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Featured Condo Rentals in Chesapeake Bay and around

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

9.8 out of 10, Exceptional, (143)
"Great location very clean and cozy room. Beautiful area!!"
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!

Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

10.0 out of 10, Exceptional, (3)
"Great location .. we walked to Camden Yards, coffee and lunch in Federal Hill and to inner Harbor. Nice street parking w your permits and very quiet. Would stay again for sure!"
The price is €292
includes taxes & fees
23 Sept - 24 Sept
Perfectly located minutes from the Inner Harbor, Ravens and Orioles stadium.

Kingsmill Condo on Golf Course 9th Fairway! Local owner

10.0 out of 10, Exceptional, (88)
"Overall satisfied with the stay. Location was great, not crowded and easy to get around. "
Kingsmill Condo on Golf Course 9th Fairway! Local owner

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (64)
"Enjoyed my stay at this condo..I hope it becomes available again this year, "
The price is €302
includes taxes & fees
22 Sept - 23 Sept
Luxury Riverfront Condo w/ sunrise & sunset views

Only 5 min to Assateague National Seashore!

9.4 out of 10, Exceptional, (19)
"Nice place. "
The price is €167
includes taxes & fees
1 Oct - 2 Oct
Only 5 min to Assateague National Seashore!

"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

9.6 out of 10, Exceptional, (27)
"Great property! Clean and spacious!"
"Pura Vida" Fabulous 4 Bed Home near H St & Union Market

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

10.0 out of 10, Exceptional, (148)
"We enjoyed our stay! Very nice place."
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!

Beautiful 1 bedroom condo with a view!

10.0 out of 10, Exceptional, (54)
"Had a great time during our stay! Love every minute of it! "
Beautiful 1 bedroom condo with a view!

Waterfront on Marsh Island!

8.4 out of 10, Very good, (36)
"The location is close to everything, but secluded and quiet for when you just want to relax. We loved the closed in porch where we sat for hours on end talking and watching the water. We really felt comfortable and at home. "
Waterfront on Marsh Island!

Lovely Duplex Apartment - Free Garage parking close to DC

9.0 out of 10, Wonderful, (31)
"Apartment was very clean. With a grocery store & restaurants close by."
The price is €293
includes taxes & fees
21 Sept - 22 Sept
Lovely Duplex Apartment - Free Garage parking close to DC

Downtown Loft & Close to EVERYTHING!

6.8 out of 10, (6)
"The apartment was nice & in a convenient location. Parking was easy, with a parking garage literally around the corner. "
Downtown Loft & Close to EVERYTHING!

Perfect Cozy Vacation Rental on the Eastern Shore

8.2 out of 10, Very good, (27)
"Dated and not modern, clean but not a getaway or vacation rental, stove and oven dirty, only a few dishwater items available. "
Perfect Cozy Vacation Rental on the Eastern Shore

West Taylor Run Hotel

4.0 star property
8.4 out of 10, Very good, (27)
"We had a great stay. The property manager replied very quickly."
West Taylor Run Hotel

5 minutes to Assateague National Seashore!

9.0 out of 10, Wonderful, (20)
"The condo was perfect for my girlfriend and I, very private location and nice boardwalk by the creek"
The price is €163
includes taxes & fees
29 Sept - 30 Sept
5 minutes to Assateague National Seashore!

Only 5 min. from the Beach!

9.2 out of 10, Wonderful, (26)
"Great location that was very clean, kid friendly, and good amenities! Liked how close it was to everything, very walkable."
The price is €163
includes taxes & fees
4 Oct - 5 Oct
Only 5 min. from the Beach!

Lovely 1-Bedroom Condo with Pool and City View

9.6 out of 10, Exceptional, (21)
"My wife and I wanted a place near the Metro for ease of access to the city. This apartment was perfect. Very short walk to the Metro, and a parking space in the garage included. The apartment was stocked with toiletries, which was a very nice touch. Communication with the host was easy, with very prompt replies to our questions. Would definitely stay again. "
The price is €233
includes taxes & fees
19 Sept - 20 Sept
Lovely 1-Bedroom Condo with Pool and City View

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (283)
"The location and amenities are great. The host are very friendly, helpful and easy to make contact with. My family used this location for commission week and could not have asked for more. "
Annapolis Condominium in the heart of the historic center

Don't miss this! Fabulous Powhatan 2BDR/2BA. Great amenities. Near Busch Gardens

Don't miss this! Fabulous Powhatan 2BDR/2BA. Great amenities. Near Busch Gardens

4206 Washington Blvd Condos

4.0 star property
4.8 out of 10, (3)
"No hot water for the first 3 days, we have to boil our own water to shower . When we try to contact no one answer for a while. Very confusing instructions to how to get in the house "
4206 Washington Blvd Condos

Stunning Private Rooftop Penthouse in DC! Modern Luxury with Breathtaking Views!

2.0 star property
4.0 out of 10, (2)
"I was really excited to stay at this property. It looks so nice! However the beautiful new building is situated in a very rough area of DC. We arrived in the late afternoon and a party was just getting started next door. Medium sized crowd, loud music with strong bass line. I ordered some DoorDash and the driver got out, looked at me, looked around, and asked "Are you okay?" But I was still hopeful that everything would be fine. It wasn't. The party went until nearly 4am with escalating yelling...
Stunning Private Rooftop Penthouse in DC! Modern Luxury with Breathtaking Views!
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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Top Chesapeake Bay Hotel Reviews

Find out more about Chesapeake Bay

Find out more about Chesapeake Bay

Chesapeake Bay Condo Rentals information

Number of reviews
965
Accommodation
96 Condo Rentals
Lowest Price
€163
Highest Price
€302

Frequently asked questions

How much do condos in Chesapeake Bay cost?
Expect to pay from €163 to €302 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 96 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 holidays 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 accommodation and treat your loved ones. Take advantage of our search filters to find an escape in Chesapeake Bay that suits your needs.

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