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
4.84 out of 5 average rating, 237 reviewsBeautiful Beachfront Condo
Oct 11 – 18
Condo in Virginia Beach
4.79 out of 5 average rating, 120 reviewsBeach Bliss Oasis
Jan 7 – 14
Condo in Virginia Beach
4.91 out of 5 average rating, 116 reviewsWalk to beach BEAUTIFUL 2BR 1BA condo
Aug 17 – 24
Condo in Virginia Beach
4.8 out of 5 average rating, 163 reviewsRetreat By the Sea Full Kitchen 1 St. to the Ocean
Sep 29 – Oct 6
Condo in Williamsburg
4.81 out of 5 average rating, 100 reviewsBook a Piece of History at Kingsmill Williamsburg
Jul 5 – 12
Condo in Virginia Beach
4.85 out of 5 average rating, 91 reviewsBeach Bungalow on the Boardwalk
Mar 22 – 29
Condo in Portsmouth
4.97 out of 5 average rating, 88 reviews‘Captains Corner’ 1 Bedrm CONDO Historic Old Towne
Oct 11 – 18
Condo in Williamsburg
4.96 out of 5 average rating, 51 reviewsComfy 1BR w pond view Kingsmill
Sep 7 – 14
Pet-friendly condo rentals
Condo in Chesapeake
5.0 out of 5 average rating, 5 reviews2BR Condo in Chesapeake - Western Branch
Jul 7 – 14
Condo in Norfolk
4.98 out of 5 average rating, 60 reviewsBeachfront Getaway, Pet Friendly, Mermaid Suite
Mar 9 – 16
Condo in Norfolk
5.0 out of 5 average rating, 22 reviewsBeachfront Condo; Amazing views (1 bedrm, 1 bath)
Jan 31 – Feb 7
Condo in Moyock
5.0 out of 5 average rating, 13 reviewsBrand New Townhome - Family and Dog Friendly
Mar 5 – 12
Condo in Hampton
4.9 out of 5 average rating, 72 reviewsCozy & Fun Hampton Condo- WIFI & W/D!
Feb 22 – Mar 1
Condo in Williamsburg
5.0 out of 5 average rating, 82 reviewsWalk to beach, lovely 2bdr 2ba by lake, Kingsmill
Mar 6 – 13
Condo in Virginia Beach
4.89 out of 5 average rating, 235 reviewsCoastal Coral - Oceanfront
Jun 7 – 14
Condo in Norfolk
4.83 out of 5 average rating, 6 reviewsCondo near a private quiet Beach
Oct 7 – 14
Condo rentals with a pool
Condo in Williamsburg
4.83 out of 5 average rating, 6 reviewsGreensprings Vacation Resort 2br suite, Friday che
Oct 18 – 25
Condo in Virginia Beach
4.92 out of 5 average rating, 66 reviewsOceanfront/Boardwalk Complex, Beach, Pool, Balcony
Dec 11 – 18
Condo in Virginia Beach
4.86 out of 5 average rating, 36 reviewsOcean front best beach, boardwalk, dolphins!
Oct 19 – 26
Condo in Williamsburg
5.0 out of 5 average rating, 19 reviewsMinutes from shopping and theme parks sleeps 6!
May 17 – 24
Condo in Virginia Beach
4.98 out of 5 average rating, 54 reviews2BD/2BR Beachfront Condo Near Wildlife Refuge
Dec 23 – 30
Condo in Virginia Beach
4.97 out of 5 average rating, 60 reviewsParadise at the Beach
May 31 – Jun 7
Condo in Virginia Beach
4.89 out of 5 average rating, 35 reviewsVA Beach Retreat! Quiet and perfect for families!
Jan 10 – 17
Condo in Virginia Beach
5.0 out of 5 average rating, 3 reviewsSojourn | Southern Dunes | Sleeps 6
Oct 14 – 21
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
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- Richmond Vacation rentals
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- Monthly Rentals Chesapeake
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