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
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

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 €247
includes taxes & fees
26 Aug - 27 Aug
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 €214
includes taxes & fees
2 Aug - 3 Aug
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 €273
includes taxes & fees
26 Aug - 27 Aug
Free Breakfast. Indoor Pool & Hot Tub. Close to the Virginia Beach business district!
Indoor pool

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!

Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
Chesapeake
9.4 out of 10, Exceptional, (8 reviews)
"The condo is nice, clean and very roomy. We love the stay and very convenient. The hotel provides breakfast it’s great!!"
United States
Linh T.
The price is €361
includes taxes & fees
23 Aug - 24 Aug
Free Breakfast. Indoor Pool & Hot Tub. Your Next Trip!
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, (76 reviews)
"Quick two day trip but was in a great location that was convenient and had everything you need. Would definitely stay again."
United States
Derek P.
The price is €335
includes taxes & fees
28 Jul - 29 Jul
Cozy home away from home just minutes from the Beach
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.
The price is €726
includes taxes & fees
24 Aug - 25 Aug
New / Oceanfront Beach Condo, Pool, Gym, Fishing
Beach nearby, sun-loungers

Walk to beach BEAUTIFUL 2BR 1BA condo

Walk to beach BEAUTIFUL 2BR 1BA condo
Northeast Virginia Beach
10.0 out of 10, Exceptional, (51 reviews)
"Close access to the beach and numerous restaurants. Wish we had time for a longer stay but would definitely stay here again. The location, cleanliness and responsiveness of the host were excellent."
United States
Mychelle O.
Walk to beach BEAUTIFUL 2BR 1BA condo
Interior

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home

Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Northeast Virginia Beach
9.2 out of 10, Wonderful, (30 reviews)
"My biggest concern was the ants in the kitchen. But overall I wish the place had been slightly cleaner. Otherwise it was fine for a quick visit."
United States
Christina M.
The price is €689
includes taxes & fees
26 Aug - 27 Aug
Lovely 2 bedroom condo walking distance to Beach Condominium - Entire home
Smart TV, fireplace, books

Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront

Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
Northeast Virginia Beach
10.0 out of 10, Exceptional, (2 reviews)
"Place was great, but if you’re not physically able to go up steps this place is not for you."
United States
Jim W.
The price is €558
includes taxes & fees
29 Jul - 30 Jul
Vibe District, Atlantic Surf Park, VB Sports Center, Boardwalk & Oceanfront
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
The price is €507
includes taxes & fees
20 Aug - 21 Aug
Playa Sin Olas - Virginia Beach - Walk To Beach - Family Friendly
Beach nearby

High floor, Ocean View Condo

High floor, Ocean View Condo
Northeast Virginia Beach
The price is €445
includes taxes & fees
28 Jul - 29 Jul
High floor, Ocean View Condo
Property grounds

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing

Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
Northeast Virginia Beach
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful! Very clean! Amazing views!"
United States
Joseph and Cathy P.
The price is €871
includes taxes & fees
29 Jul - 30 Jul
Oceanfront Beach Condo, Pool, Gym, Fishing Surfing
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)
"Location great, condo amazing, beds were memory foam and very firm, more parking would be better for a 4 bedroom unit."
United States
Krista L.
The price is €1,407
includes taxes & fees
9 Aug - 10 Aug
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
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, (37 reviews)
"Excellent host! "
United States
Cindy S.
❤️Penthouse By The Sea❤️Huge Home w/ Amazing Views
Beach nearby

NEW Updated! Oceanfront / Pool / Beach / Fishing

NEW Updated! Oceanfront / Pool / Beach / Fishing
Sandbridge
9.4 out of 10, Exceptional, (3 reviews)
"Very clean and relaxing 2 bedroom condo. Balcony is a little small but overall great place. Clean, fresh, well decorated. Needs more towels per person but overall would stay again."
United States
Joy F.
The price is €838
includes taxes & fees
10 Aug - 11 Aug
NEW Updated! Oceanfront / Pool / Beach / Fishing
TV

Beachfront Condo/ Pool/ Surfing/ Fishing / EW 1101

Beachfront Condo/ Pool/ Surfing/ Fishing / EW 1101
Northeast Virginia Beach
10.0 out of 10, Exceptional, (1 review)
The price is €680
includes taxes & fees
26 Aug - 27 Aug
Beachfront Condo/ Pool/ Surfing/ Fishing / EW 1101
Outdoor pool

VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge Beach!

VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge Beach!
Sandbridge
8.0 out of 10, Very good, (1 review)
The price is €810
includes taxes & fees
12 Aug - 13 Aug
VA Beach Retreat! Quiet and perfect for families! Come enjoy Sandbridge 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
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.
The price is €669
includes taxes & fees
23 Aug - 24 Aug
Ocean Key Resort 1BR 1BA Sleeps 4 Free Bike & Beach Chair Use. ALL FEES INCLUDED
Pool

Great Location ! 1 Short Block To The Boardwalk.

Great Location ! 1 Short Block To The Boardwalk.
Northeast Virginia Beach
9.6 out of 10, Exceptional, (299 reviews)
"We had a wonderful stay, great location. Clean and just the weekend away we needed."
United States
Cari S.
The price is €567
includes taxes & fees
23 Aug - 24 Aug
Great Location ! 1 Short Block To The Boardwalk.
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
"Beach view and accessibility to everything"
Candice L 3-night trip
Posted 2 hours ago
Hilton Virginia Beach Oceanfront

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
539
Accommodation
472 Condo Rentals
Lowest Price
€214
Highest Price
€1,407

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.