Rutland Area Rentals
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 $1210 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 $1210 per night (USD)VRBO
From $374 per night (USD)VRBO
Trail Creek 12 on the ski back trail with an indoor pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bright & Updated Trail Creek Condo – Perfect for Families This beautifully renovated Trail Creek condo offers the ideal ...
From $374 per night (USD)VRBO
From $380 per night (USD)Expedia
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 $380 per night (USD)Expedia
From $770 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 $770 per night (USD)VRBO
From $716 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 $716 per night (USD)VRBO
From $1226 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 $1226 per night (USD)VRBO
From $1262 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 $1262 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 $276 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 $276 per night (USD)Expedia
From $404 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 $404 per night (USD)VRBO
From $701 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 $701 per night (USD)VRBO
From $230 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 $230 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 $868 per night (USD)Expedia
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 ...
From $868 per night (USD)Expedia
From $1356 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 $1356 per night (USD)VRBO
From $231 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 $231 per night (USD)Expedia
From $739 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 $739 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 $296 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 $296 per night (USD)VRBO
From $635 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 $635 per night (USD)VRBO
From $812 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 $812 per night (USD)VRBO
From $395 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 $395 per night (USD)VRBO
From $759 per night (USD)VRBO
Log Home# w/ Incomparable Peace, Serenity, Privacy And The First Class Amenities
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
The log home is located in MT. Holly Vermont in the town of Belmont, which is minutes from Okemo and Jackson Gore ski re ...
From $759 per night (USD)VRBO
From $445 per night (USD)Expedia
Hemlock Ridge 6A is a cute updated townhouse located very close to Killington night life. (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Quietly secluded, Hemlock Ridge is conveniently located near the heart of Killington's fast-paced scenery. With its moun ...
From $445 per night (USD)Expedia
From $926 per night (USD)VRBO
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Northeast Passage Chalet is a beautiful retreat tucked away at the end of a private road, offering comfort, convenience, ...
From $926 per night (USD)VRBO
From $687 per night (USD)VRBO
Luxury Log Home,WiFi, Privacy,Pond,stream,waterfall - 10 minutes to Okemo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Be pampered with authentic Vermont charm + sensible luxury. Four bedrooms plus a futon in the ping pong room for an ext ...
From $687 per night (USD)VRBO
From $280 per night (USD)VRBO
Ski right to your newly remodled great condo, enjoy woodburning fireplace & SAVE
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Convenient & affordable! Must have a phone interview before final approval. Located in Killingtons' main basin area, at ...
From $280 per night (USD)VRBO
From $584 per night (USD)VRBO
Stunning Mountain and Water Views Minutes to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
4-season retreat in Mount Holly, VT is a peaceful 11+ acre oasis surrounded by breathtaking mountain and water views in ...
From $584 per night (USD)VRBO
From $453 per night (USD)VRBO
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
The Cabin at Killington is a beautiful wood-beam home nestled in the Green Mountains of Vermont and the perfect all seas ...
From $453 per night (USD)VRBO
From $700 per night (USD)Expedia
Three bedroom Private home with Beautiful Views & Short Walk to the Home Stretch Trail! Frosty
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your ideal mountain escape! This delightful 3-bedroom plus loft private home is perfectly situated just a lei ...
From $700 per night (USD)Expedia
From $382 per night (USD)VRBO
Woods V17: 2-Bed + Loft with Fireplace and sports center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Woods 17 at The Woods Resort & Spa, a beautifully spacious 2-bedroom, 2-bathroom plus loft unit that comforta ...
From $382 per night (USD)VRBO
From $612 per night (USD)VRBO
Lake Bomoseen sleeps 10 close to Killington and Pico.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Lakefront year round home with gorgeous views and 130 feet of private waterfront on Vermont’s largest lake for water spo ...
From $612 per night (USD)VRBO
From $464 per night (USD)VRBO
Hawk Landing: A cozy 3-bedroom retreat perfect for families and pet-friendly getaways.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Escape to Hawk Landing, a charming three-bedroom, two-bathroom home nestled in the scenic mountains of Pittsfield, Vermo ...
From $464 per night (USD)VRBO
From $447 per night (USD)Expedia
Charming 2-Bedroom Edgemont Condo with Ski Home Access A2
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Charming Two-Bedroom Edgemont Condo with Ski Home Trail Access Welcome to your delightful mountain retreat! This invitin ...
From $447 per night (USD)Expedia
From $524 per night (USD)VRBO
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 $524 per night (USD)VRBO
From $363 per night (USD)Expedia
Cozy Edgemont Condo Unit A1 in Killington - Perfect for Ski Enthusiasts!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy One-Bedroom Edgemont Condo at the Base of Killington Mountain Welcome to your charming retreat! This modestly decor ...
From $363 per night (USD)Expedia
From $306 per night (USD)VRBO
Classic 1920s Farmhouse Beautifully Restored, Idyllic Setting with EV charging
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Built in the 1920s, the Botsford Farmhouse had always been a warm and welcoming home where friends gather and families c ...
From $306 per night (USD)VRBO
From $440 per night (USD)VRBO
Luxury Ski & Summer Condo with Private Sauna, #45.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Contactless checkin steps from Killington Skiing/ Mountain Biking/ Adventure Center, refurbished ski-home condo with its ...
From $440 per night (USD)VRBO
From $601 per night (USD)VRBO
Get away from the crowd. 400 private acres. Vermont's fresh air. Sleeps 2-14.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
HIDDEN VALLEY FARM Hidden Valley Farm is a picturesque country farm on 400+ acres of land in a quiet, end-of-the-road, ...
From $601 per night (USD)VRBO
From $1174 per night (USD)VRBO
5 BR 3.5 Bath Killington Home with Hot Tub, Huge Dining Table, K1 Parking pass
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
95 Rock offers a unique Killington vacation experience. It's hard to say which season is best suited for this secluded ...
From $1174 per night (USD)VRBO
From $403 per night (USD)VRBO
Romance, and Relax as You Rejuvenate at Our Lake House Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Relaxing at the outside deck or on the screened porch allow for breathtaking panoramic views of the activity on this maj ...
From $403 per night (USD)VRBO
From $1167 per night (USD)Expedia
Beautiful New 5-bedroom Home Near Skiing, Hiking, Golf, Weddings, Lake, Foliage
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Newly Constructed 5000 SF Home with five (5) large bedrooms, three (3) large bathrooms and a large wrap around cedar dec ...
From $1167 per night (USD)Expedia
From $450 per night (USD)VRBO
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Sunrise - West Glade -J2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $450 per night (USD)VRBO
From $1356 per night (USD)VRBO
Luxury All Season Belmont Home close to Okemo/Killington , VAST trail & Lakes
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious all season home located on 88 acres in Belmont/Mt Holly near Okemo, Killington, VAST trails, golf and lakes. ...
From $1356 per night (USD)VRBO
From $418 per night (USD)VRBO
Winter Brook newly renovated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winter Brook has been totally renovated. There is a wonderful new kitchen, wood floors, luxurious bathrooms and new fur ...
From $418 per night (USD)VRBO
From $311 per night (USD)VRBO
Trail Creek pool/sauna/jacuzzi King, Queen sofa sleep 2Full Baths Two Level Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
New kitchen appliances, new counter top, one bathroom completely redone with granite in the bathroom upstairs and mar ...
From $311 per night (USD)VRBO
From $734 per night (USD)VRBO
Condo 1 Slopeside One Bedroom Hot tub and Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to the sunshine of the slopeside in this one-bedroom condo, where you can enjoy the exclusive private outdoor hot ...
From $734 per night (USD)VRBO
From $381 per night (USD)VRBO
Charming Cozy Cottage with Stunning Views - Minutes from Manchester and Dorset
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fully renovated, this cottage features a large kitchen with everything needed to prepare all kinds of meals. In additio ...
From $381 per night (USD)VRBO
From $376 per night (USD)VRBO
Water front home with large two tiered deck! 2 bathrooms 😂
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This house is located right on the lake, on a very quiet and peaceful road. The property is great for swimming, fishing, ...
From $376 per night (USD)VRBO
From $1267 per night (USD)VRBO
The Navillus House with Hot tub Slopeside & A/C
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Come and explore Killington from our breathtaking Navillus House! This newly renovated slope-side home is ideally placed ...
From $1267 per night (USD)VRBO
From $927 per night (USD)VRBO
Retro A-Frame Mountain Chalet with Hot Tub – 7 Min to Killington K1 Lodge
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Keep it simple at this cozy mid century mountain chalet, centrally-located 9 minutes from Killington K1 Lodge. Listen to ...
From $927 per night (USD)VRBO
From $789 per night (USD)VRBO
Condo 7 Trailside Village Slopeside One Bedroom w/Hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Spectacular Slopeside One Bedroom Condo with private outdoor hot tub spa exclusive to the unit, private cedar sauna, was ...
From $789 per night (USD)VRBO
From $829 per night (USD)VRBO
Breathtaking Views & Walking Distance to the Fabulous Mountain Top Inn Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The mountain retreat has stunning views of the Chittenden Reservoir and horse pasture. Take in all of the beauty of the ...
From $829 per night (USD)VRBO
From $734 per night (USD)Expedia
Beautiful 4-bedroom House and Treehouse 5 min to skiing, hiking, golf, biking.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
There is so much to do in Killington Vermont. No matter the season, winter, spring, summer or fall. The landscape and ...
From $734 per night (USD)Expedia
From $298 per night (USD)VRBO
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or ...
From $298 per night (USD)VRBO
From $603 per night (USD)VRBO
Spacious And Beautiful Luxury Home In Killington
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Our Killington home is the perfect place to spend your vacation. This modern, spacious house is over 4,000 sq/ft. with 4 ...
From $603 per night (USD)VRBO
From $216 per night (USD)VRBO
Recently updated home with shared hot tub, pool, and easy ski access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Woods - Village-11 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $216 per night (USD)VRBO
From $377 per night (USD)VRBO
Stay in a cozy home close to everything, w/hot tub and PET FRIENDLY.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located just off Killington Road near The Foundary, Killington Cottage is a private yet easily accessible home offerin ...
From $377 per night (USD)VRBO
From $476 per night (USD)VRBO
Beautiful Killington VT Ski & Mountain Bike 5 Season House
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Location: Killington, Vermont, USA (Pittsfield - 8 miles to Killington slopes) Accommodations: House, 5 Bedrooms + livi ...
From $476 per night (USD)VRBO
From $971 per night (USD)VRBO
Hot tub, pool table, wet bar, shuffleboard, whole house generator
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 20
Our Lodge in Mount Holly has been completely redesigned to accommodate large groups that want a true vacation in the mou ...
From $971 per night (USD)VRBO
From $545 per night (USD)VRBO
Trail Creek Upper unit 2Br/2Bath King/Twins + Queen + loft on ski home trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nothing says it better than Location! This upper unit (less noise) is located right next to the ski home trail, and a ...
From $545 per night (USD)VRBO
From $629 per night (USD)VRBO
Premier ski/in/out Killington/Sunrise townhome 3BDR/Sleep6 spa/gym/holiday rates
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This large and comfortable Ski In/Ski Out family owned end townhouse is perfectly situated within Killington Ski Resort ...
From $629 per night (USD)VRBO
From $281 per night (USD)VRBO
Elegant Cottage on Lake Bomoseen Vermont
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Lakefront cottage with direct access to lake and docks. 840 square feet. One bedroom with queen size high quality bed ...
From $281 per night (USD)VRBO
From $521 per night (USD)VRBO
🍁Fall Weekend Getway! Book Now!🍁
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
30 minutes to Stratton/Bromley, less than an hour to Killington/Okemo! Less than 5 miles to the Vermont Summer Festival ...
From $521 per night (USD)VRBO
From $653 per night (USD)VRBO
2400sq.ft of relaxation. Only 7-10 Miles from Killington and Pico
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
This very large open floor plan has so much to offer. Starting with the huge parking lot to accommodate your winter or s ...
From $653 per night (USD)VRBO
From $547 per night (USD)VRBO
Vermont Lakefront Paradise
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
We are pleased to announce the completion of a total renovation of our Vermont lake house. It took longer than expected, ...
From $547 per night (USD)VRBO
From $319 per night (USD)VRBO
Two bedroom home on Northwest shore of Beautiful Lake St. Catherine with kayaks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Year round Vermont lake front home with large deck facing the lake. Amenities include central air conditioning, flat sc ...
From $319 per night (USD)VRBO
From $763 per night (USD)Expedia
25 Rocky Ridge Rd - Killington Retreat: Group Ski House! Close to Mountain! Hot Tub.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
25 Rocky Ridge Road - The Killington Mountain Retreat is the perfect place for your holiday. This pet-friendly 6 room, 3 ...
From $763 per night (USD)Expedia
From $422 per night (USD)VRBO
Two Cottages at Waters Edge with Spectacular View of Water and Mountains
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
One three bedroom newly renovated cottage at waters edgewith new deck connected to covered porch and a second newly reno ...
From $422 per night (USD)VRBO
From $151 per night (USD)VRBO
Visit- Stayinvermont.org - Fiber-optic one gigabit per second. Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Classic Vermont In Quaint Village Near Skiing, Shopping, And Great Food. This 1825 home in the storybook village of Wal ...
From $151 per night (USD)VRBO
From $274 per night (USD)VRBO
3 bedroom Cottage at Waters Edge with Spectacular view of water and mountains
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Cottage is one of two located on .6 acres of awesome lake frontage. New front deck connected to porch added in 2022. Ple ...
From $274 per night (USD)VRBO
From $678 per night (USD)Expedia
Spacious Townhouse on the Killington Access Road
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3+ bedroom, 3 bathroom, 3-level end-unit townhouse on the Killington Access Road, just minutes from the lifts. Perfect ...
From $678 per night (USD)Expedia
From $447 per night (USD)VRBO
Immaculate Cottage in Belmont Mt Holly: Ski Okemo, Killington, VAST,lakes, golf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Immaculate cottage in Belmont, Mt Holly! Radiant Heat keeps you cozy warm in winter- One bedroom with queen bed , Loft ...
From $447 per night (USD)VRBO
From $278 per night (USD)VRBO
Charming Converted Horse Barn
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 6
Lots of Vermont charm in this home! The bedrooms were originally horse stalls and kids just love that magic! Fully stock ...
From $278 per night (USD)VRBO
From $1420 per night (USD)VRBO
True ski in/out condo at The Lodges - Trailside Luxury w/ pool & hot tub access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
If the perfect location for your vacation is key and you're looking for a recently updated property, then Sun Dog Lodge ...
From $1420 per night (USD)VRBO
From $238 per night (USD)VRBO
Killington 2 Bdrm Condo on Access Rd. w/ Health Spa and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful condo in natural wooded setting on Killington's Access Road. Just a few minutes ride to the slopes! Upper, ...
From $238 per night (USD)VRBO
From $810 per night (USD)VRBO
Mountain Retreat: 4 Bedroom / 2 Bath, Ski In, Bus Out - Sleeps 10
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious 4BR/2BA Condo – Sleeps 10 – Whiffletree, Killington Welcome to Whiffletree Condominiums, perfectly situated in ...
From $810 per night (USD)VRBO
From $386 per night (USD)VRBO
Trail Creek Top Two Floor End Unit 2 Full Bath 2 Queen Beds plus a sleeper sofa
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This is a top two floor unit "loft unit" so no one above you to make noise with ski boots etc. there are two queen beds ...
From $386 per night (USD)VRBO
From $1643 per night (USD)VRBO
Hideaway Chalet-Sleeps 24 Perfect location 2min to ski slopes HOT TUB
- Bedrooms:
- 5
- Bathrooms:
- 8
- Sleeps:
- 24
If you're looking for a large rental property close to best ski slopes to accommodate multiple families or lots of singl ...
From $1643 per night (USD)VRBO
From $462 per night (USD)VRBO
Trail Creek 3 bed 2.5 bath Sauna/Jet Tub/pool/hot tub ski home on shuttle
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is an end unit with no one above or below you. It is important not to rent a unit with anyone above you especially ...
From $462 per night (USD)VRBO
From $1542 per night (USD)VRBO
KILLINGTON HOME W/INLAW/HOT TUB/BAR/GAME ROOM
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Our Large Killington Home is +/- 5000 Sq. Feet Per Town Records (Accurate). There is an attached in-law apartment comple ...
From $1542 per night (USD)VRBO
From $245 per night (USD)Expedia
Okemo Ski Getaway in Mount Holly/Ludlow VT Under 5 miles to the slopes.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our 3 bedroom vacation home is located under 10 minutes drive to Jackson Gore just 4.7 miles and Okemo just 6.7 miles.. ...
From $245 per night (USD)Expedia
From $185 per night (USD)VRBO
Ski in/ski out at Pico Mountain Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently renovated. Located steps from main lodge of Pico Sports Village, our 2 bedroom, 2 bath condo is ideal for a gre ...
From $185 per night (USD)VRBO
From $269 per night (USD)VRBO
Newer One bedroom cottage at water's edge on Lake St. Catherine with kayaks
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Architect's Private retreat built in 2008 with open floor plan and a wall of windows facing the lake. The first floor li ...
From $269 per night (USD)VRBO
From $892 per night (USD)VRBO
Newly updated Ski House w/ Outdoor Hot Tub & Game room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated Mountain Biking & Ski House! The living room, dining area and kitchen are all in one open area which i ...
From $892 per night (USD)VRBO
From $898 per night (USD)VRBO
Beautiful Killington Mountain Views - 2.1 miles to New Killington Base Lodge
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
Beautiful Mountain Views of Killington.307 Roaring Brook Road location, arguably the best road in Killington. Surrounded ...
From $898 per night (USD)VRBO
From $1978 per night (USD)VRBO
Luxury Topridge Ski in/out 3 story townhouse with direct access to SunDog Trail
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Beautiful 4 3bedroom/4 FULL bathrooms plus room in basement overlooking Bear Mountain in Killington VT. Unit is located ...
From $1978 per night (USD)VRBO
From $888 per night (USD)VRBO
Killington Sun Dog Trail ski-on ski-off 2 bedroom 2 bathroom 1st floor condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Best Spring skiing in the East! Enjoy a family ski vacation in our spacious 2 bedrooms 2 bath condo. Experience a true s ...
From $888 per night (USD)VRBO
From $367 per night (USD)VRBO
Killington Mountain Ski resort five minutes away
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 10
The Killington Resort area offers four seasons of activities to enjoy, such as; Winter: World Class Skiing/Snow Boarding ...
From $367 per night (USD)VRBO
From $420 per night (USD)Expedia
Tastefully decorated Condo, pool, hot tub, sports center - Highridge C8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Highridge C8 Condominium Welcome to Highridge C8, a tastefully decorated one-bedroom with a loft that comfortably sleeps ...
From $420 per night (USD)Expedia
From $557 per night (USD)VRBO
Pico Mountain Resort Ski Chalet, Ski-on/Ski-Off, 4BR/2BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come stay at our newly renovated ski chalet at Pico Mountain Resort, park in the 2-car garage and relax, no need to go a ...
From $557 per night (USD)VRBO
From $579 per night (USD)VRBO
The mountains are calling! Renovated 2 Bdrm 3 Bath 4 queen beds close to all
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 9
This large newly renovated three room suite is located off the Killington access rd with less than a five minute drive t ...
From $579 per night (USD)VRBO
From $267 per night (USD)VRBO
Splendid Green Mountain Retreat with Views & Pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
***Enhanced cleaning measures are being implemented in response to COVID-19 so check-in will be at 5:00 p.m. and check- ...
From $267 per night (USD)VRBO
From $334 per night (USD)Expedia
Modern Killington Farmhouse Condo: Close to it all! 412
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Welcome to our ground-floor renovated condo in picturesque Killington, Vermont. This modern farmhouse-style retreat offe ...
From $334 per night (USD)Expedia
From $243 per night (USD)VRBO
Rustic Retreat Cozy and Pet friendly Log Cabin in the Woods.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Breath-taking views of mountains, ponds and wildlife are in store from your hillside log cabin. Four hundred secluded ac ...
From $243 per night (USD)VRBO
From $258 per night (USD)VRBO
Killington Condo with 3 Flat Screen TVs, pool & tennis !
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
This Charming 2 Bedroom Killington Gateway Condo sleeps 5-8 comfortably for the perfect family, couples or friends mount ...
From $258 per night (USD)VRBO
From $198 per night (USD)VRBO
Updated Ski-In, Ski-Out at Pico Mountain.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Thanks for visiting. ***WE DO NOT ACCEPT INSTANT BOOKINGS*** Please send an inquiry and describe your group, including ...
From $198 per night (USD)VRBO
From $1642 per night (USD)VRBO
Killington Big House: Largest Vacation Rental in Killington
- Bedrooms:
- 11
- Bathrooms:
- 12
- Sleeps:
- 30
Killington Big House is a large luxury vacation rental house renovated and fully upgraded, located in Killington, Vermon ...
From $1642 per night (USD)VRBO