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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
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Home in North East
5 out of 5 average rating, 102 reviews*SHELTER COVE * 3BR home by 2 marinas * Boat Slip*
![](https://a0.muscache.com/im/pictures/miso/Hosting-52167391/original/ab663c65-acda-4e52-9fd1-3e50b9dc1f2f.jpeg?im_w=720)
Home in Lutherville-Timonium
4.89 out of 5 average rating, 170 reviews* Beautiful Oasis w/ No Detail Spared
![](https://a0.muscache.com/im/pictures/6cbef81a-b8f1-49d2-b1c1-5f6ceffd4f64.jpg?im_w=720)
Home in North East
4.97 out of 5 average rating, 189 reviewscooper/mitchell house
![](https://a0.muscache.com/im/pictures/miso/Hosting-42143060/original/887ebcb5-bf18-4e3f-88e3-d17ab72c33cc.jpeg?im_w=720)
Home in Stevensville
5 out of 5 average rating, 114 reviewsChesapeake Bay Waterfront ARTectural Home w/ Pool!
![](https://a0.muscache.com/im/pictures/01177c4f-ba39-41fb-9f06-07a45e675a71.jpg?im_w=720)
Home in Grasonville
4.94 out of 5 average rating, 241 reviewsRiver Front, Private Single Family Home
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Home in Kent Narrows
5 out of 5 average rating, 282 reviewsChester Riverfront At Kent Narrows
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Home in Tracys Landing
4.99 out of 5 average rating, 181 reviewsThe Little Gypsy BoHome
![](https://a0.muscache.com/im/pictures/92890577/ee8cdd8e_original.jpg?im_w=720)
Home in North East
4.91 out of 5 average rating, 132 reviewsPrivate home
Apartment rentals with outdoor seating
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Rental unit in Crownsville
4.98 out of 5 average rating, 173 reviews“River Sweet" Private Apartment
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Rental unit in Baltimore
4.93 out of 5 average rating, 206 reviewsSpacious Bright Victorian Apartment by the Lake
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Rental unit in Baltimore
4.94 out of 5 average rating, 470 reviewsUrban 1-Bedrm. Apt. Overlooking Union Square Park
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Rental unit in Fells Point
4.91 out of 5 average rating, 166 reviewsAt Fells Point Courtyard
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Rental unit in Baltimore
4.98 out of 5 average rating, 114 reviewsCharming 1BR Apt. in Historic Otterbein
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Rental unit in Baltimore
4.78 out of 5 average rating, 395 reviewsAwesome studio tucked away & Centrally located !
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Rental unit in Saint Michaels
4.9 out of 5 average rating, 142 reviewsCharming Studio in the heart of St. Michael's, MD.
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Rental unit in Hampden
4.89 out of 5 average rating, 429 reviewsYour Mom’s spot in Hampden with parking
Condo rentals with outdoor seating
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Condo in Hampden
4.92 out of 5 average rating, 127 reviewsSun House in Hampden Private Apartment no stairs
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Condo in Mount Vernon
4.86 out of 5 average rating, 118 reviewsLovely, convenient apartment in great location
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Condo in Mount Vernon
4.97 out of 5 average rating, 114 reviewsLive-in Arcade in Mount Vernon w/Free Parking
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Condo in Annapolis
4.98 out of 5 average rating, 133 reviewsNew Downtown Annapolis Condo With Free Parking
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Condo in Rock Hall
4.94 out of 5 average rating, 16 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
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Condo in Annapolis
4.95 out of 5 average rating, 66 reviewsFunky Uptown Apt meets Downtown - Hist District
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Condo in Betterton
4.94 out of 5 average rating, 32 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
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Condo in Fells Point
4.9 out of 5 average rating, 80 reviews𝐂𝐨𝐳𝐲 𝐂𝐨𝐧𝐝𝐨 𝐛𝐲 𝐭𝐡𝐞 𝐇𝐚𝐫𝐛𝐨𝐫!
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
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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