Colorful sunset over riverside resort in Cambridge Maryland USA

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Check prices for these dates

In two weeks
26 Jun - 28 Jun
In two months
7 Aug - 9 Aug
In three months
4 Sept - 6 Sept
In four months
2 Oct - 4 Oct

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
The price is €234
includes taxes & fees
29 Jun - 30 Jun
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.
The price is €252
includes taxes & fees
21 Jun - 22 Jun
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.
The price is €249
includes taxes & fees
30 Jun - 1 Jul
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Beach

Put your Toes in the Sand - beautiful 1BR condo a block from the oceanfront

Put your Toes in the Sand - beautiful 1BR condo a block from the oceanfront
Northeast Virginia Beach
9.8 out of 10, Exceptional, (7 reviews)
"Loved our stay. Such a great host! Will definitely recommend always!"
United States
LR
Put your Toes in the Sand - beautiful 1BR condo a block from the oceanfront
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, (35 reviews)
"Excellent host! "
United States
Cindy S.
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Beach nearby

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
Beach nearby

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
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, (70 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 €309
includes taxes & fees
15 Jun - 16 Jun
Cozy home away from home just minutes from the Beach
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.
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b
Beach nearby

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is €330
includes taxes & fees
14 Jun - 15 Jun
High floor, Ocean View Condo
Pool

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, (6 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 €846
includes taxes & fees
28 Jun - 29 Jun
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym
Property grounds

NEW Updated! Oceanfront / Pool / Beach / Fishing / 205 A

NEW Updated! Oceanfront / Pool / Beach / Fishing / 205 A
Sandbridge
NEW Updated! Oceanfront / Pool / Beach / Fishing / 205 A
Pool

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 €1,070
includes taxes & fees
30 Jun - 1 Jul
New! Beachfront 3bd / 2Bth/Pool 104A
Living area

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 €400
includes taxes & fees
15 Jun - 16 Jun
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Beach nearby

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

New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
Sandbridge
10.0 out of 10, Exceptional, (1 review)
"Everything was as advertised. It’s a beautiful condo that we enjoyed very much. "
United States
darrel k.
New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
Beach nearby

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
9.6 out of 10, Exceptional, (7 reviews)
"The condo was clean, had a great location, and a beautiful view of the ocean. "
United States
Judy H.
The price is €649
includes taxes & fees
14 Jun - 15 Jun
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Property grounds

Luxe Bayfront Retreat | Wraparound Porch

Luxe Bayfront Retreat | Wraparound Porch
Sandbridge
4.0 out of 10, (1 review)
The price is €1,153
includes taxes & fees
28 Jun - 29 Jun
Luxe Bayfront Retreat | Wraparound Porch
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.
The price is €732
includes taxes & fees
14 Jun - 15 Jun
Oceanfront Condo, Heated Pool, Fitness Center
Property grounds

New! Beachfront Condo, Fishing / Pool / Boat

New! Beachfront Condo, Fishing / Pool / Boat
Sandbridge
New! Beachfront Condo, Fishing / Pool / Boat
Pool

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.
The price is €912
includes taxes & fees
5 Jul - 6 Jul
New / Oceanfront Beach Condo, Pool, Gym, Fishing
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

Hilton Virginia Beach Oceanfront

Hilton Virginia Beach Oceanfront

10/10 Excellent
"Clean room, beach view"
Michelle 1-night trip
Posted 2 hours ago
Hilton Virginia Beach Oceanfront

Find out more about Chesapeake

Chesapeake Condo Rentals information

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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.