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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec
In four months
2 Jan - 4 Jan

Featured Condo Rentals in Chesapeake

Our top choices for Chesapeake condo rentals

3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT
Beach nearby, sun-loungers, beach towels

3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT

10.0 out of 10, Exceptional, (132)
"Close but far enough away from beach traffic and noise. We enjoyed it very much. Would definitely stay here again"
3 BLOCKS TO THE BEACH IN THE “VIBE” DISTRICT
Sandbridge Beach,Virginia Beach Penthouse Condominum
On the beach

Sandbridge Beach,Virginia Beach Penthouse Condominum

10.0 out of 10, Exceptional, (234)
"Nice property and great location. "
Sandbridge Beach,Virginia Beach Penthouse Condominum
Beachfront Condo on the Boardwalk with Ocean Views
Fridge, microwave, oven, stovetop

Beachfront Condo on the Boardwalk with Ocean Views

2.0 star property
10.0 out of 10, Exceptional, (17)
"The location and condo setup are great!"
Beachfront Condo on the Boardwalk with Ocean Views
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
Property grounds

Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!

10.0 out of 10, Exceptional, (342)
"Great location and very welcoming if you forgot anything they had it for you there next time we're visiting the area hopefully it's available looking forward to staying there again "
Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
Beach Condo 2 Min Walk From The Beach
Beach

Beach Condo 2 Min Walk From The Beach

9.4 out of 10, Exceptional, (115)
"We had a great time and stay here!"
Beach Condo 2 Min Walk From The Beach
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
On the beach, sun-loungers, beach towels

Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach

9.8 out of 10, Exceptional, (99)
"We had a wonderful time. The weather was perfect and the condo was very clean and perfect for ower stay."
Virginia Beach Oceanfront Studio, Lawn, Boardwalk, Pool, Beach
Spectacular oceanfront at quiet end of boardwalk at Rudee Inlet SEE SPECIALS.
Lobby

Spectacular oceanfront at quiet end of boardwalk at Rudee Inlet SEE SPECIALS.

9.4 out of 10, Exceptional, (162)
"Howard was great. Good place but could do with upgrades and aesthetic improvements. All in all ok place. Beds awesome! Great location."
Spectacular oceanfront at quiet end of boardwalk at Rudee Inlet SEE SPECIALS.
Great Location ! 1 Short Block To The Boardwalk.
Beach nearby, sun-loungers

Great Location ! 1 Short Block To The Boardwalk.

9.6 out of 10, Exceptional, (264)
"Beds were comfortable and beach was just one block away. Everything is walking distance, great restaurants"
Great Location ! 1 Short Block To The Boardwalk.
Sandbridge Beach Condo with fantastic Ocean View and Bay View Balcony!
Outdoor pool

Sandbridge Beach Condo with fantastic Ocean View and Bay View Balcony!

9.8 out of 10, Exceptional, (121)
"Definitely recommending this spot to others. Great stay for a small family trip. Very secure location"
Sandbridge Beach Condo with fantastic Ocean View and Bay View Balcony!
A Sea Glass Dream! Modern Decor 1.5 blocks to beach EZ Parking, Fast WiFi!
Outdoor dining

A Sea Glass Dream! Modern Decor 1.5 blocks to beach EZ Parking, Fast WiFi!

10.0 out of 10, Exceptional, (64)
"My friend and I stayed for a long weekend and it was perfect. Very clean, comfy beds, kitchen had everything we needed. The property is a block to the beach and you can walk to stores, restaurants, grocery store, etc. Host was super helpful! Thank you for a great stay!"
A Sea Glass Dream! Modern Decor 1.5 blocks to beach EZ Parking, Fast WiFi!
Vacationing is easy in this newly refreshed beach condo!
Interior

Vacationing is easy in this newly refreshed beach condo!

10.0 out of 10, Exceptional, (36)
"Great place, close to everything"
Vacationing is easy in this newly refreshed beach condo!
Modern Oceanfront Condo + Pool near Top Dining
On the beach

Modern Oceanfront Condo + Pool near Top Dining

10.0 out of 10, Exceptional, (4)
"Absoluteley loved our stay. We will come back for sure. The view and location ammenities (pool, kitchen, BBQ) make it much better than an hotel room for that price."
Modern Oceanfront Condo + Pool near Top Dining
The Sanctuary at False Cape - Back Bay View
Outdoor pool

The Sanctuary at False Cape - Back Bay View

10.0 out of 10, Exceptional, (33)
"Great location, clean apt and easy access to the beach"
The Sanctuary at False Cape - Back Bay View
Ocean Sands Resort Oceanfront 1BR Bikes, Aquarium, Chairs
Property grounds

Ocean Sands Resort Oceanfront 1BR Bikes, Aquarium, Chairs

8.0 out of 10, Very good, (3)
"SMALL ROOMS BUT NICE LOCATION"
Ocean Sands Resort Oceanfront 1BR Bikes, Aquarium, Chairs
Historic Condo in the Heart of Downtown Elizabeth City
Smart TV

Historic Condo in the Heart of Downtown Elizabeth City

10.0 out of 10, Exceptional, (24)
"Beautiful Place would love to stay again. Very comfy and cozy. Beds were great!"
Historic Condo in the Heart of Downtown Elizabeth City
Escape to Your “Virginia Beach Retreat”
Fridge, microwave, oven, stovetop

Escape to Your “Virginia Beach Retreat”

10.0 out of 10, Exceptional, (42)
"Very clean with a great loacation at a fair price."
Escape to Your “Virginia Beach Retreat”
Cozy home away from home just minutes from the Beach
Beach nearby, beach towels

Cozy home away from home just minutes from the Beach

9.6 out of 10, Exceptional, (63)
"Great location"
The price is NZ$523
includes taxes & fees
6 Oct - 7 Oct
Cozy home away from home just minutes from the Beach
Oceanfront Queen Suite in Virginia Beach
Pool

Oceanfront Queen Suite in Virginia Beach

6.0 out of 10, (2)
"The building was very dated. Unit needs to have carpet replaced. Staff was very friendly and accommodating. Location was perfect. We enjoyed using the bikes that were available to the guest. Nice to have a restaurant in the building for breakfast and lunch."
Oceanfront Queen Suite in Virginia Beach
Oceanfront 3-BR boardwalk condo w indoor pool!
Indoor pool, a heated pool

Oceanfront 3-BR boardwalk condo w indoor pool!

9.6 out of 10, Exceptional, (34)
"Family had fun time "
Oceanfront 3-BR boardwalk condo w indoor pool!
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
Property grounds

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

9.6 out of 10, Exceptional, (17)
" Very nice place. Loved the view of the bay and the ocean from the upper balcony."
The price is NZ$1,879
includes taxes & fees
11 Sept - 12 Sept
Waterfront Penthouse! 4bd/4Bth, 3000 sqft, 2 Decks
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

Schooner Inn

Schooner Inn

10/10 Excellent
"I have visited hundreds of times. That speaks for itself. "
Carlos 2-night trip
Posted 3 hours ago
Schooner Inn

Find out more about Chesapeake

Find out more about Chesapeake

Chesapeake Condo Rentals information

Number of reviews
Accommodation
492 Condo Rentals
Lowest Price
NZ$523
Highest Price
NZ$1,879

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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.