Search Chesapeake Condo Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Chesapeake condo rentals

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!
Chesapeake
Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

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 €188
includes taxes & fees
10 May - 11 May
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

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 €179
includes taxes & fees
26 Apr - 27 Apr
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Near the Virginia Beach business district!

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.
The price is €197
includes taxes & fees
26 Apr - 27 Apr
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"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.
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

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

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

New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (1 review)
"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

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

New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym
Sandbridge
8.8 out of 10, Excellent, (5 reviews)
"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.
New! Island Breeze/3Bd/Oceanfront/ Beach/Pool/Gym

❤️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, (35 reviews)
"Excellent host! "
United States
Cindy S.
The price is €632
includes taxes & fees
27 Apr - 28 Apr
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

Beachfront Penthouse! 4Bd/3Bth

Beachfront Penthouse! 4Bd/3Bth
Sandbridge
9.4 out of 10, Exceptional, (23 reviews)
"Proximity to the ocean was great."
United States
Raymond J.
Beachfront Penthouse! 4Bd/3Bth

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

New! Beachfront 3bd / 2Bth/Pool 104A
Sandbridge
10.0 out of 10, Exceptional, (2 reviews)
"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 €670
includes taxes & fees
28 Apr - 29 Apr
New! Beachfront 3bd / 2Bth/Pool 104A

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is €237
includes taxes & fees
26 Apr - 27 Apr
High floor, Ocean View Condo

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, (66 reviews)
"Fantastic B and B. Clean, comfortable and a short walk to the beach. Reserved parking extra nice. Great host."
United States
Anonymous traveller
The price is €273
includes taxes & fees
27 Apr - 28 Apr
Cozy home away from home just minutes from the Beach

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
7.6 out of 10, Good, (4 reviews)
"Cute little beach condo, great views at the Atlantic Ocean and Virginia Beach."
United States
Bill K.
The price is €475
includes taxes & fees
27 Apr - 28 Apr
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

New / Oceanfront Beach Condo, Pool, Gym, Fishing

New / Oceanfront Beach Condo, Pool, Gym, Fishing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (1 review)
"Clean and excellent space for family. "
United States
Brett K.
New / Oceanfront Beach Condo, Pool, Gym, Fishing

Beachfront Condo/ Pool/ Surfing/ Fishing

Beachfront Condo/ Pool/ Surfing/ Fishing
Northeast Virginia Beach
Beachfront Condo/ Pool/ Surfing/ Fishing

Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins

Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins
Northeast Virginia Beach
8.8 out of 10, Excellent, (18 reviews)
"Good visit"
United States
Elizabeth E.
The price is €791
includes taxes & fees
4 May - 5 May
Virginia Beach, oceanfront, boardwalk, beach, fun, dolphins

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.
The price is €632
includes taxes & fees
25 May - 26 May
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission

OceanSands Oceanfront Free Bike & Chair Use Aquarium Admission
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.
The price is €647
includes taxes & fees
26 Apr - 27 Apr
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Chesapeake Hotel Reviews

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
166
Accommodation
488 Condo Rentals
Lowest Price
€179
Highest Price
€791

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.