Vacation rentals with outdoor seating in Pittsfield
Find and book unique outdoor seating rentals on Airbnb
Top-rated outdoor seating rentals in Pittsfield
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 Pittsfield outdoor seating rentals
House rentals with outdoor seating
Home in Rochester
4.95 out of 5 average rating, 144 reviewsCottage in the Heart of the Green Mountains
Aug 25 – Sep 1
Home in Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
Nov 2 – 9
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
Sep 18 – 25
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
Sep 22 – 29
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
Dec 9 – 16
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
Nov 24 – Dec 1
Home in Killington
4.92 out of 5 average rating, 165 reviewsCozy Condo Tucked in the Heart of Killington
Jun 21 – 28
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
Jan 4 – 11
Apartment rentals with outdoor seating
Apartment in Tunbridge
4.92 out of 5 average rating, 219 reviewsFairview
Mar 15 – 22
Apartment in Chittenden
4.95 out of 5 average rating, 243 reviewsCozy Apt Close to Mountain Top Inn & Ski Areas
Jul 1 – 8
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
Oct 2 – 9
Apartment in Poultney
4.94 out of 5 average rating, 307 reviewsCozy Poultney Village Apartment
Nov 12 – 19
Apartment in Clarendon
4.92 out of 5 average rating, 133 reviewsVermont Horse Farm
Jan 8 – 15
Apartment in New Haven
4.99 out of 5 average rating, 189 reviewsDog Team Falls Apartment - Minutes from Middlebury
Mar 30 – Apr 6
Apartment in Grantham
5.0 out of 5 average rating, 151 reviewsDartmouth / Lake Sunapee Region
Jul 24 – 31
Apartment in Middlebury
4.99 out of 5 average rating, 103 reviewsMountain View Retreat
Jul 25 – Aug 1
Condo rentals with outdoor seating
Condo in Killington
4.94 out of 5 average rating, 175 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
Aug 14 – 21
Condo in Vergennes
4.96 out of 5 average rating, 177 reviewsLittle Brick House Off Main (Apt. B)
Sep 9 – 16
Condo in Killington
4.93 out of 5 average rating, 138 reviewsRenovated unit, prime location! Shuttle on/Ski off
Jul 15 – 22
Condo in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
May 27 – Jun 3
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
Apr 17 – 24
Condo in Killington
4.93 out of 5 average rating, 148 reviewsRenovated, w/Covered Parking-Shuttle-Walk to Lifts
Sep 11 – 18
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
Jun 13 – 20
Condo in Killington
4.9 out of 5 average rating, 119 reviewsCozy & Convenient Ski Home Condo
Aug 30 – Sep 6
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
$120 before taxes and fees
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