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

River Front, Private Single Family Home

Cozy Riverside Cottage in the Woods

Historic Downtown in-law suite

Luxe Modern Chesapeake Waterfront Oasis - 5 Star

Upper Chesapeake Getaway

In Town Chestertown Rancher (1 Block to College)

Gunpowder Retreat

Kent Island Waterfront Home with Amazing Sunsets
Apartment rentals with outdoor seating

Gardened Apartment Close to JHH

South-Facing Studio Overlooking Union Square Park

Mid-Century Modern Vibe in Mount Vernon.

Patterson Park Penthouse with Rooftop Deck!

Cozy apartment in a quiet Amish country setting

A unique place on sue creek

Cozy Waterfront Apartment Chester, MD

Romantic Wtrfrnt Flat+Solarium@Chesapeake Paradise
Condo rentals with outdoor seating

New Downtown Annapolis Condo With Free Parking

Historic Loft w/ Park View & Spa Access

Live-in Arcade in Mount Vernon w/Free Parking

Charming Annapolis Waterfront Condo

Private Studio with Rooftop Views of Baltimore!

3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!

Funky Uptown Apt meets Downtown - Hist District

Moon Base in Hampden Complete w/Movie Projector!
Quick stats about vacation rentals with outdoor seating in Chestertown
Total rentals
20 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
1.9K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Fortescue Beach
- Betterton Beach
- Longwood Gardens
- Oriole Park at Camden Yards
- Hampden
- M&T Bank Stadium
- Sandy Point State Park
- Patterson Park
- Maryland Renaissance Festival
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- Six Flags America
- Caves Valley Golf Club
- Quiet Waters Park
- Killens Pond State Park
- Heritage Shores
- Bulle Rock Golf Course
- DuPont Country Club
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- White Clay Creek Country Club
- Bayfront Beach
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