A golf course, a large building complex, and a marina by a river.

Search Condos Rentals in Chesapeake from CA $222

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Chesapeake condo rentals

A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

1. King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Chesapeake
The price is CA $166
CA $222 total
includes taxes & fees
Oct 4 - Oct 5
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

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

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
The price is CA $179
CA $238 total
includes taxes & fees
Oct 4 - Oct 5
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

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

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
9.0 out of 10, Wonderful, (2 reviews)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
The price is CA $166
CA $222 total
includes taxes & fees
Oct 4 - Oct 5
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

4. Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Chesapeake
8.0 out of 10, Very good, (5 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is CA $180
CA $241 total
includes taxes & fees
Sep 27 - Sep 28
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
A large indoor swimming pool with clear water, surrounded by lounge chairs and potted plants.

5. Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
9.4 out of 10, Exceptional, (8 reviews)
"The condo is nice, clean and very roomy. We love the stay and very convenient. The hotel provides breakfast it’s great!!"
United States
Linh T.
The price is CA $345
CA $454 total
includes taxes & fees
Sep 7 - Sep 8
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
A compact kitchen with a central island, wooden stools, and a dining area with orange tablecloths.

6. Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Northeast Virginia Beach
9.2 out of 10, Wonderful, (30 reviews)
"Clean and nice"
United States
david d.
The price is CA $217
CA $559 total
includes taxes & fees
Sep 14 - Sep 15
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
A fireplace with a TV mounted above it, a Buddha statue, and a shelf with candles and a camera.

7. Cozy 1-bedroom condo in Hampton/AC NASA ,Air Force ,Army base Hampton U Norfolk

Cozy 1-bedroom condo in Hampton/AC NASA ,Air Force ,Army base Hampton U Norfolk
Hampton
The price is CA $214
CA $282 total
includes taxes & fees
Sep 19 - Sep 20
Cozy 1-bedroom condo in Hampton/AC NASA ,Air Force ,Army base Hampton U Norfolk
A pier extending into the ocean at sunset.

8. Cozy home away from home just minutes from the Beach

Cozy home away from home just minutes from the Beach
Northeast Virginia Beach
9.6 out of 10, Exceptional, (78 reviews)
"the host was so accommodating and helpful. i would absolutely stay here again!!"
United States
Allyson T.
The price is CA $159
CA $428 total
includes taxes & fees
Oct 6 - Oct 7
Cozy home away from home just minutes from the Beach
A building labeled "Ocean Sands Resort" with a view of the ocean and sunset.

9. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is CA $247
CA $418 total
includes taxes & fees
Sep 21 - Sep 22
High floor, Ocean View Condo
A modern living room with a grey sectional sofa, a flat-screen TV, a fireplace, and a ceiling fan.

10. Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront

Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Place was great, but if you’re not physically able to go up steps this place is not for you."
United States
Jim W.
The price is CA $308
CA $638 total
includes taxes & fees
Oct 4 - Oct 5
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
A living room with two sofas, a coffee table, and a kitchen in the background.

11. Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly

Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Northeast Virginia Beach
The price is CA $242
CA $551 total
includes taxes & fees
Oct 5 - Oct 6
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
A beachside boardwalk with a water play area, palm trees, and beach chairs.

12. Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (8 reviews)
"The condo was clean, had a great location, and a beautiful view of the ocean. "
United States
Judy H.
The price is CA $373
CA $882 total
includes taxes & fees
Sep 9 - Sep 10
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
A bedroom with a large bed, a view of the balcony, and a sliding glass door.

13. Beachfront Penthouse! 4Bd/3Bth

Beachfront Penthouse! 4Bd/3Bth
Sandbridge
9.2 out of 10, Wonderful, (28 reviews)
"Proximity to the ocean was great."
United States
Raymond J.
The price is CA $654
CA $1,481 total
includes taxes & fees
Sep 8 - Sep 9
Beachfront Penthouse! 4Bd/3Bth
A balcony with turquoise Adirondack chairs and a view of a parking lot and buildings.

14. ❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Sandbridge
9.0 out of 10, Wonderful, (39 reviews)
"Excellent host! "
United States
Cindy S.
The price is CA $620
CA $1,245 total
includes taxes & fees
Sep 8 - Sep 9
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
A beachside water park with a blue pool area, palm trees, and a sandy beach in the background.

15. Oceanfront Condo, Heated Pool, Fitness Center

Oceanfront Condo, Heated Pool, Fitness Center
Northeast Virginia Beach
10.0 out of 10, Exceptional, (4 reviews)
"Everything was clean and comfortable. Our host responded within minutes when we reached out. The views were spectacular. Within walking distance to lots of shops and restaurants. Had a fantastic time and look forward to visiting again. "
United States
Randi C.
The price is CA $475
CA $974 total
includes taxes & fees
Sep 9 - Sep 10
Oceanfront Condo, Heated Pool, Fitness Center
A white door with a frosted glass panel, a red handle, and a small window above the door. There are two clear glass cubes with lights on the ground beside the door.

16. Cozy 1-bed condo w/AC near NASA Norfolk and Hampton u military bases VA beach

Cozy 1-bed condo w/AC near NASA Norfolk and Hampton u military bases VA beach
Hampton
The price is CA $184
CA $404 total
includes taxes & fees
Sep 21 - Sep 22
Cozy 1-bed condo w/AC near NASA Norfolk and Hampton u military bases VA beach

17. Coastal Living Luxury Oceanfront Condo, Pool Beach

Coastal Living Luxury Oceanfront Condo, Pool Beach
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Such a beautiful well maintained place, very clean and organized. The host was very responsive and even offered suggestions for dining. Would definitely stay here again."
United States
Julie P.
The price is CA $468
CA $1,116 total
includes taxes & fees
Sep 13 - Sep 14
Coastal Living Luxury Oceanfront Condo, Pool Beach
A beachfront hotel with multiple buildings, a sandy beach, and a body of water.

18. New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (4 reviews)
"Successful vacation."
United States
Shawn F.
The price is CA $388
CA $1,067 total
includes taxes & fees
Sep 8 - Sep 9
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
A modern living room with a view of the ocean at sunset, featuring a sofa, two wicker chairs, a coffee table, and a dining table.

19. New / Beachfront Condo/ Pool/ Surfing/ Fishing

New / Beachfront Condo/ Pool/ Surfing/ Fishing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (5 reviews)
"great location and view"
United States
philip o.
The price is CA $598
CA $1,087 total
includes taxes & fees
Sep 8 - Sep 9
New / Beachfront Condo/ Pool/ Surfing/ Fishing
A modern kitchen with white cabinetry, a marble countertop, and built-in appliances.

20. Direct Beach Access/Oceanfront Condo/Family Friendly

Direct Beach Access/Oceanfront Condo/Family Friendly
Northeast Virginia Beach
The price is CA $621
CA $1,154 total
includes taxes & fees
Sep 30 - Oct 1
Direct Beach Access/Oceanfront Condo/Family Friendly
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 Hotel Reviews

Holiday Inn Va Beach-Oceanside (21st St) by IHG

Holiday Inn Va Beach-Oceanside (21st St) by IHG

8/10 Good
"Room had some spiderwebs by the AC.. Beachview was Amzazing..Staff polite...Balcony cool"
Myron 2-night trip
Posted 3 hours ago
Holiday Inn Va Beach-Oceanside (21st St) by IHG

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
215
Accommodation
443 Condo Rentals
Lowest Price
CA $222
Highest Price
CA $1,662

Frequently asked questions

Why book your condo in Chesapeake with Expedia?
Booking a condo in Chesapeake is as simple as clicking on your travel dates and choosing an option that suits your style. Looking for something upscale or budget friendly, or a stay that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Chesapeake?
An excellent way to find cheap condos in Chesapeake is with Expedia's easy-to-use filter tool. Tailor your search results by star rating, budget and amenities to discover unbeatable deals in a few clicks.
What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences to keep you occupied for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other awesome attractions. If you're lingering longer, Greenbrier Mall and Chesapeake Veterans' Memorial are worthwhile additions to your itinerary.

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