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

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Our top choices for Chesapeake condo rentals

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.
$158 nightly
The price is $182
Nov 1 - Nov 2
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

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
$158 nightly
The price is $182
Nov 1 - Nov 2
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

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.
$169 nightly
The price is $194
Nov 1 - Nov 2
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

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.
$301 nightly
The price is $346
Oct 25 - Oct 26
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

5. VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool

VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool
Northeast Virginia Beach
10.0 out of 10, Exceptional, (57 reviews)
"Property was clean and very updated ! Was very convenient saw dolphins we absolutely had a great time! Will be back again "
United States
Leticia P.
$256 nightly
The price is $296
Oct 20 - Oct 21
Total with taxes and fees
VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool

6. Oceanfront 1BR Getaway + Heated Pool

Oceanfront 1BR Getaway + Heated Pool
Northeast Virginia Beach
7.0 out of 10, Good, (2 reviews)
"Nice unit,clean. We enjoyed the ocean view. Great location. Disappointed the pool and hot tub was unavailable during our stay. Parking garage should have cameras as someone backed into our car and did substantial damage. "
United States
Laura G.
Oceanfront 1BR Getaway + Heated Pool

7. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
$238 nightly
The price is $276
Oct 4 - Oct 5
Total with taxes and fees
High floor, Ocean View Condo

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

Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Northeast Virginia Beach
$323 nightly
The price is $374
Oct 19 - Oct 20
Total with taxes and fees
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly

9. Main Character Energy, Oceanfront Edition

Main Character Energy, Oceanfront Edition
Northeast Virginia Beach
Main Character Energy, Oceanfront Edition

10. 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.
$389 nightly
The price is $450
Oct 6 - Oct 7
Total with taxes and fees
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront

11. 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.
$826 nightly
The price is $935
Oct 4 - Oct 5
Total with taxes and fees
Beachfront Penthouse! 4Bd/3Bth

12. 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.
$676 nightly
The price is $789
Oct 4 - Oct 5
Total with taxes and fees
Penthouse By The Sea | Huge Home w/ Amazing Views

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

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (5 reviews)
"This is a lovely, beautifully maintained property.its easy access to tge beach and the fact that sliding doors open to one of the resort pools makes this rental appealing to water lovers of any age."
United States
Lynda Z.
$653 nightly
The price is $739
Oct 5 - Oct 6
Total with taxes and fees
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

14. 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.
$582 nightly
The price is $668
Oct 4 - Oct 5
Total with taxes and fees
Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002

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

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
Sandbridge
8.6 out of 10, Excellent, (11 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.
$626 nightly
The price is $707
Oct 5 - Oct 6
Total with taxes and fees
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

16. 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.
$607 nightly
The price is $689
Oct 4 - Oct 5
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

17. 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, (10 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.
$609 nightly
The price is $688
Oct 4 - Oct 5
Total with taxes and fees
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym

18. Cancel Your Plans—You’re Beachfront Now

Cancel Your Plans—You’re Beachfront Now
Northeast Virginia Beach
7.4 out of 10, Good, (6 reviews)
"I loved"
United States
Julissa S.
Cancel Your Plans—You’re Beachfront Now

19. Coastal Comfort – Oceanfront 1BR Escape

Coastal Comfort – Oceanfront 1BR Escape
Northeast Virginia Beach
Coastal Comfort – Oceanfront 1BR Escape

20. Oceanfront 1BR | King Bed & Private Balcony

Oceanfront 1BR | King Bed & Private Balcony
Northeast Virginia Beach
8.6 out of 10, Excellent, (12 reviews)
"Will definitely be back"
United States
Steven J.
Oceanfront 1BR | King Bed & Private Balcony
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

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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