Search Condo Rentals in Chesapeake Bay

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Check prices for these dates

Next weekend
7 Rab. I - 9 Rab. I
In two weeks
14 Rab. I - 16 Rab. I
In one month
28 Rab. I - 30 Rab. I
In two months
25 Rab. II - 27 Rab. II

Compare 57 Condo Rentals in Chesapeake Bay with updated reviews, rates, and availability.

Annapolis Condominium in the heart of the historic center
Deck view

Annapolis Condominium in the heart of the historic center

9.8 out of 10, Exceptional, (269)
"This property is just steps from Main Street. It was the perfect location for exploring town and enjoying all that Annapolis had to offer during the holiday season. "
Annapolis Condominium in the heart of the historic center
Contemporary Condo in Quiet Locale!
Private kitchen

Contemporary Condo in Quiet Locale!

10.0 out of 10, Exceptional, (27)
"Nice, quiet, place inside the Belt Way. Works for me!"
Contemporary Condo in Quiet Locale!
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Two full size beds

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

9.8 out of 10, Exceptional, (123)
"Great experience "
Kingsmill water-view studio, minutes to Busch Gardens & Colonial Williamsburg!
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets

Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets

9.2 out of 10, Wonderful, (14)
"It was great staying here, everything close by, the neighborhood is great n would definitely stay here again next time im in DC"
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets
Wyndham Kingsgate - 2 Bedroom Deluxe
1

Wyndham Kingsgate - 2 Bedroom Deluxe

10.0 out of 10, Exceptional, (19)
"A lovely property and staff…highly recommend!"
Wyndham Kingsgate - 2 Bedroom Deluxe
Beautiful Condo - Water View Near City Dock
Front gate of building

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (140)
"I currently live in this complex, and I rented this condo for my parents to come stay a few days while I recovered from surgery. Joe and Beth were extremely accommodating and kept communication with my parents while they stayed (but also didn't bug them!). I was thankful to have such an easy process for my older parents and they are already talking about coming back down again because they enjoyed their stay so much!"
Beautiful Condo - Water View Near City Dock
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy
Room

3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy

2.0 star property
10.0 out of 10, Exceptional, (2)
"Both the host (CJ) and the property were phenomenal!! From smooth lining the experience for checking in to getting around the city the stay felt very personal and welcoming aside from only being aesthetically pleasing. There was plenty of room to stretch out, the directions to the location were easy to follow, and the pictures for the property were as posted. Our only regret was not staying another day. To make up for it, we just boasted about the stay to all our friends to at least consider...
3-bedroom condo in charming Washington with AC, WiFi. Relax and enjoy
2-Bdr Condo, Free Parking , Self Check-In
Room

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

8.0 out of 10, Very Good, (10)
"The condo was very clean and nicely set up. It was perfect for me. Just a short Lyft ride into DC. "
2-Bdr Condo, Free Parking , Self Check-In
Beautiful 1 bedroom condo with a view!
Property grounds

Beautiful 1 bedroom condo with a view!

10.0 out of 10, Exceptional, (38)
"Crysty was very accommodating and a great host! The place was very clean and had all the main essentials! We enjoyed our stay and highly recommend the space."
Beautiful 1 bedroom condo with a view!
Only 5 min. from the Beach!
Welcome to Newly Renovated Assateague Inn 111-2R!

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 SAR 381
SAR 719 total
includes taxes & fees
2 Mar - 3 Mar
Only 5 min. from the Beach!
Waterfront on Marsh Island!
Lover`s Lane on Chincoteague Island is the perfect Romantic Getaway.

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!
Wyndham Kingsgate - 1 Bedroom Suite
1

Wyndham Kingsgate - 1 Bedroom Suite

10.0 out of 10, Exceptional, (7)
"We had a very good stay. Property was very clean and comfortable. "
Wyndham Kingsgate - 1 Bedroom Suite
Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking
Private kitchen

Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking

9.6 out of 10, Exceptional, (9)
"I loved everything about the apartment and the host.The only problem we had was at check in. The host hadn't told us ANYTHING about when she planned to send us the key information, so when it was 2 min after check in time, and I still hadn't heard ANYTHING, I panicked. Then, at 4 min after check in time, the key information arrived via email. All was well after that.Great apartment! Comfy beds! Thanks!"
Designer 3-BDR Penthouse+Private Rooftop View of Monument&Capitol+Parking
Roof Top Terrace Condo in DC
Room

Roof Top Terrace Condo in DC

10.0 out of 10, Exceptional, (5)
"The location is really convenient , clean and charming place "
Roof Top Terrace Condo in DC
Book A Piece of History at Kingsmill Resort in Williamsburg Virginia!
Large and spacious living room suite with plenty of seating.

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!
Top choice for families. 2BDR/2BA (6) at Powhatan Resort.
Area attractionRomantic restaurants abound in Williamsburg.

Top choice for families. 2BDR/2BA (6) at Powhatan Resort.

10.0 out of 10, Exceptional, (3)
"The property and unit were great. The location to colonial Williamsburg was great for our family."
Top choice for families. 2BDR/2BA (6) at Powhatan Resort.
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Golf

Lovely 2 BR Condo in 4💎 Historic Golf Resort

9.4 out of 10, Exceptional, (14)
"great location. easy to get to everything..condo was great"
The price is SAR 1,234
SAR 2,066 total
includes taxes & fees
15 Mar - 16 Mar
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,
Exterior

Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,

The price is SAR 362
SAR 1,068 total
includes taxes & fees
2 Mar - 3 Mar
Unit #1 - 1-bedroom condo in amazing Washington Close to Howard University,
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
Aerial view including the James River

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

10.0 out of 10, Exceptional, (131)
"This was an extremely clean and enjoyable place to stay. It had very modern amenities along with sufficient cookware and kitchen necessities. It was a quiet and comfortable place to relax and unwind. It instantly has become one of my favorite places to visit.J. Hunt "
Water-view in Kingsmill, 10 minutes to Busch Gardens & Colonial Williamsburg!
4206 Washington Blvd Condos
Front of property

4206 Washington Blvd Condos

4.0 star property
4.8 out of 10, (3)
"We were promised internet/wifi and it didn’t work the entire trip. Contacted the property and she said it was but it wasn’t working until the day we checked out. The beds are IKEA very cheap. Clean but cheap. The couch wasn’t comfortable at all. The TV didn’t have an outlet to plug into or an extension cord to reach to another plug. Finally found an extension coming from the side of the refrigerator on the other side of the wall but had to move the tv over to reach. Once turned on, we were back...
The price is SAR 563
SAR 1,285 total
includes taxes & fees
26 Feb - 27 Feb
4206 Washington Blvd Condos
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

The Melrose Georgetown Hotel
Exterior

The Melrose Georgetown Hotel

4.0 star property
8.8 out of 10, Excellent, (2088)
"Incredibly well located at the heart of DC, great amenities and staff."
The price is SAR 567
SAR 784 total
includes taxes & fees
8 Mar - 9 Mar
The Melrose Georgetown Hotel
Glover Park - Georgetown
Terrace/patio

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2326)
" Over the hotel is fine. But the most i' d like its Dining area. So tasty food. The employees in there are so friendly. "
The price is SAR 731
SAR 848 total
includes taxes & fees
16 Mar - 17 Mar
Glover Park - Georgetown
ARC HOTEL Washington DC, Georgetown
Exterior

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very Good, (2219)
"The coffee machine downstairs didn't always work and the coffee didn't really taste good and the water dispenser inside the gym also didn't work all the time. "
The price is SAR 503
SAR 583 total
includes taxes & fees
27 Feb - 28 Feb
ARC HOTEL Washington DC, Georgetown
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 SAR 381 to SAR 1,474 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.
How many condos are there in Chesapeake Bay?
Chesapeake Bay has 57 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.