Skip to Main Content.
Download the app button
Download the app button with download icon
Get the app
United Kingdom
Trip Planner
List your property
Help
My trips
Sign in
It's easy to contact hosts and keep track of all your messages when you have a Vrbo account
Traveller login
Sign in as an owner
Create a free account
Feedback
Going to
Going to
Dates
Dates
Travellers
Adults
Adults
Decrease the number of adults
Increase the number of adults
Children
Ages 0 to 17
Decrease the number of children
Increase the number of children
I am travelling with pets
If checked, only properties that allow pets will be shown
Done
Search
Filters (1)
Popular (1)
Price
Rooms and spaces
Sort by recommended
286 properties
How our sort order works
Opens in a new window
Search results showing properties in Pittsfield, Vermont, United States of America
Google map showing 286 properties
Photo gallery for Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Image of Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Show previous image for Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Show next image for Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Premier Host
House · 0.9 mi (1.5 km) to Pittsfield centre
Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
Sleeps 7 · 4 bedrooms · 2 bathrooms
10/10
Exceptional
(2 reviews)
10 out of 10 Exceptional (2 reviews)
Unavailable
More information about Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views, opens in a new tab
Photo gallery for Mountain Top - Fresh Pond - Killington - Hot Tub
Image of Mountain Top - Fresh Pond - Killington - Hot Tub
Show previous image for Mountain Top - Fresh Pond - Killington - Hot Tub
Show next image for Mountain Top - Fresh Pond - Killington - Hot Tub
Premier Host
House · 0.7 mi (1.1 km) to Pittsfield centre
Mountain Top - Fresh Pond - Killington - Hot Tub
Sleeps 14 · 4 bedrooms · 3+ bathrooms
Unavailable
More information about Mountain Top - Fresh Pond - Killington - Hot Tub, opens in a new tab
Photo gallery for Killington area home - 4-seasons & hot tub. Sleeps 12+
Here's the main living area - dining is up on the left
Show previous image for Killington area home - 4-seasons & hot tub. Sleeps 12+
Show next image for Killington area home - 4-seasons & hot tub. Sleeps 12+
Premier Host
House · 0.9 mi (1.5 km) to Pittsfield centre
Killington area home - 4-seasons & hot tub. Sleeps 12+
Sleeps 15 · 3 bedrooms · 2+ bathrooms
Private host
9.8/10
Exceptional
(108 reviews)
9.8 out of 10 Exceptional (108 reviews)
Unavailable
More information about Killington area home - 4-seasons & hot tub. Sleeps 12+, opens in a new tab
House · 2.7 mi (4.3 km) to Pittsfield centre
New Listing - Luxury log home with stunning views
Sleeps 14 · 5 bedrooms · 4+ bathrooms
Private host
10/10
Exceptional
(24 reviews)
10 out of 10 Exceptional (24 reviews)
Unavailable
More information about New Listing - Luxury log home with stunning views, opens in a new tab
House · 0.5 mi (0.8 km) to Pittsfield centre
Swiss Farm Inn - Killington Area - Sleeps up to 30
Sleeps 30 · 14 bedrooms · 14+ bathrooms
Private host
8.0/10
Very good
(1 review)
8.0 out of 10 Very good (1 review)
Unavailable
More information about Swiss Farm Inn - Killington Area - Sleeps up to 30, opens in a new tab
House · 0.1 mi (0.1 km) to Pittsfield centre
Private Killington Area Inn all to Yourself!
Sleeps 23 · 9 bedrooms · 9+ bathrooms
Private host
10/10
Exceptional
(34 reviews)
10 out of 10 Exceptional (34 reviews)
Unavailable
More information about Private Killington Area Inn all to Yourself!, opens in a new tab
House · 1.3 mi (2.1 km) to Pittsfield centre
Killington Vermont Ski and Snowmobiling House
Sleeps 14 · 5 bedrooms · 3 bathrooms
Private host
9.4/10
Exceptional
(41 reviews)
9.4 out of 10 Exceptional (41 reviews)
Unavailable
More information about Killington Vermont Ski and Snowmobiling House, opens in a new tab
House · 1.7 mi (2.8 km) to Pittsfield centre
Beautiful Killington VT Ski & Mountain Bike 5 Season House
Sleeps 12 · 5 bedrooms · 2 bathrooms
Private host
10/10
Exceptional
(35 reviews)
10 out of 10 Exceptional (35 reviews)
Unavailable
More information about Beautiful Killington VT Ski & Mountain Bike 5 Season House , opens in a new tab
House · 2.6 mi (4.1 km) to Pittsfield centre
Hillside log home in Pittsfield 7 miles from Killington base and Pico ski areas
Sleeps 8 · 3 bedrooms · 3 bathrooms
Private host
9.6/10
Exceptional
(24 reviews)
9.6 out of 10 Exceptional (24 reviews)
Unavailable
More information about Hillside log home in Pittsfield 7 miles from Killington base and Pico ski areas, opens in a new tab
House · 0.9 mi (1.4 km) to Pittsfield centre
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.0/10
Wonderful
(14 reviews)
9.0 out of 10 Wonderful (14 reviews)
Unavailable
More information about Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington, opens in a new tab
House · 1.4 mi (2.3 km) to Pittsfield centre
Pittsfield Chalet Beautiful home in charming Pittsfield Vermont only a few miles from Killington.
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.6/10
Exceptional
(15 reviews)
9.6 out of 10 Exceptional (15 reviews)
Unavailable
More information about Pittsfield Chalet Beautiful home in charming Pittsfield Vermont only a few miles from Killington., opens in a new tab
House · 1.3 mi (2.1 km) to Pittsfield centre
Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!
Sleeps 10 · 4 bedrooms · 4+ bathrooms
10/10
Exceptional
(2 reviews)
10 out of 10 Exceptional (2 reviews)
Unavailable
More information about Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!, opens in a new tab
Cabin · 1.4 mi (2.3 km) to Pittsfield centre
Hot tub, fireplace, Game Room, 20 min drive to Killington
Sleeps 12 · 5 bedrooms · 3 bathrooms
Private host
10/10
Exceptional
(1 review)
10 out of 10 Exceptional (1 review)
Unavailable
More information about Hot tub, fireplace, Game Room, 20 min drive to Killington, opens in a new tab
House · 1.4 mi (2.3 km) to Pittsfield centre
Spectacular Mountain Views, 6 Bedroom, 4 Bath with Fireplace, Hot Tub & Elevator
Sleeps 12 · 6 bedrooms · 4 bathrooms
Private host
10/10
Exceptional
(7 reviews)
10 out of 10 Exceptional (7 reviews)
Unavailable
More information about Spectacular Mountain Views, 6 Bedroom, 4 Bath with Fireplace, Hot Tub & Elevator, opens in a new tab
House · 0.6 mi (1 km) to Pittsfield centre
Four Season KILLINGTON Getaway!
Sleeps 8 · 3 bedrooms · 1+ bathroom
Private host
9.8/10
Exceptional
(18 reviews)
9.8 out of 10 Exceptional (18 reviews)
Unavailable
More information about Four Season KILLINGTON Getaway!, opens in a new tab
House · 0.6 mi (1 km) to Pittsfield centre
Perfect secluded cozy getaway pet friendly home Hawk Landing
Sleeps 6 · 3 bedrooms · 2+ bathrooms
9.8/10
Exceptional
(18 reviews)
9.8 out of 10 Exceptional (18 reviews)
Unavailable
More information about Perfect secluded cozy getaway pet friendly home Hawk Landing, opens in a new tab
House · 1.7 mi (2.8 km) to Pittsfield centre
Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D
Sleeps 10 · 3 bedrooms · 2+ bathrooms
8.8/10
Excellent
(11 reviews)
8.8 out of 10 Excellent (11 reviews)
Unavailable
More information about Lovely home close to hiking & skiing w/WiFi, firepit, balcony, wood stove, & W/D, opens in a new tab
House · 0.4 mi (0.7 km) to Pittsfield centre
Direct Ride or Hike In & Out to GMT Trails - Hiking - Swimming - VAST
Sleeps 10 · 3 bedrooms · 2+ bathrooms
Private host
Unavailable
More information about Direct Ride or Hike In & Out to GMT Trails - Hiking - Swimming - VAST, opens in a new tab
Tell us how we can improve our site
Share feedback