Pittsfield Rentals

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48 Houses

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

Pittsfield house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

Match: Central heating

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Price per night from

$229

Sweet Life

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Central heating

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Price per night from

$367

Wintergreen 106

Pittsfield condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$143

Great rentals within 20 miles that match your search

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Price per night from

$344

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Price per night from

$344

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

Match: Central heating

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Price per night from

$666

Clean/Comfortable 2 Bdroom Cabin w/No Hidden Fees*

Mendon house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$205

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Central heating

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Price per night from

$216

Woods Village 33

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$180

Mt Green 3-G01

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$220

Sunrise - W Glade K-5

Killington condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Central heating

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Price per night from

$323

Mt Green 3-F04

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Central heating

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Price per night from

$163

Sunrise Timberline A2 - Ski Shack

Killington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Central heating

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Price per night from

$382

Gateway Condominium Unit 25

Mendon condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Central heating

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Price per night from

$149

Beechwood

Mendon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Central heating

All filters match

Price per night from

$323

Mt Green 1-B01

Killington condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Central heating

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Price per night from

$231

Winter Lore

Mendon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Central heating

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Price per night from

$405

The Mendon House

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Central heating

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Price per night from

$286

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

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Central heating

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Price per night from

$1,088

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$1,260

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$166

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Central heating

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Price per night from

$373

Killington - FALL IN THE MOUNTAINS...YOU CAN'T BEAT THE VIEWS!

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$258

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

Brandon house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$247

Ski Killington Vermont

Killington apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$218

Sunrise - W Glade J-1

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

All filters match

Price per night from

$288

Mt Green 2-F09

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Central heating

All filters match

Price per night from

$163

Mt Green 2-F06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Central heating

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Price per night from

$177

Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Central heating

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Price per night from

$171

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

All filters match

Price per night from

$220

Mt Green 2-C03

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$258

Woods Village 43

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Central heating

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Price per night from

$269

☆ SKI ON & OFF! ☆ Spruce Glen B on Great Eastern Trail w/Sauna+Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

Match: Central heating

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Price per night from

$89

☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

Match: Central heating

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Price per night from

$92

☆ SKI ON & OFF! ☆ Spruce Glen A on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

Match: Central heating

All filters match

Price per night from

$87

☆ SKI ON & OFF! ☆ Spruce Glen C on Great Eastern Trail w/Sauna, Fireplace

Killington townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

Match: Central heating

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Price per night from

$97

☆ SKI ON & OFF! ☆ Luxury Trailside Townhome! NEW Steam Shower, Hot Tub, Pool

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 8 minutes

Match: Central heating

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Price per night from

$126

Match: Central heating

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Price per night from

$189

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