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Houses Pittsfield

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51 houses

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

$229

Sweet Life

Pittsfield house

3 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$484

Silver Spring Chalet

Pittsfield house

4 bedrooms / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 21 minutes

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$462

Mountain Time

Pittsfield house

3 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 21 minutes

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$524

Great rentals within 20 miles that match your search

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

Brandon house

3 bedrooms / 2 bathrooms / sleeps 6

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$247

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 58 minutes

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$974

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

$630

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

Killington house

5 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 3 hours 51 minutes

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$773

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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$516

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

Killington house

2 bedrooms / 1 bathroom / sleeps 8

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$287

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Price per night from

$801

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

2 bedrooms / 2 bathrooms / sleeps 6

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$144

Luxury Topridge Unit K6 SkiOnSkiOff Sundog Trail-Bear Mountain in Killington!

Killington house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 2 hours 29 minutes

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$350

Luxury Topridge Unit 17B off Bear Mountain in Killington.

Killington house

4 bedrooms / 4 bathrooms / sleeps 8

Responds fast! avg. 2 hours 29 minutes

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$893

The "76" House, A VERMONT HOME WITH AC!

Killington house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 29 minutes

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$600

The Top Star House in Downtown Killington - Vermont! Luxury Property

Killington house

7 bedrooms / 6 bathrooms / sleeps 16

Responds fast! avg. 2 hours 29 minutes

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$600

Luxury Slopeside Estate Ski-On/Ski-Off on the Great Eastern Ski Trail!

Killington house

5 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 29 minutes

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Price per night from

$1,150

LUXURY 5 Bedrooms-6.5 Bath The Mountainside House - SKi-OFF in Killington!

Killington house

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 29 minutes

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$1,150

LUXURY Ski-On/Ski-Off - The Navillus House on the Great Eastern Ski Trail!

Killington house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 29 minutes

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$620

VERMONT SKI/SUMMER HOME WITH AC - The Matterhorn House

Killington house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 29 minutes

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$700

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

7 bedrooms / 7 bathrooms / sleeps 22

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$916

Beautiful Ski home unit at Sunrise in Killington

Killington house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 2 hours 29 minutes

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$300

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

Killington house

8 bedrooms / 6 bathrooms / sleeps 24

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Price per night from

$1,374

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

Barnard house

3 bedrooms / 2 bathrooms / sleeps 6

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$395

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

7 bedrooms / 4 bathrooms / sleeps 22

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$573

Private, peaceful home

South Pomfret house

4 bedrooms / 4 bathrooms / sleeps 8

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Price per night from

$802

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

4 bedrooms / 3 bathrooms / sleeps 20

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$1,140

Cabin 2 Killington / Rutland Clean Comfortable 2 Bedroom Cabin

Mendon house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 4 minutes

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$205

Cabin 4 Killington / Rutland Clean, Comfortable 2 Bedroom Cabin

Mendon house

2 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 1 hour 4 minutes

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$229

Killington Mountain Home! HotTub & 5 min to Skiing!

Killington house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 4 minutes

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Price per night from

$312

Dean Hill Chalet

Killington house

5 bedrooms / 2 bathrooms / sleeps 10

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Price per night from

$693

Bear Run

Killington house

7 bedrooms / 4 bathrooms / sleeps 12

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Price per night from

$693

Cabin 1 Killington / Rutland Clean, Comfortable 1 Bedroom Cabin

Killington house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 4 minutes

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Price per night from

$172

Frostys

Killington house

3 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$444

Mt Green 3-E18

Killington house

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$264

Pico Village Resort H304

Killington house

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$442

Mt Green 2-F04

Killington house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$344

Woods Village 10

Killington house

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 hours 21 minutes

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Price per night from

$454

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