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Houses Pittsfield

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72 houses

Killington area ski house

Pittsfield house

5 bedrooms / 2 bathrooms / sleeps 11

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$430

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

Pittsfield house

4 bedrooms / 2 bathrooms / sleeps 9

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Price per night from

$172

Sweet Life

Pittsfield house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$304

Silver Spring Chalet

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$337

Escape

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$390

Great rentals within 20 miles that match your search

Killington- 6 Bedroom, 3 Bath. Right in the heart of Ski country!

Killington house

6 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$644

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

Killington house

8 bedrooms / 6 bathrooms / sleeps 24

Responds fast! avg. 3 hours 5 minutes

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Price per night from

$1,034

Colonial-style solid-timber home in a quiet setting; sanctuary.

Barnard house

3 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$282

Ski Killington, Pico, Snow Mobile, Summer Fun

Killington house

5 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$588

LUXURY, hot tub, private, 6 BR, 3 BA

Killington house

5 bedrooms / 3 bathrooms / sleeps 16

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Price per night from

$646

Sun House Studios

Sharon house

3 bedrooms / 2 bathrooms / sleeps 6

“Above expectations and perfect location for visiting Vermont Law School.” Perfect location for visiting Vermont Law School. Comfortable and all amenities that would be needed are provided. Clean and great attention to detail. Would return now that my Granddaughter will be attending VLS starting in the Fall.

Responds fast! avg. 1 hour 51 minutes

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Price per night from

$177

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

$294

Log Cabin-5 Bd & 2F-Bath_50% Off X-Mass Grps 5+

Killington house

7 bedrooms / 4 bathrooms / sleeps 20

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Price per night from

$353

Vermont Farmhouse

Granville house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$294

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

Killington house

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$529

Think Snow_7 bdrms_5 F-Bathrooms_X-Mass _ Grps 5+*

Killington house

7 bedrooms / 5 bathrooms / sleeps 20

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Price per night from

$588

Log Cabin-2 Bd_2 F-Bathrooms_ X-Mass Grps 2+*

Killington house

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$265

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

$250

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Price per night from

$509

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

7 bedrooms / 7 bathrooms / sleeps 22

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Price per night from

$912

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. 2 hours 52 minutes

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Price per night from

$693

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

$341

Heavenly Vacation Home on Silver Lake

Barnard house

5 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$574

HOMESHARE at ROSE'S COZY MOUNTAINVIEW Duplex

Rutland house

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$63

ROSE'S COZY MOUNTAINVIEW -A & -B-

Mendon house

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$562

ROSE'S COZY MOUNTAINVIEW - B -

Rutland house

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$185

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

Woodstock house

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 58 minutes

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Price per night from

$255

Private Green Mountain get-away with pond

Ripton house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$464

Cricket Hill - Cozy, clean, private, spacious. 5 rooms. Entire lower level.

Killington house

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 14 minutes

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Price per night from

$155

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

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Price per night from

$574

Idyllic Pittsford Farmhouse~20Mi to Killington Ski

Pittsford house

7 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 28 minutes

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Price per night from

$320

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Plymouth house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 28 minutes

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Price per night from

$426

Home w/ Hot Tub & Mtn Views: 5 Mins to Killington!

Killington house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 28 minutes

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Price per night from

$638

NEW! Stylish Killington House - 3 Miles to Skiing!

Killington house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 28 minutes

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Price per night from

$385

Glazebrook-Killington Townhome - 1 Mi to Snowshed!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 28 minutes

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Price per night from

$243

Killington Ski-In/Ski-Out Townhouse w/ Mtn. Views!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 28 minutes

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Price per night from

$177

Log Cabin Mins to Suicide Six & Downtown Woodstock

South Pomfret house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$259

Home w/Sauna - Mins to Pico & Killington Mtns!

Killington house

6 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 35 minutes

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Price per night from

$438

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