Vacation Rentals & Chalets in Killington

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33 chalets

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Reading Farms Estate/ Vermont Luxury Rental

Reading villa

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 46

Match: Jacuzzi or hot tub Private outdoor pool (unheated)

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Price per night from

$5,096

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Chestnut Farm

Plymouth townhouse

  • 10 bedrooms
  • 3 bathrooms
  • sleeps 15

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$595

Woods Village 33

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$180

The Maple Leaf

Killington house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$431

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$797

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$995

Beechwood

Mendon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$340

Mt Green 2-D01

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$232

Woods Village 43

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$269

Sunrise Timberline A2 - Ski Shack

Killington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$391

Winter Lore

Mendon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$406

The Mendon House

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$295

The Grafton Lodge

Grafton lodge

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 20

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$2,177

“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: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,832

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: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$974

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$1,260

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$916

Responds fast! avg. 9 minutes

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$126

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$457

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

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 9 minutes

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$126

Beautiful Okemo chalet with Hot Tub

Ludlow chalet

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 16

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$171

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

Mt Green 3-G01

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$232

Mt Green 2-F06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$177

Mt Green 2-F04

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$217

Mt Green 2-F09

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$163

Mt Green 1-B01

Killington condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$244

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$488

6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$373

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$258

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$572

1 of 2 match: Private outdoor pool (unheated), Jacuzzi or hot tub

1 of 2 filters match

Price per night from

$458

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