
Holiday rentals with outdoor seating in Chesapeake
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Chesapeake
Guests agree: these rentals with outdoor seating 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 outdoor seating rentals in Chesapeake
House rentals with outdoor seating

Cozy beach cottage! One block to the beach!

Bungalow at the Bay

Ghent on the Corner: Cozy 3 bed 2.5 bath home

@Whit’s End? Come in and Relax

Country Comfort Close to the Beaches

Spanish Style Casita • 2BR/2BA • Dogs Welcome

Sportsman's Paradise ( Hunting & Fishing )

5 Min to Downtown & Ghent, Fenced Yard, Firepit
Apartment rentals with outdoor seating

Sojourn Guest House: Buckroe Beach Suite B

THE OLD SALT B | Beach Living

Corolla Oceanside Hideaway, 5 min walk to beach

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

The Coastal Studio

Centrally Located Sleek Studio Apartment

TreeTopBeach Bungalow 4 blocks 6 min walk to beach

Cozy Ground Floor Apt in Historic Home
Apartment rentals with outdoor seating

Cozy & Fun Hampton Condo ~ WIFI & W/D!

Walk to beach lovely 2/2 in "Kingsmill on James"

Spacious Captain’s Beach Suite Near Rudee Inlet

Oceanfront Gem VaB Studio Exceptional Views

Ocean & Bay Views - Local Family Owned & Operated

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Paradise at the Beach

Oceanfront, beach, boardwalk, fun, dolphin, sunris
Quick stats about holiday rentals with outdoor seating in Chesapeake
Total rentals
270 properties
Total number of reviews
14K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
200 properties have a dedicated workspace
Destinations to explore
- New York City Holiday rentals
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- Rentals with beach access Chesapeake
- Rentals with breakfast Chesapeake
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- Cottage rentals Chesapeake
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- Pet-friendly rentals Chesapeake
- Smoking-friendly rentals Chesapeake
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- Fitness-friendly rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Flat rentals Chesapeake
- Guest house rentals Chesapeake
- Rentals with a firepit Chesapeake
- Rentals with lake access Chesapeake
- Beach house rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a hot tub Chesapeake
- Rentals with pools Chesapeake
- Townhouse rentals Chesapeake
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- Private suite rentals Chesapeake
- Rentals with outdoor seating Virginia
- Rentals with outdoor seating United States
- Virginia Beach Oceanfront
- Carova Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- James River Country Club
- Sarah Constant Beach Park
- Red Wing Lake Golf Course