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
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 AU$264
includes taxes & fees
1 Nov - 2 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. 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 AU$264
includes taxes & fees
1 Nov - 2 Nov
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.

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.
The price is AU$283
includes taxes & fees
1 Nov - 2 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.

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 AU$510
includes taxes & fees
1 Nov - 2 Nov
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
A balcony with a view of a beach, a grassy area, and a few umbrellas.

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, (58 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.
The price is AU$424
includes taxes & fees
20 Oct - 21 Oct
VB Oceanfront Condo at Boardwalk. See Dolphins from Balcony. Steps to Beach+Pool
A hotel with a covered outdoor seating area, a blue exterior, and a sign for 'RANCSA.'

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
A building labeled "Ocean Sands Resort" with a view of the ocean and sunset.

7. High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is AU$393
includes taxes & fees
5 Oct - 6 Oct
High floor, Ocean View Condo
A living room with two sofas, a coffee table, and a kitchen in the background.

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 AU$523
includes taxes & fees
19 Oct - 20 Oct
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
An indoor swimming pool with a clear view of the desert landscape through large windows.

9. Main Character Energy, Oceanfront Edition

Main Character Energy, Oceanfront Edition
Northeast Virginia Beach
Main Character Energy, Oceanfront Edition
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
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 AU$643
includes taxes & fees
19 Oct - 20 Oct
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
A bedroom with a large bed, a view of the balcony, and a sliding glass door.

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.
The price is AU$1,260
includes taxes & fees
5 Oct - 6 Oct
Beachfront Penthouse! 4Bd/3Bth
A living room with a ceiling fan, a television mounted on the wall, a patterned sofa, a small table, and a patterned armchair.

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, (42 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 AU$1,018
includes taxes & fees
5 Oct - 6 Oct
Penthouse By The Sea | Huge Home w/ Amazing Views
A beachfront hotel with multiple buildings, a sandy beach, and a body of water.

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

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (6 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.
The price is AU$965
includes taxes & fees
5 Oct - 6 Oct
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
A modern living room with a large window overlooking the ocean, a flat-screen TV, a sofa, a coffee table, and a small side table.

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.
The price is AU$951
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Condo/ Pool/ Surfing/ Fishing / EW 1002
A beachfront hotel with multiple-story buildings, a sandy beach, and a view of the ocean and marshy areas.

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.
The price is AU$950
includes taxes & fees
5 Oct - 6 Oct
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
A balcony with a view of the ocean at sunset.

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.
The price is AU$1,025
includes taxes & fees
7 Oct - 8 Oct
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
The perfect poolside escape with sun loungers and calm vibes.

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.
The price is AU$920
includes taxes & fees
5 Oct - 6 Oct
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
An indoor swimming pool with a clear view of the desert landscape through large windows.

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
An indoor swimming pool with a clear view of the desert landscape through large windows.

19. Coastal Comfort – Oceanfront 1BR Escape

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

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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Top Chesapeake Hotel Reviews

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

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

8/10 Good
"Floor in bathroom looked clean but not mopped clean"
Laurie 2-night trip
Posted 2 hours ago
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
193
Accommodation
440 Condo Rentals
Lowest Price
AU$264
Highest Price
AU$1,260

Frequently asked questions

What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences and sights to keep you going for weeks, beginning with Portlock Galleries at SoNo. Jillians Billiards, Chesapeake City Park and Oak Grove Lake Park are other well-known attractions. If you have more time, Cahoon Plantation Golf Course and Chesapeake Golf Club will round off your itinerary nicely.