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$345

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$345

Great rentals within 20 miles that match your search

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$489

Suites at Killington: Luxury 2 BR Resort Ski Condo

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$167

6 BR Ski Chalet with Boats in VT Green Mountains

Ludlow chalet

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 12

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$373

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$431

“Relaxing and cozy” My husband and I stayed here on our honeymoon, and the barn was a great get-away. It was clean, with great high ceilings, nice wood floors, a full kitchen, a nice living room with tv and books. Our host and hostess at the main B&B; were lovely and cooked delicious breakfasts with extra baked treats. We had a wonderful stay!

Responds fast! avg. 16 minutes

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$252

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!

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$976

“Great Experience” Lori and Gary were Great, and very accommodating. The scenery was spectaculur,and the house is beautiful. Food was great and I loved seeing the Hummingbirds at Breakfast. Can't wait to do this again.

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$229

Vermont Log Home On 21 Acres Btwn Okemo/killington

Mount Holly house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

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$431

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

Killington house

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

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$1,091

Fox Run -- Sleeps 10 - 12, Only 1 mile from Okemo Jackson Gore Base

Ludlow townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

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$459

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

Killington house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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$861

Lakefront vacation home - 4 BR - sleeps 10

Ludlow house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

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$402

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$190

INDESCRIBALE Mountain View Getaway! Tons of Amenities!

Shrewsbury house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 20

Responds fast! avg. 37 minutes

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$458

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

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$668

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$1,378

Vermont Cottage Lake Amherst

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$804

Vermont Cottage on Lake Amherst 6 Bedrooms 4 Bathrooms

Plymouth cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

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$804

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

Killington house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

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$1,263

“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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$1,837

Okemo Mountain Lodge A-108 Ski In/Ski Out

Ludlow condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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$230

Unwind from it All

Orwell log cabin

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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$207

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

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$259

Walk to ski trials on Okemo! Private Luxury Chalet

Ludlow chalet

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

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$1,372

Fall dates So Vt Mtn Cabn where memories are made and guaranteed to come back.

Mount Tabor log cabin

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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$236

Beautiful VT Getaway w/ Firepit - 5 min to Okemo

Ludlow house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

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$345

Contemporary Spacious 7br/6.5 bath home near Killington VT

Mendon house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 22

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$919

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

Killington townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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$126

Silver Spring Chalet

Pittsfield house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

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$340

The Mendon House

Killington house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

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$287

Mt Green 2-F09

Killington studio

  • Studio
  • 1 bathroom
  • sleeps 4

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$163

Pico Village Resort H304

Killington house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$226

Marble House

Castleton house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

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$556

Woods Village 43

Killington condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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$269

Mt Green 2-F04

Killington house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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$205

Sunrise Timberline A2 - Ski Shack

Killington condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$391

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