Rutland Area Rentals
From $505 per night (USD)VRBO
Colony Club C12 Located in the heart of Killington is a beautiful spacious townhouse with plenty of space for multiple families to vacation together. (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Colony Club C12, located in the heart of Killington, features breathtaking views of Killington resort. This three-bedroo ...
From $505 per night (USD)VRBO
From $372 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 $372 per night (USD)Expedia
From $592 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 $592 per night (USD)VRBO
From $427 per night (USD)VRBO
Amazing waterfront retreat on Lake St. Catherine
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 10
A new construction, scenic water front retreat, on Lake St. Catherine with all the comforts of home. This spacious lake ...
From $427 per night (USD)VRBO
From $675 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 wonderful hot tub house located at the end of a private road. There are two wonderful liv ...
From $675 per night (USD)VRBO
From $672 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. A perfect getaway with privacy in Belmont, a small gem of a ...
From $672 per night (USD)VRBO
From $232 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 $232 per night (USD)VRBO
From $621 per night (USD)Expedia
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 $621 per night (USD)Expedia
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
Click For PricingExpedia
Lakewood Lodge is the perfect family getaway that accepts pets. (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Lakewood Lodge on Kent Pond – Dog-Friendly and Perfect Year-Round Winter or summer, dog-friendly Lakewood Lodge on Kent ...
Click For PricingExpedia
From $530 per night (USD)VRBO
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 $530 per night (USD)VRBO
From $361 per night (USD)Expedia
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 $361 per night (USD)Expedia
From $616 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 $616 per night (USD)VRBO
From $464 per night (USD)Expedia
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)Expedia
From $272 per night (USD)VRBO
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 $272 per night (USD)VRBO
From $383 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 $383 per night (USD)VRBO
From $405 per night (USD)VRBO
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 $405 per night (USD)VRBO
From $260 per night (USD)Expedia
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 $260 per night (USD)Expedia
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 $7345 per night (USD)VRBO
37 BR Country Farm House Perfect Venue for Vermont Wedding, Retreat Reunion
- Bedrooms:
- 33
- Bathrooms:
- 37
- Sleeps:
- 74
The Knot's Best of Wedding 2018, 2019 & 2020 Winner! From casual to elegant, we can help build your dream wedding and h ...
From $7345 per night (USD)VRBO
From $869 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 $869 per night (USD)VRBO
From $891 per night (USD)VRBO
Condo #6 Trailside Village Slopeside Hot tub/Sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience pure luxury in this spectacular three-bedroom slopeside condo complete with exclusive access to a private out ...
From $891 per night (USD)VRBO
From $2300 per night (USD)VRBO
Slopeside Estate House Luxurious Home in Killington
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
The Slopeside Estate features Five Bedrooms and Four Full-Size Custom Bathrooms, covering four floors of elegant living ...
From $2300 per night (USD)VRBO
From $654 per night (USD)VRBO
4 miles to Killington - 8 person hot tub
- 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 $654 per night (USD)VRBO
From $588 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 $588 per night (USD)VRBO
From $1089 per night (USD)VRBO
K6 Topridge Unit 30A Slopeside with Private Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Topridge 30A features incredible views of Killington's Bear Mountain, while providing slopeside access two steps outside ...
From $1089 per night (USD)VRBO
From $405 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 $405 per night (USD)VRBO
From $650 per night (USD)VRBO
The Apartment at the Slopeside Estate House!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy stunning mountain views and access to the slopeside trails right outside your door when you stay at Apartment at S ...
From $650 per night (USD)VRBO
From $929 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 $929 per night (USD)VRBO
From $363 per night (USD)Expedia
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 $363 per night (USD)Expedia
From $2420 per night (USD)VRBO
The Mountainside House - Luxury Home in Killington
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the most exclusive slopeside rental property in all of Killington, supported by legendary customer service! T ...
From $2420 per night (USD)VRBO
From $271 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 $271 per night (USD)VRBO
From $509 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 $509 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 $354 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 $354 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 $859 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 $859 per night (USD)VRBO
From $310 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 $310 per night (USD)VRBO
From $1048 per night (USD)VRBO
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 $1048 per night (USD)VRBO
From $790 per night (USD)VRBO
The Matterhorn House Spectacular Views/Sauna/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This property has the most amazing views of the Vermont Upper Valley. ENJOY THE WARM VERMONT SUMMER AT THE MATTERHORN HO ...
From $790 per night (USD)VRBO
From $735 per night (USD)VRBO
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 $735 per night (USD)VRBO
From $1044 per night (USD)VRBO
The 76 House Hot tub/Sauna/Slopeside/Central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
THE BRAND NEW AC SYSTEM IS HAPPENING AT OUR 76 HOUSE. IT IS ALL AROUND THE HOUSE, AND READY FOR YOU TO COME AND ENJOY TH ...
From $1044 per night (USD)VRBO
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 $261 per night (USD)Expedia
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 $261 per night (USD)Expedia
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 $420 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 $420 per night (USD)VRBO
From $686 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 $686 per night (USD)VRBO
From $543 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 $543 per night (USD)VRBO
From $327 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 $327 per night (USD)VRBO
From $386 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 $386 per night (USD)VRBO
From $596 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 $596 per night (USD)VRBO
Click For PricingExpedia
Updated home 3 MIN TO PICO skiing. 15 MIN TO Killington Mtn. LOCATION!!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located just 3 minutes from Pico Mountain skiing, and just 15 minutes from the Killington Resort base lodges, this home ...
Click For PricingExpedia
From $521 per night (USD)VRBO
🌻 Summer in Beautiful Vermont! 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 $560 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 $560 per night (USD)VRBO
From $554 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 $554 per night (USD)VRBO
From $269 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 $269 per night (USD)VRBO
From $916 per night (USD)VRBO
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 $916 per night (USD)VRBO
From $270 per night (USD)VRBO
Great views of the Green Mountains of Vt.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Come and stay in this perfect family camp overlooking pristine Lake St. Catherine and the majestic Green Mountains of Ve ...
From $270 per night (USD)VRBO
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 $485 per night (USD)VRBO
All Season Three Level Log Vacation Home On 21 Acres Between Okemo & Killington!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
The perfect getaway in a perfect location...maybe for a week or two,,,or more...or maybe just a long weekend...any time ...
From $485 per night (USD)VRBO
From $233 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 $233 per night (USD)VRBO
From $1187 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 $1187 per night (USD)VRBO
From $300 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 $300 per night (USD)VRBO
From $678 per night (USD)VRBO
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)VRBO
From $996 per night (USD)VRBO
Charming 4 Season Lake Front Home (Fall & Winter Discounts Available)
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
This 5 Bedroom, two bathroom home provides you with the old world charm of the traditional lake front cottage with all o ...
From $996 per night (USD)VRBO
From $424 per night (USD)VRBO
Killington Area Private Home, 3 Bd, 2 BR
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Comfortable house with 7 large rooms for everyone to spread out in. There is a 20 x 20 great room in addition to the li ...
From $424 per night (USD)VRBO
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 $546 per night (USD)VRBO
4-bedroom room duplex ~ Ski In
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Whiffletree Condominiums are centrally located in the heart of Killington's main basin area. Summers are the best in Ki ...
From $546 per night (USD)VRBO
From $273 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 $273 per night (USD)VRBO
From $335 per night (USD)VRBO
Waterfront Ponds, Beautiful , 51 Acre Property Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
A four bedroom, three bath home,set in a basin, tucked back on the property on 51 acres of land, surrounded by 3 ponds f ...
From $335 per night (USD)VRBO
From $1457 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 $1457 per night (USD)VRBO
From $328 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 $328 per night (USD)VRBO
From $1518 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 $1518 per night (USD)VRBO
From $255 per night (USD)VRBO
Camp steps from Lake Ninevah
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Stay at our simple A-frame cabin and enjoy the best view of Lake Ninevah around. Located in the small town of Mount Holl ...
From $255 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 $276 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 $276 per night (USD)VRBO
From $827 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 $827 per night (USD)VRBO
From $872 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 $872 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 $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 $701 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 $701 per night (USD)VRBO
From $204 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 $204 per night (USD)VRBO
From $400 per night (USD)VRBO
2 bedroom for rent 4 miles from Okemo Mountain!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This 800 square foot two bedroom rental is located just four miles from the base of Okemo mountain. It also is 12 miles ...
From $400 per night (USD)VRBO
From $334 per night (USD)VRBO
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 $334 per night (USD)VRBO
From $542 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 $542 per night (USD)VRBO
From $542 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 $542 per night (USD)VRBO
From $256 per night (USD)VRBO
Trail Creek hot tub/sauna/pool totally renovated king bed+2twins 1.5 bath
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You cannot rent a loft unit directly from the resort. So if you do not want anyone above you in ski boots making noise ...
From $256 per night (USD)VRBO
From $205 per night (USD)VRBO
Charming cottage located on peaceful Lake Bomoseen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
*2023 upgrade: a heat pump offering both heat and air conditioning was added to the cottage in March of 2023. We are exc ...
From $205 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 $240 per night (USD)VRBO
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 $240 per night (USD)VRBO
From $285 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 $285 per night (USD)VRBO
From $233 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 $233 per night (USD)VRBO
From $199 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 $199 per night (USD)VRBO
From $1612 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 $1612 per night (USD)VRBO
From $349 per night (USD)Expedia
Pico F305 Ski right to the lifts at Pico Vaulted ceilings Light and Bright. (please note this unit has NO AIR CONDITIONING)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Located just steps away from the lifts at Pico, this beautifully renovated 2-bedroom with loft. 2-bath is perfect for yo ...
From $349 per night (USD)Expedia
From $241 per night (USD)VRBO
Private and Artistic cabin, Pet friendly, no cleaning fee
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 7
Due to a recent question, I would like to make it clear at the start (even though this information is elsewhere in ...
From $241 per night (USD)VRBO
From $378 per night (USD)Expedia
Experience the ultimate mountain getaway at Highridge B4,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Highridge B4 Experience the ultimate mountain getaway at Highridge B4, a charming 2-bedroom, 2-bath condo loc ...
From $378 per night (USD)Expedia
From $1633 per night (USD)VRBO
Private Killington Area Inn all to Yourself!
- Bedrooms:
- 10
- Bathrooms:
- 9
- Sleeps:
- 23
Rent an entire Inn to yourself (really, the whole place is yours)! Complete with a private bathroom with shower for each ...
From $1633 per night (USD)VRBO
From $622 per night (USD)Expedia
Viewmont Chalet is a wonderful post and beam house with an outdoor hot tub, pool table and close to skiing.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Fabulous post and beam chalet located in Killington East. Watch the Skyeship go by while sitting in the outdoor hot tub ...
From $622 per night (USD)Expedia