Vacation Rentals & Chalets in Killington

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93 chalets

The Cozy Cottage by the Sea

Montauk cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Sea view Golf course on site or within 15 min walk

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Price per night from

$517

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Sea view Golf course on site or within 15 min walk

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Price per night from

$976

Cottage w/Waterview in Private Beach Community

Mystic house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Sea view Golf course on site or within 15 min walk

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Price per night from

$287

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

Ludlow townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$459

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$172

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$402

Christmas in The Berkshires

Hancock condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$259

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$286

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$793

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$990

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$2,525

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$668

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$168

Topnotch Resort Home with Garage, Grill, Patio and backyard

Stowe house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$698

Beautiful modern construction, 4 bedroom home with expansive yards

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$797

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$1,170

Cozy North Shore Beach House * Wine Country

Baiting Hollow house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 3 hours 27 minutes

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$287

Artist get away

Southbridge apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$173

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$820

3 Bedroom Townhouse on Mountain Rd

Stowe townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$459

Spectacular 50 miles Year Round Mountain View - 3+ BR Townhouse

Peru townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 2 hours 2 minutes

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$339

Lakeside Lodging in Lake George

Lake George house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$362

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$259

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$3,630

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$1,722

The White Lion Manor~Luxury mansion, elegant, secluded. 10 min from Wesleyan

Middletown manor house

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,005

Endless water views on estate property and walk to downtown and beaches!

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$1,148

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$1,263

The Nest

Northfield apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

“Pleasant rural escape from the city” I had the opportunity to stay at Wihakowi Campground for three nights in april of this year. The sign leading to Camp Wihakowi clearly states “Bed and Breakfast – You Make Both” – the owner’s sense of humor is endearing. The owners did not hover around but were often seen working about the campground. They were very friendly and always asked if there was anything I needed. I stayed in the “Hemlock” cabin”, which was both comfortable and charming. It was nicely decorated in a rustic manner with comfortable furniture. The fridge was stocked with locally grown eggs, locally baked bread, juice and other items needed to prepare myself a delicious breakfast. The cabinets were stocked with any cooking utensils, dishes, etc. that might be needed. The cabin had a separate bedroom with a bathroom and shower. Towels and linens were clean and available. The bed was very comfortable and afforded a good night’s sleep every night of my stay. The cabin had a deck on the back with patio furniture where I could sit outside, enjoy the beautiful view and listen to a mountain stream. Wireless internet was provided and utilized without problem. I was pleasantly surprised that cell phone reception was very good for being in a mountainous area. The campground has multiple cabins for various uses. There was a troop of Girl Scouts that stayed in a bunkhouse one of the nights I was there, but no noise traveled to my cabin and I was not disturbed in the least. If you are looking for a pleasant rural escape from the hustle and bustle of the city, Wihakowi Campground is for you!

1 of 2 match: Sea view, Golf course on site or within 15 min walk

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Price per night from

$150

New England Charmer, close to everything, small town feel.

Wallingford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$264

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$712

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$712

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$231

Spacious 3+ Bedroom Resort Home, Sleeps 8 at Topnotch Resort & Spa

Stowe house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$862

The Lodge at Spruce Peak 4th floor Gorgeous direct Mt. Mansfield views of the Fa

Underhill Center house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$240

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$501

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$509

1 of 2 match: Sea view, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$712

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rentals in Killington

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