Apartment holiday rentals in Chesapeake
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Top-rated apartment rentals in Chesapeake
Guests agree: these apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals
Apartment in Virginia Beach
4.8 out of 5 average rating, 123 reviewsBeach Bliss Oasis
Apartment in Virginia Beach
4.85 out of 5 average rating, 131 reviewsOceanfront Penthouse
Apartment in Virginia Beach
4.91 out of 5 average rating, 117 reviewsWalk to beach BEAUTIFUL 2BR 1BA condo
Apartment in Williamsburg
4.81 out of 5 average rating, 101 reviewsBook a Piece of History at Kingsmill Williamsburg
Apartment in Virginia Beach
4.8 out of 5 average rating, 163 reviewsRetreat By the Sea Full Kitchen 1 St. to the Ocean
Apartment in Virginia Beach
4.84 out of 5 average rating, 94 reviewsBeach Bungalow on the Boardwalk
Apartment in Williamsburg
4.96 out of 5 average rating, 55 reviewsComfy 1BR w pond view Kingsmill
Apartment in Norfolk
5.0 out of 5 average rating, 6 reviewsYour Perfect (near) Beach Place
Pet-friendly apartment rentals
Apartment in Chesapeake
5.0 out of 5 average rating, 5 reviews2BR Condo in Chesapeake - Western Branch
Apartment in Corolla
4.93 out of 5 average rating, 43 reviewsCrabaCabana in the Center of Corolla
Apartment in Norfolk
4.98 out of 5 average rating, 63 reviewsBeachfront Getaway, Pet Friendly, Mermaid Suite
Apartment in Moyock
5.0 out of 5 average rating, 13 reviewsBrand New Townhome - Family and Dog Friendly
Apartment in Williamsburg
4.97 out of 5 average rating, 77 reviewsLovely large 2/2 bath, water views in Kingsmill
Apartment in Norfolk
5.0 out of 5 average rating, 22 reviewsBeachfront Condo; Amazing views (1 bedrm, 1 bath)
Apartment in Hampton
4.89 out of 5 average rating, 75 reviewsCozy & Fun Hampton Condo- WIFI & W/D!
Apartment in Corolla
5.0 out of 5 average rating, 27 reviewsFully Loaded! 2 min Walk to beach! Dogs ok! Pool!
Apartment rentals with a pool
Apartment in Virginia Beach
4.87 out of 5 average rating, 38 reviewsOcean front best beach, boardwalk, dolphins!
Apartment in Virginia Beach
4.98 out of 5 average rating, 54 reviews2BD/2BR Beachfront Condo Near Wildlife Refuge
Apartment in Virginia Beach
4.97 out of 5 average rating, 62 reviewsParadise at the Beach
Apartment in Williamsburg
4.83 out of 5 average rating, 6 reviewsGreensprings Vacation Resort 2br suite, Friday che
Apartment in Virginia Beach
4.82 out of 5 average rating, 22 reviewsCoastal Beach condo with indoor pool and a view
Apartment in Virginia Beach
4.89 out of 5 average rating, 38 reviewsVA Beach Retreat! Quiet and perfect for families!
Apartment in Virginia Beach
4.83 out of 5 average rating, 65 reviewsGood Vibes at the Beach
Apartment in Virginia Beach
5.0 out of 5 average rating, 4 reviewsSojourn | Southern Dunes | Sleeps 6
Quick stats about apartment 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
$67 SGD before taxes and fees
Destinations to explore
- Outer Banks Holiday rentals
- Virginia Beach Holiday rentals
- Richmond Holiday rentals
- Norfolk Holiday rentals
- Williamsburg Holiday rentals
- Nags Head Holiday rentals
- Myrtle Beach Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Apartment rentals Outer Banks
- Apartment rentals Virginia Beach
- Beach apartment rentals Virginia Beach
- Apartment rentals Virginia
- Apartment rentals Richmond
- Rentals with a cinema Chesapeake
- Rentals with breakfast Chesapeake
- Smoking-friendly rentals Chesapeake
- Rentals with lake access Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with a firepit Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Flat rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Monthly Rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with beach access Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with pools Chesapeake
- House rentals Chesapeake
- Townhouse rentals Chesapeake
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