Search Condo Rentals in Chesapeake Bay

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Compare 48 Condo Rentals in Chesapeake Bay with updated reviews, rates, and availability.

West Taylor Run Hotel

4.0 star property
8.4 out of 10, Very Good, (18)
"My family and I stayed here for jusy over a week while between homes and really loved it. My kids and cats were comfortable and we had enough space that we weren’t on top of each other like we would be in other hotel suites. "
The price is AED 793
AED 1,557 total
includes taxes & fees
23 Dec - 24 Dec
West Taylor Run Hotel

Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!

9.4 out of 10, Exceptional, (26)
"The property was perfect for our family. The location was near all the attractions. My only disappointment was that we couldn’t use Kingsmill Resort pools. We also had to tell a white lie so that we could dine on-site."
Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!

Roof Top Terrace Condo in DC

10.0 out of 10, Exceptional, (4)
"This property was perfect for our group of 6 to reunite for shows at the nearby 9:30 Club and to explore the DC area. The apartment is just as beautiful as photographed, and the rooftop deck was our favorite of the 3 outdoor spaces we enjoyed. The area has everything you need nearby. Most notably, however, our host Anthony was very responsive and he worked to make our visit perfect for our group. "
Roof Top Terrace Condo in DC

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

10.0 out of 10, Exceptional, (128)
"Kingsmill is a lovely property, very convenient to local attractions. The condo was clean and well furnished. "
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

Wyndham Kingsgate - 2 Bedroom Deluxe

10.0 out of 10, Exceptional, (16)
"I’ve been staying at the Kingsgate resort twice a year for the last four years. It was a nice surprise to get an updated room new carpet new furnishings. The best part is that they modified the restrooms where you have better water, pressure and hot water the resort in south is nice And staying in December and they had the resort decorated with Christmas lights around the outer barriers area. I would recommend this to any family wanting to stay."
Wyndham Kingsgate - 2 Bedroom Deluxe

Waterfront on Marsh Island!

8.8 out of 10, Excellent, (21)
"Small Cozy condo for couples. Very quiet and relaxing with great sunrises and sunsets! Great location with being on the water!"
Waterfront on Marsh Island!

Picture Frame Beach n Bed

7.8 out of 10, Good, (20)
"The view from the main bedroom upstairs is phenomenal. We saw dolphins jumping in the waves from the bed. It really is stunning. The location is also very convenient. We could walk right to the beach and we also walked to a nearby playground for the Saturday Farmer's Market. We talked to one of the neighbors while we were out walking and they were very friendly. The people we met at the Farmer's Market were very friendly. It is a great area to bring kids. The floors, carpet, and bathrooms were...
Picture Frame Beach n Bed

Luxury Pied-a-Terre Penn Quarter Downtown Washington DC

9.4 out of 10, Exceptional, (6)
"This little apartment in Chinatown is great! Right next to the arena and near tons of food and museums."
Luxury Pied-a-Terre Penn Quarter Downtown Washington DC

Lovely Duplex Apartment - Free Garage parking close to DC

9.0 out of 10, Wonderful, (15)
"This apartment was ideal for our family of two grandparents, two parents and a young boy. Our grandson’s bed was even decorated for a kid and had its own children’s book section. The full kitchen had everything we needed. Great location too! "
The price is AED 551
AED 1,388 total
includes taxes & fees
2 Jan - 3 January 2025
Lovely Duplex Apartment - Free Garage parking close to DC

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (266)
"I booked this property for a girls weekend with my college roommates and we had the BEST time. The location is great; right off the main shopping/restaurant area. Also the bedroom layouts (4 single beds & 1 queen) made it easy to accommodate and sleep the 6 of us. Christina was great & easy to contact. We’d love to come back in the summer! Highly recommend this spot. "
Annapolis Condominium in the heart of the historic center

2-Bdr Condo, Free Parking , Self Check-In

7.8 out of 10, Good, (9)
"Checkin didn't go well. Door wouldn't open when we got there. Owner responded fairly quick. Otherwise it was a nice place to stay. Comfortable."
The price is AED 353
AED 1,013 total
includes taxes & fees
25 Dec - 26 Dec
2-Bdr Condo, Free Parking , Self Check-In

Beautiful 1 bedroom condo with a view!

10.0 out of 10, Exceptional, (36)
"Came to Williamsburg for Grand Illumination. Could not believe how cozy and festive this unit was for the holidays. Loved sitting by the fireplace in the comfy chairs. The condo is so beautifully decorated and well appointed. They thought of every detail! fwanted! "
Beautiful 1 bedroom condo with a view!

Only 5 min. from the Beach!

9.0 out of 10, Wonderful, (19)
"We were pleased with what we found! The space was exactly as advertised and we really liked the fact that the bedroom was completely separate from the kitchenette and second bed. The two bathrooms we also great since it was my wife and I, our daughter and her best friend. The separate space for the adults was super! The cost of the room per night was very reasonable for it being the off season. "
The price is AED 370
AED 696 total
includes taxes & fees
23 Dec - 24 Dec
Only 5 min. from the Beach!

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

9.8 out of 10, Exceptional, (121)
"Like a hotel room without amenities such as ice, extra toilet paper."
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Contemporary Condo in Quiet Locale!

10.0 out of 10, Exceptional, (26)
"Property was perfect for us! A very comfortable place. Loved the neighborhood !"
Contemporary Condo in Quiet Locale!

Only 5 min to Assateague National Seashore!

9.2 out of 10, Wonderful, (10)
"I have been staying at the Assateague Inn in Chincoteague for the last 7 Years! It is an annual Fall trip that I look forward to every year. This years visit did not disappoint. The apartment was exceptionally clean, modern, and had all of the comforts of home. The bed was very comfortable, and there was even a Wine Cooler!"
The price is AED 370
AED 696 total
includes taxes & fees
23 Dec - 24 Dec
Only 5 min to Assateague National Seashore!

Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops

9.6 out of 10, Exceptional, (47)
"I had a great stay at the condo. I had everything I needed and felt safe and comfortable. It was incredibly convenient to walk to Trader Joe’s, Target, Whole Foods and my doctor’s appointment. It’s a really large space and I plan on returning with family. Thanks for a wonderful stay in Bethesda!"
Luxury Condo 2br close to Metro & NIH Walter Rees/Sightseeing/Museums/Zoo/shops

Kingsmill Condo on Golf Course 9th Fairway! Local owner

10.0 out of 10, Exceptional, (75)
"Very nice condo. Our granddaughter loved the piano."
Kingsmill Condo on Golf Course 9th Fairway! Local owner

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (50)
"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
23 Dec - 24 Dec
Luxury Riverfront Condo w/ sunrise & sunset views

Large Family Vacation Condo. 4BDR/4BA (12). Full Amenities. Near Attractions.

9.0 out of 10, Wonderful, (18)
"This property was one of the few that met our needs for a 4 bedroom for 3 couples and a toddler. We reached all activities in the area with a 20-30 min drive. Shopping was located about 10 minutes away. The resort was very clean and secure, with a 24-hour staffed guard gate. The check-in process was slow, about 40 minutes on Friday ~5pm. The unit was 2 almost identical units next to each other with a central door. We closed the main door and left the unit doors open so family could walk...
Large Family Vacation Condo. 4BDR/4BA (12). Full Amenities. Near Attractions.
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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Frequently asked questions

How much do condos in Chesapeake Bay cost?
Expect to pay from AED 353 to AED 793 per night for condos in Chesapeake Bay. No matter your budget, an ideal 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.
What are the best condos in Chesapeake Bay?
Chesapeake Bay offers multiple condos with a total average guest review rating of 9.2. Planning an escape to Washington? Stay at Comfortable Club Wyndham National Harbor, a popular 3.5-star option with a swimming pool and an oven. Another highly recommended pick is Stunning High-End Georgetown Condo. It has a 3-star rating and conveniences such as a barbecue grill and a king bed.
How many condos are there in Chesapeake Bay?
Chesapeake Bay has 48 condos to choose from. Enter your travel dates and destination and get a start on planning your ideal getaway today.
Why book your condo in Chesapeake Bay with Expedia?
Vacays shouldn’t be difficult, so if you’re looking for condos at a great price, Expedia can help. Keep the budget in check and go for something cheap and cheerful, or splurge on 5-star accommodations and treat your loved ones. Our search filters make it a breeze to find an escape in Chesapeake Bay that suits you best.
How can I find cheap condos in Chesapeake Bay?
With Expedia’s helpful filter tool, getting your hands on cheap condos in Chesapeake Bay is a snap. To view properties that’ll make your wallet happy, narrow your search results by star rating, amenities and budget.