Colorful sunset over riverside resort in Cambridge Maryland USA

Search Condos in Chesapeake

  • 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

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 NZ$424
includes taxes & fees
29 June - 30 June
King Suite. Free Breakfast. Indoor Pool & Hot Tub. Great for Business Travelers!

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 NZ$505
includes taxes & fees
29 June - 30 June
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!

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

❤️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 NZ$1,832
includes taxes & fees
17 June - 18 June
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views

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
Cozy home away from home just minutes from the Beach

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.
The price is NZ$1,742
includes taxes & fees
5 July - 6 July
New! 3Bd 2Bth Oceanfront / Pool / Gym / Beach

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.
The price is NZ$1,347
includes taxes & fees
17 June - 18 June
New! 3Bd 2Bth Oceanfront / Pool / Boat /224b

New! Oceanfront Beach Condo / Surf / Swim / Boat

New! Oceanfront Beach Condo / Surf / Swim / Boat
Sandbridge
New! Oceanfront Beach Condo / Surf / Swim / Boat

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 NZ$1,636
includes taxes & fees
28 June - 29 June
NEW! Oceanfront Triton`s Treasure 3 Bd / Pool/ Gym

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.
The price is NZ$2,351
includes taxes & fees
12 July - 13 July
New Oceanfront Penhouse 2 Decks! Sunrise / Sunsets

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

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

Oasis By the Sea 1-bedroom VB condo - easy walk to the oceanfront

Oasis By the Sea 1-bedroom VB condo - easy walk to the oceanfront
Northeast Virginia Beach
10.0 out of 10, Exceptional, (4 reviews)
"Very clean and cozy! We loved it and hope to stay there again next year!! "
United States
Aryeh L.
Oasis By the Sea 1-bedroom VB condo - easy walk to the oceanfront

Luxe Bayfront Retreat | Wraparound Porch

Luxe Bayfront Retreat | Wraparound Porch
Sandbridge
4.0 out of 10, (1 review)
The price is NZ$2,192
includes taxes & fees
21 June - 22 June
Luxe Bayfront Retreat | Wraparound Porch

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 NZ$2,043
includes taxes & fees
30 June - 1 July
New! Beachfront 3bd / 2Bth/Pool 104A

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

NEW Updated! Oceanfront / Pool / Beach / Fishing / 205 A
Sandbridge
The price is NZ$2,185
includes taxes & fees
21 June - 22 June
NEW Updated! Oceanfront / Pool / Beach / Fishing / 205 A

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 NZ$1,807
includes taxes & fees
5 July - 6 July
New / Oceanfront Beach Condo, Pool, Gym, Fishing

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.
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
High floor, Ocean View Condo

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.
Oceanfront Condo, Heated Pool, Fitness Center

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.
The price is NZ$2,395
includes taxes & fees
2 July - 3 July
New! 3Bd 3Bth Oceanfront / Pool / Gym / Beach
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
140
Accommodation
483 Condo Rentals
Lowest Price
NZ$424
Highest Price
NZ$2,395

Frequently asked questions

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.