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Pittsfield Vacation Rentals

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15 rentals in Pittsfield.
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Killington Area - Great Value! Clean, Comfortable, Sleeps 12+, vacation rental in Pittsfield
Killington Area - Great Value! Clean, Comfortable, Sleeps 12+, vacation rental in Pittsfield
Killington Area - Great Value! Clean, Comfortable, Sleeps 12+, vacation rental in Pittsfield

Killington Area - Great Value! Clean, Comfortable, Sleeps 12+

Rental Home
3 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
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Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi, vacation rental in Pittsfield
Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi, vacation rental in Pittsfield
Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi, vacation rental in Pittsfield

Skiers/Snowmobilers/MountainBikers Dream with Outdoor Jacuzzi + Wi-Fi

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Beautiful Killington Vermont Ski House located next to VAST snowmobile trail, vacation rental in Pittsfield
Beautiful Killington Vermont Ski House located next to VAST snowmobile trail, vacation rental in Pittsfield
Beautiful Killington Vermont Ski House located next to VAST snowmobile trail, vacation rental in Pittsfield

Beautiful Killington Vermont Ski House located next to VAST snowmobile trail

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Four Season KILLINGTON Getaway!, vacation rental in Pittsfield
Four Season KILLINGTON Getaway!, vacation rental in Pittsfield
Four Season KILLINGTON Getaway!, vacation rental in Pittsfield

Four Season KILLINGTON Getaway!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Killington Area Inn all to Yourself!, vacation rental in Pittsfield
Private Killington Area Inn all to Yourself!, vacation rental in Pittsfield
Private Killington Area Inn all to Yourself!, vacation rental in Pittsfield

Private Killington Area Inn all to Yourself!

Rental Home
9 bedrooms
11 bathrooms
Sleeps 23
Match: Sleeps
More info
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Large Killington/Pico Ski House - Outdoor Hot Tub (24/7) & High Speed Internet, vacation rental in Pittsfield
Large Killington/Pico Ski House - Outdoor Hot Tub (24/7) & High Speed Internet, vacation rental in Pittsfield
Large Killington/Pico Ski House - Outdoor Hot Tub (24/7) & High Speed Internet, vacation rental in Pittsfield

Large Killington/Pico Ski House - Outdoor Hot Tub (24/7) & High Speed Internet

Rental Home
3 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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Newly Built Killington Vermont Ski House, vacation rental in Pittsfield
Newly Built Killington Vermont Ski House, vacation rental in Pittsfield
Newly Built Killington Vermont Ski House, vacation rental in Pittsfield

Newly Built Killington Vermont Ski House

Rental Home
5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Perfect secluded cozy getaway home Hawk Landing, vacation rental in Pittsfield
Perfect secluded cozy getaway home Hawk Landing, vacation rental in Pittsfield
Perfect secluded cozy getaway home Hawk Landing, vacation rental in Pittsfield

Perfect secluded cozy getaway home Hawk Landing

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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New Listing - Luxury log home with stunning views, vacation rental in Pittsfield
New Listing - Luxury log home with stunning views, vacation rental in Pittsfield
New Listing - Luxury log home with stunning views, vacation rental in Pittsfield

New Listing - Luxury log home with stunning views

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Beautiful home in charming Pittsfield Vermont only a few miles from Killington., vacation rental in Pittsfield
Beautiful home in charming Pittsfield Vermont only a few miles from Killington., vacation rental in Pittsfield
Beautiful home in charming Pittsfield Vermont only a few miles from Killington., vacation rental in Pittsfield

Beautiful home in charming Pittsfield Vermont only a few miles from Killington.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington, vacation rental in Pittsfield
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington, vacation rental in Pittsfield
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington, vacation rental in Pittsfield

Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Killington area mountain home on 60 acres and surrounded by National Forests, vacation rental in Pittsfield
Killington area mountain home on 60 acres and surrounded by National Forests, vacation rental in Pittsfield
Killington area mountain home on 60 acres and surrounded by National Forests, vacation rental in Pittsfield

Killington area mountain home on 60 acres and surrounded by National Forests

Rental Home
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
More info
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Silver Spring Chalet, vacation rental in Pittsfield
Silver Spring Chalet, vacation rental in Pittsfield
Silver Spring Chalet, vacation rental in Pittsfield

Silver Spring Chalet

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
More info
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Hawk Landing, vacation rental in Pittsfield
Hawk Landing, vacation rental in Pittsfield
Hawk Landing, vacation rental in Pittsfield

Hawk Landing

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Sweet Life, vacation rental in Pittsfield
Sweet Life, vacation rental in Pittsfield
Sweet Life, vacation rental in Pittsfield

Sweet Life

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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