Airbnb, Vacation Rentals in Pittsfield, VT

Compare 1,932 available vacation home properties, starts from $18

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Airbnb, Vacation rentals and hotel deals in Pittsfield, VT

The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122/3
The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122/3
The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122/3
The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122/3
The Mod Suite at Killington. Big. Comfy. Ahh! Relax 122/3
Condo · 2 Guests · 1 Bedroom
$1,029 /night*
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Winter Brook newly renovated
Winter Brook newly renovated
Winter Brook newly renovated
Winter Brook newly renovated
9.4 (20 reviews)
Winter Brook newly renovated
Holiday home · 2 Guests · 1 Bedroom
$732 /night*
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Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131/2
Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131/2
Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131/2
Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131/2
9.0 (2 reviews)
Stay in the Sunny Days Suite at Killington! Sleeps 10 people in the heart of Killington 131/2
Condo · 2 Guests · 1 Bedroom
$1,029 /night*
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Mountain Green Penthouse.   Best Mountain View. Underground parking avail. 3F10
Mountain Green Penthouse.   Best Mountain View. Underground parking avail. 3F10
Mountain Green Penthouse.   Best Mountain View. Underground parking avail. 3F10
Mountain Green Penthouse.   Best Mountain View. Underground parking avail. 3F10
9.6 (29 reviews)
Mountain Green Penthouse.   Best Mountain View. Underground parking avail. 3F10
Condo · 2 Guests · 1 Bedroom
$517 /night*
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Colony Club E23 wonderful town home in the center of Killington. (please note this unit has NO AIR CONDITIONING)
Colony Club E23 wonderful town home in the center of Killington. (please note this unit has NO AIR CONDITIONING)
Colony Club E23 wonderful town home in the center of Killington. (please note this unit has NO AIR CONDITIONING)
Colony Club E23 wonderful town home in the center of Killington. (please note this unit has NO AIR CONDITIONING)
9.2 (11 reviews)
Colony Club E23 wonderful town home in the center of Killington. (please note this unit has NO AIR CONDITIONING)
Holiday home · 2 Guests · 1 Bedroom
$741 /night*
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Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
8.0 (2 reviews)
Left Duplex Home Directly Across From Pico Mountain, Close to Killington.
Holiday home · 2 Guests · 1 Bedroom
$1,020 /night*
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The Cabin At Killington: Left Unit
The Cabin At Killington: Left Unit
The Cabin At Killington: Left Unit
The Cabin At Killington: Left Unit
9.4 (17 reviews)
The Cabin At Killington: Left Unit
Holiday home · 2 Guests · 1 Bedroom
$1,738 /night*
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Family-friendly mountain home w/private hot tub & Ping-Pong - Close to skiing
Family-friendly mountain home w/private hot tub & Ping-Pong - Close to skiing
Family-friendly mountain home w/private hot tub & Ping-Pong - Close to skiing
Family-friendly mountain home w/private hot tub & Ping-Pong - Close to skiing
9.6 (22 reviews)
Family-friendly mountain home w/private hot tub & Ping-Pong - Close to skiing
Holiday home · 2 Guests · 1 Bedroom
$1,056 /night*
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The Farmhouse at Killington: Modern, New 2RM Condo
The Farmhouse at Killington: Modern, New 2RM Condo
The Farmhouse at Killington: Modern, New 2RM Condo
The Farmhouse at Killington: Modern, New 2RM Condo
9.8 (51 reviews)
The Farmhouse at Killington: Modern, New 2RM Condo
Condo · 2 Guests · 1 Bedroom
$707 /night*
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Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
10 (17 reviews)
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Holiday home · 2 Guests · 1 Bedroom
$1,050 /night*
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Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Apartment · 2 Guests · 1 Bedroom
$646 /night
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Happy Bear Motel
Happy Bear Motel
Happy Bear Motel
Happy Bear Motel
7.1 (72 reviews)
Happy Bear Motel
Motel · 2 Guests · 1 Bedroom
$197 /night
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Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
9.8 (9 reviews)
Charming 1 BR Mountain Green Resort Condo. Steps to the mountain! 3C8
Condo · 2 Guests · 1 Bedroom
$641 /night*
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Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
10 (52 reviews)
Private Mountain View minutes to Hiking, biking, golfing, skiing, snowboarding
Holiday home · 2 Guests · 1 Bedroom
$800 /night*
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The Snowed Inn
The Snowed Inn
The Snowed Inn
The Snowed Inn
9.2 (165 reviews)
The Snowed Inn
Hotel · 2 Guests · 1 Bedroom
$317 /night
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Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
10 (23 reviews)
Beautiful Killington Mountain Views -2.7 miles to New Killington Base Lodge
Holiday home · 2 Guests · 1 Bedroom
$1,033 /night*
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Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Holiday home · 2 Guests · 1 Bedroom
$1,197 /night*
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Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
9.8 (9 reviews)
Spacious Townhouse on the Killington Access Road
Holiday home · 2 Guests · 1 Bedroom
$683 /night*
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Lakewood Lodge
Lakewood Lodge
Lakewood Lodge
Lakewood Lodge
Lakewood Lodge
Holiday home · 2 Guests · 1 Bedroom
$951 /night
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Mountain Sports Inn
Mountain Sports Inn
Mountain Sports Inn
Mountain Sports Inn
8.8 (238 reviews)
Mountain Sports Inn
Inn · 2 Guests · 1 Bedroom
$222 /night
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Vacation Destinations Near Pittsfield, VT

Airbnb, Vacation House with Full Kitchen in Pittsfield, VT

Killington Area Private Home, 3 Bd, 2 BR, Sleeps 11+
Killington Area Private Home, 3 Bd, 2 BR, Sleeps 11+
Killington Area Private Home, 3 Bd, 2 BR, Sleeps 11+
Killington Area Private Home, 3 Bd, 2 BR, Sleeps 11+
Full Kitchen
9.8 (17 reviews)
Killington Area Private Home, 3 Bd, 2 BR, Sleeps 11+
Holiday home · 2 Guests · 1 Bedroom
$383 /night*
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Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Modern Ski Château - 4 min from Killington Ski mountain lifts
Full Kitchen
Modern Ski Château - 4 min from Killington Ski mountain lifts
Holiday home · 2 Guests · 1 Bedroom
$1,197 /night*
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Hot tub, fireplace, Game Room, 20 min drive to Killington
Hot tub, fireplace, Game Room, 20 min drive to Killington
Hot tub, fireplace, Game Room, 20 min drive to Killington
Hot tub, fireplace, Game Room, 20 min drive to Killington
Full Kitchen
10 (1 review)
Hot tub, fireplace, Game Room, 20 min drive to Killington
Cabin · 2 Guests · 1 Bedroom
$1,608 /night*
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What Are The Top Amenities at Pittsfield, VT?
Trending Vacation Rental Amenities in Pittsfield, VT
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Check above for the most common and the least popular rental amenities in Pittsfield, and pick the one that fits your preference easily. In Pittsfield, 914 rentals offer Internet or Wifi, 883 rentals offer TV, 845 rentals offer Bed linens provided. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Pets Friendly, Air Conditioning.
How Does The Vacation Home Rental Price Look Like in Pittsfield, VT?
Vacation House & Condo Rental Price Information in Pittsfield, VT
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The graph shows the percentages of vacation homes in each price bucket. Pittsfield has the largest percentage (16.24%) of homes in $100 - $150 price range.
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What Are The Most Liked Rental Accommodations in Pittsfield, VT?
Rental Property Types in Pittsfield, VT
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Before visiting Pittsfield, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Condo, Townhome, Apartment, Cottage, Cabin, Hotel, Farmhouse, Chalet, Estate, Lodge, Chateau / Country House, Bed And Breakfast, Studio, Guest House, Recreational Vehicle, Resort. House is the most-liked rental type, with the largest percentage of 42.24%. The biggest home in this area available for rent is around 25000 square feet.The least popular accommodation in Pittsfield is Resort rentals
How Many Rental Accommodations Are Pets Friendly in Pittsfield, VT?
Percentage of Pet Friendly Rental Properties in Pittsfield, VT
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27.23% of vacation homes in Pittsfield are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Trail Recommendations in Pittsfield, VT Area?
Top Trails In Pittsfield, VT
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Here are the trails we recommend in Pittsfield: Mountain Top Inn Trail, New Boston Trail, Chittenden Brook Trail, Circle Trail, Deer Leap Overlook Trail, Gifford Woods Loop, Deer Leap Mountain with Overlook Loop, Kent Pond to Green Gate Road, Appalachian Trail: Killington to Prosper, Thundering Brook Falls.
Any RV Campgrounds in Pittsfield, VT?
Campgrounds Recommendations In Pittsfield, VT
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If you love outdoors or travel with an RV, here are the campgrounds in Pittsfield: Limehurst Lake Campground, Abel Mountain Campground, Moosalamoo Campground, Smoke Rise Campground, Country Village Campground, Half Moon Campground, Chittenden Brook Campground, Lake Bomoseen KOA, Otter Creek Campground, Quechee / Pine Valley KOA.

Airbnb, Vacation House with Fireplace in Pittsfield, VT

"Whispering Pines" Ski House in the heart of the Green Mountains
"Whispering Pines" Ski House in the heart of the Green Mountains
"Whispering Pines" Ski House in the heart of the Green Mountains
"Whispering Pines" Ski House in the heart of the Green Mountains
Fireplace
9.8 (48 reviews)
"Whispering Pines" Ski House in the heart of the Green Mountains
Holiday home · 2 Guests · 1 Bedroom
$850 /night*
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Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Fireplace
10 (17 reviews)
Snowberry Hill, a 5 bedroom, secluded luxury Ski Home at Killington Resort
Holiday home · 2 Guests · 1 Bedroom
$1,050 /night*
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Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
Spacious Townhouse on the Killington Access Road
Fireplace
9.8 (9 reviews)
Spacious Townhouse on the Killington Access Road
Holiday home · 2 Guests · 1 Bedroom
$683 /night*
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Airbnb, Vacation Condo with Pool in Pittsfield, VT

Luxury Resort Condo Across From Killington Ski Slope (AAA Rated)
Luxury Resort Condo Across From Killington Ski Slope (AAA Rated)
Luxury Resort Condo Across From Killington Ski Slope (AAA Rated)
Luxury Resort Condo Across From Killington Ski Slope (AAA Rated)
Pool
10 (21 reviews)
Luxury Resort Condo Across From Killington Ski Slope (AAA Rated)
Condo · 2 Guests · 1 Bedroom
$355 /night*
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Luxury Mountain Suite - Ski/Golf/Hike/Play
Luxury Mountain Suite - Ski/Golf/Hike/Play
Luxury Mountain Suite - Ski/Golf/Hike/Play
Luxury Mountain Suite - Ski/Golf/Hike/Play
Pool
9.8 (16 reviews)
Luxury Mountain Suite - Ski/Golf/Hike/Play
Condo · 2 Guests · 1 Bedroom
$432 /night*
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Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Pool
Killington Condo w/ Spa ~ 3 ½ Miles to Ski Resort!
Apartment · 2 Guests · 1 Bedroom
$646 /night
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* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.
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