Vacation Rentals & Chalets in Killington

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80 chalets

Match: Golf course on site or within 15 min walk Smoking allowed

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Price per night from

$259

Bayso By The Bay

Freeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Golf course on site or within 15 min walk Smoking allowed

All filters match

Price per night from

$367

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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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$459

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$172

Memory Lane Farm

Greenwich house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, 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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$259

Cottage w/Waterview in Private Beach Community

Mystic house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$285

The Equinox Golf Resort & Spa

Manchester house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$982

The Equinox Golf Resort & Spa

Manchester house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$786

CHIC RETREAT!! Walk to Desirable Bay BEACH!!

East Hampton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$2,524

The Seashell House

Sag Harbor house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$975

Breakaway House - Unit A & B

Killington house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$668

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$167

Topnotch Resort Home with Garage, Grill, Patio and backyard

Stowe house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$696

Beautiful modern construction, 4 bedroom home with expansive yards

Stowe house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$797

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,169

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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$287

Artist get away

Southbridge apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$172

Lake House

Lee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 9

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$819

3 Bedroom Townhouse on Mountain Rd

Stowe townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, 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: Smoking allowed, 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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$362

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$3,629

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,721

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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,004

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

Westport house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,148

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$1,259

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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$149

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

Wallingford house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$264

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$710

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$710

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$232

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: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$244

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$499

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$507

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$710

3rd Floor Mansfield Views from this lovely Ridgeline Studio * The Lodge at Spruc

Underhill Center house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Golf course on site or within 15 min walk

1 of 2 filters match

Price per night from

$258

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