Search Condo Rentals in Chesapeake Bay

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 62 Condo Rentals in Chesapeake Bay with updated reviews, rates, and availability.

Lovely Duplex Apartment - Free Garage parking close to DC
Fridge, microwave, oven, stovetop

Lovely Duplex Apartment - Free Garage parking close to DC

9.0 out of 10, Wonderful, (18)
"A friend and I were in town for a conference and the place was perfect. Obtaining the keys was an interesting but fun process. It was like a treasure hunt. Plenty of towels, comfy beds, coffee, great area. Thank you for a great stay!"
The price is AED 459
AED 1,252 total
includes taxes & fees
29 Apr - 30 Apr
Lovely Duplex Apartment - Free Garage parking close to DC
West Taylor Run Hotel
Signature Condo, 2 Bedrooms | In-room dining

West Taylor Run Hotel

4.0 star property
8.8 out of 10, Excellent, (23)
"This is a well-kept place with all of the things we needed. Extremely comfortable beds, good kitchen and easy access."
The price is AED 514
AED 1,235 total
includes taxes & fees
23 Apr - 24 Apr
West Taylor Run Hotel
Luxury Riverfront Condo w/ sunrise & sunset views
Lobby

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (51)
"Our stay was amazing. The condo was immaculate, the kitchen was well stocked and the Riverview was outstanding. "
The price is AED 731
AED 1,414 total
includes taxes & fees
27 Apr - 28 Apr
Luxury Riverfront Condo w/ sunrise & sunset views
Historic DC Firehouse Penthouse Loft
5 bedrooms, WiFi, bed sheets

Historic DC Firehouse Penthouse Loft

9.0 out of 10, Wonderful, (19)
"We had a great stay. The place was located in a good area convenient to metro. We utilized both the metro and uber. There was a grocery store about 15 minute walk away. The house was clean. There were pots, dishes and dishwasher which came in handy with kids. Overall great little vacation. We hope to stay here again in the future!!"
Historic DC Firehouse Penthouse Loft
3 Bedroom, 3 Bath Condo on the James River in gated Kingsmill
Terrace/patio

3 Bedroom, 3 Bath Condo on the James River in gated Kingsmill

10.0 out of 10, Exceptional, (190)
"Very nice, spacious place in a great area!"
3 Bedroom, 3 Bath Condo on the James River in gated Kingsmill
Waterfront on Marsh Island!
TV

Waterfront on Marsh Island!

9.4 out of 10, Exceptional, (9)
"Spent a long weekend with the wife. Location was perfect. Property manager was very communicative. Easy check in process. Unit is small, like an efficiency, but perfect for our needs. Nothing fancy, but has everything you need."
Waterfront on Marsh Island!
Wyndham Kingsgate - 2 Bedroom Deluxe
Pool

Wyndham Kingsgate - 2 Bedroom Deluxe

10.0 out of 10, Exceptional, (9)
"This unit was exactly as pictured and the location was perfect. The club has a ton of amenities and activities for the kids and is very clean and safe. You cannot beat the location for all Williamsburg activities. Outdoor pool was open which was appreciated as we got a warm week. "
Wyndham Kingsgate - 2 Bedroom Deluxe
Spacious 4-bedroom condo with WiFi and fitness room in charming Williamsburg
Pool

Spacious 4-bedroom condo with WiFi and fitness room in charming Williamsburg

The price is AED 1,102
AED 1,624 total
includes taxes & fees
19 May - 20 May
Spacious 4-bedroom condo with WiFi and fitness room in charming Williamsburg
Only 5 min. from the Beach!
Microwave, stovetop, coffee/tea maker, toaster

Only 5 min. from the Beach!

9.0 out of 10, Wonderful, (20)
"Had a great time "
The price is AED 370
AED 693 total
includes taxes & fees
23 Apr - 24 Apr
Only 5 min. from the Beach!
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Exterior

Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

9.8 out of 10, Exceptional, (125)
"We enjoyed it. We don't like Vrbo's unique style of communication, but the owners helped us through the process wonderfully. They were the very best thing about our stay."
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Exterior

Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

10.0 out of 10, Exceptional, (132)
"Good"
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Luxurious 3 Bedroom Condo Sleeps 8!
Fridge, microwave, oven, stovetop

Luxurious 3 Bedroom Condo Sleeps 8!

10.0 out of 10, Exceptional, (89)
"We enjoyed our stay at Kingsmill. Property was neat and clean, not to mention conveniently located. Would definitely stay again! "
Luxurious 3 Bedroom Condo Sleeps 8!
Wyndham Kingsgate - 2 Bedroom Deluxe
Pool

Wyndham Kingsgate - 2 Bedroom Deluxe

9.6 out of 10, Exceptional, (24)
"Nice place to stay - a bit confusing at first but after checkin all went well. We could not use any of the resort’s facilities like the pools or game rooms etc. But that’s not what we were there for. It is a very short drive to stores restaurants and Colonial Williamsburg attractions."
Wyndham Kingsgate - 2 Bedroom Deluxe
Waterfront on Marsh Island!
Terrace/patio

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (22)
"We stayed at this property for 3 nights. It was perfect for a weekend getaway for a couple located within 10-15 minutes of all the popular spots on the island. The space was fairly small but it met our needs and has a nice waterfront porch. The listing mentioned there was laundry on site but it was not in the unit and I didn’t see any information given about where it was, but this wasn’t a problem for us. I’m sure if we asked, the representative would’ve told us how to access it if we had...
Waterfront on Marsh Island!
Only 5 min to Assateague National Seashore!
Terrace/patio

Only 5 min to Assateague National Seashore!

9.6 out of 10, Exceptional, (14)
"It was a nice little place for one or two people to stay. Very clean. Communication with owner/ realty was good, Would stay there again."
The price is AED 370
AED 693 total
includes taxes & fees
27 Apr - 28 Apr
Only 5 min to Assateague National Seashore!
Luxury Pied-a-Terre Penn Quarter Downtown Washington DC
Fridge, microwave, oven, stovetop

Luxury Pied-a-Terre Penn Quarter Downtown Washington DC

9.6 out of 10, Exceptional, (9)
"Great location! Simple check in process. The apartment is perfect for 2, but no more. Has all the amenities you need to have a relaxing stay in the capital. "
Luxury Pied-a-Terre Penn Quarter Downtown Washington DC
Only 5 min. from the Beach!
Microwave, stovetop, coffee/tea maker, toaster

Only 5 min. from the Beach!

9.2 out of 10, Wonderful, (16)
"The property is just the right size if you're looking to get away on your own or with a significant other. It's a cozy space that's decorated tastefully. It's also very quiet at this property (though I was here during the off-season). It's centrally located on Chincoteague so close to everything. "
The price is AED 370
AED 693 total
includes taxes & fees
24 Apr - 25 Apr
Only 5 min. from the Beach!
Contemporary Condo in Quiet Locale!
Exterior

Contemporary Condo in Quiet Locale!

9.8 out of 10, Exceptional, (31)
"My only issue was with the VRBO app. The condo is cute and well stocked."
Contemporary Condo in Quiet Locale!
Cape Haven - Condo 1.5 Blocks from Beach
Property grounds

Cape Haven - Condo 1.5 Blocks from Beach

9.8 out of 10, Exceptional, (43)
"Our first time staying in town. With a teenager it worked out great. Nice to be near beach and right next to shops. "
Cape Haven - Condo 1.5 Blocks from Beach
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
Fridge, microwave, oven, stovetop

Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking

9.4 out of 10, Exceptional, (28)
"Very clean and well maintained.We enjoyed the large space and roof top deck with tv.Kitchen was well stocked with coffee and dishes etc.Primary has a large tv.Easy drive to local attractions. Host was very responsive."
The price is AED 1,443
AED 2,790 total
includes taxes & fees
16 May - 17 May
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
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

Glover Park - Georgetown
Premium bedding, Tempur-Pedic beds, in-room safe, desk

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2392)
"A little tired"
The price is AED 804
AED 933 total
includes taxes & fees
1 May - 2 May
Glover Park - Georgetown
The River Inn
Hypo-allergenic bedding, in-room safe, desk, laptop workspace

The River Inn

4.0 star property
9.4 out of 10, Exceptional, (1655)
"Staff was very friendly"
The price is AED 621
AED 720 total
includes taxes & fees
27 Apr - 28 Apr
The River Inn
The Churchill Hotel near Embassy Row
Exterior

The Churchill Hotel near Embassy Row

3.5 star property
8.8 out of 10, Excellent, (1710)
"Location is good and area is safe"
The price is AED 1,402
AED 1,736 total
includes taxes & fees
5 May - 6 May
The Churchill Hotel near Embassy Row
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?
Expect to pay from AED 370 to AED 1,443 per night for condos in Chesapeake Bay. No matter your budget, a terrific stay is a click away on Expedia. These prices were 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?
Chesapeake Bay has 62 condos on offer. Enter your destination and travel dates and get a head start on planning your perfect trip today.
Why book your condo in Chesapeake Bay with Expedia?
We think that vacations should be a piece of cake, so if you’re in search of condos at an affordable rate, Expedia delivers. Keep the budget in check and pick something cheap and cheerful, or book 5-star accommodations and treat your loved ones. Take advantage of our search filters to find an escape in Chesapeake Bay that suits your needs.