what we needed. Cute community with scenic grounds and plenty of food options nearby. Check in was easy and check out time was generous. It was a perfect centrally located spot for us to do some regional college visits! Would definitely stay here again when we come back for Busch Gardens."
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Waterfront on Marsh Island!
9.0 out of 10, Wonderful, (6)
"This was a very nice condo perfect for a couple. It had a great View and was very convenient. We would consider staying there again."
Waterfront on Marsh Island!
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Contemporary Condo in Quiet Locale!
9.8 out of 10, Exceptional, (20)
"Very clean 1 bedroom property. Had lots of great amenities that made my stay very comfortable. 10 minute walk to Metro, which was what I needed to be a tourist and go to my conference. Nice outside table that I enjoyed in the evening. Wonderful street nearby with great restaurants and stores. Helpful hosts. I would stay here again 😀"
Contemporary Condo in Quiet Locale!
Picture Frame Beach n Bed
9.0 out of 10, Wonderful, (6)
"Even though the weather was cold, we still managed to take a walk on the beach. Enjoy being able to step out and be a few steps from the beach. Great restaurants are a long walk or short drive away."
Picture Frame Beach n Bed
Luxurious 3 Bedroom Condo Sleeps 8!
10.0 out of 10, Exceptional, (76)
"Kingsmill Resort was a beautiful setting. The location was great - very close to major attractions. The condo was very clean with comfortable, lovely furnishings. The en suite bedrooms and common area were a perfect fit for our 3 adult couples. The kitchen was well stocked and we appreciated the complimentary coffee. The host was responsive and friendly. I highly recommend this unit for a very pleasant stay."
Luxurious 3 Bedroom Condo Sleeps 8!
Only 5 min to Assateague National Seashore!
10.0 out of 10, Exceptional, (5)
"Check in process was easy, unit was as described, very clean. Perfect location. Would definitely request the same unit"
The price is £155
includes taxes & fees
13 May - 14 May
Only 5 min to Assateague National Seashore!
Luxury Riverfront Condo w/ sunrise & sunset views
9.8 out of 10, Exceptional, (40)
"Such a nice place to stay. Very cozy, clean, and comfortable. Great view from deck. Loved the stay!"
The price is £311
includes taxes & fees
12 May - 13 May
Luxury Riverfront Condo w/ sunrise & sunset views
Wyndham Kingsgate - 2 Bedroom Deluxe
10.0 out of 10, Exceptional, (3)
"Very nice apartment. Well outfitted. Close to many restaurants , all price levels. Children upstairs were noisy but they quieted down around 9:00 pm. We enjoyed having room to spread out. I’d stay here again."
Wyndham Kingsgate - 2 Bedroom Deluxe
Golf Course View - Kingsmill, Minutes to Busch Gardens and Colonial Williamsburg
9.4 out of 10, Exceptional, (53)
"Kingsmill Resort is a great place central to lots of attractions in Williamsburg. The condo was spacious and well equipped/well stocked. We enjoyed our stay!"
Golf Course View - Kingsmill, Minutes to Busch Gardens and Colonial Williamsburg
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
10.0 out of 10, Exceptional, (119)
"Comfortable, clean and the location was great."
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Golf Course Studio - Kingsmill, Minutes to Busch Gardens & Colonial Williamsburg
9.2 out of 10, Wonderful, (46)
"For the price this is a very nice deal for a get away. The bed was comfy and the location was ideal for our purpose. Would recommend for a great deal. We will be back. Thank you."
Golf Course Studio - Kingsmill, Minutes to Busch Gardens & Colonial Williamsburg
Lovely Duplex Apartment - Free Garage parking close to DC
7.4 out of 10, Good, (3)
"The condo was clean, beds comfortable. The only real critique were squeaky doors (pantry was very loud) we never could get the heat/air right but I believe it was operator error. We were very happy with access to everything we wanted to see and do. The owner was very accommodating."
The price is £308
includes taxes & fees
27 May - 28 May
Lovely Duplex Apartment - Free Garage parking close to DC
Annapolis Condominium in the heart of the historic center
9.8 out of 10, Exceptional, (247)
"Great location right in the heart of town!! We enjoyed the long weekend. Wish the rain had held off more so we could have really enjoyed the nice rooftop deck!"
Annapolis Condominium in the heart of the historic center
Beautiful Condo - Water View Near City Dock
9.6 out of 10, Exceptional, (127)
"Location location location! This comfortable condo is in our favorite part of Annapolis, Eastport, just across the drawbridge from Main Street, Ego Alley, and the USNA. It is a great destination for walkers (and others - free easy parking). We made use of the kitchen for a couple of dinners. There are also amazing views from the rooftop. Thanks!"
Beautiful Condo - Water View Near City Dock
Luxury High Rise Condo downtown baltimore
Luxury High Rise Condo downtown baltimore
Fun + History! 1BR Suite at Wyndham Kingsgate, Close to Park & Busch Gardens
9.2 out of 10, Wonderful, (9)
"The condo itself was just fine. It had a very small kitchen area and the kitchen faucet swiveled annoyingly until someone came to fix it. The bedroom was a good size and the color scheme was nice. The furniture in the living room was comfortable. The big problem was management. I was supposed to be in the condo for 28 days. However, part way through I was told that I would have to move to a different unit and be out that day! Management claimed that they had left messages but I never got the...
Fun + History! 1BR Suite at Wyndham Kingsgate, Close to Park & Busch Gardens
Magnificent DC Getaway Deluxe 2BR Work Space/Gym/ Near Met Park/DC/Metro/Mall
10.0 out of 10, Exceptional, (2)
"Pretty place, close to metro, lots of restaurants and shops"
Magnificent DC Getaway Deluxe 2BR Work Space/Gym/ Near Met Park/DC/Metro/Mall
Gorgeous Rosslyn Penthouse w/Views ♦ FREE Parking! ♦ Metro Subway
8.8 out of 10, Excellent, (12)
"10/10! This will definitely be the place I will always book when I come back to DC, the neighborhood is beautiful. "
Gorgeous Rosslyn Penthouse w/Views ♦ FREE Parking! ♦ Metro Subway
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
9.8 out of 10, Exceptional, (29)
"Centrally located, close to shopping, eating, hiking, and beach."
Cape Haven -Condo 1.5 Blocks from Beach, New Roof Top Deck!
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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

Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
3.0 star property
8.4 out of 10, Very good, (3698)
"The staff was very friendly and helpful. The location was great - just a couple of blocks from the Mall. It was great to have a Starbucks in the lobby. Rooms were ok, not dirty but just a bit outdated. Beds were very hard and uncomfortable. Overall, a pretty good stay."
The price is £148
includes taxes & fees
27 May - 28 May
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
Embassy Suites by Hilton Washington D.C. – Convention Center
3.5 star property
8.8 out of 10, Excellent, (1908)
"Centrally located and the perfect place to stay if you like to shop. Breakfast is free and made to order omelets with a huge buffet. Two free drinks and munchies in the restaurant in the evening. Service was amazing and the staff is friendly and helpful’"
The price is £164
includes taxes & fees
1 Jun - 2 Jun
Embassy Suites by Hilton Washington D.C. – Convention Center
The Dupont Circle Hotel
4.5 star property
9.4 out of 10, Exceptional, (1208)
"Everything was phenomenal except for the shower. It has a strange half door and extremely high pressure that causes water to shoot out of the shower amd onto the bathroom floor. The staff was all extremely accomdating and helpful. Amazing staff!!"
The price is £277
includes taxes & fees
12 May - 13 May
The Dupont Circle Hotel
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.

Frequently asked questions

How much do condos in Chesapeake Bay cost?
Condos in Chesapeake Bay range from to per night. This gives you plenty of space for your entire crew at a price that’s friendly on the pocket. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Chesapeake Bay?
Browse through condos in Chesapeake Bay and then lock in your favourite. Whether you’re off on a holiday with all the fam or reuniting with friends, your perfect stay is just clicks away.
Why book your condo in Chesapeake Bay with Expedia?
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How can I find cheap condos in Chesapeake Bay?
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