Stockbridge Vacation Rentals
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50 rentals in Stockbridge.
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'The Crooked House' w/ sauna on private wooded lot near Woodstock, Killington
Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
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'Whispering Pines' Ski House in the heart of the Green Mountains - 5 bedrooms!
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 5
Rental Home
1 bedroom
1 bathroom
Sleeps 5
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1820 Farmhouse on the White River
Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
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Close to Killington & Pico Mountain
Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
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Fall & Early Ski Season Special (Fri-Sat Only $450/night, $225/night Sun-Thurs)
Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
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Songbird Haven–majestic VT Timberframe, Dog-Friendly Home Along The White River
Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
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Killington Area - Great Value! Clean, Comfortable, Sleeps 12+
Rental Home
3 bedrooms
3 bathrooms
Sleeps 15
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'Ridge Chalet', A-Frame Five BR Home
Rental Home
5 bedrooms
3 bathrooms
Sleeps 8
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Private, Recently Furnished 5 BR Killington All-Season Home With Pool & Hot Tub
Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
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Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Killington Vermont Ski House located next to VAST snowmobile trail
Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
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Solar-Powered Barn Loft
Rental Home
1 bedroom
1 bathroom
Sleeps 2
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Four Season KILLINGTON Getaway!
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Private Killington Area Inn all to Yourself!
Rental Home
9 bedrooms
11 bathrooms
Sleeps 23
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'The Mill Stream House' Luxury 5 BR Home on River w/jacuzzi and fireplace
Rental Home
4 bedrooms
2 bathrooms
Sleeps 16
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Large Killington/Pico Ski House - Outdoor Hot Tub (24/7) & High Speed Internet
Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
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Newly Built Killington Vermont Ski House
Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
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NorthPorch Farmhouse
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Perfect secluded cozy getaway home Hawk Landing
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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Lakewood Lodge is the perfect family getaway that accepts pets.
Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
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New Listing - Luxury log home with stunning views
Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
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Luxury Mountain Escape w Hot Tub, Near Skiing and Golf
Rental Home
4 bedrooms
6 bathrooms
Sleeps 10
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Dog-friendly cottage w/ deck & beautiful views - close to golf, skiing, & trail
Rental Home
1 bedroom
1 bathroom
Sleeps 6
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Glazebrook J4 Townhouse within walking distant to all activities.
Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
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Beautiful home in charming Pittsfield Vermont only a few miles from Killington.
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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MOUNTAIN RETREAT*HOT TUB W/ VIEWS
Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
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Winter Brook newly renovated
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Killington Beautiful, Secluded Ski House, Near Lifts-4 BR/2 BA
Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
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The Rose Lodge at Killington (8BR, 7BA) perfect for large groups and remote work
Rental Home
8 bedrooms
7 bathrooms
Sleeps 16
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Woods Resort and Spa Village 34 with the full service pool and spa.
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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3 level private home w/indoor hot tub 10 minutes from the ski slopes Meadows
Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
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Townhome 1 mile from Snowshed, walking distance to night clubs
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
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Luxury Mountain Retreat
Rental Home
5 bedrooms
4 bathrooms
Sleeps 15
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Ski on/ski off, beautiful views, 2 bedroom condo, Sunrise C5
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Hidden House Vermont Private Apt. Mountain Retreat
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
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9 Bedroom Guesthouse, Sleeps 22, 2 Full Kitchens, 4 Bath
Rental Home
9 bedrooms
4 bathrooms
Sleeps 22
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Killington area mountain home on 60 acres and surrounded by National Forests
Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
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Three bedroom 2 bathroom Private home just minutes to Killington Moose Lodge
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Hawk Landing
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Silver Spring Chalet
Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
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Home w/Sauna - Mins to Pico & Killington Mtns!
Rental Home
4 bedrooms
5 bathrooms
Sleeps 8
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A Fantastic Home in a great mountain location
Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
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Silver Spring Chalet Large 4 bedroom, Pittsfield VT, 20 min to Killington Slopes
Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
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Serene & Private 20acre Mountain Getaway!
Rental Home
3 bedrooms
3 bathrooms
Sleeps 21
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Killington Mountain Home HotTub & 5 min to Skiing
Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
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Tentrr Signature Site - Sugar Shack
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Tentrr Signature Site - The Landing
Rental Home
1 bedroom
1 bathroom
Sleeps 4
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Sweet Life
Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
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Frequently Asked Questions about Stockbridge
- Yes, here are some popular vacation rentals in Stockbridge that have a pool:\n
- \n
- Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 5 \n
- Close to Killington & Pico Mountain \n
- 'Whispering Pines' Ski House in the heart of the Green Mountains - 5 bedrooms! \n
- Yes, here are some popular vacation rentals in Stockbridge that have internet access:\n
- \n
- Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 5 \n
- Close to Killington & Pico Mountain \n
- 'Whispering Pines' Ski House in the heart of the Green Mountains - 5 bedrooms! \n
- The best pet friendly rentals in Stockbridge are:\n
- \n
- Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 5 \n
- Close to Killington & Pico Mountain \n
- 'Whispering Pines' Ski House in the heart of the Green Mountains - 5 bedrooms! \n
- Some of the most popular kid friendly rentals in Stockbridge are:\n
- \n
- Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 5 \n
- Close to Killington & Pico Mountain \n
- 'Whispering Pines' Ski House in the heart of the Green Mountains - 5 bedrooms! \n