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
Get the amount of space that is right for you
Popular amenities for Chesapeake apartment rentals
Weekly apartment rentals
Flat in Chesapeake
5.0 out of 5 average rating, 32 reviewsEntire Apartment - No Cleaning Fees!
Flat in Chesapeake
4.95 out of 5 average rating, 43 reviewsBlissful Nook @ Washington
Flat in Chesapeake
4.91 out of 5 average rating, 22 reviewsWarm Luxury unit Central Greenbrier
Flat in Chesapeake
4.91 out of 5 average rating, 11 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
Flat in Suffolk
5.0 out of 5 average rating, 70 reviewsCountry Living Guest House (Upstairs/Downstairs)
Flat in Portsmouth
4.88 out of 5 average rating, 49 reviewsPrivate 1 Bed Apt - Historic Olde Towne Portsmouth
Flat in Chesapeake
4.93 out of 5 average rating, 15 reviewsCharming efficiency!
Flat in Portsmouth
4.96 out of 5 average rating, 76 reviews"The Ponderosa B" - Close to the Casino
Private apartment rentals
Flat in Suffolk
4.97 out of 5 average rating, 30 reviewsOne Bedroom Loft in Bridgeport, North Suffolk, VA
Flat in Norfolk
4.85 out of 5 average rating, 13 reviewsElite City Stay
Flat in Portsmouth
4.95 out of 5 average rating, 22 reviewsThe Bunny Trail - perfect for travel nurses!
Flat in Corolla
4.96 out of 5 average rating, 82 reviewsThe Coastal Studio
Flat in Portsmouth
4.89 out of 5 average rating, 64 reviewsOld world charm
Flat in Virginia Beach
4.82 out of 5 average rating, 34 reviewsThe Lodge! 1BR Studio with private entrance.
Flat in Norfolk
4.89 out of 5 average rating, 9 reviewsSojourn | The Anchor Breeze | 1 BR
Flat in Newport News
4.96 out of 5 average rating, 54 reviewsCindy’s Haven - quiet, cozy, private studio apt
Apartment rentals with a hot tub
Flat in Williamsburg
4.93 out of 5 average rating, 15 reviewsCozy studio suite near Williamsburg historic area.
Flat in Virginia Beach
4.86 out of 5 average rating, 7 reviewsVirginia Beach Oceanfront Condo
Flat in Williamsburg
5.0 out of 5 average rating, 4 reviewsKingsgate 1 BedrooM
Flat in Williamsburg
5.0 out of 5 average rating, 7 reviewsGovernor’s Green 1BR Dlx Condo w/ Full Kitchen
Flat in Virginia Beach
5.0 out of 5 average rating, 15 reviewsBayside condo on the beach in Sandbridge
Flat in Virginia Beach
4.57 out of 5 average rating, 14 reviewsCape Henry Full Suite Inn at Old Beach
Flat in Virginia Beach
4.78 out of 5 average rating, 9 reviewsBarclay Towers Ocean Front 2, Virginia Beach
Flat in Williamsburg
5.0 out of 5 average rating, 6 reviewsKing beds 3 bdrm resort activity
Quick stats about flat rentals in Chesapeake
Total rentals
220 properties
Rentals with a pool
50 properties have a pool
Pet-friendly rentals
110 properties allow pets
Family-friendly rentals
90 properties are a good fit for families
Total number of reviews
5.2K reviews
Nightly prices starting at
$14 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
- Jersey City Holiday rentals
- New York Holiday rentals
- Serviced apartment rentals United States
- Flat rentals United States
- Flat rentals Outer Banks
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- Serviced apartment rentals Virginia Beach
- Serviced apartment rentals Virginia
- Flat rentals Virginia
- Flat rentals Richmond
- Fitness-friendly rentals Chesapeake
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- Rentals with an EV charger Chesapeake
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- Rentals with a cinema Chesapeake
- Monthly Rentals Chesapeake
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