
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

North End Beach Cottage Apt - One Block from Beach

LiveEOV: Beachcomber Two

Shipside Suite~Modern~ Fast WI-FI~Cozy

Nicely finished Apt on Buckroe Beach

Fully Renovated Beach Loft Block Off OceanFront

Cindy’s Haven - quiet private 1 bedroom studio apt

Sandbridge Beach Bay Getaway

Oceanfront Views! 2 BR, 2 BATH!
Private apartment rentals

Brand New Apt Near Oceanfront

Poseidon - 120 Year Old Beach Cottage with Sauna

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

River City Retreat

5 Minute Walk to the Beach!

Roomy 1 bed, a quick ride from the beach! (214)

A Wave From It All

New 4BR Condo Unit – Pet Friendly!
Apartment rentals with a hot tub

*No Resort Fees Powhatan 4 bdrm

KINgsgate 1 Bedroom

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

Cozy studio suite near Williamsburg historic area.

Williamsburg King's Creek Plantation 1BR, 1BA Unit

Sunset Retreat

Bayside condo on the beach in Sandbridge

Kingsgate 1 Bedroom
Quick stats about flat rentals in Chesapeake
Total rentals
150 properties
Nightly prices starting at
£7 before taxes and fees
Total number of reviews
5.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- Virginia Beach Holiday rentals
- Williamsburg Holiday rentals
- Richmond Holiday rentals
- Shanghai Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- Rentals with lake access Chesapeake
- Rentals with outdoor seating Chesapeake
- Mansion rentals Chesapeake
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- Rentals with a firepit Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Townhouse rentals Chesapeake
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- Rentals with beach access Chesapeake
- Rentals with pools Chesapeake
- Rentals with breakfast Chesapeake
- Apartment rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Waterfront rentals Chesapeake
- House rentals Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a hot tub Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Family-friendly rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Cottage rentals Chesapeake
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Haven Beach
- Currituck Beach Lighthouse
- Jamestown Settlement
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Sarah Constant Beach Park
- Bonito St. Public Beach Access
- Grove Beach
- Kiptopeke Beach
- Little Creek Beach
- Golden Horseshoe Golf Club