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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Chesapeake condo rentals

Indoor pool

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 NZ$417
includes taxes & fees
9 Aug - 10 Aug
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Pool

2. 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 NZ$511
includes taxes & fees
2 Sept - 3 Sept
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Indoor pool

3. 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, (4 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
The price is NZ$486
includes taxes & fees
9 Aug - 10 Aug
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool

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.
The price is NZ$770
includes taxes & fees
2 Sept - 3 Sept
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Interior

5. 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 NZ$683
includes taxes & fees
2 Sept - 3 Sept
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Beach nearby, beach towels

6. 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, (76 reviews)
"Quick two day trip but was in a great location that was convenient and had everything you need. Would definitely stay again."
United States
Derek P.
The price is NZ$606
includes taxes & fees
2 Sept - 3 Sept
Cozy home away from home just minutes from the Beach
Pool

7. New / Oceanfront Beach Condo, Pool, Gym, Fishing

New / Oceanfront Beach Condo, Pool, Gym, Fishing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (3 reviews)
"Clean and excellent space for family. "
United States
Brett K.
The price is NZ$1,363
includes taxes & fees
24 Aug - 25 Aug
New / Oceanfront Beach Condo, Pool, Gym, Fishing
Smart TV

8. 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 NZ$806
includes taxes & fees
2 Sept - 3 Sept
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Smart TV, fireplace, books

9. 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 NZ$960
includes taxes & fees
2 Sept - 3 Sept
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
Beach nearby

10. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is NZ$733
includes taxes & fees
2 Sept - 3 Sept
High floor, Ocean View Condo
Pool

11. Great Location ! 1 Short Block To The Boardwalk.

Great Location ! 1 Short Block To The Boardwalk.
Northeast Virginia Beach
9.6 out of 10, Exceptional, (300 reviews)
"We had a wonderful stay, great location. Clean and just the weekend away we needed."
United States
Cari S.
The price is NZ$1,062
includes taxes & fees
23 Aug - 24 Aug
Great Location ! 1 Short Block To The Boardwalk.
Beach nearby

12. 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.
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Exterior

13. Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED

Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Nice, fun, relaxing weekend for our "Momma's need a " getaway !"
United States
DeAnna D.
The price is NZ$1,292
includes taxes & fees
15 Aug - 16 Aug
Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED
Terrace/patio

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

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (1 review)
"Super communicative host. Condo smelled amazingly clean. Not hiding any odors. Just clean! View was amazing. 12th floor is perfect. Everything was perfect. I love the added security codes coming into the building. Love the covered garage parking. Easily fit my truck."
United States
Evan B.
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Outdoor pool

16. VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge Beach!

VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge Beach!
Sandbridge
8.0 out of 10, Very good, (1 review)
The price is NZ$1,533
includes taxes & fees
12 Aug - 13 Aug
VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge Beach!
Beach

17. Oceanfront 2 BR VA Beach Condo, Balcony Over Boardwalk, Sleeps 8, Pool & Sauna

Oceanfront 2 BR VA Beach Condo, Balcony Over Boardwalk, Sleeps 8, Pool & Sauna
Northeast Virginia Beach
9.6 out of 10, Exceptional, (12 reviews)
"My family and I were looking for a clean condo with a view and this listing knocked it out of the park! The host was very responsive. If you love falling asleep and waking up to the sounds of the ocean, this place is for you! Conveniently located to some great restaurants. We would definitely stay here again! "
United States
Kristen C.
The price is NZ$1,500
includes taxes & fees
27 Aug - 28 Aug
Oceanfront 2 BR VA Beach Condo, Balcony Over Boardwalk, Sleeps 8, Pool & Sauna
Pool

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

New! Beachfront 3bd / 2Bth/Pool 104A
Sandbridge
9.6 out of 10, Exceptional, (4 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 NZ$1,712
includes taxes & fees
2 Sept - 3 Sept
New! Beachfront 3bd / 2Bth/Pool 104A
Smart TV, books

19. Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins

Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
Northeast Virginia Beach
9.0 out of 10, Wonderful, (24 reviews)
"Good visit"
United States
Elizabeth E.
The price is NZ$1,447
includes taxes & fees
6 Aug - 7 Aug
Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
TV

20. Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002

Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002
Northeast Virginia Beach
9.0 out of 10, Wonderful, (2 reviews)
"The views of the ocean at sunrise were stunning. The host was very responsive and helpful. We would stsy there again. "
United States
S T.
Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002
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

Schooner Inn

Schooner Inn

8/10 Good
"Hotel is located right at the beach. Hotel staff were very accommodating. Rooms have all the items you need for an extended stay. Beach exceptionally clean! I highly recommend."
Gregory F 1-night trip
Posted 1 hour ago
Schooner Inn

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
510
Accommodation
483 Condo Rentals
Lowest Price
NZ$417
Highest Price
NZ$1,712

Frequently asked questions

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.