Windsor Area Rentals
From $202 per night (USD)VRBO
Hidden House Vermont Private Apt. Mountain Retreat
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
*Spacious 2 Bdrm.Apt. + Queen Bed. & queen convertible sofa in living-room. 2nd Bdrm. will be made accessible for more ...
From $202 per night (USD)VRBO
From $284 per night (USD)VRBO
Villa Near Biking and Hiking Trails
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your do ...
From $284 per night (USD)VRBO
From $298 per night (USD)VRBO
Villa with Pool + Fitness Center Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic loc ...
From $298 per night (USD)VRBO
From $237 per night (USD)VRBO
Vermont Villa Near the Trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in ...
From $237 per night (USD)VRBO
From $284 per night (USD)VRBO
Villa with a Fireplace Near the Trails
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Pa ...
From $284 per night (USD)VRBO
From $450 per night (USD)VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $450 per night (USD)VRBO
From $225 per night (USD)VRBO
Vermont cabin on 20 acres in open field
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Long lasting Sunsets are what this cabin is all about. As well as swimming in the pond and nearby brook. Hiking mt. ascu ...
From $225 per night (USD)VRBO
From $350 per night (USD)VRBO
Stunning Modern Cabin on Beautiful Vermont Farm
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $350 per night (USD)VRBO
From $250 per night (USD)VRBO
Quechee Condo - Affordable Vacation Resort ~Ski\/Golf\/Tennis\/Lake\/Pool\/Gym
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
LOCATION - SKIERS - LOCATION - Stay in one of the best locations at the top of the Mountain in Quechee! The ski lift is ...
From $250 per night (USD)VRBO
From $750 per night (USD)VRBO
Great mountain house with a beautiful view of Okemo Trails
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy a great day of skiing and go back to the comfort of this beautiful, updated (brand new kitchen) ski house nestled ...
From $750 per night (USD)VRBO
From $900 per night (USD)VRBO
Country house minutes from Killington and Okemo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Sanctuary where peace and tranquillity awaits you. Our idyllic Vermont house is in the middle of 39 acres ...
From $900 per night (USD)VRBO
From $995 per night (USD)VRBO
The BARN at Reading Farms Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Long term rental discounts available .The BARN at Reading Farms Estate is one of the outbuildings on the Estate. The BAR ...
From $995 per night (USD)VRBO
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Ski\/country house w\/ hot tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Ski/country house with 5 bedrooms (3 bedrooms each with a queen bed, 1 bedroom with 2 sets of bunk beds and 1 bedroom wi ...
Click For PricingVRBO
From $344 per night (USD)VRBO
The Stoma Ranch Outdoor Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Monthly discounts available Great family house located on 16 private acres but only 2 miles from town. Hot tub is ri ...
From $344 per night (USD)VRBO
From $500 per night (USD)VRBO
Adorable, cozy lakeside cottage 5-min from Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Hemlocks is a darling, cozy cottage right on wonderful, serene Lake Rescue, and imbues old-world cottage charm, is s ...
From $500 per night (USD)VRBO
From $600 per night (USD)VRBO
Okemo Mtn. Ski Chalet and Summer Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Nothing makes you feel like you are in VT like the interior of this awesome house on Okemo!!! Property is located on Mt. ...
From $600 per night (USD)VRBO
From $1053 per night (USD)VRBO
Ski in\/out in comfort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Walk around our building onto the Ledgewood Trail, go down to lifts A and B, with access to the whole mountain. Watch sk ...
From $1053 per night (USD)VRBO
From $399 per night (USD)VRBO
Private Country Cabin - Close to Skiing and Snowmobiling
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Private house, off the beaten path. Far enough to escape the hustle of town, yet close enough to come back to for lunch ...
From $399 per night (USD)VRBO
From $641 per night (USD)VRBO
Luxury stone farmhouse - lots of room! Perfect for families.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 8
Lovingly updated antique 6 bedroom home in the historic Stone Village of Chester, VT. Sleeps 8 comfortably making it th ...
From $641 per night (USD)VRBO
From $400 per night (USD)VRBO
Okemo Slopeside, luxury 4 Bdrm: 200 yard EZ walk to slope, ski right to condo
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Winterplace on Okemo! Building O, top floor. This beautiful 3 bedroom plus enclosed loft (with 2 bunk beds) unit boasts ...
From $400 per night (USD)VRBO
From $150 per night (USD)VRBO
Affordable Single Family 1+ Mile to Mountain on shuttle to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Located in ludlow village, a little over 1 mile to the base of Okemo ski mountain, within 20 miles of 5 major ski areas, ...
From $150 per night (USD)VRBO
From $1094 per night (USD)VRBO
Woodbridge Inn · 6BR Historic Charm✦Riverfront✦Hot Tub✦Close to Ski
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
This property doubles as the award winning Woodbridge Inn. This listing is for a full home rental. There are 6 bedrooms, ...
From $1094 per night (USD)VRBO
From $589 per night (USD)VRBO
Ski House with Lake Living - Little Chief's Retreat
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Our warm & spacious house has 5 bedrooms & 3 full baths and is only 3.5 miles from Okemo Ski Resort. It is 100 yards fr ...
From $589 per night (USD)VRBO
From $169 per night (USD)VRBO
Evergreen is a family friendly retreat located in Weston Vt.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
This two family,fully furnished dwelling is comfortable,affordable and clean. The 2 BR upstairs[sleeps 4] rents in the w ...
From $169 per night (USD)VRBO
From $398 per night (USD)VRBO
Colonial-style solid-timber home in a quiet setting
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
'Sanctuary' describes this green-built, two-story solid-timber home perfectly. Peaceful, quiet, nestled on a wooded moun ...
From $398 per night (USD)VRBO
From $675 per night (USD)VRBO
5 bedroom, 4 bath OKEMO Ski and LAKE Home with A\/C
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A wonderful SKI and LAKE home with sandy bottom lake access and dock on LAKE RESCUE is the perfect place to call home du ...
From $675 per night (USD)VRBO
From $550 per night (USD)VRBO
All Season, Open Plan Contemporary With Stunning Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
This contemporary 4 bedroom house is situated on 80 rolling acres of woods and fields only 2 1/2 miles from Woodstock vi ...
From $550 per night (USD)VRBO
From $1339 per night (USD)VRBO
🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
🌳 Gorgeous family home on a 25-acre estate in a picturesque natural setting. Escape the bustle of city life. 👨👩👦 ...
From $1339 per night (USD)VRBO
From $467 per night (USD)VRBO
Maple Dreams - Cabin w\/ Hot Tub on Wooded Lot in heart of the Green Mountains
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape the hustle and bustle of city living to the beautiful mountains of Vermont. Our home is nestled in a private wood ...
From $467 per night (USD)VRBO
From $359 per night (USD)VRBO
\"Everything VT\" Getaway Centrally Located: Ski, Shop, Golf, Hike, Relax
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Cozy cape is centrally located near OKEMO, STRATTON, MAGIC, BROMLEY and KILLINGTON (Ludlow, Chester, and Weston, VT ...
From $359 per night (USD)VRBO
From $500 per night (USD)VRBO
Cozy Mountain View Chalet Near Okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our chalet architecture is perfect for appreciating all the natural beauty that the four seasons have to offer. Relax on ...
From $500 per night (USD)VRBO
From $421 per night (USD)VRBO
Post and Beam-Great for a Golf Get-A-Way for multiple families\/couples
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
Beautiful Post and Beam architecture built in 2001, for families to make memories and enjoy beautiful Vermont in both su ...
From $421 per night (USD)VRBO
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For the 2019-20 Season-Gentle Rental on Pleasant Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 41 Pleasant Street- a gentle rental that has been created for those who would like to enjoy a home-away-from- ...
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From $523 per night (USD)VRBO
The Fairway House - Bright 3 Master bed condo on course
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
This property is located on the 13th fairway of the Quechee Club's Highland Golf Course. The association is the CLOSEST ...
From $523 per night (USD)VRBO
From $400 per night (USD)VRBO
The Okemo Love Lounge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Inspiring playful creativity, heartfelt joy and long warm cuddles, The Okemo Love Lounge is a luxuriously curated, roma ...
From $400 per night (USD)VRBO
From $524 per night (USD)VRBO
Spacious 4 Bedroom\/3 Full Bathroom Family Friendly Townhouse in Quechee Lakes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Recently updated, Ideal, Air Conditioned family vacation Deere Run 2700 sq ft Townhouse in Quechee. 4 bedrooms (sleeps M ...
From $524 per night (USD)VRBO
From $1075 per night (USD)VRBO
Guest wing on a 400 private acre estate. Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Come and enjoy a stay in beautiful Vermont! The 30,000 square foot estate is now available for smaller groups. Enjoy al ...
From $1075 per night (USD)VRBO
From $361 per night (USD)Expedia
Hillside Haven Victorian! Hot Tub Firepit 5m-Okemo
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
A @Vermont_Escapes property - Escape to Vermont with us! Looking for the perfect blend of rustic charm and modern amen ...
From $361 per night (USD)Expedia
From $175 per night (USD)VRBO
Log cabin located in a quiet hollow in central VT
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Our cabin has a good sized covered porch to enjoy the outdoors yet be protected from the weather. It also has a great op ...
From $175 per night (USD)VRBO
From $345 per night (USD)Expedia
Country-style 3 bedroom, 2.5 bath condo in Quechee, Vermont
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated 3 bedroom 2 1/2 bath condo is located in the lovely village of Quechee, Vermont, located just a few ...
From $345 per night (USD)Expedia
From $1300 per night (USD)VRBO
Cozy ski in\/ski out condo in Okemo’s Trailside Village
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Christmas and New Years in Vermont! Stay at this cozy and rustic condo on Okemo Mountain! Come enjoy this newly renova ...
From $1300 per night (USD)VRBO
From $275 per night (USD)VRBO
Oma Kieferts Kottage
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 8
Upon arrival at our charming home you will not need to drive again. The Kottage is located conveniently in the Village o ...
From $275 per night (USD)VRBO
From $286 per night (USD)VRBO
Beautiful craftsman-built home with natural wood and large windows in every room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on a quiet road approximately one mile from the center of Brownsville, the property is a short drive from Woodst ...
From $286 per night (USD)VRBO
From $230 per night (USD)VRBO
Ski-in\/ski-out with the views! Solitude Village O 203
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Located at the top of Okemo Mountain in Solitude Village this condo has all the views! This true ski-in/ski-out 2 bedroo ...
From $230 per night (USD)VRBO
From $500 per night (USD)VRBO
Dog Friendly Timber Frame Home in a True Vermont Setting with Hot Tub, Deck
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
“Tuckered Out” 2,950 sq ft | Quiet Location | Spacious Yard | 5 Miles to Okemo This unique and modern timber frame hom ...
From $500 per night (USD)VRBO
From $717 per night (USD)VRBO
Luxury, private, peaceful home with Instagram worthy amenities!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 6
Leading Fields is situated on a dead end road on over 180 acres of private hilly land with trails for hiking, a meditati ...
From $717 per night (USD)VRBO
From $960 per night (USD)VRBO
Gone Ski Inn near Okemo
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Situated 5 miles from Okemo Ski Resort, and minutes from Echo lake, hiking trails and swimming holes, only a mile from C ...
From $960 per night (USD)VRBO
From $163 per night (USD)Expedia
Mountain Lodge at Okemo-1Br Fireplace & Updated Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $163 per night (USD)Expedia
From $163 per night (USD)VRBO
Mountain Lodge at Okemo-1Br Newly Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $163 per night (USD)VRBO
From $211 per night (USD)Expedia
Spacious Winterplace 2 Br Condo- Okemo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bedding is a Queen in the master bedroom, and 2 twins in the 2nd bedroom, and a queen sleeper sofa. Units sleep 6 depend ...
From $211 per night (USD)Expedia
From $162 per night (USD)VRBO
1Br Ski-in, Ski-Out at Okemo Mountain Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $162 per night (USD)VRBO
From $461 per night (USD)Expedia
Modern & Updated Winterplace 3Br- Sleeps 12
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
New protocols include the following: This beautiful mountainside, located a short walk from the top of the A+B Base Qu ...
From $461 per night (USD)Expedia
From $257 per night (USD)VRBO
2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 10
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $257 per night (USD)VRBO
From $163 per night (USD)Expedia
1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
During check-in, we may ask for a valid credit card for incidentals or room charges. Please let us know in advance if th ...
From $163 per night (USD)Expedia
Click For PricingVRBO
Condo with a shared seasonal pool & tennis courts - walk to ski trails!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Quaint 1bedroom,1 bath short walk to the Okemo Sachem trail, convenient private parking right outside of front entranc ...
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From $525 per night (USD)VRBO
Gorgeous Log Home With Mountain Views with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note: I am happy to report that the Hot Tub has been replaced effective 12/25/23!! Hill top home with views clo ...
From $525 per night (USD)VRBO
From $500 per night (USD)VRBO
New 5 Bedroom Lakefront House on Lake Pauline sleeps 10+ people
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Brand New 5 bedroom Summer Rental on Lake Pauline with large windows on every floor with beautiful lake views! Ludlow h ...
From $500 per night (USD)VRBO
From $225 per night (USD)VRBO
Newly Updated Ludlow Mill Condo W\/ Free Shuttle To Okemo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Come and experience our piece (peace!) of heaven near Okemo Mountain in a newly updated Mill condo right in the heart of ...
From $225 per night (USD)VRBO
From $178 per night (USD)VRBO
Pamper Yourself at Jackson Gore
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This plush two room suite is steps from skiing, riding, snow-tubing, skating and more. Pull your car into our under cove ...
From $178 per night (USD)VRBO
From $362 per night (USD)VRBO
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Located in Ludlow, this professionally decorated home, with over 3000 Sq ft of living space, includes 4 bedrooms and 4 b ...
From $362 per night (USD)VRBO
From $500 per night (USD)VRBO
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Beautiful new mountain home steps to Okemo Clock Tower and The Loft Tavern. This newly renovated mountain home has ever ...
From $500 per night (USD)VRBO
From $829 per night (USD)VRBO
The Cottage on private gated 400 acre Reading Farms Estate
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This home is one of 3 on a 400 gated acre estate . It has a kitchen, 3 bedroom, 1.5 bathrooms. Main floor bedroom has a ...
From $829 per night (USD)VRBO
From $587 per night (USD)VRBO
Log Cabin Retreat on 40 Acres
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This New England log home, located in the foothills of the Green Mountains, overlooks 40+ acres of forest and a year-rou ...
From $587 per night (USD)VRBO
From $319 per night (USD)VRBO
Beautiful and Brand New Ski House
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Brand new and beautiful house within walking distance of the village's many restaurants, shops and galleries. This 2 be ...
From $319 per night (USD)VRBO
From $1250 per night (USD)VRBO
Luxury 100 acre 3 building Compound
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
100 acre farm located equidistant ( 15 mins) between Stratton and Okemo. Hiking, tennis, apple picking(on premises), pin ...
From $1250 per night (USD)VRBO
From $350 per night (USD)VRBO
The Hideaway Chalet. 3bed + sleeping loft on 10 acres. Dog friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Situated on 10 acres, this cozy chalet has an open floor plan with a wall of windows to view Okemo Mt. Enjoy hot coffee ...
From $350 per night (USD)VRBO
From $2750 per night (USD)VRBO
Havenwood, a beautiful private, gated estate in Woodstock, Vermont
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 14
This secluded 125 acre estate is aptly named. A few nights at Havenwood will leave one feeling both relaxed and energiz ...
From $2750 per night (USD)VRBO
From $425 per night (USD)VRBO
Long Range Mountain Views in West Windsor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to Thistle Hill, a beautiful private property on 17 acres. Home is located 12 miles from Woodstock in the heart ...
From $425 per night (USD)VRBO
From $950 per night (USD)VRBO
Ski house. Okemo Ludlow Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Large timber frame family style ski home with a spectacular veiw of the mountain Professional kitchen,Games, Hot Tub, s ...
From $950 per night (USD)VRBO
From $450 per night (USD)Expedia
Kettle Brook 2 BR & 2 BA ski in\/out condo on Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Last minute listing: Friday 1/26 is available but cannot be booked via vrbo so send a message if interested in staying F ...
From $450 per night (USD)Expedia
From $200 per night (USD)VRBO
Charming Vermont historic home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Come to Vermont for springtime or beyond. Enjoy the emerging green of spring: daffodils, snowdrops, and crocuses are out ...
From $200 per night (USD)VRBO
From $486 per night (USD)VRBO
\"Whispering Pines\" Ski House in the heart of the Green Mountains
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Fantastic 5BR ski house located in private neighborhood in prime location in the heart of the Green Mountains. Enjoy tru ...
From $486 per night (USD)VRBO
From $414 per night (USD)VRBO
Amherst Lake Views - Minutes To Okemo And Killington - 5 Bedrooms
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Relax and enjoy stunning views of beautiful Amherst Lake and surrounding mountains from the house and deck. Located just ...
From $414 per night (USD)VRBO
From $205 per night (USD)VRBO
Beautiful Mountain Getaway for Skiing
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Mountain getaway with beautiful views , minutes from Okemo & Killington . Private home at Hawk Resort 8 mi to Okemo and ...
From $205 per night (USD)VRBO
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A distinctive family retreat for an epic ski vacation!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Our Ski house is nestled on Main Street in the small town of Proctorsville just 4.5 miles from the base of Okemo Mountai ...
Click For PricingVRBO
From $295 per night (USD)VRBO
Vermont 'Treehouse' at Quechee Club, Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a beautifully maintained, open concept contemporary at Vermont's premier 4 season resort, The Quechee Club, with ...
From $295 per night (USD)VRBO
From $230 per night (USD)VRBO
Little Cabin On The Ridge Andover Vt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Recently built classic Vermont cabin. This cozy home is perfect for singles, couples and families. The well-designed spa ...
From $230 per night (USD)VRBO
From $1400 per night (USD)VRBO
Ski In Ski Out Renovated Trailside Condo on Sachem Trail @ Okemo Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Whether you're an avid skier that craves first tracks down to the Sunburst Six chairlift or someone who enjoys a slower ...
From $1400 per night (USD)VRBO
From $550 per night (USD)VRBO
Modern Farmhouse on 25 Acres \/ Superb Views.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Em ...
From $550 per night (USD)VRBO
From $185 per night (USD)Expedia
Cozy Historic Hilltop Cottage with Mount Ascutney View
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This exceedingly charming cottage on a wooded hilltop just outside of Brownsville has great views of Mt Ascutney and a b ...
From $185 per night (USD)Expedia
From $957 per night (USD)VRBO
Charming Ski Chalet Minutes From Okemo Mountain!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Less than 3 miles to Okemo mountain. It is a 4-5 minute drive, we clocked it! Located in the South Hills neighborhood ...
From $957 per night (USD)VRBO
From $78 per night (USD)Expedia
Ski-in\/out mountainside condo close to everything with full kitchen - tranquil
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Okemo Mountain Lodge B305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $78 per night (USD)Expedia
From $195 per night (USD)VRBO
2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Conveniently located in Quechee Vermont, we are secluded enough to provide quiet and privacy while being a stone's throw ...
From $195 per night (USD)VRBO
From $400 per night (USD)VRBO
Ludlow-Historic Charm, Lake Rescue, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Built in 1900, our charming farmhouse is the ideal location for ALL seasonal pursuits in Southern Vermont with Lake Resc ...
From $400 per night (USD)VRBO
From $200 per night (USD)VRBO
Peaceful Brookside North Pomfret Cottage
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a relaxing family vacation in our brookside home that feels like you are getting away from it all, while still bei ...
From $200 per night (USD)VRBO
From $171 per night (USD)VRBO
Family, Pet Friendly Bridgewater\/Killington\/Woodstock Area Rental
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Located on the Ottoquechee River 6 miles from Killington Skyship high speed quad, 20 minutes from Okemo Mountain, and 6 ...
From $171 per night (USD)VRBO
From $400 per night (USD)VRBO
Fabulous 4 bdrm\/4 bath sleeps up to 12, 1 mile from Okemo Jackson Gore
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This Fox Run end unit townhouse has X-country/snowshoe/sledding and hiking trails directly across front door and Vermont ...
From $400 per night (USD)VRBO
From $399 per night (USD)VRBO
Spacious, Warm, Open Floor Plan Family Home on Okemo Mt , 1 Min To Base Lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful family friendly home on a "secluded" 1+ wooded acre lot with an open main floor plan that features a family ro ...
From $399 per night (USD)VRBO
From $257 per night (USD)VRBO
New Construction 4 season Killington VT Ski House on Lake Amherst okemo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brand New Cozy House on Beautiful Lake Amherst. Minutes to Killington and Okemo. A perfect Vermont family getaway -- win ...
From $257 per night (USD)VRBO
From $300 per night (USD)VRBO
Renovated & immaculate. 1 block to town, 2 floors. Great monthly rates!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Tucked away on a quiet in town street, this apartment has all the warmth for a family or small group to fuel a great mo ...
From $300 per night (USD)VRBO
From $810 per night (USD)VRBO
The Cabin that brings people together
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 25
Known as 'The Cabin', this 5,000 S.F. home that is surrounded by ten private acres within brilliant wilderness, the maje ...
From $810 per night (USD)VRBO
From $600 per night (USD)VRBO
Winter Wonderland At Winterplace K-103!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*K-103 is located at the top of the Main B lift. Open your door, snap into your skis from the patio ski locker and head ...
From $600 per night (USD)VRBO
From $310 per night (USD)VRBO
Private Ludlow Village Home - 2 Miles from Okemo Base W\/Access To Okemo Shuttle
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Located 2.1 miles (-5 Min Drive) from Okemo Mountain Main Base and right off the Vermont VAST access trail for snowmobil ...
From $310 per night (USD)VRBO
From $140 per night (USD)VRBO
Sunset Cabin - your private romantic hideaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; ...
From $140 per night (USD)VRBO
From $165 per night (USD)VRBO
Cozy 1BR Hilltop Getaway minutes from Okemo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Looking for an affordable escape into the beauty of Vermont? Come stay at our cozy 1 bedroom house in the woods on top o ...
From $165 per night (USD)VRBO
From $280 per night (USD)VRBO
Just steps to Okemo's Sachem trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Our townhouse at Trailside has been recently renovated and is perfect for a group of families that want have easy access ...
From $280 per night (USD)VRBO
From $349 per night (USD)VRBO
Beautiful Log Cabin in Weston, VT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Looking for a quiet getaway? A mountain vibe that's cozy yet totally uncluttered? This completely renovated log cabin se ...
From $349 per night (USD)VRBO
From $250 per night (USD)VRBO
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains in Central Vermont. It is surrounded by ...
From $250 per night (USD)VRBO
From $275 per night (USD)VRBO
Charming & Affordable Home! 1.5 miles from Okemo!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*** Please note: Winter 2024/2025 Season Rates have not been updated yet, please inquire for price quote.***** Warm an ...
From $275 per night (USD)VRBO
From $91 per night (USD)VRBO
149 upper cross unit A
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps ...
From $91 per night (USD)VRBO