Vacation rentals with a patio in Chestertown
Find and book unique patio rentals on Airbnb
Top-rated patio rentals in Chestertown
Guests agree: these patio 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 patio rentals
Apartment rentals with a patio
Rental unit in Worton
5 out of 5 average rating, 5 reviewsHistoric 3 Bed Betterton Area Hideaway Near Bay
Rental unit in Annapolis
4.9 out of 5 average rating, 20 reviewsFabulous Eastport Apartment!
Rental unit in Rock Hall
5 out of 5 average rating, 11 reviewsDragonflyPeake Studio
Rental unit in Annapolis
4.95 out of 5 average rating, 82 reviewsHistoric Annapolis Rental Minutes from Downtown
Rental unit in Stevensville
5 out of 5 average rating, 35 reviewsHeron Roost
Rental unit in Sparrows Point
4.98 out of 5 average rating, 46 reviewsSafe, quiet neighborhood close to downtown!
Rental unit in Chestertown
5 out of 5 average rating, 13 reviewsCozy One Bed/One Bath Apartment in Chestertown
Rental unit in Warwick
4.9 out of 5 average rating, 21 reviewsCozy peaceful apartment
House rentals with a patio
Home in Chestertown
4.97 out of 5 average rating, 29 reviewsRiver Cottage, Chestertown
Home in Edgewater
4.96 out of 5 average rating, 145 reviewsAnnapolis Area Waterside Retreat
Home in Grasonville
5 out of 5 average rating, 43 reviewsBay Breeze-Chester River Retreat
Home in Rock Hall
5 out of 5 average rating, 26 reviews1-Particular Harbor: A Coastal Oasis!
Home in Betterton
5 out of 5 average rating, 35 reviewsRuby's Sea Glass Cottage near Betterton Beach
Home in Chestertown
4.92 out of 5 average rating, 51 reviewsEastern Shore Hideaway Deck, Kayaks, Grill, & Pit
Home in Annapolis
4.96 out of 5 average rating, 103 reviewsGreen On Fleet - Rowhouse in Historic Annapolis
Home in Rock Hall
5 out of 5 average rating, 90 reviewsCozy 1920's Bungalow Near Water/Local Attractions
Condo rentals with a patio
Condo in Chestertown
5 out of 5 average rating, 4 reviewsHistoric Downtown Loft | Park View | Onsite Spa
Private room in Annapolis
5 out of 5 average rating, 11 reviewsCharming Condo, with Private Bedroom & Bathroom
Condo in Annapolis
5 out of 5 average rating, 52 reviewsCharming Annapolis Waterfront Condo
Condo in Annapolis
4.96 out of 5 average rating, 47 reviewsCozy Annapolis Condo
Condo in Annapolis
5 out of 5 average rating, 12 reviews1st Floor Condo in Annapolis
Condo in Betterton
4.92 out of 5 average rating, 36 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Condo in Annapolis
4.95 out of 5 average rating, 80 reviewsFunky Uptown Apt meets Downtown - Hist District
Condo in Rosedale
4.92 out of 5 average rating, 24 reviewsLovely Condo near Baltimore
Quick stats about vacation rentals with a patio in Chestertown
Total rentals
30 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Baltimore Vacation rentals
- Ocean City Vacation rentals
- Atlantic City Vacation rentals
- Cape May Vacation rentals
- Wildwood Vacation rentals
- Rehoboth Beach Vacation rentals
- Washington Vacation rentals
- Deep Creek Lake Vacation rentals
- Philadelphia Vacation rentals
- Jersey City Vacation rentals
- New York Vacation rentals
- The Hamptons Vacation rentals
- Rentals with a patio United States
- Rentals with a patio Washington
- Rentals with a patio Philadelphia
- Rentals with a patio Baltimore
- Rentals with a patio Maryland
- Family-friendly rentals Chestertown
- Rentals with a washer and dryer Chestertown
- Monthly Rentals Chestertown
- House rentals Chestertown
- Rentals with outdoor seating Chestertown
- Rentals with a patio Kent County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom