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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

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. 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 €147
includes taxes & fees
29 Nov - 30 Nov
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.

2. 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
7.8 out of 10, Good, (6 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is €158
includes taxes & fees
29 Nov - 30 Nov
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.

3. 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
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.

4. 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.
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
A fireplace with a TV mounted above it, a Buddha statue, and a shelf with candles and a camera.

5. 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
10.0 out of 10, Exceptional, (1 review)
"Very good location and quite clean"
United States
Kyle L.
The price is €264
includes taxes & fees
5 Nov - 6 Nov
Cozy 1-bedroom condo in Hampton/AC NASA ,Air Force ,Army base Hampton U Norfolk
Sanctuary Pool 2

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

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (6 reviews)
"Successful vacation."
United States
Shawn F.
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
A living room with two sofas, a coffee table, and a kitchen in the background.

7. 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 €338
includes taxes & fees
4 Nov - 5 Nov
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
A balcony with turquoise chairs and a view of a parking lot and buildings.

8. 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, (43 reviews)
"Was use to ocean front beach house, all the codes and elevators took some getting use to.Loved the space in the condo and convenience of the store and restaurant across the street."
United States
Dana H.
Penthouse By The Sea | Huge Home w/ Amazing Views
A bedroom with a large bed, a view of the balcony, and a sliding glass door.

9. Beachfront Penthouse! 4Bd/3Bth

Beachfront Penthouse! 4Bd/3Bth
Sandbridge
9.0 out of 10, Wonderful, (30 reviews)
"Proximity to the ocean was great."
United States
Raymond J.
The price is €813
includes taxes & fees
1 Nov - 2 Nov
Beachfront Penthouse! 4Bd/3Bth
A building labeled "Ocean Sands Resort" with a view of the ocean and sunset.

10. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is €275
includes taxes & fees
5 Nov - 6 Nov
High floor, Ocean View Condo
Sanctuary Pool 2

11. New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
Sandbridge
8.8 out of 10, Excellent, (12 reviews)
"Property was very clean and exactly as the ad described. The host gave detailed instructions on parking and how to access the condo and was very easy to reach if I had questions. The large balcony was a great space to have coffee in the morning and listen to birds while looking over the back bay and the sunsets were spectacular. Would highly recommend this booking"
United States
Michelle K.
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
The perfect poolside escape with sun loungers and calm vibes.

12. NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym

NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Sandbridge
9.2 out of 10, Wonderful, (14 reviews)
"Great place to stay! Super close to the beach and it wasn’t too crowded. Has basics for what you need. The second parking spot was a little further away than ideal but we made it work. "
United States
Danni R.
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
A living room with a balcony overlooking the ocean, a beige sofa, and three beach-themed wall art pieces.

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"It was wonderful staying in this beautiful 2-bedroom, 2-bathroom oceanfront unit right on the boardwalk! The place was clean, comfortable, and felt like a perfect home away from home while visiting Virginia Beach.I loved how walkable the location was to the pier, restaurants, and everything we wanted to enjoy. We had some delicious seafood at Mahi’s and Waterman’s Surfside Grille, which were both great choices!Since it was just me and my friend staying, we really appreciated having a comfortable...
United States
Tisha W.
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
A balcony with a view of a beach, a table, and two chairs.

14. New! Beachfront 3bd / 2Bth/Pool 104A

New! Beachfront 3bd / 2Bth/Pool 104A
Sandbridge
9.8 out of 10, Exceptional, (6 reviews)
"Great stay, wonderful location, and the place is bigger than it looks in the pictures. Would definitely stay again"
United States
John C.
The price is €650
includes taxes & fees
4 Nov - 5 Nov
New! Beachfront 3bd / 2Bth/Pool 104A
A modern living room with a grey sectional sofa, a flat-screen TV, a fireplace, and a ceiling fan.

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

Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
Northeast Virginia Beach
9.6 out of 10, Exceptional, (5 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 €367
includes taxes & fees
4 Nov - 5 Nov
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
A coastal hotel with multiple high-rise buildings, a beach in the foreground, and a marina in the background.

16. Oceanfront Condo, Heated Pool, Fitness Center

Oceanfront Condo, Heated Pool, Fitness Center
Northeast Virginia Beach
10.0 out of 10, Exceptional, (5 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.
Oceanfront Condo, Heated Pool, Fitness Center
A living room with a sofa, armchairs, a coffee table, and a TV. There is a large window with a view of the ocean and a sunset.

17. Beachfront Condo/ Pool/ Surfing/ Fishing / EW 205

Beachfront Condo/ Pool/ Surfing/ Fishing / EW 205
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a great stay! Great location, clean & comfortable condo, and great communication from host"
United States
June D.
Beachfront Condo/ Pool/ Surfing/ Fishing / EW 205
A balcony with a view of the ocean at sunset.

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (4 reviews)
"Wonderful! Very clean! Amazing views!"
United States
Joseph and Cathy P.
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
A room with a large sliding glass door to the ocean, a ceiling fan, a flat-screen TV, and a dining area with a table and chairs.

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
8.8 out of 10, Excellent, (11 reviews)
"Great stay. Great Host"
United States
Dominique
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
A resort with multiple buildings, a swimming pool, and a sunset view.

20. New Oceanfront Penthouse | 2 Decks | Gym, Pool 418

New Oceanfront Penthouse | 2 Decks | Gym, Pool 418
Sandbridge
7.0 out of 10, Good, (2 reviews)
"We enjoyed our stay at the property. The only thing is the beds were not comfortable and felt like worn out mattresses, except the bed in master bedroom. Besides that our experience was comfortable with nice sunset views and clean property close to the beach"
United States
vishakha r.
New Oceanfront Penthouse | 2 Decks | Gym, Pool 418
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

Budget Inn Norfolk Va

Budget Inn Norfolk Va

10/10 Excellent
"."
Chanya 1-night trip
Posted 12 hours ago
Budget Inn Norfolk Va

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
89
Accommodation
439 Condo Rentals
Lowest Price
€147
Highest Price
€813

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.