Vacation Rentals & Chalets in Killington

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6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Water sports Pets allowed

All filters match

Price per night from

$374

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Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$402

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

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$1,090

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$345

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$345

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$1,260

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$344

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$287

Oma"s Kottage

Ludlow house

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 11

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$345

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$190

“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: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$1,832

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Water sports

1 of 2 filters match

Price per night from

$258

RV/Camper rental Randolph VT area

Braintree camper van

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$144

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$689

Sweet Life

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$367

Pond View Cabin

Chittenden log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$148

The Whimsical Chalet

Mount Holly villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$291

Hakuna Matata

Bridgewater house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$355

Blue Ridge Chalet

Mendon villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$281

Winter Lore

Mendon house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$406

Sunrise - Bear Ridge C4

Killington condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$406

Sunrise - W Glade J-1

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$288

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$431

3 Season Cabin - sleeping porch lake trails

Mount Holly log cabin

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$104

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$431

Perfect Hideaway Cabin - lake, trails, forest, meadows

Mount Holly log cabin

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 58 minutes

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$104

Farmhouse Rustic Lux on 10 acres w/ swimming pond

Bridgewater house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 22

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$746

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$668

☆ 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

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$93

☆ 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

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$93

25 Acre Mtn Playground, 2 Bd, Great Ski Access, Close to Okemo, VAST trails

Ludlow apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$401

Red Acre Cottage in the Green Mountains of Vermont

Hancock house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$144

Vermont Cottage Lake Amherst

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$802

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$401

Hawk Landing

Pittsfield house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$387

Chestnut Farm

Plymouth townhouse

  • 10 bedrooms
  • 3 bathrooms
  • sleeps 15

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$595

Bear Run

Killington house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$929

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Water sports, Pets allowed

1 of 2 filters match

Price per night from

$802

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