Rutland Area Rentals
From $282 per night (USD)VRBO
Cozy Lake View House
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Cozy lake view house 750 sq ft. New deck for enjoying the view of the lake and evening sunsets. Perfect setting for a ...
From $282 per night (USD)VRBO
From $137 per night (USD)VRBO
Studio with two queen beds renovated on bus route close to all
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
Newly renovated two queen beds close to all 2.3 Miles to the snow shed lodge. On the main access rd with bus service tha ...
From $137 per night (USD)VRBO
From $496 per night (USD)VRBO
Trail Creek 70 is shuttle bus too mountain and ski back Next to Golf course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Trail Creek 70 — Spacious Top-Floor Condo with Air Conditioning Trail Creek 70 is a beautifully designed top-floor cond ...
From $496 per night (USD)VRBO
From $231 per night (USD)Expedia
Killington Doorstep to Adventure
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy our spacious one bedroom unit located across from the Snowshed lift and next to the Killington Golf Course. The b ...
From $231 per night (USD)Expedia
From $252 per night (USD)VRBO
Beautifully appointed lake-view cottage with dock access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Looking for a great getaway? We have just the place for you! Lake Bomoseen; Cute setting, access to dock #1 available to ...
From $252 per night (USD)VRBO
From $882 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 $882 per night (USD)VRBO
From $275 per night (USD)VRBO
PicoVillageResort D209 - Amazing 1-bedroom ski in ski out great views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pico Village D209 — Slopeside Ski-On, Ski-Off Condo at Pico Mountain Resort Brought to you by GetAway Welcome to Pico V ...
From $275 per night (USD)VRBO
From $389 per night (USD)Expedia
Killington Mountain View Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
5 Bedroom, Sleeps 10 Our end unit 3 level condo with views of Killington and Pico Mountains is right at the base of the ...
From $389 per night (USD)Expedia
From $942 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 $942 per night (USD)VRBO
From $897 per night (USD)Expedia
3,000 Sq Ft Historic Colonial Minutes from Okemo with Direct VAST Access
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your Vermont Village Retreat! Enjoy this beautifully updated 19th-century colonial, offering over 3,000 sqf ...
From $897 per night (USD)Expedia
From $1538 per night (USD)VRBO
Private House with Fantastic Views off Home Stretch Trail
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Timberframe house on Bear Peak side of Killington Ski Area has everything you need for a quiet mountain side vacation an ...
From $1538 per night (USD)VRBO
From $389 per night (USD)Expedia
Beautiful decorated Condo, pool, hot tub, great Killington Views - Highridge B6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Highridge B6 Discover the perfect mountain retreat at Highridge B6, a beautifully decorated 2-bedroom, 2-bath ...
From $389 per night (USD)Expedia
From $661 per night (USD)VRBO
The Tanglewood Lodge: Amazing Ski Home for Groups. Hot Tub. Close to Killington Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Tanglewood Lodge, your ultimate mountain retreat in beautiful Killington, Vermont! Nestled just off the m ...
From $661 per night (USD)VRBO
From $653 per night (USD)Expedia
Merry Maple Getaway
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
Enjoy this home with your family and friends! Located in a private neighborhood directly across from Pico Resort, just a ...
From $653 per night (USD)Expedia
From $366 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 $366 per night (USD)VRBO
From $581 per night (USD)VRBO
Killington Ski/Bike Condo Walk to Restaurant/Bars/Shops
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy townhouse in the heart of the Green Mountains in Vermont. Updated 3BR/3BA condo right off the Killington access roa ...
From $581 per night (USD)VRBO
From $385 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 $385 per night (USD)VRBO
From $658 per night (USD)Expedia
The Big Lebearski- AC, Grill, Fire Pit, Hot tub!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Big Lebearski is a modern Killington home located just off the main road and close to everything. While you relax at ...
From $658 per night (USD)Expedia
From $297 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 $297 per night (USD)VRBO
From $403 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 $403 per night (USD)VRBO
From $383 per night (USD)VRBO
⭐️Ski On-Ski Off Cozy Mountain Condo w/Real Wood Fire Place- King Bed 2-Bed/Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ski On-Ski Off!! Cozy-Beautiful mountain themed decorated condo is in the heart of Sunrise at Bear Mountain in Killingto ...
From $383 per night (USD)VRBO
From $1374 per night (USD)Expedia
Luxury 7BR/7BA Mountain Retreat with Sauna, Hot Tub, and Stunning Views
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 22
This is a spacious 7BR / 7BA Mountain Retreat with Panoramic Views, Sauna, Hot Tub and Game Room Killington Grandview H ...
From $1374 per night (USD)Expedia
From $342 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 $342 per night (USD)VRBO
From $1355 per night (USD)Expedia
The White House - Sleeps 16 - Killington Farmhouse - Hot Tub - Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 16
This charming and spacious two level white farmhouse 8 Bedrooms and 3 Baths is one house off Killington Road at the shut ...
From $1355 per night (USD)Expedia
From $612 per night (USD)VRBO
Ski On/Off at the Sunrise Mountain Chalet
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Our Ski On/Ski Off townhome is your gateway to the great outdoors. If you ski or board, you can access the biggest mount ...
From $612 per night (USD)VRBO
From $1386 per night (USD)VRBO
Upscale 4 Season Killington/Okemo Retreat with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
The home offers five bedrooms, a sleeping loft, three full bathrooms, and is modern and spacious enough to accommodate u ...
From $1386 per night (USD)VRBO
From $616 per night (USD)VRBO
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
This luxury home with scenic mountain views was designed for a relaxing getaway for a ski trip or summer adventure. Loca ...
From $616 per night (USD)VRBO
From $269 per night (USD)VRBO
Private Cabin/Pets OK/AC/Minutes to Hiking/Fast WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the beauty of Vermont at our private cabin. Situated on acres of wooded land next to a babbling brook, the cabin i ...
From $269 per night (USD)VRBO
Click For PricingVRBO
Killington Rental *Seasonal, Yearly, Weekday and Weekends Available for Discount
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Please Note: This is the bottom floor listing to HomeAway #4064899. This charming 1200 square foot 2 bedroom Killingto ...
Click For PricingVRBO
From $1174 per night (USD)Expedia
Relax at Bear Run: A spacious 5-bedroom retreat in Killington, VT, perfect for up to 12 guests
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to your home away from home! This spacious and updated three-level, five-bedroom residence is ideally situated j ...
From $1174 per night (USD)Expedia
From $517 per night (USD)VRBO
Sunrise Highlander L2 close to Sports Center and Bear Mountain
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Sunrise Mountain Resort Townhouse Welcome to this spacious four-bedroom, three-bath townhouse located in the beautiful ...
From $517 per night (USD)VRBO
From $708 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 Treat yourself to a memorable mountain escape in this beautifully updated three-b ...
From $708 per night (USD)Expedia
From $516 per night (USD)VRBO
Trail Creek: Ski home to renovated 1st floor, 1br condo. Sleeps 4.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
• Beautifully updated 1br condo with a comfortable sleeper sofa in the living room. • Smart TV's in every room. • Wal ...
From $516 per night (USD)VRBO
From $355 per night (USD)Expedia
Walk to Lifts & Village! Killington Mountain Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Mountain Green Resort Amenities | On-Site Ski Lockers | Mountain-View Balcony | Garage Parking & EV Charging No matter ...
From $355 per night (USD)Expedia
From $312 per night (USD)VRBO
The Sky's the Limit at Mountain Green 2BD/2BA: Close to Slopes / Discount Tickets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Perfect for couples, families, or friends, our bright and airy 4th-floor condo offers a cozy and modern retreat at the h ...
From $312 per night (USD)VRBO
From $251 per night (USD)Expedia
Beautiful Renovated 1BR/1BA Condo Next to Mountain 3C13
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This lovingly renovated one bedroom, one bathroom condo is located in the desirable Mountain Green Resort condo complex ...
From $251 per night (USD)Expedia
From $193 per night (USD)VRBO
Charming Studio Condo at Mt Green: Renovated, Steps to Mtn 3C13A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming Mountain Green hotel-room style condo has been lovingly remodeled by the owners and gives you the perfect ...
From $193 per night (USD)VRBO
From $278 per night (USD)Expedia
Beautiful Spacious Condo at Killington Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski ...
From $278 per night (USD)Expedia
From $915 per night (USD)VRBO
Okemo&Killington Retreat 90acre Private Mountain Getaway! Breathtaking View!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
TO BOOK NIGHT BEFORE OR SAME DAY PLEASE SEND US A MESSAGE AND WE WILL APPROVE! UNPARALLELED mountain views at the end o ...
From $915 per night (USD)VRBO
From $266 per night (USD)Expedia
The Killington Style Suite: Modern, Central Condo, 2RM 222
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Our brand new condo on the main access road in Killington, VT is the perfect place to stay for your mountain vacation. T ...
From $266 per night (USD)Expedia
From $173 per night (USD)VRBO
Apt 2A Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 0
- Sleeps:
- 0
If this unit is booked, please try similar units Apt 2B or Apt 3C in the same building. The building is a historical l ...
From $173 per night (USD)VRBO
From $192 per night (USD)Expedia
Apt 3C Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooli ...
From $192 per night (USD)Expedia
From $288 per night (USD)VRBO
Apt 3A Lake Bomoseen Inn “The Dog” with boat slip.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
The building is a historical landmark known as The Dog built in 1903 with modern electrical, plumbing, heating and cooli ...
From $288 per night (USD)VRBO
From $420 per night (USD)Expedia
TreeTops- AC, Pool, Tennis, Close to Resort/Biking
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This beautiful 4 bedroom (plus loft) ski-off unit was just renovated in 2021. Right next to the Killington Golf Course, ...
From $420 per night (USD)Expedia
From $561 per night (USD)VRBO
Views! Large 3600 sqft 3-floor Custom Chalet w/HVAC, fast WiFi, 18 private acres
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 13
June-August '26 special: 2 well-behaved pets stay for the rate of one - S'mores on us! Scenic, nearby lake, golf, hiking ...
From $561 per night (USD)VRBO
From $945 per night (USD)VRBO
Killington Home w/ Hot Tub, Mtn Views & Updates!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Unlimited opportunities for outdoor recreation await in Killington. This spacious vacation rental features 4 bedrooms, 3 ...
From $945 per night (USD)VRBO
From $220 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 $220 per night (USD)VRBO
From $253 per night (USD)Expedia
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Hidden Gem of Vermont. Nestled on the backside of Okemo mountain this newly renovated cozy cabin is the perfect pla ...
From $253 per night (USD)Expedia
From $471 per night (USD)VRBO
Ski, Ride,Relax, Read in this Exclusive Luxury, family friendly Vermont getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This luxury and unique townhome offers something for everyone! Located right off the access road in the Woods Resort and ...
From $471 per night (USD)VRBO
From $253 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 $253 per night (USD)VRBO
From $1262 per night (USD)VRBO
Heavenly Killington luxury home on Killington Road
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to our new luxury ski home—Heavenly Killington—situated directly on the Killington Access Road. Built with moder ...
From $1262 per night (USD)VRBO
From $305 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. Near Golf Course
- 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 $305 per night (USD)Expedia
From $521 per night (USD)VRBO
BearLeft- AC, Pool, Hot Tub, Grill, Deck, FirePlace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Your group will be minutes from the slopes and everything else along the main Killington access road. This is the left u ...
From $521 per night (USD)VRBO
From $410 per night (USD)Expedia
Pinnacle E23 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This wonderful 3 bedroom/2 bath Pinnacle has been completely renovated. It features 6 beds (Twin bunk beds, 3 twins, 1 ...
From $410 per night (USD)Expedia
From $1224 per night (USD)VRBO
☆ SKI ON/OFF! ☆ Spruce Glen 4 acre Retreat on Great Eastern Trail
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
This listing is for the entire 4 acre trailside Spruce Glen complex on Great Eastern Ski trail - 2 Cabin Duplexes (4 ful ...
From $1224 per night (USD)VRBO
From $465 per night (USD)VRBO
Charming getaway cottage by the Green Mountains/Killington/Okemo in Vermont!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Ease up in our newly refurbished and adorable 200 year old house close to hiking trails and the ski slopes in Vermont! ...
From $465 per night (USD)VRBO
From $400 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. Near Golf Course
- 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 $400 per night (USD)VRBO
From $293 per night (USD)Expedia
Pinnacle F10 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pinnacle F10 is a fabulous two-bedroom close to everything - shuttle pick up is right by the door of the unit to the mou ...
From $293 per night (USD)Expedia
From $429 per night (USD)VRBO
Pinnacle Condo | Pool, Hot Tub | Golf Nearby A19
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Pinnacle A19 – Spacious Killington Condo Near the Slopes Pinnacle A19 is a bright and fully equipped three-bedroom, two ...
From $429 per night (USD)VRBO
From $351 per night (USD)Expedia
Pinnacle D23 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This three-bedroom, two-bathroom Killington vacation winter-themed condominium is roomy and bright with an updated and u ...
From $351 per night (USD)Expedia
From $351 per night (USD)VRBO
Pinnacle Condo | Pool, Hot Tub | Golf Nearby A17
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy this fully equipped three-bedroom Pinnacle condominium located just 0.06 miles from Killington Ski Resort. With a ...
From $351 per night (USD)VRBO
From $351 per night (USD)Expedia
Pinnacle Condo | Pool, Hot Tub | Golf Nearby A20
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This comfortable and cozy three-bedroom, two-bathroom condominium sleeps up to eight guests and is located just 0.06 mil ...
From $351 per night (USD)Expedia
From $267 per night (USD)VRBO
Pinnacle A13 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This expertly decorated, well-lit one-bedroom Pinnacle unit is located just 0.06 miles from Killington Resort and offers ...
From $267 per night (USD)VRBO
From $320 per night (USD)Expedia
Pinnacle Condo | Pool, Hot Tub | Golf Nearby A15
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pinnacle A15 is a fully equipped, well-decorated two-bedroom, two-bathroom condominium located just 0.06 miles from Kill ...
From $320 per night (USD)Expedia
From $293 per night (USD)VRBO
Pinnacle E07 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pinnacle E07 is a two-bedroom, two-bathroom unit. This condominium can sleep up to 6 people and is located .05 miles fro ...
From $293 per night (USD)VRBO
From $896 per night (USD)Expedia
Lakefront Paradise Near Okemo & Killington
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
Beautiful in all seasons, this 6-bedroom, 4.5-bath vacation rental is ideal for hikers, skiers, and lake-goers alike. De ...
From $896 per night (USD)Expedia
From $419 per night (USD)VRBO
The Woods Resort and Spa Killington: 2 BR / 2 BA Renovated Condos w/ Great Amenities V7
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to The Woods Spa and Resort! This beautiful, sprawling condo complex is located right off the main road in Killi ...
From $419 per night (USD)VRBO
From $351 per night (USD)Expedia
Pinnacle B24 Condo | Pool, Hot Tub | Golf Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cozy and Comfortable Three-Bedroom Pinnacle Condo – Sleeps 8 This spacious, bright Pinnacle condominium is perfect for ...
From $351 per night (USD)Expedia
From $344 per night (USD)VRBO
Private lake-front cabin with walk-in access to water, next to state park.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Come stay at our family "Camp VT" and watch the sun rise across the 1.5 mile unobstructed view of Lake Bomoseen. Large g ...
From $344 per night (USD)VRBO
From $198 per night (USD)Expedia
Killington Bill Condo w/ Kitchenette Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our Killington studio is a great place to stay whether you're in the area to ski, mountain bike, hike, antique, taste be ...
From $198 per night (USD)Expedia
From $674 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 $674 per night (USD)VRBO
From $288 per night (USD)Expedia
Cozy Home, Minutes from Killington! Washer/Dryer & Free Disney+/Peacock!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Hello and welcome to my Vermont retreat! Please come in, make yourself comfortable, and relax. When you choose my home, ...
From $288 per night (USD)Expedia
From $304 per night (USD)VRBO
Mt Green 2BR/2BA Condo: Close to Resort and Skiing. 3B7
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This older, two bedroom, two bathroom condo is located just steps to Killington Mountain in the main building at Mountai ...
From $304 per night (USD)VRBO
From $450 per night (USD)Expedia
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 $450 per night (USD)Expedia
From $464 per night (USD)VRBO
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 $464 per night (USD)VRBO
From $240 per night (USD)Expedia
Paging Dr. Powder Condo with Mountain Views on Shuttle Route
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming one-bedroom condo at the Fall Line Condominium Complex in Killington, Vermont! With comfortable ...
From $240 per night (USD)Expedia
From $242 per night (USD)VRBO
Pico D305 condo ski on/off The best family mountain with access to the Pico Fitness Center
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Pico D305 – Ski-In Convenience and Cozy Comfort at the Base of Pico Mountain Welcome to Pico D305, a beautiful one-bedr ...
From $242 per night (USD)VRBO
From $147 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 $147 per night (USD)VRBO
From $1388 per night (USD)VRBO
Massive Killington Mountain Lodge - Hot Tub + Sauna + Close to Killington & Pico
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Bring the whole group to this spacious Killington mountain lodge designed for ski trips, family reunions, golf weekends, ...
From $1388 per night (USD)VRBO
From $268 per night (USD)VRBO
Cozy 4-season COTTAGE—Summer/Fall, weekends or weeks; WINTER, ski season only
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
See below for our Seasonal Booking Policy (deep discounts for full winter season) A cozy 4-season Vermont mountain cot ...
From $268 per night (USD)VRBO
From $696 per night (USD)VRBO
Trail Creek ski home/walk to lift 3 bedroom 3.5bath end unit upgraded sauna pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
End unit So if you do not want anyone above you in ski boots making noise think about booking a loft unit either this o ...
From $696 per night (USD)VRBO
From $720 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 $720 per night (USD)VRBO
From $1271 per night (USD)VRBO
DancingBears- 8BR, 2 Hot Tubs, 2 Homes, Game Room, AC!
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 16
Dancing Bears is a two home compound in the heart of Killington. Great location just off the access road, minutes to th ...
From $1271 per night (USD)VRBO
From $537 per night (USD)Expedia
HappyCub- AC, Hot Tub, Fire Pit, Game Room!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
HappyCub is a comfortable four-bedroom, two-bath home in the heart of Killington, with plenty of room for families and f ...
From $537 per night (USD)Expedia
From $547 per night (USD)VRBO
BearVaria AC, Hot Tub, Fire Pit Grill, FrisbeeGolf
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bear-varia! A Bavarian themed chalet in the heart of Killington. Close to everything with a great location ...
From $547 per night (USD)VRBO
From $524 per night (USD)Expedia
CountryBear- AC, Pool, Hot Tub, Fire Pit, Grill
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Enjoy a true Vermont experience in this home that is one of the original homes to the area. Built in 1850, this charming ...
From $524 per night (USD)Expedia
From $794 per night (USD)VRBO
6 Minute Walk to Mountain Top Inn 4 BR, Sleeps 10, Pet Friendly, Views & Grill
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with family or friends at this pet friendly country cottage, sleeps 10, with mountain views. Sit on the deck overl ...
From $794 per night (USD)VRBO
From $421 per night (USD)Expedia
PicoVillage Resort G301-Beautiful contemporary style 2-bedroom,2-bath condo with the comfort of home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Pico G301 — Slopeside Comfort at Pico Mountain Brought to you by GetAway Welcome to Pico G301, your ideal mountain geta ...
From $421 per night (USD)Expedia
From $935 per night (USD)VRBO
Ski-in Ski-out Killington Chalet on Great Eastern Trail, Huge Loft + 4 Bedrooms
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
A true chalet! Ski straight onto Killington’s Great Eastern ski trail from this true ski-in/ski-out Vermont chalet. A-fr ...
From $935 per night (USD)VRBO
From $366 per night (USD)Expedia
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 $366 per night (USD)Expedia
From $745 per night (USD)VRBO
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 $745 per night (USD)VRBO
From $291 per night (USD)VRBO
Autumn Escape - Chalet Retreat in the Heart of the Mountains. Dog friendly!
- 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 $291 per night (USD)VRBO
From $1344 per night (USD)VRBO
Entire Killington Cabin Duplex: 8BR, Two Kitchens and Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 8
- Sleeps:
- 20
The Cabin at Killington: The Entire 8-Bedroom Duplex Book the entire Cabin at Killington duplex for exclusive access to ...
From $1344 per night (USD)VRBO
From $971 per night (USD)Expedia
Great Escape Ski Lodge: Your Ultimate Trailside Getaway Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Great Escape — Your Ultimate Trailside Getaway Brought to you by GetAway Special Offer: Available for MLK Weekend — Janu ...
From $971 per night (USD)Expedia
From $557 per night (USD)VRBO
Cow Barn converted into a beautiful spacious home.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Our place is located in a valley surrounded by the Green Mountain National Forest, Dorset Mountain and Danby Mountain. ...
From $557 per night (USD)VRBO
From $691 per night (USD)VRBO
Flower Brook Farm
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 16
Flower Brook Farm, the perfect place to gather with friends or family in any season: Ski or sled on snowy winter peaks, ...
From $691 per night (USD)VRBO
From $510 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 $510 per night (USD)VRBO
From $407 per night (USD)Expedia
Killington area home - 4-seasons, hot tub and A/C
- 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 $407 per night (USD)Expedia
From $368 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 $368 per night (USD)VRBO
From $701 per night (USD)Expedia
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
At Timberline G3 in Sunrise Village, you truly 'have it all'. Sunrise is an ideal area for families, couples and groups ...
From $701 per night (USD)Expedia