Vacation rentals with outdoor seating in Pittsfield
Find and book unique accommodations with outdoor seating on Airbnb
Top-rated accommodations with outdoor seating in Pittsfield
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 Pittsfield outdoor seating rentals
House rentals with outdoor seating
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
May 10 – 17
Home in Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
Oct. 26 – Nov. 2
Home in Rochester
4.95 out of 5 average rating, 144 reviewsCottage in the Heart of the Green Mountains
Aug. 19 – 26
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
Sep. 12 – 19
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Nov. 1 – 8
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
Jun. 6 – 13
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
Sep. 9 – 16
Home in Tunbridge
4.98 out of 5 average rating, 314 reviewsThe Barnbrook House
Jan. 6 – 13
Apartment rentals with outdoor seating
Apartment in Tunbridge
4.92 out of 5 average rating, 219 reviewsFairview
Jan. 11 – 18
Apartment in Chittenden
4.95 out of 5 average rating, 243 reviewsCozy Apt Close to Mountain Top Inn & Ski Areas
Sep. 4 – 11
Apartment in Poultney
4.94 out of 5 average rating, 306 reviewsCozy Poultney Village Apartment
Nov. 5 – 12
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Sep. 25 – Oct. 2
Apartment in New Haven
4.99 out of 5 average rating, 189 reviewsDog Team Falls Apartment - Minutes from Middlebury
Nov. 10 – 17
Apartment in Clarendon
4.92 out of 5 average rating, 132 reviewsVermont Horse Farm
Jul. 5 – 12
Apartment in Middlebury
4.99 out of 5 average rating, 103 reviewsMountain View Retreat
Jul. 6 – 13
Apartment in Grantham
5.0 out of 5 average rating, 150 reviewsDartmouth / Lake Sunapee Region
Jul. 22 – 29
Condo rentals with outdoor seating
Condo in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
May 14 – 21
Condo in Killington
4.93 out of 5 average rating, 138 reviewsRenovated unit, prime location! Shuttle on/Ski off
Jul. 9 – 16
Condo in Vergennes
4.96 out of 5 average rating, 177 reviewsLittle Brick House Off Main (Apt. B)
Jun. 23 – 30
Condo in Killington
4.93 out of 5 average rating, 148 reviewsRenovated, w/Covered Parking-Shuttle-Walk to Lifts
Oct. 14 – 21
Condo in Killington
4.9 out of 5 average rating, 119 reviewsCozy & Convenient Ski Home Condo
Aug. 23 – 30
Condo in Killington
4.94 out of 5 average rating, 175 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
Oct. 5 – 12
Condo in Killington
4.96 out of 5 average rating, 103 reviewsCozyCub- Ski Off, Shuttle On, Fireplace, Renovated
Nov. 25 – Dec. 2
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Apr. 10 – 17
Quick stats about vacation rentals with outdoor seating in Pittsfield
Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
$164 CAD before taxes and fees
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- Rentals with outdoor seating United States
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