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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Chesapeake condo rentals

Pool

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

2. 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$380
includes taxes & fees
20 Oct - 21 Oct
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
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, (5 reviews)
"Good location and spacious rooms. Good stay!"
United States
Ariel G.
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$605
includes taxes & fees
27 Sept - 28 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)
"It was a very nice and clean place. My only quibble was the exorbitant fee for the property for such a late arrival and early departure time."
United States
Joanne E.
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, (80 reviews)
"the host was so accommodating and helpful. i would absolutely stay here again!!"
United States
Allyson T.
Cozy home away from home just minutes from the Beach
Beach nearby

7. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is NZ$518
includes taxes & fees
19 Oct - 20 Oct
High floor, Ocean View Condo
4 bedrooms, desk, iron/ironing board, WiFi

8. Beachfront Penthouse! 4Bd/3Bth

Beachfront Penthouse! 4Bd/3Bth
Sandbridge
9.2 out of 10, Wonderful, (29 reviews)
"Proximity to the ocean was great."
United States
Raymond J.
Beachfront Penthouse! 4Bd/3Bth
Smart TV

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

Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Northeast Virginia Beach
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Terrace/patio

10. 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, (40 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.
The price is NZ$1,407
includes taxes & fees
20 Sept - 21 Sept
Penthouse By The Sea | Huge Home w/ Amazing Views
Smart TV, fireplace, books

11. 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, (4 reviews)
"Great Communication with the host. What is listed is exactly what you get."
United States
Caden O.
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
TV, fireplace

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.8 out of 10, Exceptional, (11 reviews)
"Perfect location"
United States
Sarah D.
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
TV, books

13. Sunset Bay- Gorgeous Bay and Sunset Views.

Sunset Bay- Gorgeous Bay and Sunset Views.
Sandbridge
10.0 out of 10, Exceptional, (12 reviews)
"Very clean, well kept and updated!"
United States
Corey H.
The price is NZ$902
includes taxes & fees
27 Sept - 28 Sept
Sunset Bay- Gorgeous Bay and Sunset Views.
Pool

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

NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Sandbridge
9.0 out of 10, Wonderful, (9 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
Pool

15. 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.
New! Beachfront 3bd / 2Bth/Pool 104A
TV

16. 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
Coffee/tea maker, fridge, microwave, oven

17. Direct Beach Access/Oceanfront Condo/Family Friendly

Direct Beach Access/Oceanfront Condo/Family Friendly
Northeast Virginia Beach
Direct Beach Access/Oceanfront Condo/Family Friendly
Exterior

18. 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
9.4 out of 10, Exceptional, (3 reviews)
"Nice, fun, relaxing weekend for our "Momma's need a " getaway !"
United States
DeAnna D.
Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED
Pool

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

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (13 reviews)
"The place was as-described and perfect for our family of 5. I really appreciated the ease of check-in and check-out, the great communication, and cleanliness. I would stay here again!"
United States
Leah S.
The price is NZ$1,139
includes taxes & fees
20 Sept - 21 Sept
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Property grounds

20. 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.
The price is NZ$1,191
includes taxes & fees
21 Sept - 22 Sept
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
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

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

8/10 Good
"I thought the hotel itself was very nice but The room was supposed to be cleaned every 3 days (which I prefer my room cleaned every day) but they never cleaned it at all. They only came to ask if you needed towels. My husband on the 4th day asked the maid to clean the room and they only changed the sheets and never cleaned the bathroom or vacuum the floor."
Patricia 5-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
238
Accommodation
443 Condo Rentals
Lowest Price
NZ$380
Highest Price
NZ$1,407

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.