Search and Rent Chesapeake Bay Condos

Compare 53 Condo Rentals in Chesapeake Bay with updated reviews, rates, and availability.

Signature Condo, 2 Bedrooms | In-room dining
West Taylor Run Hotel
4.0 star property
8.6 out of 10, Excellent, (9)
"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 $124
$318 total
includes taxes & fees
May 19 - May 20
West Taylor Run Hotel
Property grounds
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!
Outdoor dining
Waterfront on Marsh Island!
9.0 out of 10, Wonderful, (6)
"Property was clean, all advertised amenities were provided, quiet area (off season). Only negatives was the constant humming coming from the attached utility room that shared a wall with the bedroom. Humming was loud enough to wake us up at night. Also, that same side of the building is starting to settle and slopes down 1+ inch."
Waterfront on Marsh Island!
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Beach | On the beach
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
Fridge, microwave, oven, stovetop
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!
Property grounds
Only 5 min to Assateague National Seashore!
9.8 out of 10, Exceptional, (6)
"Property was clean and in a great location on the island. The GPS did not take us all the way to the end of the road where the inn was, so coming in after dark made it tricky for us to find. We came to go crabbing and the water level is low off the dock in the back so we had to go elsewhere to crab."
The price is $100
$189 total
includes taxes & fees
May 22 - May 23
Only 5 min to Assateague National Seashore!
Property grounds
Luxury Riverfront Condo w/ sunrise & sunset views
9.8 out of 10, Exceptional, (41)
"We had a wonderful week long stay at this peaceful location overlooking the James River."
The price is $199
$385 total
includes taxes & fees
May 20 - May 21
Luxury Riverfront Condo w/ sunrise & sunset views
Indoor pool, a heated pool
Fun + History! 1BR Suite at Wyndham Kingsgate, Close to Park & Busch Gardens
9.2 out of 10, Wonderful, (9)
"The suite was very clean & quiet, convenient to the historical area. They try to sell the time share."
Fun + History! 1BR Suite at Wyndham Kingsgate, Close to Park & Busch Gardens
Beach
Golf Course View - Kingsmill, Minutes to Busch Gardens and Colonial Williamsburg
9.6 out of 10, Exceptional, (54)
"Perfect 2 bedroom spot in Kingsmill community. Kitchen was well stocked with coffee to get you started. Great back patio to watch golfers come up the fairway. Cant access Kingsmill golf courses and amenities, but great to walk around the beautiful community. Perfect for a couples trip. The unit was very clean and updated. Wonderful for a quick weekend away!"
Golf Course View - Kingsmill, Minutes to Busch Gardens and Colonial Williamsburg
Beach nearby, beach towels
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!
Fridge, microwave, oven, stovetop
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 $150
$378 total
includes taxes & fees
May 27 - May 28
Lovely Duplex Apartment - Free Garage parking close to DC
Pool
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
Property grounds
Luxury High Rise Condo downtown baltimore
2.0 out of 10, (1)
"Clearly a scam listing. Responded to indicate property was not available due to "plumbing issues" and then refused to cancel the reservation or respond further. Has completely ghosted us and VRBO. VRBO support has also been less than helpful. Stay away!"
Luxury High Rise Condo downtown baltimore
2 bedrooms, in-room safe, desk, iron/ironing board
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
Exterior
New condo☆Self Check-In☆SmartTV 1min-›Shops, restaurants, parks, metro!
2.0 out of 10, (2)
"Awful experience. The owner didn't reply to any communication before the actual check-in time, and therefore I had to just go straight to my event. It was after 10:30 pm when I needed to access my rental. The parking was NOT a dedicated lot but on-street parking, so I had to walk around a very long block in the dark. And then the access code (finally) provided to me was actually calling the apartment to unlock the door!!! That's not an access code! I was standing outside the building alone, in...
The price is $132
$176 total
includes taxes & fees
May 17 - May 18
New condo☆Self Check-In☆SmartTV 1min-›Shops, restaurants, parks, metro!
Exterior
Contemporary Condo in Quiet Locale!
10.0 out of 10, Exceptional, (21)
"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!
TV
Bliss on the Bay - Perfect Beach Getaway
10.0 out of 10, Exceptional, (2)
"Clean, quaint, quiet! Just what we wanted!"
Bliss on the Bay - Perfect Beach Getaway
Fridge, microwave, oven, stovetop
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
Property grounds
Annapolis Condominium in the heart of the historic center
9.8 out of 10, Exceptional, (248)
"Great location"
Annapolis Condominium in the heart of the historic center
Smart TV
Walk to Main Street from Waterfront Condo with pool and parking
10.0 out of 10, Exceptional, (7)
"In an older apartment building, this condo is situated over the creek with views to the bridge and beyond. Everything is new and I would highly recommend."
Walk to Main Street from Waterfront Condo with pool and parking
Don't see what you're looking for?
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

Exterior
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
3.0 star property
8.4 out of 10, Very Good, (3706)
"Nice location!"
The price is $160
$186 total
includes taxes & fees
May 27 - May 28
Holiday Inn Washington Capitol - Natl Mall, an IHG Hotel
View from property
Embassy Suites by Hilton Washington D.C. – Convention Center
3.5 star property
8.8 out of 10, Excellent, (1923)
"Súper lindo! Limpio y buena atención. "
The price is $178
$206 total
includes taxes & fees
May 31 - Jun 1
Embassy Suites by Hilton Washington D.C. – Convention Center
Terrace/patio
The Dupont Circle Hotel
4.5 star property
9.4 out of 10, Exceptional, (1226)
"Perfect spot for a special graduation weekend! The location is beautiful, the staff very accommodating, the room extremely clean and comfortable and the bar and restaurant cozy and delicious! Nice way to celebrate our daughter’s college graduation!"
The price is $275
$319 total
includes taxes & fees
May 24 - May 25
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.

Chesapeake Bay Condo Rentals information

Number of reviews
780
Accommodation
53 Condo Rentals
Lowest Price
$100
Highest Price
$199

Frequently asked questions

How much do condos in Chesapeake Bay cost?
You’ll pay from $100 to $199 per night for condos in Chesapeake Bay. No matter your budget, you’ll find the perfect stay on Expedia. 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?
Take a peek at our 53 condos in Chesapeake Bay and then book your favorite. Whether you’re embarking on a family getaway or kicking back with your pals, your perfect stay is just a few clicks away with Expedia.
Why book your condo in Chesapeake Bay with Expedia?
Booking a condo in Chesapeake Bay is as easy as working out your travel dates and choosing the option suited to your needs. On the search for something luxurious or low cost, or a stay that also includes a pool and free WiFi? Use Expedia’s search filters to further narrow your search results and find your perfect match.
How can I find cheap condos in Chesapeake Bay?
Expedia can help you narrow your search for cheap condos in Chesapeake Bay. To discover your perfect stay in a few clicks, use our handy filter tool to tailor your search results by amenities, budget and star rating.
What is there to do in Chesapeake Bay near my condo?
Whether you enjoy shopping, dining, history or culture, Chesapeake Bay promises something for everyone! The awesome city of Washington has tons of attractions, including National Mall, Smithsonian Institution and National Museum of African American History and Culture. If you’re vacationing in Baltimore, National Aquarium in Baltimore, Baltimore Museum of Art and American Visionary Art Museum have to be on your itinerary.

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