Rutland Area Rentals
From $596 per night (USD)VRBO
Charming Family Ski Chalet Less Than 5 minutes Drive to Okemo/Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the outdoors year-round in this cozy chalet nestled at the end of a beautiful neighborhood. Relax by the fire afte ...
From $596 per night (USD)VRBO
From $1694 per night (USD)Expedia
South View Chalet!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 17
Southview chalet has beautiful relaxing mountain views from the lounge, den, or hot tub. You or the kids can enjoy your ...
From $1694 per night (USD)Expedia
From $323 per night (USD)VRBO
Killington area home - 4-seasons & hot tub. Sleeps 13+
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 15
Set on a private road in the forested hills just north of Pittsfield, our house welcomes you - in all seasons. Right in ...
From $323 per night (USD)VRBO
From $366 per night (USD)VRBO
AAA Rated Deluxe 2 BR Killington Base - Mountain Green Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Deluxe Condo at Mountain Green Resort. Across the parking lot from Snowshed and Ramshead Base Lodges. Our condo is a del ...
From $366 per night (USD)VRBO
From $748 per night (USD)VRBO
GREAT WHITE VIEW-SKI ON/SKI OFF-3 Trails HOT TUB & SAUNA- MONTHLY RENTALS
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy yourself in a very well appointed 2700 square feet luxury condominium right on the mountain! This condominium is p ...
From $748 per night (USD)VRBO
From $556 per night (USD)VRBO
Luxury of large space 3min to SKI lifts, walk to bars and restaurants HOT TUB
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
You are looking at Mid level Apartment Hideaway Chalet. Hideaway Chalet has three levels/ three different apartments. It ...
From $556 per night (USD)VRBO
From $574 per night (USD)VRBO
Killington Ski-In/Out Chalet 4 bedr, huge loft on Great Eastern Trail
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
A true chalet! Very popular. Summer and Fall get-aways. Ski to and from chalet. Contact owner for reduced midweek ski ...
From $574 per night (USD)VRBO
From $240 per night (USD)VRBO
VT Lakefront Paradise on Pristine Lake Ninevah w/Secluded Beach & Mountain Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Our home is on the shore of Lake Ninevah -- a large, pristine and sparsely populated lake set amidst wilderness and moun ...
From $240 per night (USD)VRBO
From $282 per night (USD)VRBO
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy log home - about 2300 sq ft - on 2 acres with front and rear decks has living/dining areas on the first floor (radi ...
From $282 per night (USD)VRBO
From $718 per night (USD)Expedia
Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Killington Vista is a charming five bedroom, three bathroom home located in the heart of Killington. This three floor ho ...
From $718 per night (USD)Expedia
From $241 per night (USD)VRBO
Your Quaint Summer Getaway Awaits ! Relax with AC & WiFi.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a quiet wooded setting in any season nestled in the hills of Mount Holly, Vermont. Quality 2 bedroom home with coz ...
From $241 per night (USD)VRBO
From $1321 per night (USD)Expedia
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 20
The Killington Cabin is a beautiful wood-beam home nestled in the Green Mountains of Vermont and the perfect all season ...
From $1321 per night (USD)Expedia
From $304 per night (USD)VRBO
Vermont cottage/ duplex Beautiful Lake St Catherine
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
A four season duplex on beautiful Lake St Catherine in Wells (Poultney), Vermont. On the Big Lake, in peaceful Oxbow Bay ...
From $304 per night (USD)VRBO
From $541 per night (USD)VRBO
Close to skiing, secluded setting walk to restaurants and bars up to10 HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Ground level in Hideaway Chalet has 3 bedrooms 2 bathrooms ample living room and kitchenette. Not a full kitchen with st ...
From $541 per night (USD)VRBO
From $381 per night (USD)VRBO
Chalet w/ Lake & MT views, Hot Tub, Pet friendly, <10mins to Lake & Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
A beautiful chalet situated in between the mountains and Lake St Catherine. Whether on the deck or inside the house you ...
From $381 per night (USD)VRBO
From $431 per night (USD)Expedia
Beautifully decorated 3 bedroom condo nestled on Pico Mountain Ski in Ski out G101
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience a fantastic family vacation in the picturesque Killington Valley, away from the hustle and bustle of big moun ...
From $431 per night (USD)Expedia
From $244 per night (USD)VRBO
Pico D305 condo ski on/off The best family mountain. D305 (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pico D305 is a beautiful one-bedroom condo located at the base of Pico mountain. Ski all day right from your great cond ...
From $244 per night (USD)VRBO
From $472 per night (USD)VRBO
Contemporary Classic Vermont Ski House with 4 bedrooms - Sleeps 8 in Beds
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Contemporary Vermont Ski House with 4 bedrooms in Pittsfield VT with all the amenities and high tech comforts. Gorgeous ...
From $472 per night (USD)VRBO
From $158 per night (USD)VRBO
Spectacular Views in Family Friendly Green Mountain Apartment
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Get away from it all in only a few hours!! Spend a fabulous vacation in bucolic, scenic Vermont in your own corner of th ...
From $158 per night (USD)VRBO
From $1052 per night (USD)Expedia
Spacious Vermont Getaway 7 BR/4.5 BA - Close to Skiing - Biking - Golf - Hiking
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to your dream getaway in the heart of Killington, Vermont! Nestled amidst the serene beauty of the Green Mounta ...
From $1052 per night (USD)Expedia
From $196 per night (USD)VRBO
Cozy 4-season COTTAGE-- ski, swim, hike, foliage- Family Fun or Romantic Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A cozy 4-season Vermont mountain cottage -- ski, swim, hike, foliage -- Family Fun or Romantic Getaway. One mile to pic ...
From $196 per night (USD)VRBO
From $298 per night (USD)VRBO
Trail Creek ski home/walk to lift 2 bedrooms plus a queen & 2 twins in loft
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
loft units have no one above them So if you do not want anyone above you in ski boots making noise think about booking ...
From $298 per night (USD)VRBO
From $1210 per night (USD)VRBO
Private Chalet with Custom WFH Space and Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
This massive 3500 sqft chalet on 12 acres of pristine land is the perfect spot for anyone looking for a fun ski weekend, ...
From $1210 per night (USD)VRBO
From $228 per night (USD)VRBO
Cozy bungalow with lakeview on quiet road and private setting
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
This property is a 2 BR cottage( i queen and one single) with full kitchen and sitting room. The property is located am ...
From $228 per night (USD)VRBO
From $318 per night (USD)VRBO
Whiffletree B8 Great 3 bedroom upper condo. Close to everything - shuttle bus to the mountain and ski back. The tubing park is really close by too. Outdoor summer pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Location is a key factor when it comes to Whiffletree condominiums! This three bedroom, two bathroom Killington vacation ...
From $318 per night (USD)VRBO
From $287 per night (USD)Expedia
Whiffletree C2 has been totally renovated and is on the Shuttle Bus Route with a ski trail back to the property. Summer Outdoor pool.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated 2-Bedroom Condo with Pool & Tennis – Whiffletree C2, Killington Whiffletree C2 is a beautifully renovated 2-b ...
From $287 per night (USD)Expedia
From $240 per night (USD)VRBO
Ski In/Ski Out, Sunrise Killington 1BR, 2 pull-outs, 1Q/1F smart condo w/views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
True ski on/ski off at the Sunrise Village in Killington! A short walk across the parking lot where you’ll clip in for a ...
From $240 per night (USD)VRBO
From $512 per night (USD)VRBO
Condo #3 Trailside Village Slopeside/ Hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This spectacular one-bedroom condo comes with a private outdoor hot tub spa exclusive to the unit, cedar sauna, in-suite ...
From $512 per night (USD)VRBO
From $443 per night (USD)VRBO
Upscale Ski In/Out Two Bedroom Sunrise End Unit Condo Steps From the Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Here's why people chose our Sunrise Condo over other seemingly similar options: they value location, they value upgrade ...
From $443 per night (USD)VRBO
From $416 per night (USD)Expedia
Views!-Spacious 3-floor Custom Chalet. 18 acres. Ski most resorts within an hour
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Your family and friends will enjoy an entire 3600 sq ft “A” frame Chalet on 18 private acres. The Rye Chalet is a True A ...
From $416 per night (USD)Expedia
From $799 per night (USD)VRBO
Modern Mountain Condo with Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fond memories and relaxation await you at our delightful Killington vacation condo! Boasting a comfortably furnished int ...
From $799 per night (USD)VRBO
From $674 per night (USD)Expedia
Gorgeous views, tastefully decorated Ski on/ski off 3 bedroom condo, Lodges 303
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxurious Three-Bedroom Mountain Condo Pamper yourself with this beautifully updated three-bedroom, three-bath condo tha ...
From $674 per night (USD)Expedia
From $241 per night (USD)VRBO
Beautiful 2 Bedroom 1.5 Bath Condo next to Killington Ski Mtn.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Great amenities included, Shuttle Bus to Mtn and Nightlife, new electric fireplace, Indoor and Outdoor salt water pools ...
From $241 per night (USD)VRBO
From $980 per night (USD)VRBO
Okemo Mt. House Mins. from Jackson Gore HOT tub Billiard sleeps 11-15
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
*** ****WINTER***** Comfy ski house 5-8 mins from Okemo mountain. Fireplace, jacuzzi , family friendly set up. Everythin ...
From $980 per night (USD)VRBO
From $292 per night (USD)VRBO
Whiffletree D-6 Oversized 2BR 2Bath Condominium
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This recently upgraded 2BR 2Bath Whiffletree Condo Unit D-6 is the closest unit to the shuttle stop. A half mile to Snow ...
From $292 per night (USD)VRBO
From $400 per night (USD)VRBO
Tranquil, Peaceful, Secluded Piece Of Paradise on a Crystal Clear Lake
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 14
This property includes 2 newly renovated cabins. Main cabin has 4bdr. Large family rm. w/ functional field stone firepl ...
From $400 per night (USD)VRBO
From $305 per night (USD)VRBO
Powder Stash Large 1 Bedroom 2 full baths 2 queen beds and queen sleeper sofa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This large newly renovated two room suite is located off the Killington access rd with less than a five minute drive to ...
From $305 per night (USD)VRBO
From $277 per night (USD)VRBO
Ski in/out Condo on Pico Mountain at Killington Ski Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Pico Mountain, Killington's 'little sister', offers great skiing and riding in an intimate mountain setting with 6 lifts ...
From $277 per night (USD)VRBO
From $277 per night (USD)VRBO
Walk to Snowshed - Remote Work Hub - Hot Tub/Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our condo is situated in coveted Building 3 of Mountain Green Condos & Resort. Convenient location adjacent to ski slope ...
From $277 per night (USD)VRBO
From $391 per night (USD)VRBO
Cozy private house on Killington Mountain with Hottub
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our home. This beautiful 3,000 square foot three level home comes with everything you need for a mountain vac ...
From $391 per night (USD)VRBO
From $720 per night (USD)VRBO
Killington Ski Area Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Great vacation rental. This beautiful 3 level, 3 bedroom, 3 bathroom townhouse features cathedral ceiling in the living ...
From $720 per night (USD)VRBO
From $932 per night (USD)VRBO
Private House with Fantastic Views off Home Stretch Trail
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Timberframe house on Bear Peak side of Killington Ski Area has everything you need for a quiet mountain side vacation an ...
From $932 per night (USD)VRBO
From $743 per night (USD)VRBO
3 BEDROOM LUXURY CONDO Ski on/Ski off
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 bedrooms with 3 adjoining baths. Beautifully appointed ski in ski out condo. Conveniently located at the base of the ...
From $743 per night (USD)VRBO
From $335 per night (USD)VRBO
Beautiful House on Lake St. Catherine
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom upstairs unit of house overlooking Horseshoe Bay on beautiful Lake St. Catherine. 4 Bedrooms (1 King, 2 Queen ...
From $335 per night (USD)VRBO
From $542 per night (USD)VRBO
'The Mill Stream House' Lux Rustic Home on River w/JACUZZI & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 16
The Mill Stream House, Killington 2.9 miles to access road UPDATED RIVER FRONT HOME with STONE FIREPLACE & CATHEDRAL CE ...
From $542 per night (USD)VRBO
From $1068 per night (USD)Expedia
Stunning Log Home in Prime Killington Location with Hot tub Ridgetop
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Stunning Log Home in Prime Killington Location Welcome to your dream retreat in the heart of Killington! This breathtak ...
From $1068 per night (USD)Expedia
From $646 per night (USD)VRBO
Killington Slope side Home
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This house on Killington has it all. With scenic mountain views in all directions, this contemporary 14-room home is loc ...
From $646 per night (USD)VRBO
From $430 per night (USD)Expedia
Trail Creek 70 is shuttle bus too mountain and ski back
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious Top-Floor Condo at Killington – Trail Creek 70 Trail Creek 70 is a beautifully designed top-floor unit that of ...
From $430 per night (USD)Expedia
From $348 per night (USD)VRBO
Absolute Lakefront House on Beautiful Bomoseen.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Air Conditioning unit installed in 2021! Time slows down in this peaceful setting at the end of a cul-de-sac which make ...
From $348 per night (USD)VRBO
From $391 per night (USD)VRBO
Modern and Cozy Ski Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive t ...
From $391 per night (USD)VRBO
From $555 per night (USD)VRBO
Sunrise Timberline C1 Ski to/from. Totally renovated, new kitchen and bathrooms, fabulous sports center with indoor heated pool and summer outdoor heated pool, racquet sports etc.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Fabulous and spacious Sunrise townhouse that is ski to/from and spread out over three floors. Enjoy a wonderful vacatio ...
From $555 per night (USD)VRBO
From $233 per night (USD)Expedia
Killington / Mendon CLEAN, 2 bedroom cabin
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Private Cabin to relax and feel comfortable while enjoying the Open concept cabin with full Kitchen, Livingroom, Dining ...
From $233 per night (USD)Expedia
From $1519 per night (USD)VRBO
New Listing - Luxury log home with stunning views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Situated on 31 acres this gorgeous 5 bedroom/4.5 bathroom, custom-built log home offers amazing views of the Green Mount ...
From $1519 per night (USD)VRBO
From $1051 per night (USD)Expedia
PRIVATE Indoor Pool - Extraordinary Mountain Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Easy Driving Distance for Perfect Family Getaway! Spend some time in Vermont at a perfect place to unwind and reconnect ...
From $1051 per night (USD)Expedia
From $1051 per night (USD)VRBO
Your Private Vermont Vacation Getaway! 10 min. to VT Summer Festival.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Located on 5+ acres in Danby, Vermont, this fantastic, renovated, contemporary home features 6 Bedrooms, a beautiful ki ...
From $1051 per night (USD)VRBO
From $198 per night (USD)Expedia
Killington / Mendon CLEAN, 1 bedroom cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Private Cabin to relax and feel comfortable while be able to enjoy the view of Pico Mountain thru the front window. Open ...
From $198 per night (USD)Expedia
From $370 per night (USD)VRBO
Sunrise Timberline I7 Quaint 2 bedroom Sunrise Timberline I7 Ski to/from. Pets welcome
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise Timberline I7 is a quant 2-bedroom condo with great access to the Sunrise trail. The tastefully decorated livin ...
From $370 per night (USD)VRBO
From $482 per night (USD)Expedia
Sunrise Timberline K2 fully renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Timberline K2 is a beautifully renovated Sunrise condo. Lounge by the fire in this very open and airy living area with ...
From $482 per night (USD)Expedia
From $466 per night (USD)VRBO
Sunrise East Glade C8 Ski to From Best Sports Center in Killington Indoor Pool Gym Spacious Sunrise condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
East Glade C8 is a wonderfully decorated 3 bedroom 2 bath condo with a cozy ski decor. The kitchen has been nicely reno ...
From $466 per night (USD)VRBO
From $678 per night (USD)Expedia
Luxury 3BR/3BA Ski On/Off Lodges Bear Mountain Near Sunrise Chair Killington.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Large spacious luxurious comfortable ski-in, ski-out condominium, located on Bear Mountain. Walking distance to Sunrise ...
From $678 per night (USD)Expedia
From $2090 per night (USD)VRBO
Rent An Entire Inn! Highline Lodge Vacation Rental
- Bedrooms:
- 14
- Bathrooms:
- 13
- Sleeps:
- 30
2 Hot tubs, Private bar, Stone fireplace, Game room, Mountain views, Full bathroom in every bedroom, Fully-equipped kitc ...
From $2090 per night (USD)VRBO
From $162 per night (USD)VRBO
Classic Green Mountain Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to Green Mountain beauty and solitude while remaining close to amenities in our historic, updated cabin. The cabi ...
From $162 per night (USD)VRBO
From $282 per night (USD)VRBO
Hideaway Chalet Upper Level -Luxury Apartment Great Location, Hot Tub, Deck
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hideaway Chalet (UpperLevel) is conveniently located in the heart of Killington, minutes from the killington base lodge ...
From $282 per night (USD)VRBO
From $347 per night (USD)Expedia
Sunrise West Glade K1 ski on ski off with a wonderful community sports center.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful spacious Sunrise two bedroom on two floors. This fabulous unit has been tastefully redecorated. The upgrade ...
From $347 per night (USD)Expedia
From $412 per night (USD)VRBO
Modern Renovated Condo XLarge Living & Dining Area, 2 Bdrm, 3 Bath
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
The Suites at Killington is a luxurious, remodeled two bedroom, 3 bathroom condo located in the heart of Killington, Ver ...
From $412 per night (USD)VRBO
From $334 per night (USD)Expedia
Pico E205 at the base of Pico with skiing out your door. (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located just steps away from the lifts at Pico, this lovely 2-bedroom 2-bath is perfect for your getaway to the Green Mo ...
From $334 per night (USD)Expedia
From $13334 per night (USD)VRBO
37 BR Farmhouse: Ideal for Retreats, Reunions, Weddings, Killington skiing
- Bedrooms:
- 33
- Bathrooms:
- 37
- Sleeps:
- 92
Just miles from Killington Ski Resort and overlooking the fairway of Vermont’s top-rated golf course, our up-style count ...
From $13334 per night (USD)VRBO
From $359 per night (USD)Expedia
Great location! Two bedroom/two bathroom Condo, sports center, pool and more! Highridge J11
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highridge J11 Condominium Welcome to Highridge J11, a spacious two-bedroom, two-bath condo that comfortably sleeps six. ...
From $359 per night (USD)Expedia
From $969 per night (USD)VRBO
Spacious on Mountain 3 bedroom Condo available for Seasonal Rental.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Newly renovated Spacious 3 bedroom 2 bathroom condo. Full Kitchen, dining room, living room/tv area, laundry, wifi, cabl ...
From $969 per night (USD)VRBO
Click For PricingExpedia
Farmhouse: Fabulous views/Killington sking/, near MountainTop, & Midd/Castleton
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful Farmhouse that sleeps up to 8 available for Castleton Univesity or Middlebury College campus weekends, ski vac ...
Click For PricingExpedia
From $281 per night (USD)VRBO
Trail Creek 5 is a cute, cozy condo in a wonderful complex. Shuttle to the mountain and ski back
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trail Creek is a wonderful complex located adjacent to the base of Snowshed. This fabulous one bedroom plus sleeping lof ...
From $281 per night (USD)VRBO
From $790 per night (USD)VRBO
Condo #4 Trailside Village Slopeside/Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You can't get a better location for powder skiing. Ski in, ski out and never worry about lugging your equipment up to th ...
From $790 per night (USD)VRBO
From $1345 per night (USD)VRBO
Killington 4BR-4BA Townhouse Midway on Access Road- 2 Miles from Lifts
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Three-level townhouse in Killington’s Colony Club with four bedrooms, four full bathrooms, a large living room, fireplac ...
From $1345 per night (USD)VRBO
From $230 per night (USD)Expedia
Trail Creek 12 on the ski back trail with an indoor pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Trail Creek is a great complex on the ski back trail from Snowshed. You can also take the shuttle bus to the mountain. ...
From $230 per night (USD)Expedia
From $198 per night (USD)VRBO
Pico C103 located at the base of Pico Mountain.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pico C103 is conveniently located at the base of Pico - the family friendly mountain. The chair lifts at Pico are a ver ...
From $198 per night (USD)VRBO
From $445 per night (USD)Expedia
Charming Two bedroom Townhouse within walking distance to all activities Glazebrook J4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Glazebrook Townhouse J4, a delightful 2-bedroom, 2-bath retreat located just 2.9 miles up Killington Road. Th ...
From $445 per night (USD)Expedia
From $676 per night (USD)VRBO
Quintessential Vermont Cabin - 4 fireplaces, hot tub, and fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Currier Cabin is a home that offers quintessential Vermont living with both privacy and convenience. Property is located ...
From $676 per night (USD)VRBO
From $823 per night (USD)VRBO
AIR-CONDITIONED Killington, Vermont Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This spacious, beautiful condo is the perfect opportunity for a family or group of up to 8 guests to relax, swim, and en ...
From $823 per night (USD)VRBO
From $592 per night (USD)VRBO
Killington Summer Retreat: Air Conditioned - Sleeps 8 - Fire Pit & Bike Shed
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 8
Spacious Killington Mountain Retreat – Perfect for Summer Adventures Escape to the Green Mountains in this clean, comfo ...
From $592 per night (USD)VRBO
From $789 per night (USD)Expedia
Spacious 6BR - 5BA Ski Home on Pico Mountain - Minutes to Killington Mountain
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to your ultimate Vermont mountain getaway! This newly updated 6-bedroom, 5-bathroom home is perched right on Pic ...
From $789 per night (USD)Expedia
From $2260 per night (USD)VRBO
Ski-on Ski-off located on Bear Mountain @Killington
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
GreatRoom with Fireplace. Open Modern Kitchen, Living and Dining. Bright with massive windows. Outdoor 6-person jacuzzi. ...
From $2260 per night (USD)VRBO
From $197 per night (USD)Expedia
Whiffletree H1 1 bedroom condo on the shuttle bus route with a ski trail back to the complex. Summer Outdoor pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Updated 1-Bedroom Condo with Seasonal Pool at the Base of Killington – Whiffletree H1 Welcome to Whiffletree H1, your y ...
From $197 per night (USD)Expedia
From $488 per night (USD)VRBO
Killington, VT - 2Bed, 2Bath, Sleeps 4+
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy all that Killington has to offer in our charming 2 bedroom, 2 full bath, located trail side at Killington’s Sunris ...
From $488 per night (USD)VRBO
From $692 per night (USD)VRBO
Adorable Chalet Off Access RD! 3bd/2ba
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Killington Cub House - This quirky and cozy 70's mountain house was just renovated. Located in the heart of Killing ...
From $692 per night (USD)VRBO
From $161 per night (USD)VRBO
Cozy Vermont Cottage with Great Attractions
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cottage is one of two located on .6 acres of awesome lake frontage. Please view map location on beautiful Lake Saint Cat ...
From $161 per night (USD)VRBO
From $253 per night (USD)Expedia
Whiffletree F6 is close to slopes with shuttle service. Summer Outdoor pool.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Whiffletree F6 is a beautifully renovated 2-bedroom, 1-bathroom condo located at the base of Killington Resort, offering ...
From $253 per night (USD)Expedia
From $183 per night (USD)VRBO
Four Season KILLINGTON Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
8 miles from Killington/Pico mountains, restaurants, nightlife. 1000 SqFt 3 Bedroom, 1.5 Bathroom mountain home, recom ...
From $183 per night (USD)VRBO
From $312 per night (USD)VRBO
Four Season Lakeside Retreat
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to a beautiful morning sunrise over the lake. Watch the sunset behind the Green Mountains after a day of hiking, ...
From $312 per night (USD)VRBO
From $324 per night (USD)VRBO
Restful and Relaxing Lakeside Cottage on Lake Bomoseen
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Located on the East shore of Lake Bomoseen, 5.7 miles/9mins to Castleton University, 45 mins to Killington or Okemo, our ...
From $324 per night (USD)VRBO
From $633 per night (USD)VRBO
Killington Beautiful, Secluded Ski House, Near Lifts-4 BR/2 BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This house is beautifully sited in the middle of a field of huge pine trees creating a beautiful, secluded environment. ...
From $633 per night (USD)VRBO
From $700 per night (USD)VRBO
The Sun is Gorgeous! Fun Local Events are Here!
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 14
Spacious c.1882 private Victorian homestead. Perfect place to un-plug + breathe! Gorgeous back side of Okemo view. Great ...
From $700 per night (USD)VRBO
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Authentic Log Home with Pico Views and hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Log Castle is constructed of authentic logs with all of the modern amenities, located in a family-friendly neighborh ...
Click For PricingExpedia
From $200 per night (USD)VRBO
⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Adventure Awaits! ⛷🏌️♀️🏍🏔🌈 Killington VT the “Beast in the East“ is a four seasons resort of astounding natural be ...
From $200 per night (USD)VRBO
From $1057 per night (USD)Expedia
Mountain-Ski-Hot tub-deck-5 minute drive to <br> Ski area
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the famous Killington ski area a few minutes away, while relaxing warm and welcoming vacation rental. In the ...
From $1057 per night (USD)Expedia
From $1097 per night (USD)VRBO
On access road to ski slopes private setting, walk distance to restaurants, bar
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 20
If you're looking for a large rental property close to best ski slopes to accommodate multiple families or lots of singl ...
From $1097 per night (USD)VRBO
From $346 per night (USD)Expedia
Newly renovated cozy ski retreat with view of Killington slopes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located at Mountain Green Resort, Building III. Walk to Snowshed Lodge to begin your day of skiing, or take the free shu ...
From $346 per night (USD)Expedia
From $583 per night (USD)VRBO
Newly Renovated Rustic style home w/luxury bathrooms & mountain views, Sereni
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
This newly renovated home located in Mt.Holly Vermont in the town of Belmont, is minutes from Okemo and Jackson Gore ski ...
From $583 per night (USD)VRBO
From $684 per night (USD)VRBO
10 min Walk or Free Shuttle to Snowshed Lift! 2BR/2 Bath @ Mt Green Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our Spacious 2 Bedroom and 1.5 Bath Condo is in the 4 Season Mountain Green Resort which is located directly across the ...
From $684 per night (USD)VRBO
From $362 per night (USD)VRBO
Waterfront Home, Amazing Mountain Views, Lake Bomoseen
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Contact owner directly for flexible payment schedule and cancellation policy (also detailed in rental agreement). Locat ...
From $362 per night (USD)VRBO
From $1758 per night (USD)Expedia
Sunburst home sleeps 16 with an indoor and outdoor hot tub. Perfect for family reunions and getaways.
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
The Sunburst Chalet has recently undergone exceptional upgrades, elevating it to one of Killington’s premier rental prop ...
From $1758 per night (USD)Expedia