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
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Chesapeake condo rentals

Pool

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
$175 nightly
The price is $201
Jul 5 - Jul 6
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!
Indoor pool

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.
$197 nightly
The price is $226
Jul 6 - Jul 7
Total with taxes and fees
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Indoor pool

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.
$198 nightly
The price is $227
Jul 5 - Jul 6
Total with taxes and fees
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Terrace/patio

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

❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Sandbridge
9.2 out of 10, Wonderful, (36 reviews)
"Excellent host! "
United States
Cindy S.
$1,018 nightly
The price is $1,185
Jul 9 - Jul 10
Total with taxes and fees
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
4 bedrooms, desk, iron/ironing board, WiFi

Beachfront Penthouse! 4Bd/3Bth

Beachfront Penthouse! 4Bd/3Bth
Sandbridge
9.2 out of 10, Wonderful, (24 reviews)
"Proximity to the ocean was great."
United States
Raymond J.
Beachfront Penthouse! 4Bd/3Bth
Beach nearby

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

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"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.
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Beach nearby, beach towels

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, (73 reviews)
"Fantastic B and B. Clean, comfortable and a short walk to the beach. Reserved parking extra nice. Great host."
United States
Anonymous traveler
$315 nightly
The price is $364
Jul 7 - Jul 8
Total with taxes and fees
Cozy home away from home just minutes from the Beach
Smart TV

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

Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Northeast Virginia Beach
$516 nightly
The price is $596
Jul 12 - Jul 13
Total with taxes and fees
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Beach nearby

New! 3Bd 2Bth Oceanfront / Pool / Boat /224b

New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
Sandbridge
8.0 out of 10, Very Good, (1 review)
"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.
$870 nightly
The price is $993
Jul 19 - Jul 20
Total with taxes and fees
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
Exterior

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.
$375 nightly
The price is $433
Jul 19 - Jul 20
Total with taxes and fees
Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED
Pool

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

New! Beachfront 3bd / 2Bth/Pool 104A
Sandbridge
9.4 out of 10, Exceptional, (3 reviews)
"Great stay, wonderful location, and the place is bigger than it looks in the pictures. Would definitely stay again"
United States
John C.
$946 nightly
The price is $1,080
Jul 8 - Jul 9
Total with taxes and fees
New! Beachfront 3bd / 2Bth/Pool 104A
Property grounds

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks

Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
Sandbridge
9.4 out of 10, Exceptional, (21 reviews)
"Yes but only partial view of beach and ocean. "
United States
Samuel W.
$1,333 nightly
The price is $1,525
Jul 22 - Jul 23
Total with taxes and fees
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
TV, fireplace

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (10 reviews)
"Perfect location"
United States
Sarah D.
$699 nightly
The price is $795
Jul 7 - Jul 8
Total with taxes and fees
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Pool

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

NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Sandbridge
9.2 out of 10, Wonderful, (7 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.
$844 nightly
The price is $963
Jul 10 - Jul 11
Total with taxes and fees
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Beach nearby

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
$433 nightly
The price is $500
Jul 9 - Jul 10
Total with taxes and fees
High floor, Ocean View Condo
On the beach, beach towels

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission ALL FEES INCLUDED

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission ALL FEES INCLUDED
Northeast Virginia Beach
8.0 out of 10, Very Good, (15 reviews)
"Loved the location and the avtivitoes/events in the neighborhood."
United States
Smain K.
$341 nightly
The price is $394
Jul 6 - Jul 7
Total with taxes and fees
OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission ALL FEES INCLUDED
Pool

New / Oceanfront Beach Condo, Pool, Gym, Fishing

New / Oceanfront Beach Condo, Pool, Gym, Fishing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Clean and excellent space for family. "
United States
Brett K.
$907 nightly
The price is $1,054
Jul 5 - Jul 6
Total with taxes and fees
New / Oceanfront Beach Condo, Pool, Gym, Fishing
Beach nearby

Oceanfront Condo, Heated Pool, Fitness Center

Oceanfront Condo, Heated Pool, Fitness Center
Northeast Virginia Beach
10.0 out of 10, Exceptional, (4 reviews)
"Everything was clean and comfortable. Our host responded within minutes when we reached out. The views were spectacular. Within walking distance to lots of shops and restaurants. Had a fantastic time and look forward to visiting again. "
United States
Randi C.
$871 nightly
The price is $991
Jul 30 - Jul 31
Total with taxes and fees
Oceanfront Condo, Heated Pool, Fitness Center
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

Hampton Inn Virginia Beach-Oceanfront South

Hampton Inn Virginia Beach-Oceanfront South

10/10 Excellent
"The location is grest"
Azucena 3-night trip
Posted 3 hours ago
Hampton Inn Virginia Beach-Oceanfront South

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
202
Accommodation
490 Condo Rentals
Lowest Price
$201
Highest Price
$1,525

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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