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Check prices for these dates

In two weeks
Jan 2 - Jan 4
In two months
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In four months
Apr 10 - Apr 12

Our top choices for Chesapeake condo rentals

Indoor pool
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

Condo in Chesapeake

Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
2.5 star property
8.0 out of 10, Very Good, (4)
"Perfect for what we needed for one day layover before outer Banks"
Canada
Michael L.
The price is ￥20,463
￥27,116 total
includes taxes & fees
Dec 22 - Dec 23
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Condo in Chesapeake

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
10.0 out of 10, Exceptional, (1)
"Very clean , great location. Will stay there again!!!"
United States
Tony H.
The price is ￥19,188
￥25,649 total
includes taxes & fees
Dec 22 - Dec 23
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Pool
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

Condo in Chesapeake

King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
The price is ￥18,979
￥25,409 total
includes taxes & fees
Dec 22 - Dec 23
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Pool
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Condo in Chesapeake

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
The price is ￥20,463
￥27,116 total
includes taxes & fees
Dec 22 - Dec 23
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Beach nearby
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

Condo in Sandbridge

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
10.0 out of 10, Exceptional, (1)
"We had an amazing stay at this beautiful Sandbridge condo! The space was spotless, fully stocked with everything we needed, and made us feel right at home from the moment we walked in. There was plenty of room for our group of four to relax comfortably. The location was ideal—peaceful yet close to everything. Communication with the host was excellent—friendly, responsive, and helpful every step of the way. We couldn’t have asked for a better experience and would absolutely stay here again!"
United States
Shannon b.
The price is ￥18,839
￥88,388 total
includes taxes & fees
Dec 17 - Dec 18
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Beach
Awesome Beach Getaway! 1 block to the ocean, with a big pool in the back.

Condo in Northeast Virginia Beach

Awesome Beach Getaway! 1 block to the ocean, with a big pool in the back.
10.0 out of 10, Exceptional, (39)
"Exactly how described, nice location, host is very responsive."
United States
Melissa B.
The price is ￥17,762
￥59,441 total
includes taxes & fees
Dec 17 - Dec 18
Awesome Beach Getaway! 1 block to the ocean, with a big pool in the back.
Terrace/patio
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

Condo in Sandbridge

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
9.2 out of 10, Wonderful, (35)
"Excellent host! "
United States
Cindy S.
The price is ￥36,771
￥97,258 total
includes taxes & fees
Dec 17 - Dec 18
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Pool
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b

Condo in Sandbridge

New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
8.0 out of 10, Very Good, (1)
"This room is not oceanfront, there is no view of the ocean.In my experience oceanfront means full on view of the ocean, ocean view means side view. Obstructed view is just that. What we had was NO view of ocean. Even though it says that. Very nice condo otherwise.Finding your parking space is like looking for Waldo,kinda crazy.One suggestion is a towel or bath mat to step on when you get out of the shower. There are no extra towels for that."
United States
lori h.
The price is ￥24,905
￥88,186 total
includes taxes & fees
Dec 17 - Dec 18
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
Beach nearby
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

Condo in Sandbridge

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets
10.0 out of 10, Exceptional, (2)
"Property was perfect for families (lots of space), right on the beach, and had an elevator. I had a family member with limited mobility, and the condo was perfect."
United States
Karen G.
The price is ￥30,573
￥116,102 total
includes taxes & fees
Dec 17 - Dec 18
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets
Beach nearby
NEW Updated! Oceanfront Sanctuary - Sand and Sea

Condo in Sandbridge

NEW Updated! Oceanfront Sanctuary - Sand and Sea
2.0 star property
9.6 out of 10, Exceptional, (10)
"Great condo in a property with everything you need. We appreciated all that the condo was stocked with and the ease of going from beach to pool. Condo was clean and perfect for our family over a short holiday weekend. "
United States
Tina W.
The price is ￥31,073
￥96,710 total
includes taxes & fees
Dec 18 - Dec 19
NEW Updated! Oceanfront Sanctuary - Sand and Sea
Pool
New! Beachfront 3bd / 2Bth/Pool/Hot tub 104A

Condo in Sandbridge

New! Beachfront 3bd / 2Bth/Pool/Hot tub 104A
10.0 out of 10, Exceptional, (2)
"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 ￥30,631
￥91,680 total
includes taxes & fees
Dec 17 - Dec 18
New! Beachfront 3bd / 2Bth/Pool/Hot tub 104A
Pool
NEW! Oceanfront Triton's Treasure 3 Bd / Pool/ Gym

Condo in Sandbridge

NEW! Oceanfront Triton's Treasure 3 Bd / Pool/ Gym
2.0 star property
9.0 out of 10, Wonderful, (6)
"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 ￥32,407
￥98,497 total
includes taxes & fees
Dec 17 - Dec 18
NEW! Oceanfront Triton's Treasure 3 Bd / Pool/ Gym
Beach nearby
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

Condo in Sandbridge

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
8.8 out of 10, Excellent, (5)
"We attended a wedding and this place was the perfect location just across the street from the venue. There was another car parked in our reserved spot that made it difficult to get the key fob and return it but other than that it was a great place to stay. "
United States
Tracy N.
The price is ￥26,905
￥88,782 total
includes taxes & fees
Dec 17 - Dec 18
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
4 bedrooms, desk, iron/ironing board, WiFi
Beachfront Penthouse! 4Bd/3Bth

Condo in Sandbridge

Beachfront Penthouse! 4Bd/3Bth
9.4 out of 10, Exceptional, (23)
"Proximity to the ocean was great."
United States
Raymond J.
The price is ￥48,636
￥135,374 total
includes taxes & fees
Dec 17 - Dec 18
Beachfront Penthouse! 4Bd/3Bth
Exterior
Oceanfront 2bd 2bth / Fish/ Pool /Fitness Ctr/ 303

Condo in Northeast Virginia Beach

Oceanfront 2bd 2bth / Fish/ Pool /Fitness Ctr/ 303
8.0 out of 10, Very Good, (2)
"Friendly people minding the desk. Room was clean. Location was fine for us because we wanted to be near Watermans restaurant.Otherwise we would prefer Sandbridge.Our room was fine. The Dolphin run seems tired.I think the carpet in the hallways needs a good cleaning. My wife kept asking if something smelled funky. I posted a photo from an angle because there was a big bulldozer parked in front of our view.It was a nice bulldozer. LolAnyway we rested and ate well. We’re glad we went. "
United States
Gray G.
The price is ￥28,865
￥73,386 total
includes taxes & fees
Dec 17 - Dec 18
Oceanfront 2bd 2bth / Fish/ Pool /Fitness Ctr/ 303
Fridge, microwave, oven, stovetop
Cozy 3-bedroom condo with AC and WiFi in charming Virginia Beach

Condo in Northwest

Cozy 3-bedroom condo with AC and WiFi in charming Virginia Beach
2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location , with restaurant across the street Amy family and I enjoyed our stay "
United States
shantielle T.
The price is ￥50,378
￥107,270 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Cozy 3-bedroom condo with AC and WiFi in charming Virginia Beach
Beach nearby
High floor, Ocean View Condo

Condo in Northeast Virginia Beach

High floor, Ocean View Condo
The price is ￥21,546
￥38,814 total
includes taxes & fees
Dec 28 - Dec 29
High floor, Ocean View Condo
Property grounds
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks

Condo in Sandbridge

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
9.4 out of 10, Exceptional, (20)
"Great stay and great condo!"
United States
Kevin F.
The price is ￥49,136
￥141,237 total
includes taxes & fees
Dec 17 - Dec 18
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
Smart TV, books
Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins

Condo in Northeast Virginia Beach

Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
8.8 out of 10, Excellent, (18)
"Good visit"
United States
Elizabeth E.
The price is ￥64,949
￥121,886 total
includes taxes & fees
Dec 29 - Dec 30
Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
On the beach, beach towels
OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission

Condo in Northeast Virginia Beach

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission
8.0 out of 10, Very Good, (15)
"Loved the location and the avtivitoes/events in the neighborhood."
United States
Smain K.
The price is ￥77,350
￥116,537 total
includes taxes & fees
Dec 27 - Dec 28
OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission
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

Aloft Chesapeake

Aloft Chesapeake

10/10 Excellent
"I didn’t wake up early enough for breakfast but next time I will. I love this place for my solo self care trips. "
Maria 1-night trip
Posted 2 days ago
Aloft Chesapeake

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
171
Accommodation
484 Condo Rentals
Lowest Price
￥25,409
Highest Price
￥141,237

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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