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Houses Pittsfield

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70 houses

Killington area ski house

Pittsfield house

5 bedrooms / 2 bathrooms / sleeps 11

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$433

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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$229

Sweet Life

Pittsfield house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$339

Silver Spring Chalet

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$339

Escape

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$478

Mountain Time

Pittsfield house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 31 minutes

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Price per night from

$391

Great rentals within 20 miles that match your search

HOMESHARE at ROSE'S COZY MOUNTAINVIEW Duplex

Rutland house

1 bedroom / 1 bathroom / sleeps 3

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$70

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

7 bedrooms / 7 bathrooms / sleeps 22

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$975

Heavenly Vacation Home on Silver Lake

Barnard house

5 bedrooms / 3 bathrooms / sleeps 7

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Price per night from

$611

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

$1,190

Plymouth Home w/ Jacuzzi Near Okemo & Killington!

Plymouth house

5 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 15 minutes

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Price per night from

$451

ROSE'S COZY MOUNTAINVIEW -A & -B-

Mendon house

4 bedrooms / 3 bathrooms / sleeps 12

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Price per night from

$585

Serene & Private 20acre Mountain Getaway!

Bethel house

3 bedrooms / 3 bathrooms / sleeps 21

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$698

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms / 3 bathrooms / sleeps 20

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$757

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

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. 2 hours 14 minutes

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$171

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

Brandon house

3 bedrooms / 2 bathrooms / sleeps 6

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$246

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

$515

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 33 minutes

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Price per night from

$984

ROSE'S COZY MOUNTAINVIEW - B -

Rutland house

2 bedrooms / 2 bathrooms / sleeps 7

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Price per night from

$184

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

Killington house

6 bedrooms / 3 bathrooms / sleeps 10

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Price per night from

$638

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

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$143

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

Responds fast! avg. 1 hour 48 minutes

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Price per night from

$571

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

Killington house

5 bedrooms / 3 bathrooms / sleeps 16

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Price per night from

$771

Killington / Rutland Clean, Comfortable 1 Bedroom Cabin

Killington house

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$172

Killington / Rutland Clean Comfortable 2 Bedroom Cabin

Mendon house

2 bedrooms / 1 bathroom / sleeps 6

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Price per night from

$205

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Price per night from

$570

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

$337

Private, peaceful home

South Pomfret house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$800

Unique Luxury Church near Killington - sleeps 10!

Pittsford house

3 bedrooms / 3 bathrooms / sleeps 10

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$257

Log Cabin Mins to Suicide Six & Downtown Woodstock

South Pomfret house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$259

NEW! Stylish Killington House - 3 Miles to Skiing!

Killington house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 1 hour 45 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 8

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$614

Charming Townhome: Pico Mtn Ski-In/Ski-Out Access!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$177

NEW! Home w/ Mtn View & Hot Tub, 6 Mi to Echo Lake

Plymouth house

5 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$591

Idyllic Pittsford Farmhouse~20Mi to Killington Ski

Pittsford house

7 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$320

Glazebrook-Killington Townhome - 1 Mi to Snowshed!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 45 minutes

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Price per night from

$243

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