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49 Rentals In Pittsfield
United States
Vermont
Rutland Area
Pittsfield
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Pool
Internet
Washer
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Wheelchair Access
Non Smoking
Yard
TV
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Parking
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Private Killington Area Inn all to Yourself!
9
11.0
23
Pittsfield Vermont Private vacation home
From $1100 per night
(USD)
Killington Big House: Largest Vacation Rental in Killington
12
12.0
30
killington Vermont Private vacation home
From $1240 per night
(USD)
Post & Beam Home Ideal for families or Groups
4
4.0
10
Killington Vermont Private vacation home
From $295 per night
(USD)
Killington Area Escape w\/ Deck & Private Hot Tub!
3
2.0
10
Stockbridge Vermont Cabin
From $273 per night
(USD)
Beautiful Killington VT Ski & Mountain Bike 5 Season House
5
2.0
12
Pittsfield Vermont Private vacation home
From $423 per night
(USD)
Winter Brook newly renovated
3
2.0
8
Killington Vermont Private vacation home
From $255 per night
(USD)
Dog-Friendly Cottage with Deck & Beautiful Views - Close to Golf, Skiing & Trail
1
1.0
6
Killington Vermont Private vacation home
From $110 per night
(USD)
5 BR 3.5 Bath Killington All-Season Home With Pool, Hot Tub, Huge Dining Table
5
4.0
12
Killington Vermont Private vacation home
From $767 per night
(USD)
Wintergreen 106 - Cozy and peaceful condo, conveniently located between Killington and Pittsfield
1
1.0
4
Pittsfield Vermont Condo
From $110 per night
(USD)
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
3
2.0
8
Pittsfield Vermont Private vacation home
From $236 per night
(USD)
Pittsfield Chalet Beautiful home in charming Pittsfield Vermont only a few miles from Killington.
4
2.0
8
Pittsfield Vermont Private vacation home
From $433 per night
(USD)
Bear-Foot Lodge Killington, Private! Sauna\/Gameroom. Perfect for Large Groups!
4
4.0
12
Stockbridge Vermont Private vacation home
From $759 per night
(USD)
Perfect secluded cozy getaway pet friendly home Hawk Landing
3
3.0
6
Pittsford Vermont Private vacation home
From $315 per night
(USD)
Beautiful Log Cabin w\/Hot Tub + Fireplace-Arrive Early & Stay Late!
3
2.0
8
Killington Vermont Private vacation home
From $460 per night
(USD)
Lori and Dean's Killington Ski House with Wi-Fi
3
2.0
10
Stockbridge Vermont Private vacation home
From $242 per night
(USD)
Lovely home close to hiking & skiing w\/WiFi, firepit, balcony, wood stove, & W\/D
3
3.0
10
Pittsfield Vermont Private vacation home
From $260 per night
(USD)
The Ridge Chalet, an A-Frame Killington home
3
3.0
8
Killington Vermont Private vacation home
From $650 per night
(USD)
Four Season KILLINGTON Getaway!
3
2.0
8
Pittsfield Vermont Private vacation home
From $280 per night
(USD)
Quintessential Vermont Cabin - 4 fireplaces, hot tub, and fire pit
3
2.0
8
Killington Vermont Private vacation home
From $570 per night
(USD)
Treehouse-One of a Kind , AC, tubing, fire table, fire pit, 20 min to Killington
1
1.0
4
Stockbridge Vermont Private vacation home
From $475 per night
(USD)
Family & dog-friendly house in Killington
3
3.0
8
Killington Vermont Private vacation home
From $333 per night
(USD)
Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes
4
3.0
11
Pittsfield Vermont Private vacation home
From $279 per night
(USD)
New Listing - Luxury log home with stunning views
5
5.0
14
Pittsfield Vermont Private vacation home
From $995 per night
(USD)
Spectacular Mountain Views, 6 Bedroom, 4 Bath with Fireplace, Hot Tub & Elevator
6
4.0
12
Pittsfield Vermont Private vacation home
From $1840 per night
(USD)
Killington Vermont Ski and Snowmobiling House
5
3.0
14
Pittsfield Vermont Private vacation home
From $193 per night
(USD)
'The Mill Stream House' Luxury 4 BR Home on River w\/JACUZZI & fireplace
4
2.0
10
Killington Vermont Private vacation home
From $521 per night
(USD)
NorthPorch Farmhouse
4
2.0
9
Rochester Vermont Private vacation home
From $264 per night
(USD)
Secluded Mountain Retreat w Hot Tub, Sauna & Disc Golf!
4
6.0
10
Killington Vermont Private vacation home
From $340 per night
(USD)
Game Room + Hot Tub - 7BR updated home
7
3.0
16
Killington Vermont Private vacation home
From $918 per night
(USD)
Killington Skiers\/Snowmobilers\/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi
3
2.0
8
Stockbridge (Pittsfield) Vermont Private vacation home
From $350 per night
(USD)
Hillside log home in Pittsfield 7 miles from Killington base and Pico ski areas
3
3.0
8
Pittsfield Vermont Private vacation home
From $424 per night
(USD)
Contemporary Classic Vermont Ski House with 4 bedrooms - Sleeps 8 in Beds
4
2.0
7
Pittsfield Vermont Private vacation home
From $400 per night
(USD)
Cozy A-Frame close to skiing and on VAST Trails
4
2.0
12
Stockbridge Vermont Private vacation home
From $383 per night
(USD)
Killington area home - 4-seasons & hot tub. Sleeps 12+
3
3.0
15
Pittsfield Vermont Private vacation home
From $250 per night
(USD)
Cozy Killington Retreat ~ 5 Mi to Ski Resort
2
1.0
6
Killington Vermont Apartment
From $223 per night
(USD)
Vermont Retreat - 8 Mi to Killington Ski Area
2
1.0
6
Killington Vermont Cabin
From $217 per night
(USD)
Direct Ride or Hike In & Out to GMT Trails - Hiking - Swimming - VAST
3
3.0
10
Pittsfield Vermont Private vacation home
From $528 per night
(USD)
Hot tub, fireplace, Game Room, 20 min drive to Killington
5
3.0
12
Rochester Vermont Cabin
From $1188 per night
(USD)
Large house with fireplace, hot tub
5
3.0
16
Pittsfield Vermont Private vacation home
Click For Pricing
Spacious 4BR \/ 5 Bath Home - Hot Tub \/ Pool Table \/ Ample Private Outdoor Space!
4
5.0
10
Pittsfield Vermont Private vacation home
From $625 per night
(USD)
Wonderful One bedroom condo located in Highridge J6
1
1.0
4
Killington Vermont Condo
From $219 per night
(USD)
Swiss Farm Inn - Killington Area - Sleeps up to 30
14
15.0
30
Pittsfield Vermont Private vacation home
From $1500 per night
(USD)
Mountain Top - Fresh Pond - Killington - Hot Tub
4
4.0
14
Pittsfield Vermont Private vacation home
From $710 per night
(USD)
Swiss Farm Inn - Killington Area -Sleeps 12
7
8.0
12
Pittsfield Vermont Private vacation home
From $900 per night
(USD)
Swiss Farm Inn - Killington Area - Sleeps 15
10
10.0
15
Pittsfield Vermont Private vacation home
From $1040 per night
(USD)
Winding Way Chalet: Large Family Ski Home with Amazing Amenities! Hot Tub.
3
3.0
8
Killington Vermont Private vacation home
From $410 per night
(USD)
Tranquil dog-friendly retreat with generous deck, fitness area, & amazing views
4
2.0
7
Pittsfield Vermont Private vacation home
From $211 per night
(USD)
Romantic Cozy Mountain Retreat near Killington
2
1.0
4
Rochester Vermont Chalet
Click For Pricing
Rockwell Haus: 70s Ski Vibes
3
2.0
11
Killington Vermont Private vacation home
Click For Pricing
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