Holiday rentals with outdoor seating in Pittsfield
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Pittsfield
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Pittsfield outdoor seating rentals
Holiday House Rentals with Outdoor Seating
Home in Rochester
4.95 out of 5 average rating, 144 reviewsCottage in the Heart of the Green Mountains
25 Jul – 1 Aug
Home in Pittsfield
4.83 out of 5 average rating, 221 reviewsKillington area home - 4-seasons & hot tub
1–8 Nov
Home in Rochester
4.9 out of 5 average rating, 282 reviewsMountain Home ready for you!
17–24 Sep
Home in Rochester
4.98 out of 5 average rating, 124 reviewsModern Farmhouse on 25 Acres - Superb Views
28 Jan – 4 Feb
Home in Rutland
5.0 out of 5 average rating, 121 reviewsONE ROOM SCHOOL HOUSE
5–12 Apr
Home in Rochester
4.94 out of 5 average rating, 181 reviewsThe McKinley House
4–11 Feb
Home in Rochester
4.93 out of 5 average rating, 202 reviewsPorch House
3–10 Jan
Home in Tunbridge
4.98 out of 5 average rating, 316 reviewsThe Barnbrook House
17–24 Mar
Apartment rentals with outdoor seating
Apartment in Tunbridge
4.92 out of 5 average rating, 219 reviewsFairview
3–10 Apr
Apartment in Stockbridge
4.88 out of 5 average rating, 160 reviewsRustic 64 Acre Woodland Haven on a Beautiful River
1–8 Oct
Apartment in Chittenden
4.95 out of 5 average rating, 243 reviewsCozy Apt Close to Mountain Top Inn & Ski Areas
10–17 Sep
Apartment in Poultney
4.94 out of 5 average rating, 307 reviewsCozy Poultney Village Apartment
3–10 Oct
Apartment in New Haven
4.99 out of 5 average rating, 189 reviewsDog Team Falls Apartment - Minutes from Middlebury
5–12 Feb
Apartment in Clarendon
4.92 out of 5 average rating, 133 reviewsVermont Horse Farm
14–21 Jan
Apartment in Grantham
5.0 out of 5 average rating, 150 reviewsDartmouth / Lake Sunapee Region
24–31 Jul
Apartment in Middlebury
4.99 out of 5 average rating, 103 reviewsMountain View Retreat
9–16 May
Condo rentals with outdoor seating
Condo in Killington
4.96 out of 5 average rating, 103 reviewsCozyCub Pets, AC, Bike to Mtn, Fireplace, Walk out
22–29 Oct
Condo in Killington
4.93 out of 5 average rating, 138 reviewsRenovated unit, prime location! Shuttle on/Ski off
14–21 Jul
Condo in Vergennes
4.96 out of 5 average rating, 177 reviewsLittle Brick House Off Main (Apt. B)
20–27 May
Condo in Ludlow
4.92 out of 5 average rating, 123 reviewsOkemo Ski-in/Ski-out, Steps to lift Condo
8–15 Jun
Condo in Killington
4.94 out of 5 average rating, 175 reviewsWalk or Shuttle to Lifts/2BR @ Mt. Green Resort
25 Nov – 2 Dec
Condo in Killington
4.93 out of 5 average rating, 148 reviewsRenovated, w/Covered Parking-Shuttle-Walk to Lifts
12–19 Oct
Condo in Ludlow
4.99 out of 5 average rating, 100 reviewsUpdated Main St Condo in downtown Ludlow!
12–19 Jun
Condo in Killington
4.82 out of 5 average rating, 250 reviewsSki, Ride, Walk On/Off Condo On Pico at Killington
6–13 Jun
Quick stats about holiday 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
$201 NZD before taxes and fees
Destinations to explore
- Burlington Holiday rentals
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- Lake Placid Holiday rentals
- Stowe Holiday rentals
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- Rentals with outdoor seating United States
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- Rentals with outdoor seating Vermont
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