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Search results: 11 vacation rentals in Pittsfield!

Large - 3 bedroom ski house-minutes to access road- Outdoor Hot Tub - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  12   »
Large - 3 bedroom sk...
3 BR / 2 BA
$3,675/wk
Inquire about this vacation rental at
HomeAway.com
Mountain Chalet - Killington View - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  12   »
Mountain Chalet - Ki...
4 BR / 2 BA
$1,050-2,800/wk
Inquire about this vacation rental at
HomeAway.com
Charming, spacious condo- full kitchen, hot tub, fireplace, near amenities - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  11   »
Charming, spacious c...
2 BR / 1 BA
$706-2,067/wk
Inquire about this vacation rental at
FlipKey.com
Killington Area Ski House - Great Value! - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  12   »
Killington Area Ski ...
3 BR / 2 BA
$825-1,815/wk
Inquire about this vacation rental at
HomeAway.com
Newly Built Killington Vermont Ski House - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  12   »
Newly Built Killingt...
5 BR / 3 BA
$800/wk
Inquire about this vacation rental at
HomeAway.com
Peaceful Home Surrounded By Nature - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  9   »
Peaceful Home Surrou...
4 BR / 3 BA
$1,057/wk
Inquire about this vacation rental at
Zonder.com
VT Studio, Lovers/Ski/Hike/Bike - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  28   »
VT Studio, Lovers/Sk...
1 BR / 1 BA
$665/wk
Inquire about this vacation rental at
Airbnb.com
Spacious valley view home- fireplace, deck, spa room, wet bar, hot tub - Photo 1 - Click to see details about this awesome vacation rental...
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Spacious valley view...
4 BR / 4 BA
$2,702-7,238/wk
Inquire about this vacation rental at
FlipKey.com
Welcome To Bear Bum Hollow! Beautiful Mountain Home - Killington - Photo 1 - Click to see details about this awesome vacation rental...
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Welcome To Bear Bum ...
4 BR / 2 BA
$750-2,900/wk
Inquire about this vacation rental at
HomeAway.com
The River House - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  10   »
The River House
5 BR / 3 BA
$1,550-6,000/wk
Inquire about this vacation rental at
FlipKey.com
Killington Ski House - Pittsfield Region - Photo 1 - Click to see details about this awesome vacation rental...
«   1  of  12   »
Killington Ski House...
5 BR / 2 BA
$2,400-4,000/wk
Inquire about this vacation rental at
HomeAway.com

About Pittsfield, Vermont

Pittsfield is a town in Rutland County, Vermont, United States. The population was 427 at the 2000 census. It is site of the annual Pittsfield Snowshoe Race.

Visit Wikipedia for more information about Pittsfield, Vermont.  

Things To Do in Pittsfield from

  • Pico Mountain At Killington
  • , Clear River Tavern
  • , Root's Ski & Snowboard Shop
  • , On the Rocs Lounge
  • , Outback Pizza
  • , Slopeside Bar and Grille
  • , BigTown Gallery
  • , Green Mountain National
  • , Wobbly Barn Steakhouse
  • , JAX Food & Games

Restaurants in Pittsfield

  • Maple Sugar & Vermont Spice
  • , The Snow Angel Tavern
  • , Pittsfield General Store Pizza & Deli Shop
  • , Seasoned Books and Bakery
  • , Red Clover Inn & Restaurant
  • , Clear River Tavern
  • , Domenic's Pizzeria
  • , Rochester Cafe
  • , Sunup Bakery
  • , Pizza Jerks