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Houses Pittsfield

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68 houses

Killington area ski house

Pittsfield house

5 bedrooms / 2 bathrooms / sleeps 11

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Price per night from

$432

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

Pittsfield house

4 bedrooms / 2 bathrooms / sleeps 9

Responds fast! avg. 2 hours 17 minutes

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Price per night from

$229

Sweet Life

Pittsfield house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$306

Silver Spring Chalet

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$306

Escape

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$408

Mountain Time

Pittsfield house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$306

Great rentals within 20 miles that match your search

Heavenly Vacation Home on Silver Lake

Barnard house

5 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$612

Hideaway Chalet Comfort for 24 SKI PASSES 50% ski slopes 2min HOT TUB

Killington house

8 bedrooms / 6 bathrooms / sleeps 24

Responds fast! avg. 1 hour 56 minutes

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Price per night from

$1,192

Serene & Private 20acre Mountain Getaway!

Bethel house

3 bedrooms / 3 bathrooms / sleeps 21

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Price per night from

$700

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms / 3 bathrooms / sleeps 20

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Price per night from

$758

Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

Killington house

2 bedrooms / 1 bathroom / sleeps 8

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Price per night from

$291

Spectacular Water Views From Every Room ~ Directly On Lake Hortonia, Vt.

Brandon house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$246

ROSE'S COZY MOUNTAINVIEW -A & -B-

Mendon house

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$549

ROSE'S COZY MOUNTAINVIEW - B -

Rutland house

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$180

HOMESHARE at ROSE'S COZY MOUNTAINVIEW Duplex

Rutland house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$62

Woodstock Carriage House! Vermont's finest county road with scenery and farms.

Woodstock house

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$376

Killington Mountain Slopeside Home

Killington house

5 bedrooms / 3 bathrooms / sleeps 12

“Ski home at Killington” We've been here for 10 days in late January. Wonderful place. Excellent home. We were two families with 4 aDT, CHD 4 with 6.9, 11 and 14 years. We left and came back home from skiing. We used the heated pool at the sport center. the hot tub ... We skate on the frozen pond. Although we are not accustomed to the cold (-13 F/ -25 C) for being Brazilians, we enjoyed a lot. Thank you!

Responds fast! avg. 1 hour 34 minutes

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Price per night from

$977

Killington Vermont - 4 Bedroom, 2 Bath. Right in the heart of ski country!

Killington house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 22 minutes

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Price per night from

$523

NEW! Luxe Lodge with Best Views, near Silver Lake+Woodstock

Barnard house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$399

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$576

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Price per night from

$572

Mt Green 2-C03

Killington house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$250

Hakuna Matata

Bridgewater house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$299

Mt Green 3-D10

Killington house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$419

Sunrise - Timberline L-1

Killington house

3 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$340

Mt Green 1-D02

Killington house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$181

Mt Green 1-C08

Killington house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$216

Sunrise - Northstar B-1

Killington house

5 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$544

The Strac Shack

Plymouth house

3 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$273

Great Escape Ski Lodge

Killington house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$340

Woods Townhouse A2

Killington house

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$419

Pico Village Resort H304

Killington house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$273

Sunrise - W Glade J-1

Killington house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$273

Mt Green 2-D01

Killington house

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$284

Mt Green 2-C06

Killington house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$162

Mt Green 3-E18

Killington house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$181

Hawkie House

Plymouth house

3 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$448

The Antler House

Plymouth house

4 bedrooms / 4 bathrooms / sleeps 11

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$408

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