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Cozy Historic Hilltop Cottage

Brownsville house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$212

Great rentals within 20 miles that match your search

4 Season Vacation Rental - Lake, Ski, Relax

Mount Sunapee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$315

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

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

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Price per night from

$430

“The Perfect Vermont Getaway” When I visit Vermont in winter, I tend to go with a mixed crowd. Part of our group are avid skiers/snowboarders, the other part (well, me) are not. This house allows you to experience the best of both worlds, with something for everyone. Situated on top of the mountain (within walking distance to the lodge and with a shuttle that can pick you up right outside the front door), it's in the absolute perfect location for those who like to lace up their boots and hit the slopes. For anyone not playing snow bunny for the day, you are smack dab in the middle of Okemo with plenty of cafes, shopping, and scenic walks just down the hillside (or a very short drive away if you wish to explore). The house itself is also a fantastic, light, open space that is comfortable no matter which straw you draw for beds (we got the twins in the upstairs loft and had one of the soundest sleeps I'd had all winter). Plus, who doesn't love a hot tub. You never feel cramped even with a full house. The living room is an amazing space to just sip coffee and read your book in the morning sunshine or in front of the fire. The owners are extremely knowledgeable, responsive, and helpful, and made sure our stay was top-notch. They have everything outlined for you in a book when you arrive and are there for you should you have any questions. I can't wait to go back next winter!

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Price per night from

$1,832

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$287

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Price per night from

$1,374

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

$745

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Price per night from

$602

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$401

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

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Price per night from

$344

Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.

Reading house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

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Price per night from

$287

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

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Price per night from

$458

Private, peaceful home

South Pomfret house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$802

Chase House Inn - Edwin Stanton Room

Cornish house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$172

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

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Price per night from

$457

Work, Hike, Ski, Relax - Big Restored 1860s Farmhouse

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$1,031

1820 House

Perkinsville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$344

Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$171

Mt Green 2-C03

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$258

Hakuna Matata

Bridgewater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$371

Mt Green 2-F06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$177

Mt Green 2-F04

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$205

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$373

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$220

Sunrise - Bear View

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$340

Sunrise - W Glade J-1

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$288

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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Price per night from

$344

A Quiet Retreat in Rural New Hampshire

Cornish house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$361

Bear Run

Killington house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

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Price per night from

$929

Frostys

Killington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$393

Treehouse

Ludlow house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 16

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Price per night from

$739

PennRock Lakeside

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$362

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