Search Condo Rentals in Chesapeake Bay

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Next weekend
31 Muh. - 2 Saf.
In two weeks
7 Saf. - 9 Saf.
In one month
21 Saf. - 23 Saf.
In two months
21 Rab. I - 23 Rab. I

Compare 49 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
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!
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!
Luxury Pied-a-Terre Penn Quarter Downtown Washington DC
Chinatown Welcome Home

Luxury Pied-a-Terre Penn Quarter Downtown Washington DC

9.6 out of 10, Exceptional, (7)
"Wonderful areas with lots of amazing restaurants nearby and close to the action in DC. Perfect for my short business stay. "
Luxury Pied-a-Terre Penn Quarter Downtown Washington DC
West Taylor Run Hotel
Parking

West Taylor Run Hotel

4.0 star property
8.6 out of 10, Excellent, (19)
"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 SAR 518
SAR 1,252 total
includes taxes & fees
25 Jan - 26 Jan
West Taylor Run Hotel
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets

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

9.0 out of 10, Wonderful, (12)
"The property itself is great. But I have to agree with other reviewers that the location is indeed sketchy. I know it's not their fault but on one of the days there was literally a shooting a block away that had dozens of police cars coming to. And the people that just.... hang around the liquor store next door harassed the person I was staying with. Again, the property itself is really great. And so is the host; very responsive. But the location is not the greatest. "
Downtown Delight Vibrant Oasis in Heart of DC's Bustling Streets
Beautiful Condo - Water View Near City Dock
Front gate of building

Beautiful Condo - Water View Near City Dock

9.6 out of 10, Exceptional, (139)
"We came up for the bowl game in Annapolis and this place offered a great place to stay near downtown and access to anywhere! The condo offered a clean comfortable place with all you need so close. "
Beautiful Condo - Water View Near City Dock
2-Bdr Condo, Free Parking , Self Check-In
Room

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 SAR 360
SAR 1,038 total
includes taxes & fees
23 Feb - 24 Feb
2-Bdr Condo, Free Parking , Self Check-In
Wyndham Kingsgate - 2 Bedroom Deluxe
1

Wyndham Kingsgate - 2 Bedroom Deluxe

10.0 out of 10, Exceptional, (18)
"Condo met our needs. The amenities are fantastic. "
Wyndham Kingsgate - 2 Bedroom Deluxe
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!
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!
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 705 total
includes taxes & fees
26 Jan - 27 Jan
Only 5 min. from the Beach!
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
Living area

Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking

9.4 out of 10, Exceptional, (27)
"The property was exactly as stated. It was a quiet neighborhood. Plenty of parking. Close to H street for theater restaurants and night life. We will return"
Upscale Penthouse Rooftop TV+Capitol+Monument Views+Parking
Luxurious 3 Bedroom Condo Sleeps 8!
Living area

Luxurious 3 Bedroom Condo Sleeps 8!

10.0 out of 10, Exceptional, (88)
"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!
Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach

Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach

9.8 out of 10, Exceptional, (24)
"My daughter was married at Mimosa Barn and my husband and I (from Mass) stayed at the Beach Retreat. It was better than the what the photos portrayed and was perfect for two people (plus my daughter the night before the wedding). The owner was very gracious and we will definitely stay there again if it's available. "
Beach, beach, beach in historic Cape Charles. Lovely 2BR Apt1Block from beach
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
25 Jan - 26 Jan
Lovely 2 BR Condo in 4💎 Historic Golf Resort
Perfect for Williamsburg/Busch vacation. 2BDR/2BA (6)
Busch Gardens is fun for the whole family

Perfect for Williamsburg/Busch vacation. 2BDR/2BA (6)

10.0 out of 10, Exceptional, (3)
"We had an amazing stay in Williamsburg! The unit was perfect! Spacious, clean, and well appointed. The beds were especially comfortable. But the service is what really made our stay. Check in was a breeze even though we didn’t arrive until 8:30. My daughter and her friend were starving after the 5 hr trek and the girl at the front desk gave us a great local recommendation. The next morning my daughter and her friend used the hairdryers in the same room at the same time and blew the fuse....
Perfect for Williamsburg/Busch vacation. 2BDR/2BA (6)
Serene Club Wyndham Patriot's Place, 2 Bedroom Lock Off
03_ClubWyndhamPatriotsPlace-126

Serene Club Wyndham Patriot's Place, 2 Bedroom Lock Off

8.0 out of 10, Very Good, (5)
"Perfect place to stay we didn’t want to go home at the end of our stay definitely going back next year"
Serene Club Wyndham Patriot's Place, 2 Bedroom Lock Off
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

ARC HOTEL Washington DC, Georgetown
Exterior

ARC HOTEL Washington DC, Georgetown

3.0 star property
8.2 out of 10, Very Good, (2176)
"Excellent stay and the staff was very helpful."
The price is SAR 443
SAR 514 total
includes taxes & fees
25 Jan - 26 Jan
ARC HOTEL Washington DC, Georgetown
Glover Park - Georgetown
Terrace/patio

Glover Park - Georgetown

4.0 star property
8.8 out of 10, Excellent, (2297)
"I had a wonderful stay at this hotel! The boutique ambiance was charming and added a unique touch to my visit. The room was spacious, providing plenty of comfort, and the beds were incredibly cozy, ensuring a restful night’s sleep. The location was perfect, making it easy to explore the surrounding area with everything conveniently nearby. I also enjoyed dining at the hotel’s restaurant, which offered delicious food and excellent service. Overall, this hotel exceeded my expectations, and I would...
The price is SAR 603
SAR 699 total
includes taxes & fees
26 Jan - 27 Jan
Glover Park - Georgetown
The Dupont Circle Hotel
Lobby lounge

The Dupont Circle Hotel

4.5 star property
9.4 out of 10, Exceptional, (1486)
"I love the Dupont Circle Hotel, and this is the only place I stay while in DC. Their furniture on my latest stay was looking a little worse for wear, but I think a small spruce up will bring it back to its former glory. Maybe update the carpet and the furniture facings. But the amenities, restaurants, and room service are too notch. The street facing rooms can get a bit noisy. "
The price is SAR 1,009
SAR 1,170 total
includes taxes & fees
25 Jan - 26 Jan
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.

Frequently asked questions

How much do condos in Chesapeake Bay cost?
Expect to pay from SAR 360 to SAR 1,234 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 49 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.