Vacation Rentals & Chalets in Killington

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339 chalets

32

Cozy ski condo w/ mountain views & shared pool, hot tub, & sauna

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$109

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$109

29

NEW LISTING! Clean & bright condo with shared pools, hot tub, sauna & views

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$54

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$54

(1) Excellent 

37

Condo w/ shared pool & hot tub, shuttle to the slopes!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$126

Price per night from

$126

26

Mt Green 1-B03

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$166

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$166

30

The Cabin at Killington: Whole Home - Great House!

Vermont / Killington

Killington house

8 24 min stay varies

  • 8 bedrooms
  • sleeps 24
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$169

Price per night from

$169

28

Killington Ski-In/Ski-Out Townhouse w/ Mtn. Views!

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$149

Responds fast!
avg. 10 minutes

Price per night from

$149

19

Luxury Apartment at Slopeside Estate Ski On Ski Off Great Eastern Ski Trail

Vermont / Killington

Killington apartment

1 6 min stay varies

  • 1 bedroom
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$250

Responds fast!
avg. 3 hours 43 minutes

Price per night from

$250

(6) Very Good 

41

Killington Mountain Retreat: Big, fun, vacation home in Killington Resort

Vermont / Killington

Killington house

7 28 min stay varies

  • 7 bedrooms
  • sleeps 28
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly
“Summer Wedding” Stayed Friday and Saturday nights for a Saturday night wedding in Pittsfield (about 20 minutes away). The Cabin was as advertised -- and conveniently located (i.e., within walking distance) to groceries and nightlife (Casey's Caboose!
…see more

Price per night from

$154

Price per night from

$154

30

Mt Green 1-A08

Vermont / Killington

Killington house

1 5 min stay varies

  • 1 bedroom
  • sleeps 5
  • min stay varies
  • Child Friendly

Price per night from

$122

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$122

(1) Excellent 

25

Mountain Green Condo - 2BR 1.5 Bath - Across The Streets From The Slopes

Vermont / Killington

Killington condo

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Swimming pool
  • Child Friendly

Price per night from

$255

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$255

31

Sunrise - Northstar B-1

Vermont / Killington

Killington house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$378

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$378

28

Mt Green 2-E06

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$116

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$116

(7) Very Good 

14

The Cabin at Killington: Left Unit - 4 BR, 2 BTH, Sleeps 12, Close to Mountain

Vermont / Killington

Killington house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly
“Location” Very nice location in Killington. Near the Mountain were the Eastern Outdoor Reps hold there aug. Trade show dor the dealers in the New England area
…see more

Price per night from

$85

Price per night from

$85

(1) Excellent 

41

Townhome near ski slopes w/ shared hot tub, pool & private sauna!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$200

34

Condo w/mountain views + shared hot tub, pool & more! Near golf, slopes!

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$58

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$58

54

Aspen Gondola House

Vermont / Killington

Killington house

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$346

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$346

(1) Excellent 

28

Mt Green 1-B09

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$116

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$116

14

Killington Vermont- 2 Bedroom/1Bath. Right in the heart of Ski country!

Vermont / Killington

Killington house

2 8 2 nights min

  • 2 bedrooms
  • sleeps 8
  • 2 nights min
  • Ski
  • Child Friendly

Price per night from

$249

Price per night from

$249

17

Beautiful Ski home unit at Sunrise in Killington

Vermont / Killington

Killington house

4 12 min stay varies

  • 4 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$390

Responds fast!
avg. 3 hours 43 minutes

Price per night from

$390

26

LUXURY 6 bedrooms-6.5 bath The Mountainside House - SKi OFF in Killington!

Vermont / Killington

Killington house

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Pet Friendly

Price per night from

$1,350

Responds fast!
avg. 3 hours 43 minutes

Price per night from

$1,350

20

Hideaway Chalet Comfort for 24 close to ski slopes walk to restaurants HOT TUB

Vermont / Killington

Killington house

8 24 2 nights min

  • 8 bedrooms
  • sleeps 24
  • 2 nights min
  • Child Friendly
  • Private garden

Price per night from

$794

Price per night from

$794

28

Mt Green 3-C08

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$122

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$122

43

Dog-friendly condo w/ shared pool, hot tub & more, easy ski access - dogs ok!

Vermont / Killington

Killington house

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$99

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$99

39

Quaint, dog-friendly condo with resort pool and hot tub, close to skiing!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$104

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$104

45

Ski-themed home close to slopes with a community pool, hot tub & gym!

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$79

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$79

(6) Excellent 

24

Killington - BOOK NOW FOR WOMENS WORLD CUP THANKSGIVING WEEKEND

Vermont / Killington

Killington condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$200

Responds fast!
avg. 1 hour 45 minutes

Price per night from

$200

15

Ski right home! Updated 1br condo, fireplace, pool, hot tub, fitness center.

Vermont / Killington

Killington condo

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$249

Responds fast!
avg. 2 hours 14 minutes

Price per night from

$249

(1) Excellent 

24

'Serenity at Sunrise' Townhome by Bear Mountain!

Vermont / Killington

Killington house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly

Price per night from

$249

Responds fast!
avg. 9 minutes

Price per night from

$249

30

Mt Green 3-D10

Vermont / Killington

Killington house

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Child Friendly

Price per night from

$274

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$274

29

Colonial home with a yard & deck, close to golf & skiing!

Vermont / Killington

Killington house

5 13 min stay varies

  • 5 bedrooms
  • sleeps 13
  • min stay varies
  • Child Friendly

Price per night from

$139

Price per night from

$139

30

Sunrise - Timberline L-1

Vermont / Killington

Killington house

3 12 min stay varies

  • 3 bedrooms
  • sleeps 12
  • min stay varies
  • Child Friendly
  • Pet Friendly

Price per night from

$281

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$281

28

Premier Ski-in / Ski-out - 3 Bed, Sunrise Mountain

Vermont / Killington

Killington apartment

3 10 min stay varies

  • 3 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly

Price per night from

$642

Price per night from

$642

(1) Excellent 

54

The Lodges Bear Mountain Luxury ski-on/ski-off 3 bed 3 Bath LOW RATES-Mar/Apr

Vermont / Killington

Killington condo

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Pet Friendly

Price per night from

$292

Price per night from

$292

(4) Very Good 

16

☆ SKI ON & OFF! ☆ Renovated Trailside Condo! NEW Steam Shower, Hot Tub, Pool

Vermont / Killington

Killington condo

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Ski
  • Child Friendly
“First Family Ski Trip with the Kids” I have a 4 year old and an 11 month old and neither my wife nor I had been skiing since both kids were born. Our eldest was ready for his first skiing vacation and Killington was a great spot since they have a gre
…see more

Price per night from

$165

Responds fast!
avg. 1 hour 4 minutes

Price per night from

$165

24

Sunrise - Northstar B-1

Vermont / Killington

Killington house

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$452

Responds fast!
avg. 1 hour 58 minutes

Price per night from

$452

(3) Excellent 

45

Ski-in/ski-out Sunrise townhome w/ shared pool & hot tub for year-round retreats

Vermont / Killington

Killington house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly

Price per night from

$132

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$132

38

Cozy condo on the mountain w/ shared resort amenities like a pool and hot tubs

Vermont / Killington

Killington house

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child Friendly

Price per night from

$100

Responds fast!
avg. 3 hours 34 minutes

Price per night from

$100

24

Mt Green 2-C06

Vermont / Killington

Killington house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child Friendly

Price per night from

$116

Responds fast!
avg. 1 hour 33 minutes

Price per night from

$116

About Killington

As one of the most popular ski destinations on the East coast, Killington, VT boasts natural beauty, cosmopolitan dining and shopping, and great slopes. During the winter, visitors can take part in outdoor activities such as skiing, snowmobiling, and snowboarding. However, Killington is also a great four-season getaway. When the snow melts, the city transforms into the ideal place for hiking, biking, and golfing on two PGA courses. With plenty of arts, culture, and entertainment, there is something for everyone to enjoy.

Some of the sights you will not want to miss include:

  • Killington Resort: As the largest ski and snowboard resort in eastern North America and a wintertime haven, this attraction boasts almost 200 trails spanning across seven mountains. Explore Killington's stash, an all-natural terrain park tucked off the shoulder of Skye Peak and available by Skye Peak Express. The stash is one of the only five that exist worldwide, and the only of its kind along the East Coast.
  • Killington Golf Course: Those visiting Killington during warmer months can play a round of golf here.
  • McLaughlin Falls: Explore this serene, five-mile bike route that takes riders past beautiful waterfalls. Absorb Vermont's northern charm while looking for covered bridges and family farms along the way.
  • Killington Music Festival: Those visiting Killington during summer months can enjoy this event. The festival unites young musicians from across the country to perform at various locations in Killington throughout June, July, and August.
  • Appalachian Trail Adventures: If combining outdoor adventure with relaxation is your thing, then this hiking spa is for you. Go on one of the daily guided hikes through the Green Mountains and indulge in a revitalizing treatment afterwards.
  • Pickle Barrel Night Club: Affectionately known as "the house that rocks Killington," this music venue showcases the best bands on tour in the East. The complex is three levels, has four bars, and two stages.

With your vacation rental nestled along the foothills of Killington Mountain, walk just minutes to the shuttles that will whisk you to the gondola in no time. Spend your days descending white powder slopes, then retreat home at night and rest near the fireplace of your condo or cabin. Killington Mountain, VT is a destination that offers something for everyone no matter what the season. Whether you are skiing Killington in winter, hiking the trails in summer, or relaxing at a Killington spa in the fall, visitors will find this area a place they will want to return to again and again.