Condo vacation rentals in Chesapeake
Find and book unique condos on Airbnb
Top-rated condo rentals in Chesapeake
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake condo rentals
Weekly condo rentals
Condo in Virginia Beach
4.83 out of 5 average rating, 102 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
Condo in Virginia Beach
4.8 out of 5 average rating, 123 reviewsBeach Bliss Oasis
Condo in Williamsburg
4.81 out of 5 average rating, 102 reviewsBook a Piece of History at Kingsmill Williamsburg
Condo in Virginia Beach
4.84 out of 5 average rating, 94 reviewsBeach Bungalow on the Boardwalk
Condo in Williamsburg
4.96 out of 5 average rating, 55 reviewsComfy 1BR w pond view Kingsmill
Condo in Virginia Beach
4.94 out of 5 average rating, 33 reviewsOceanfront Condo with Spectacular Beach View
Condo in Virginia Beach
4.98 out of 5 average rating, 45 reviewsOceanfront Studio: Boardwalk, Beach, & Pool Views
Condo in Virginia Beach
4.92 out of 5 average rating, 66 reviewsOceanfront/Boardwalk Complex, Beach, Pool, Balcony
Pet-friendly condo rentals
Condo in Virginia Beach
4.99 out of 5 average rating, 202 reviewsChic's Beach Rental and Fishing
Condo in Chesapeake
5.0 out of 5 average rating, 5 reviews2BR Condo in Chesapeake - Western Branch
Condo in Corolla
4.93 out of 5 average rating, 43 reviewsCrabaCabana in the Center of Corolla
Condo in Norfolk
4.98 out of 5 average rating, 64 reviewsBeachfront Getaway, Pet Friendly, Mermaid Suite
Condo in Norfolk
5.0 out of 5 average rating, 22 reviewsBeachfront Condo; Amazing views (1 bedrm, 1 bath)
Condo in Corolla
4.98 out of 5 average rating, 56 reviewsCoral Cove - Pvt Hot Tub! Walk to beach! Dogs ok!
Condo in Corolla
5.0 out of 5 average rating, 74 reviewsCondo in the Heart of Corolla-Walk to the Beach
Condo in Moyock
5.0 out of 5 average rating, 13 reviewsBrand New Townhome - Family and Dog Friendly
Condo rentals with a pool
Condo in Virginia Beach
4.87 out of 5 average rating, 38 reviewsOcean front best beach, boardwalk, dolphins!
Condo in Williamsburg
4.8 out of 5 average rating, 10 reviewsCharming 1BR Colonial Condo at Wyndham Kingsgate
Condo in Williamsburg
4.94 out of 5 average rating, 16 reviewsRelax in Style: 1BR Condo w/ Balcony at Wyndham GG
Condo in Williamsburg
4.98 out of 5 average rating, 47 reviewsMarriott Manor Club Luxury 1BD villa sleeps 4
Condo in Williamsburg
4.83 out of 5 average rating, 6 reviewsGreensprings Vacation Resort 2br suite, Friday che
Condo in Norfolk
5.0 out of 5 average rating, 6 reviewsYour Perfect (near) Beach Place
Condo in Virginia Beach
4.98 out of 5 average rating, 54 reviews2BD/2BR Beachfront Condo Near Wildlife Refuge
Condo in Williamsburg
4.8 out of 5 average rating, 30 reviews1 BR Suite at Club Wyndham Kingsgate!
Quick stats about condo rentals in Chesapeake
Total rentals
40 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$50 before taxes and fees
Destinations to explore
- Outer Banks Vacation rentals
- Virginia Beach Vacation rentals
- Richmond Vacation rentals
- Norfolk Vacation rentals
- Williamsburg Vacation rentals
- Nags Head Vacation rentals
- Myrtle Beach Vacation rentals
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- Condo rentals Outer Banks
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- Condo rentals Richmond
- Rentals with a fire pit Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with pools Chesapeake
- Fitness-friendly rentals Chesapeake
- Private suite rentals Chesapeake
- Family-friendly rentals Chesapeake
- Kid-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a home theater Chesapeake
- Rentals with lake access Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with beach access Chesapeake
- Rentals with breakfast Chesapeake
- House rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Waterfront rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Smoking-friendly rentals Chesapeake
- Townhouse rentals Chesapeake
- Rentals with a washer and dryer Chesapeake
- Apartment rentals Chesapeake
- Monthly Rentals Chesapeake
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