Vacation Rentals & Chalets in Killington

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38 chalets

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Mt Green 2-E06

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$171

Sunrise - Bear View

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Tennis in town

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Price per night from

$323

Mt Green 3-D10

Killington house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Tennis in town

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Price per night from

$372

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$258

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Tennis in town

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Price per night from

$1,259

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$167

Sunrise - W Glade J-1

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$288

Sunrise - Bear Ridge C4

Killington condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Tennis in town

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Price per night from

$406

Match: Tennis in town

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Price per night from

$190

Woods Village 43

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$269

☆ 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

Match: Tennis in town

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Price per night from

$126

Pico Village Resort H304

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

All filters match

Price per night from

$226

Pico Resort Unit E304

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Tennis in town

All filters match

Price per night from

$328

Sunrise Timberline A2 - Ski Shack

Killington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Tennis in town

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Price per night from

$378

Mt Green 3-F04

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$163

Valley Park D1

Killington condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Tennis in town

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Price per night from

$249

Woods Village 33

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

All filters match

Price per night from

$180

Mt Green 3-G01

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$220

Responds fast! avg. 9 minutes

Match: Tennis in town

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Price per night from

$132

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

Killington house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$194

Highridge Condo Unit F1

Killington condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Tennis in town

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Price per night from

$446

Sunrise Village West Glade L3

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$393

Winterberry Townhouse #4

Killington townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Tennis in town

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Price per night from

$660

Lodges at Sunrise Village B303

Killington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Tennis in town

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Price per night from

$655

Winterberry Townhouse #1

Killington townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Tennis in town

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Price per night from

$660

Sunrise - W Glade K-5

Killington condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Tennis in town

All filters match

Price per night from

$323

Pico Village Resort D209

Killington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$164

Whiffletree Condo Unit F5

Killington condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$197

Whiffletree Condo Unit E4

Killington apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Tennis in town

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Price per night from

$197

Whiffletree Condo Unit E7

Killington condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$321

Great rentals within 20 miles that match your search

6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Tennis in town

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Price per night from

$373

Vermont Country Lake House

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Tennis in town

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Price per night from

$287

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Tennis in town

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Price per night from

$402

NEW! Luxe Lodge with Best Views, near Silver Lake+Woodstock

Barnard house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Tennis in town

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Price per night from

$395

Killington/Rutlan 2 Bedroom w/NO Hidden Fees

Mendon house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Tennis in town

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Price per night from

$217

“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!

Match: Tennis in town

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Price per night from

$1,832

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

Mendon house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Tennis in town

All filters match

Price per night from

$205

Blue Ridge Chalet

Mendon villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Tennis in town

All filters match

Price per night from

$281

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