Vacation rentals with outdoor seating in Chestertown
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Chestertown
Guests agree: these accommodations with outdoor seating 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
Home in Annapolis
4.99 out of 5 average rating, 198 reviewsCape St Claire waterfront getaway
Nov. 13 – 20
Home in Grasonville
4.94 out of 5 average rating, 225 reviewsRiver Front, Private Single Family Home
Nov. 3 – 10
Home in Glen Burnie
4.97 out of 5 average rating, 396 reviewsSecluded acre near BWI and Baltimore
Sep. 27 – Oct. 4
Home in North East
4.9 out of 5 average rating, 122 reviewsPrivate home
Mar. 3 – 10
Home in Shady Side
5.0 out of 5 average rating, 117 reviewsLuxe Modern Chesapeake Waterfront Oasis - 5 Star
Feb. 12 – 19
Home in Kent Narrows
5.0 out of 5 average rating, 278 reviewsChester Riverfront At Kent Narrows
Oct. 19 – 26
Home in Chestertown
4.98 out of 5 average rating, 43 reviews2 Beds, 2.5 Baths, Perfect Downtown Location
May 10 – 17
Home in Chestertown
4.96 out of 5 average rating, 72 reviewsCozy 3-bedroom home w/ screened in porch & firepit
Mar. 19 – 26
Apartment rentals with outdoor seating
Apartment in Chester
4.97 out of 5 average rating, 234 reviewsCozy Waterfront Apartment Chester, MD
Feb. 15 – 22
Apartment in Baltimore
4.9 out of 5 average rating, 669 reviewsSouth-Facing Studio Overlooking Union Square Park
Sep. 8 – 15
Apartment in Crownsville
4.98 out of 5 average rating, 164 reviews“River Sweet" Private Apartment
Jun. 28 – Jul. 5
Apartment in Stevensville
4.98 out of 5 average rating, 240 reviewsBoutique by the Bay
Mar. 15 – 22
Apartment in Baltimore
4.93 out of 5 average rating, 196 reviewsSpacious Bright Victorian Apartment by the Lake
Jan. 23 – 30
Apartment in Baltimore
4.78 out of 5 average rating, 368 reviewsAwesome studio tucked away & Centrally located !
Jul. 18 – 25
Apartment in Glen Burnie
4.85 out of 5 average rating, 324 reviewsQuiet One Bdr Apt at BWI Airport
Jul. 31 – Aug. 7
Apartment in Baltimore
4.89 out of 5 average rating, 415 reviewsYour Mom’s spot in Hampden with parking
Jan. 20 – 27
Condo rentals with outdoor seating
Condo in Baltimore
4.91 out of 5 average rating, 113 reviewsSun House in Hampden Private Apartment no stairs
Jan. 7 – 14
Condo in Baltimore
4.86 out of 5 average rating, 113 reviewsLovely, perfect location, amazing safety, friendly
Condo in Baltimore
4.76 out of 5 average rating, 139 reviewsSpacious One Bedroom in Baltimore
Jan. 15 – 22
Condo in Baltimore
4.97 out of 5 average rating, 99 reviewsLive-in Arcade in Mount Vernon w/Free Parking
May 29 – Jun. 5
Condo in Annapolis
4.99 out of 5 average rating, 126 reviewsNew Downtown Annapolis Condo With Free Parking
Nov. 21 – 28
Condo in Betterton
4.93 out of 5 average rating, 30 reviews3 Bedrooms of Beachy Bayfront Bliss... PLUS VIEWS!
Jun. 25 – Jul. 2
Condo in Rock Hall
5.0 out of 5 average rating, 10 reviewsWaterman's Delight ~ Best Harbor View Sunsets!
Jul. 25 – Aug. 1
Condo in Annapolis
4.96 out of 5 average rating, 54 reviewsFunky Uptown Apt meets Downtown - Hist District
Aug. 17 – 24
Quick stats about vacation rentals with outdoor seating in Chestertown
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.5K reviews
Nightly prices starting at
$123 CAD before taxes and fees
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