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

Chester house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Rental types Bicycles available

All filters match

Price per night from

$1,031

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Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Rental types, Bicycles available

1 of 2 filters match

Price per night from

$373

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

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,088

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$287

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!

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$974

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$430

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$344

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

Reading house

  • 4 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$287

Vermont 1828 Reunion House, sleeps 16 5 miles to Okemo

Proctorsville house

  • 8 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$458

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

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$859

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$401

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$457

Contemporary Ski Chalet Minutes to Hiking Dining Parks

South Londonderry house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,444

1820 House

Perkinsville house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$344

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$667

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 22

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$745

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,374

Multi Level Stratton Mountain Retreat

Bondville house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,145

“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!

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,832

Clean/Comfortable 1 Bdrm Cabin w/NO Hidden Fees*

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$194

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$217

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$1,260

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

Mendon house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$205

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

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$544

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$916

Private, peaceful home

South Pomfret house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$802

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$344

Bear Run

Killington house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$929

Frostys

Killington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$393

The Mendon House

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$287

Treehouse

Ludlow house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$746

Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$171

The Maple Leaf

Killington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$431

Woods Village 10

Killington house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$172

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$220

Sunrise - W Glade J-1

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$288

Sunrise - Bear View

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$323

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Bicycles available, Rental types

1 of 2 filters match

Price per night from

$373

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rentals in Ludlow

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