50 Best Killington House rentals on Holiday Lettings - Holiday rentals

Close

Killington

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this vacation rental you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

232 Vacation rentals

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 - $5880 / week

Book View

from $85 / night

26

Vacation home in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The condo …see more

from $143 / night

$861 - $1580 / week

Book View

from $143 / night

30

Killington Vacation home rental

Vermont / Killington

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • 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 $321 / night

$1800 - $3510 / week

Book View

from $321 / night

30

Ski home to rent in Killington

Vermont / Killington

8 24 Min stay varies

  • 8 bedrooms
  • Sleeps 24
  • 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 $210 / night

$1380 - $13860 / week

Book View

from $210 / night

(1) Very Good 

22

Vacation condo with shared pool in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Four season resort. Conveniently located at the top of KILLINGTON access road accros road from ski lifts,. 900 sq. ft., two bedrooms, 1 1/2 bathrooms with tub / shower. Master bedroom with new 2016 queen bed, second bedroom with two single beds, and living room with ne …see more

from $109 / night

$597 - $649 / week

Book View

from $109 / night

24

Vacation apartment in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
This condo across the street from the lifts! Comfortably sleeps 2-4, we are conveniently located at the top of the Killington Road, steps to Killington's Snow-shed Lodge & lifts, Killington snow tubing park, Killington Golf Course, restaurants and night clubs. The con …see more

from $235 / night

$1645 - $3395 / week

Book View

from $235 / night

(1) Excellent 

25

Vacation condo rental

Vermont / Killington

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $245 / night

$1295 - $1995 / week

Book View

from $245 / night

(5) Excellent 

14

Ski home to rent in Killington

Vermont / Killington

7 28 Min stay varies

  • 7 bedrooms
  • Sleeps 28
  • Min stay varies
  • Ski
  • Child friendly
  • Pet friendly
The Killington Mountain Retreat is a vacation home located just off the main access road in Killington, Vermont. This three-floor, 7 bedroom home is fully equipped and furnished. In addition to the bedrooms, there is a large kitchen, living room, game room, media room, …see more

from $195 / night

$1090 - $13965 / week

Book View

from $195 / 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 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 floor plan and well-appointed furn …see more

from $235 / night

$1645 - $5075 / week

Book View

from $235 / night

(1) Excellent 

12

Ski condo to rent in Killington

Vermont / Killington

3 9 2 nights min

  • 3 bedrooms
  • Sleeps 9
  • 2 nights min
  • Ski
  • Child friendly
Cozy and convenient Pico/Killington condo right next to the slopes! Immaculate 3 bedroom condo right at the edge of the Pico lifts. Enjoy an easy walk to the slopes or drive 5 minutes to the amazing Killington resort. Enjoy skiing in the winter and hiking and other acti …see more

from $500 / night

$3500 / week

Book View

from $500 / night

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

$1300 / week

Book View

from $225 / 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

$4550 / week

Book View

from $650 / night

(4) Very Good 

23

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! Featuring …see more

from $191 / night

$2300 / week

Book View

from $191 / night

(1) Excellent 

34

Killington Vacation home rental

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
Views of the ski trails form your bedroom window at this conveniently located 3 bedroom 2 bath condo which is across the street from the lifts! Comfortably sleeps 6-8, conveniently located at the top of the Killington Access Road. This unit has a great layout and comfor …see more

from $246 / night

$1380 - $2694 / week

Book View

from $246 / night

(1) Good 

14

Vacation home in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Tucked quaintly away but accommodatingly close to the base of Ramshead, Glazebrook Townhouses are the perfect location for all of Killington's enjoyable amenities. Picturesque in rustic motif and room for up to 8 people, this three bedroom, two bathroom Killington townh …see more

from $600 / night

$4200 / week

Book View

from $600 / night

24

Vacation home in Killington

Vermont / Killington

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
5 bedrooms, 3.5 bathrooms, Sleeps 14 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 ei …see more

from $700 / night

$4900 / week

Book View

from $700 / night

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 condo with amazing view of Killington 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 the building. Don’t fe …see more

from $143 / night

$861 - $1580 / week

Book View

from $143 / night

35

Vacation home with indoor pool in Killington

Vermont / Killington

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
Come stay in this two bedroom, one and a half bath ski bum revival! Though it's a condo it feels like a house, all on its own, nestled high in the mountains. Decorated with the classic, but modern, ski bum theme, you will be inspired by the beautiful hand painted local …see more

from $183 / night

$1008 - $1968 / week

Book View

from $183 / night

1

Vacation home in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
These neat and tidy 2BR/1BA accommodations have everything you'd need in a ski vacation property, featuring a gas fireplace. But it's all about location, location, location. Not only are you a stone's throw from the mountain, you're right in the middle of the action for …see more

from $100 / night

$595 - $3800 / week

Book View

from $100 / night

(3) Very Good 

10

Vacation apartment in Killington

Vermont / Killington

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
Conviently located in Pinnacle on Killington grounds, a 3 bedroom, 2 bath townhouse condo can sleep 10 people and has all the amenities of home. A free shuttle that loops every 15min picks you up right at the end of the building (50yds from the front door) to take you …see more

from $475 / night

$2800 / week

Book View

from $475 / night

(2) Very Good 

15

Killington Vacation home rental

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
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 $125 / night

$875 / week

Book View

from $125 / night

39

Home rental in Killington

Vermont / Killington

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Child friendly
  • Private garden
Heavenly in Killington The house can be used as two separate fully equipped units (by floor) or together. This listing is for entire house and both units. Enjoy this brand new modern luxury home offering an unparalleled experience. This stunning retreat comfortably s …see more

from $500 / night

$3500 / week

Book View

from $500 / night

(1) Excellent 

31

Killington Vacation home rental

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
Newly renovated condo across the street from the lifts! Comfortably sleeps 2-4, we are 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 and night …see more

from $143 / night

$861 - $1580 / week

Book View

from $143 / night

(1) Very Good 

15

Vacation home in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
When it comes to location, Whiffletree condominiums is where you want to book your next vacation at Killington.This three bedroom, two bathroom is recently updated with all of the amenities you need. Relax on the new sofa in front of the gas fireplace. The newly renovat …see more

from $200 / night

$696 - $3500 / week

Book View

from $200 / night

14

Ski condo to rent in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 20 mi
  • Swimming pool
  • Ski
The Suites at Killington is a two-bedroom fully remodeled property located just off the main access road in Killington, Vermont. You're located just two miles to Killington resort and even closer to the shops, bars and restaurants. You'll find activities for every seaso …see more

from $75 / night

$575 - $1295 / week

Book View

from $75 / night

(3) Good 

11

Vacation home in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask about children
Right in the heart of Killington, is where Whiffletree condominiums shall be. This warm and cozy two bedroom, one bathroom Killington vacation rental, located on the main level in this condo, is the perfect place to spend your winter vaation with family and friends. It …see more

from $100 / night

$595 - $3800 / week

Book View

from $100 / night

(1) Excellent 

14

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 $120 / night

$3850 / week

Book View

from $120 / night

14

Vacation home in Killington

Vermont / Killington

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Ask about children
Neighboring Killington's basin is where you will find Whiffletree condominiums. This newly furnished one bedroom, one bathroom Killington vacation rental has everything you'd need in a ski vacation property, featuring a gas fireplace, wireless internet, cable tv, and a …see more

from $80 / night

$495 - $2299 / week

Book View

from $80 / night

16

Vacation home in Killington

Vermont / Killington

4 19 Min stay varies

  • 4 bedrooms
  • Sleeps 19
  • Min stay varies
  • Child friendly
  • Pet friendly
The Matterhorn House offers a one-of-a-kind Vermont ski vacation experience, arguably boasting some of the most incredible mountain views of any property in all of the resort! The private slopeside setting on the Great Eastern ski trail (service by the Killington Skyesh …see more

from $325 / night

$2275 / week

Book View

from $325 / night

14

Vacation home with indoor pool in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Ideally located in Pinnacle's F building, this 3 bedroom, 2 bath condo sleeps 8 people and has lots of great amenities that make it the perfect home away from home. The spacious master bedroom with a queen size bed and large flat screen TV, the 2nd bedroom has a queen b …see more

from $240 / night

$999 / week

Book View

from $240 / night

(4) Very Good 

17

Vacation home in Killington

Vermont / Killington

4 14 Min stay varies

  • 4 bedrooms
  • Sleeps 14
  • Min stay varies
  • Ask about children
  • Pet friendly
The Trailside Retreat is where you will have a true Killington experience. This big rental house is situated in a secluded and woodsy setting near the Skyeship Gondola. This Killington vacation house has four bedrooms, two bathrooms, and everything you could wish for in …see more

from $350 / night

$2450 / week

Book View

from $350 / night

24

Vacation home rental

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! 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 style ambiance. This beautiful home was recently remodeled keeping hi-e …see more

from $696 / night

$4865 - $11060 / week

Book View

from $696 / night

(1) Very Good 

26

Home accommodation in Killington

Vermont / Killington

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Pet friendly
Winter, spring, summer and fall, there is always something to do and something to fall in love with at this cozy Vermont vacation home. Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good book. There are man …see more

from $217 / night

$1302 - $1848 / week

Book View

from $217 / night

32

Vacation home in Killington

Vermont / Killington

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Suitable for children age 5+
Skye Larke Home: Large 4 bedroom 2 bath home with private hot tub in the heart of Killington. Large living room with cathedral ceilings. Living room features a large flat screen TV and a wood burning fireplace. on the lower level a family room with a pool table and a …see more

from $665 / night

$4655 - $10045 / week

Book View

from $665 / night

(3) Good 

12

Vacation home in Killington

Vermont / Killington

3 12 Min stay varies

  • 3 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ask about children
  • Pet friendly
Bucolic in nature, the Killington Country Estate is where you can imagine yourself spending your Killington winter vacation. As beautifully white as the snow, this three-bedroom, and three-bathroom Vermont vacation home is the epitome of country living. This is one of t …see more

from $350 / night

$2450 / week

Book View

from $350 / night

26

Vacation home with indoor pool in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
Newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! Comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new flooring throughout, a fully equipp …see more

from $183 / night

$984 - $1920 / week

Book View

from $183 / night

(5) Excellent 

14

Ski home to rent in Killington

Vermont / Killington

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Ski
  • Child 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 - $5340 / week

Book View

from $85 / night

24

Vacation apartment in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Newly updated ski condo conveniently located at the base of the mountain across the street from the lifts! Comfortably sleeps 4-6 with complimentary health spa access! This unit in Building 1 features 2 bedrooms and 1.5 bathrooms, new flooring throughout, a fully equi …see more

from $310 / night

$2170 - $4655 / week

Book View

from $310 / night

34

Vacation home with indoor pool in Killington

Vermont / Killington

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
This newly upgraded condo and health spa is centrally located at the base of the mountain with stunning views! This unit in Building 1 features 2 bedrooms & 1 full bathroom with a tub/shower and 1/2 bath with a sink and vanity. The master bedroom has a queen bed and the …see more

from $183 / night

$984 - $1920 / week

Book View

from $183 / night

(1) Excellent 

21

Vacation home in Killington

Vermont / Killington

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
Located at Killington's basin, Whiffletree condominiums is all about location! This three bedroom, two bathroom, fully equipped Killington vacation condominium has everything you need in a ski vacation property. Bedroom one includes a queen bed, bedroom two includes a q …see more

from $200 / night

$696 - $3500 / week

Book View

from $200 / night

1