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Featured Condo Rentals in Chesapeake Bay

Unit #2 Close to Howard University

2.0 star property
9.2 out of 10, Wonderful, (5)
"This was a great place to stay. Host was great, location is amazing. Would love to stay here again when I come back to Washington DC!"
The price is NZ$574
includes taxes & fees
24 June - 25 June
Unit #2 Close to Howard University

West Taylor Run Hotel

4.0 star property
8.6 out of 10, Excellent, (25)
"We had a great stay. The property manager replied very quickly."
West Taylor Run Hotel

Lovely Duplex Apartment - Free Garage parking close to DC

9.0 out of 10, Wonderful, (25)
"A friend and I were in town for a conference and the place was perfect. Obtaining the keys was an interesting but fun process. It was like a treasure hunt. Plenty of towels, comfy beds, coffee, great area. Thank you for a great stay!"
The price is NZ$678
includes taxes & fees
20 July - 21 July
Lovely Duplex Apartment - Free Garage parking close to DC

Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC

9.2 out of 10, Wonderful, (7)
"The location was close to my family, which I was visiting. Also not far from stores and the place was clean, which is a plus. I would stay there again when visiting."
The price is NZ$345
includes taxes & fees
11 July - 12 July
Quiet, Remodeled 1BR/1BA Condo in Annandale, VA w/pool near DC

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

10.0 out of 10, Exceptional, (1)
"Very clean , great location. Will stay there again!!!"
The price is NZ$382
includes taxes & fees
6 July - 7 July
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Luxury Riverfront Condo w/ sunrise & sunset views

9.6 out of 10, Exceptional, (58)
"Our stay was amazing. The condo was immaculate, the kitchen was well stocked and the Riverview was outstanding. "
The price is NZ$641
includes taxes & fees
12 July - 13 July
Luxury Riverfront Condo w/ sunrise & sunset views

Beautiful 2 Bedroom Apt in downtown silverspring

9.4 out of 10, Exceptional, (13)
"I enjoyed my stay here. Clean place and the location is very convenient.Highly recommended."
The price is NZ$415
includes taxes & fees
24 June - 25 June
Beautiful 2 Bedroom Apt in downtown silverspring

Only 5 min. from the Beach!

9.4 out of 10, Exceptional, (24)
"Great location; cute renovation of room at Assateague Inn."
The price is NZ$380
includes taxes & fees
7 July - 8 July
Only 5 min. from the Beach!

Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach

9.8 out of 10, Exceptional, (96)
"This was a great studio, it had all I needed, right on the water. owner was responsive to messages.would stay again!!!:)"
The price is NZ$491
includes taxes & fees
23 July - 24 July
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach

Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

2.5 star property
10.0 out of 10, Exceptional, (9)
"The condo was very well appointed and super clean. Interior design was beautiful, we love the views from the second floor. Cambridge is a great town we enjoyed walks, beer at RAR and good food. We would definitely stay at this place again. "
The price is NZ$918
includes taxes & fees
7 July - 8 July
Conductor's Rest: Beautiful 2 Bedroom Loft in Historic Cambridge, Maryland

Welcome to "The Happy Haven". Located in the heart of the city.

9.8 out of 10, Exceptional, (17)
"Clean and convenient. An to excellent place to stay while I'm town visiting family. Will definitely plan to stay here the next time I travel to VA."
The price is NZ$341
includes taxes & fees
8 July - 9 July
Welcome to "The Happy Haven". Located in the heart of the city.

The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

2.0 star property
9.8 out of 10, Exceptional, (8)
"This was such a cozy, comfortable space for a girls weekend away. We loved the charm of the old building paired with thoughtful amenities. "
The price is NZ$769
includes taxes & fees
24 June - 25 June
The Drinking Gourd: Stunning Penthouse in Historic Downtown Cambridge

Beautiful 2BR/1BA Renovated Condo near DC w/pool

9.4 out of 10, Exceptional, (49)
"Everything we needed for a great stay and EXCELLENT communication with the host. "
The price is NZ$310
includes taxes & fees
30 June - 1 July
Beautiful 2BR/1BA Renovated Condo near DC w/pool

Upscale Condo in Historic Downtown Cambridge, Maryland

9.4 out of 10, Exceptional, (3)
"The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!"
The price is NZ$675
includes taxes & fees
1 July - 2 July
Upscale Condo in Historic Downtown Cambridge, Maryland

Lovely 1-Bedroom Condo with Pool and City View

9.6 out of 10, Exceptional, (19)
"Our stay at this condo was perfect. The condo was clean, located near restaurants, stores, and Metro rail. Extremely easy to get to the DC MUSEUMS. Would stay again."
The price is NZ$457
includes taxes & fees
28 June - 29 June
Lovely 1-Bedroom Condo with Pool and City View

Only 5 min. from the Beach!

8.6 out of 10, Excellent, (26)
"Great time. Nice accomodations, easy access. Beautiful area."
The price is NZ$444
includes taxes & fees
6 July - 7 July
Only 5 min. from the Beach!

Cozy Mid-Century Apartment Steps From Restaurants

10.0 out of 10, Exceptional, (3)
"Great location and the place was beautiful. A lot of thought went into making our stay a great experience If you’re driving parking is challenging! "
The price is NZ$769
includes taxes & fees
1 July - 2 July
Cozy Mid-Century Apartment Steps From Restaurants

Great Location ! 1 Short Block To The Boardwalk.

9.6 out of 10, Exceptional, (250)
"Location was amazing and house was clean. Perfect for our needs"
The price is NZ$786
includes taxes & fees
24 June - 25 June
Great Location ! 1 Short Block To The Boardwalk.

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 NZ$795
includes taxes & fees
24 June - 25 June
Lovely 2 BR Condo in 4💎 Historic Golf Resort

Beach Quarters Resort 4th of 1BR 1BA Oceanfront Sleeps Six

8.8 out of 10, Excellent, (3)
"Beautiful as far as the view, stepped outside directly onto the boardwalk and gorgeous ocean. Pools were very merely looking and not what I imagined but the use of the sister location pool which was right across the street was fantastic and that pool was gorgeous. Owner of the location was easy to get in touch with and very helpful with all of our needs. Location was on the quiet side of the board walk, a little away from all the excitement but was so peaceful."
Beach Quarters Resort 4th of 1BR 1BA Oceanfront Sleeps Six
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 NZ$310 to NZ$918 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 82 condos on offer. Enter your destination and travel dates and get a head start on planning your perfect trip today.
What is there to do in Chesapeake Bay near my condo?
Whatever you're into, there are almost endless things to keep you entertained in Chesapeake Bay. If you're off to Washington, stop by Arlington House-The Robert E. Lee Memorial, Cady's Alley and Francis Scott Key Memorial Park. Escaping to Baltimore? Geppi's Entertainment Museum, Union Soldiers and Sailors Monument and Edgar Allan Poe's Gravesite and Memorial are some major attractions in this city.