50 Best Killington House rentals on Holiday Lettings - Holiday rentals

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301 Vacation rentals

28

Killington Vacation home rental

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
Picture yourself in this new luscious one bedroom Killington vacation condo rental with amazing views of the mountain.  This condo is located in the main building of the Mountain Green Ski Resort, so you can enjoy all the amenities it has to offer with out ever leaving …see more

from $185 / night

$862 - $1,580 / week

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avg. 1 hour 27 minutes

from $185 / night

23

Vacation home rental

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation rental is ideal for a group who want to hit the slopes and ski home after a long, fun-filled day. This three bedroom, two bathroom Whiffletree unit h …see more

from $99 / night

$695 - $4,200 / week

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avg. 49 minutes

from $99 / night

26

Vacation home in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
One of the coolest vacation rentals in Killington, VT, this newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! It comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedr …see more

from $237 / night

$984 - $2,870 / week

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avg. 1 hour 27 minutes

from $237 / night

(1) Excellent 

24

Killington Vacation home rental

Vermont / Killington

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
'Serenity at Sunrise' is a spacious vacation rental townhome located in the Sunrise Village, and the ideal location for all-season family fun! Sleeping up to 6 guests, this 3-bedroom, 3-bathroom Killington property will instantly feel like home, with its open concept fl …see more

from $235 / night

$1,645 - $5,075 / week

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avg. 9 minutes

from $235 / night

31

Vacation home in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
Knotty and Nice (formally Hawks' Landing) located in the heart of Killington is a great little house with three bedrooms and 2 baths. This cozy ski chalet had hard wood floors and leather furniture. There is a wonderful wood burning stove to warm your bones after a day …see more

from $99 / night

$695 - $4,200 / week

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avg. 49 minutes

from $99 / night

(1) Excellent 

29

Killington Vacation home rental

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
One of the nicest vacation rentals in Killington, VT, this condo comfortably sleeps 2-4 and is conveniently located at the top of the Killington Access Road, steps to Killington's Snowshed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants a …see more

from $185 / night

$862 - $1,580 / week

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avg. 1 hour 27 minutes

from $185 / night

30

Killington Vacation home rental

Vermont / Killington

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
This premium extra large two level is like your home away from home! The two downstairs bedrooms come equipped with a television, and the kitchen features a full-size fridge, stove, and dishwasher - as well as a full complement of utensils, cooking aids and appliances. …see more

from $413 / night

$1,800 - $5,250 / week

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avg. 1 hour 27 minutes

from $413 / night

(1) Excellent 

42

Vacation home rental

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Conveniently situated close to Pico Mountain and the six peaks of Killington, this condo is the ideal spot for a summer or winter vacation. It comes complete with an outdoor deck and great community amenities, like an indoor pool, hot tub, sauna, gym, and seasonal tenni …see more

from $99 / night

$693 / week

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avg. 2 hours 23 minutes

from $99 / night

48

Vacation home in Killington

Vermont / Killington

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Pet friendly
You won't be far from the action in this dog-friendly mountain townhome, no matter the season! With both the slopes and some excellent golf courses nearby, you'll find plenty of ways to fill your days with fun and activity. As an added bonus, this dog-friendly vacation …see more

from $117 / night

$819 / week

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avg. 2 hours 23 minutes

from $117 / night

35

Vacation home in Killington

Vermont / Killington

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
If you're looking for one of the finest Killington, Vermont vacation rentals around, come stay in this two bedroom, one and a half bath ski *** revival! Though it's a condo it feels like a house, all on its own, nestled high in the mountains. Decorated with the classic, …see more

from $237 / night

$1,008 - $2,940 / week

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avg. 1 hour 27 minutes

from $237 / night

(3) Excellent 

45

Killington Vacation home accommodation

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
This lovely Killington townhouse features ski-in/ski-out access and gorgeous mountain views. Located on the Sunrise Mountain slopes, this bright and open vacation rental is mere steps from beginner-level Sundog Trail. Ski down the mountain to Sunrise Village Triple Cha …see more

from $149 / night

$1,043 / week

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avg. 2 hours 23 minutes

from $149 / night

30

Vacation home in Killington

Vermont / Killington

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
This beautifully updated condo is across the street from the lifts! With a queen size sleeper sofa with memory foam mattress and a unique extra long twin bunk over a queen size bed it comfortably sleeps up to 5 people. We are conveniently located at the top of the Kill …see more

from $185 / night

$862 - $1,580 / week

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avg. 1 hour 27 minutes

from $185 / night

24

Vacation home in Killington

Vermont / Killington

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
The Snowy Owl House is one of the finest houses in the Killington region. There are five bedrooms including a master bedroom suite with your very own fireplace. After skiing, sit in your two person indoor jacuzzi and relax in your eight person sauna. The sunken living r …see more

from $700 / night

$4,900 / week

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avg. 49 minutes

from $700 / night

(1) Excellent 

25

Vacation condo rental

Vermont / Killington

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Child friendly
We just purchased this 2 bedroom condominium (1A1) at the Mountain Green condominium complex about a month ago. We just finished performing a bunch of upgrades and just put it VRBO / Home Away. We have had great luck renting and using our one bedroom unit in the sam …see more

from $195 / night

$995 - $1,995 / week

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avg. 2 hours 4 minutes

from $195 / night

43

Home rental in Killington

Vermont / Killington

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
Enjoy ski-in/ski-out access to Sunrise Mountain when you stay at this three-bedroom condo, which offers lovely mountain vistas and access to a community indoor swimming pool, hot tubs, a gym, and a sauna. Perfectly situated less than 100 feet from the Sundog Trail, thi …see more

from $99 / night

$693 / week

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avg. 2 hours 23 minutes

from $99 / night

(2) Very Good 

25

Killington Vacation home rental

Vermont / Killington

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly
Sunrise Village at Killington is just the place for your vacation with the only ski to and from complex in Killington. When staying at Sunrise Village you also have the opportunity to relax and use their private amenities such as an outdoor pool, tennis courts and the F …see more

from $75 / night

$525 / week

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avg. 49 minutes

from $75 / night

23

Vacation condo with shared pool in Killington

Vermont / Killington

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Address is 905 Killington Road, Killington, VT. Centrally located on the Killington Access Rd. Our Condo is a 2 Bedrooms, 3 full Bathrooms; 1,327 sqft. Outstanding location for short-term rental for your vacation-Thanksgiving week / WORLD CUP WEEKEND! Extra large livi …see more

from $300 / night

$1,800 / week

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from $300 / night

26

Vacation apartment in Killington

Vermont / Killington

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ask about children
  • Pet friendly
The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers mountain biking trails for all abilities, zip lines and a free fall jump tower for the dare devils and more in the Adventure center. Hike Vermont's Long Trail or branch …see more

from $85 / night

$595 - $3,800 / week

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avg. 49 minutes

from $85 / night

14

Killington ski home to rent.

Vermont / Killington

2 8 2 nights min

  • 2 bedrooms
  • Sleeps 8
  • 2 nights min
  • Ski
  • Child friendly
Enjoy our 2 bedroom, 1 bath. Right in the heart of the best skiing and snowboarding in Vermont! World class hiking. Spectacular landscapes/sightseeing. Across the street from Pico Mountain and 5 minutes to the Killington access road. Minutes to delicious local restaura …see more

from $175 / night

$1,225 / week

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from $175 / night

11

Apartment rental in Killington with shared pool

Vermont / Killington

3 10 2 nights min

  • 3 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
I only accept payment through the FLIPKEY System. Upscale spacious 3 bedroom Townhouse Condo with family room. Sunrise Mountain Village - 2300 ft elevation. Ski-in/ski-out. All of the comforts of home. The location and accommodations are excellent. This three bedroom to …see more

from $650 / night

$4,550 / week

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from $650 / night

(4) Very Good 

18

Vacation home in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
If you want that romantic getaway with your sweetheart, then this Pinnacle vacation rental is the place for you! This one bedroom, one bathroom Killington condominium is located right at Killington's basin. The Green Mountains offer many summer activities for the outdoo …see more

from $85 / night

$595 - $2,349 / week

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avg. 49 minutes

from $85 / night

(1) Excellent 

25

Ski hotel apartment to rent in Killington

Vermont / Killington

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ski
  • Child friendly
Ski In Ski Out 3 bedroom, 3 bath Townhouse in Sunrise Village located next to Bear Mountain and located within the Killington Ski & Mountain Resort. Spacious 3 level townhouse with 2 master bedroom each with queen beds and private baths with a Jacuzzi tub and shower, a …see more

from $350 / night

$2,600 / week

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avg. 3 hours 39 minutes

from $350 / night

18

Killington ski home to rent.

Vermont / Killington

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
The Cabin at Killington is the perfect place to spend your Killington vacation. Located just off the main access road in Killington, VT (close to the Killington Market), the house is less than 2 miles to the mountain and close to all the stores, bars and restaurants. It …see more

from $85 / night

$550 - $5,340 / week

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from $85 / night

17

Killington ski home to rent.

Vermont / Killington

5 20 2 nights min

  • 5 bedrooms
  • Sleeps 20
  • 2 nights min
  • Ski
  • Child friendly
  • Pet friendly
Become part of the legend! Before you book ask about our FREE extended checkout option! Beautiful 3000+ square foot home located less than five minutes from the lifts in the heart of the Killington Access Road. Second to none amenities to include indoor regulation r …see more

from $700 / night

$4,900 / week

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from $700 / night

(1) Very Good 

23

Vacation apartment in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask about children
  • Pet friendly
Moon Ridge is tucked away in the little complex off of route 4 with great views of Killington. Relax by the fireplace with your family and friends in the wonderful great room. The Skyeship gondola is only a couple or miles away as well as the main base lodges at Killing …see more

from $99 / night

$695 - $4,200 / week

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avg. 49 minutes

from $99 / night

31

Vacation home in Killington

Vermont / Killington

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
Enjoy luxury at the top of Killington's Sunrise Village, with one of the best Killington vacation condos for rent you'll find! 5 large bedrooms and 3 high-end finely detailed bathrooms will make you feel like you're staying in a palace with a modern Vermont Mountain sty …see more

from $606 / night

$2,640 - $7,770 / week

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avg. 1 hour 27 minutes

from $606 / night

(4) Very Good 

25

Killington ski apartment to rent.

Vermont / Killington

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ski
  • Child friendly
Our tastefully renovated and contemporary Killington trailside condo is perfect for a family or couples getaway! Conveniently located directly on gravity feed trail to Sundog & Sunrise lift. Ski home for lunch and avoid the shuttles, base lodges and parking! Sports cent …see more

from $190 / night

$2,300 / week

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avg. 58 minutes

from $190 / night

(3) Very Good 

23

Ski townhouse to rent in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
Spruce Glen offers a completely rare and much sought Vermont vacation experience. A carefully planned 4 townhome retreat on 3.5 acres of private wooded lands with 200 feet of direct frontage to the famous Great Eastern Trail at Killington! Ski out the back door to the S …see more

from $165 / night

$1,155 / week

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avg. 1 hour 54 minutes

from $165 / night

(1) Excellent 

8

Vacation home with golf nearby in Killington

Vermont / Killington

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Bask in the tranquility of a Green Mountain getaway at this four-bedroom, four-bathroom Killington vacation home with a private hot tub, a pool table, and plenty of modern conveniences. A popular destination for skiers, snowboarders, and all other varieties of outdoor …see more

from $225 / night

$1,300 / week

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from $225 / night

(1) Excellent 

30

Vacation home in Killington

Vermont / Killington

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Ask about children
  • Pet friendly
If you crave the privacy of a home, then the Hideout is the place for you! With its rustic overtones and woodsy views, this spacious five bedroom, two bathroom Killington vacation rental is perfect for large groups or families up to 12 people. Included in this roomy cou …see more

from $400 / night

$2,800 / week

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avg. 49 minutes

from $400 / night

(1) Excellent 

47

Ski home to rent in Killington

Vermont / Killington

5 18 Min stay varies

  • 5 bedrooms
  • Sleeps 18
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
The Tanglewood Vista is a three-floor, five bedroom, three bathroom home that is located just off the main access road in Killington, Vermont. This puts you close to all the excitement of the shops, restaurant and bars and less than 2 miles to the resort. Our home is pe …see more

from $125 / night

$3,850 / week

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from $125 / night

15

Killington ski condo to rent.

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly
Beautifully updated 1br condo with a comfortable sleeper sofa in the living room. Walk-in closet. Walking distance via Trail Creek Trail to Showshed lift (5-10 min) or catch the shuttle to the lift on the main access road. Less then 1 mile from all restaurants, bars, …see more

from $250 / night

$1,750 / week

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avg. 58 minutes

from $250 / night

28

Vacation home in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Come enjoy one of our most spacious 2 bedroom Killington vacation condo rentals, 3-A13. This extra large condo even features a huge master bedroom with a private en-suite. Live like a king with private access from your own back door. There is a free three minute shuttle …see more

from $237 / night

$1,080 - $3,150 / week

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avg. 1 hour 27 minutes

from $237 / night

20

Vacation home in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Pet friendly
Whiffletree condominiums are the premiere location for all of your seasonal fun! This two bedroom, one bathroom Killington vacation has everything you'd need in a ski vacation property, featuring a gas fireplace, cable tv, wifi, a full kitchen and living area. Bedroom o …see more

from $85 / night

$595 - $3,800 / week

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avg. 49 minutes

from $85 / night

(1) Good 

19

Vacation home in Killington

Vermont / Killington

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly
Tucked quaintly away but accommodatingly close to the base of Ramshead, Glazebrook Townhouses are the perfect location for all of Killington's enjoyable amenities. The Green Mountains offer many summer activities for the outdoor enthusiast. Killington Resort offers moun …see more

from $350 / night

$2,450 / week

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avg. 49 minutes

from $350 / night

26

Vacation home in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
Treat yourself to a fabulous outdoor getaway with a stay at this fifth-floor condo just one mile from the slopes of Killington Ski Resort! Boasting a wide range of resort amenities, including a hot tub, sauna, and 54-ft. pool, this cozy vacation rental is also equipped …see more

from $123 / night

$861 / week

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avg. 2 hours 23 minutes

from $123 / night

29

Vacation home in Killington

Vermont / Killington

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Ask about children
Winter or summer, dog-friendly Lakewood Lodge, on Kent Pond, is the perfect location for a wonderful vacation with family and friends. Located just minutes from the the Killington Access Road, Lakewood Lodge is one short mile down Route 100N. You have the choice of goin …see more

from $300 / night

$2,100 / week

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avg. 49 minutes

from $300 / night

24

Home rental in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
As with many of our Killington, VT vacation rentals, this classic Killington ski condo and health spa conveniently located at the base of the mountain with free shuttle service to and from the lifts and night life just down the road! This unit in Building 2 comfortably …see more

from $185 / night

$862 - $2,240 / week

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avg. 1 hour 27 minutes

from $185 / night

28

Vacation home in Killington

Vermont / Killington

6 14 2 nights min

  • 6 bedrooms
  • Sleeps 14
  • 2 nights min
  • Ask about children
  • Pet friendly
This great country cabin in the woods is the perfect place to spend your Killington Vacation. The large living and kitchen area will accommodate all your family and friends while you celebrate the splendors of Vermont. There is a fire pit on the deck and a wonderful hot …see more

from $350 / night

$2,450 / week

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avg. 49 minutes

from $350 / night

21

Vacation home in Killington

Vermont / Killington

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly
Tucked away in the trees and yet so close to the Resort and the nightlife, the Glazebrook Townhouses are in a perfect vacation location for all of Killington?s enjoyable amenities. This Glazebrook townhouse is a comfortable and spacious unit for up to 6 people. The prop …see more

from $200 / night

$1,400 / week

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avg. 49 minutes

from $200 / night