Windsor Area Rentals
- From $207 per night (USD)
VRBO
Lovely mountain condo with pool, fireplace & cable- near skiing
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Brookhaven B1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $207 per night (USD)VRBO
- From $100 per night (USD)
Expedia
Mountain view condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Winter Escape - WP A202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $100 per night (USD)Expedia
- From $891 per night (USD)
VRBO
Mountain condo with fireplace, deck, washer\/dryer & shuttle to ski rail
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Okemo Trailside 48A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $891 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Three-level ski-in\/out condo with sauna, fireplace, washer\/dryer & mountain view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Okemo Trailside 32C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $310 per night (USD)Expedia
- Click For Pricing
VRBO
Ski-in\/ski-out condo with pool, wood-burning fireplace, tennis courts, & grill
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 7
Okemo Trailside 19BU Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingVRBO
- From $191 per night (USD)
Expedia
Ground-floor condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Winterplace Getaway A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $191 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Ski-in\/out condo near ski school with washer\/dryer, fast WiFi, & mountain views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Okemo Mountain Lodge C106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $243 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Ski-in\/out condo near trails with fireplace, pool, hot tub, sauna, mountain view
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Solitude Village M302 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $290 per night (USD)Expedia
- From $101 per night (USD)
VRBO
Ski-in\/out condo with a pool, hot tub, sauna, fireplace, & washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Solitude Retreat L104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $101 per night (USD)VRBO
- From $406 per night (USD)
Expedia
Ski-in\/out home with a hot tub, fireplace, cable & golf nearby
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Wood Lantern Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $406 per night (USD)Expedia
- Click For Pricing
VRBO
Inviting condo with fireplace, pool, hot tubs, tennis, washer\/dryer - near lifts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Eagle's Nest - WP P103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- 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 $474 per night (USD)
VRBO
Mountain-view condo near Sachem Trail with pool and fireplace - walk to lifts
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 16
Okemo Trailside 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $474 per night (USD)VRBO
- From $233 per night (USD)
Expedia
Dog-friendly mountain view home near Okemo & Killington with washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Rivendell Home at Hawk Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. Simp ...
From $233 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Cheerful residential home with lots of space
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Completely renovated spacious home, about 20 minutes from Okemo Mountain! 3 bedrooms, 2 1/2 bathrooms, pool table, air h ...
From $200 per night (USD)VRBO
- From $571 per night (USD)
Expedia
Upscale VT Getaway by Slopes, Lakes & Trails!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Surrounded by lakes and mountains, 'Antler House' offers easy access to year-round adventures along one of VT's most sce ...
From $571 per night (USD)Expedia
- From $197 per night (USD)
VRBO
Custom-built Tiny House on forested lot near Quechee
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This custom-built tiny house is on a two-acre forested lot, is eco-friendly, powered by solar energy, and includes a car ...
From $197 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 $273 per night (USD)
VRBO
Cozy, waterfront house w\/ a deck, lake views, & a private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Hall's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $273 per night (USD)VRBO
- From $360 per night (USD)
Expedia
Okemo Modern Mountain Escape - 5 bedroom, 3 bathroom house
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
The house is tucked away off the main street in Ludlow, VT and just 1 mile away from the entrance to Okemo Mountain Reso ...
From $360 per night (USD)Expedia
- Click For Pricing
VRBO
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 $240 per night (USD)
VRBO
1820 Federal Style Home located on the beautiful Black River
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious home will accommodate ten people comfortably. It is located within 20 minutes from Okemo Ski Resort. There ...
From $240 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Log cabin near Okemo \/ Ludlow on 25 acres borders state forest w\/trails nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful hilltop cabin on 25 private acres bordering the William's River State Forest. Relax at this private retreat o ...
From $299 per night (USD)Expedia
- From $508 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 $508 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 $237 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 $237 per night (USD)VRBO
- 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 $808 per night (USD)
VRBO
Resort on a Farm
- Bedrooms:
- 4
- Bathrooms:
- 0
- Sleeps:
- 0
Gorgeous estate on a 23 acre farm with resort amenities available for monthly occupancy. Located just a few minutes from ...
From $808 per night (USD)VRBO
- From $70 per night (USD)
Expedia
Okemo Slopeside Ski-in\/ Ski-Out Condo - 30 Day Stay
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Seasonal Rentals Only (90 day minimum). Please message host for winter season. Great view of Okemo Mountain with conve ...
From $70 per night (USD)Expedia
- From $450 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
Amazing family friendly 3+ Bedroom, 3 Full Bath in Quechee
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
If you are looking for a spacious stand-alone home with a wrap-around porch set in a picturesque VT setting, this is it! ...
Click For PricingExpedia
- 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 $238 per night (USD)
VRBO
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This cozy ski Chalet home sleeps up to 12 people- an unbeatable choice for a ski trip with friends or family for a memor ...
From $238 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Hakuna Matata - 10 Minutes to Killington Lifts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
"Hakuna Matata" means "no worries for the rest of your vacation." You and your pets can experience this at one of the be ...
From $250 per night (USD)Expedia
- 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 $808 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 $808 per night (USD)VRBO
- From $567 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 $567 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Bear-Foot Lodge Killington, Private! Sauna\/Gameroom. Perfect for Large Groups!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy the stunning scenery of Vermont's countryside while you relax in this gorgeous 5,000 sq ft. lodge. This year- ...
From $790 per night (USD)Expedia
- 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 $199 per night (USD)
Expedia
SPACIOUS VICTORIAN FARMHOUSE- 20 MIN TO OKEMO
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
OVERVIEW Our historic 1868 'Elm House' is located in the picturesque town of Chester, nestled in the heart of Chester De ...
From $199 per night (USD)Expedia
- 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 $400 per night (USD)
Expedia
Castle Hill Resort Condo (with on-site Aveda Spa)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome home! This charming 1500 square foot 3 bedroom condo at the historical Castle Hill Resort and Spa, has everythin ...
From $400 per night (USD)Expedia
- From $630 per night (USD)
VRBO
Nine Bedroom, pet friendly Located between Okemo and Killington with a hot tub Chestnut Farm
- Bedrooms:
- 3
- Bathrooms:
- 9
- Sleeps:
- 15
Located on Route 100 between Okemo Ski Area and Killington Ski Area in President Calvin Coolidge`s hometown of Plymouth, ...
From $630 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Romantic Riverside Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Romantic Riverside Getaway. Located in the heart of Ludlow, this 1 Bedroom 1 Bath with sofa bed condo sleeps 4. Have cof ...
From $135 per night (USD)Expedia
- 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 $635 per night (USD)
Expedia
Luxury Alpine Retreat: A Premier Lodge Experience Near Dartmouth & Woodstock
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Discover the epitome of luxury and adventure at our exclusive summer and ski lodge, nestled within a serene landscape th ...
From $635 per night (USD)Expedia
- 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 $150 per night (USD)
Expedia
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This is a secluded mountainside retreat. Perfect for a getaway for two and room enough for 4 it is located on eleven pri ...
From $150 per night (USD)Expedia
- 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 $226 per night (USD)
Expedia
Beautiful home offering privacy on 7 acres with private pond
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Peaceful home in Vermont’s Upper Valley. This is a beautiful three BR, two BA home offering privacy and relaxation on 7 ...
From $226 per night (USD)Expedia
- 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 $147 per night (USD)
Expedia
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21517
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $147 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21820
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $147 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Deluxe one bedroom suite located on first floor with outdoor heated pool 11517
- Bedrooms:
- 2
- Bathrooms:
- 0
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $147 per night (USD)Expedia
- From $147 per night (USD)
VRBO
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21921
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $147 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Updated Village Victorian on Ski Shuttle, walk to all amenties in town!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
New to market, freshly renovated Ski Village Victorian with 4 bedrooms directly on Okemo shuttle route. Enjoy the old ...
From $195 per night (USD)Expedia
- From $115 per night (USD)
VRBO
Ludlow Village Guest House - prime location on ski shuttle, walk to restaurants
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Renovated one bedroom guest cottage in Ludlow, Vermont. Prime ski location, 12 houses down from the Mountain Road entr ...
From $115 per night (USD)VRBO
- From $136 per night (USD)
Expedia
1868 CARRIAGE HOUSE-QUAINT + COZY -PERFECT ESCAPE-20 MIN TO OKEMO!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Our Carriage House is less than a mile to charming Chester Village-enjoy quaint restaurants and taverns, antique shops, ...
From $136 per night (USD)Expedia
- From $357 per night (USD)
VRBO
Ski-in\/ski-out condo with WiFi, gas fireplace, and private washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Tamarack 12 Archies at SouthFace Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $357 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Cottage in Barnard
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Charming Vermont cottage, just up the road from Silver Lake and the Barnard General Store. Bright, warm, and welcoming, ...
From $268 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Modern Home Close to Okemo w\/Private Hot Tub, Pool Table, and Free WiFi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
The Foxhole Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $224 per night (USD)VRBO
- From $425 per night (USD)
Expedia
Ski Mountain View Estate
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
We are new on VRBO If you would like to see reviews to help with decision making you can check out us out on other short ...
From $425 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Enjoy snowball fights or romantic nights in a 1BD vacation apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: A Beautiful Mountainside Escape Vacationing in Vermont brings a lot of things to mind: apple picking, maple sy ...
From $255 per night (USD)VRBO
- Click For Pricing
VRBO
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 ...
Click For PricingVRBO
- From $495 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 $495 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come enjoy an authentic log cabin with acres of private land located just 8 minutes from Okemo mountain. Our home sleeps ...
Click For PricingExpedia
- From $250 per night (USD)
VRBO
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Sportsman themed, real log cabin that has comfortable wood stove & hearth, plus backup regular heat. Bathroom with show ...
From $250 per night (USD)VRBO
- Click For Pricing
Expedia
Remodeled condos with deck and W\/D - walk to lift shuttle & restaurants
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Aspatria and Seatoller Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingExpedia
- Click For Pricing
Expedia
Remodeled condos with shared W\/D - on bus route to ski lifts, walk to dining
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 9
Baggrow and Seatoller Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
Click For PricingExpedia
- Click For Pricing
Expedia
Remodeled condos in historical home - walking distance to ski shuttle & dining
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
Aspatria and Baggrow Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
Click For PricingExpedia
- From $316 per night (USD)
VRBO
Remodeled home with three separate condos - steps from ski lift bus pickup
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Pleasant Street Apartments Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $316 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Remodeled condo with shared washer\/dryer - walk to dining & ski lift bus pickup
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Seatoller Unit C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $293 per night (USD)Expedia
- From $243 per night (USD)
VRBO
First-floor condo with shared laundry - steps to ski bus pickup, walk to dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Aspatria Unit A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $243 per night (USD)VRBO
- From $111 per night (USD)
Expedia
Hawks Mountain Farm, full apartment on a working farm.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hello and welcome to Hawks Mountain Farm, a working farm with gardens, chickens, two yaks, four donkeys and an 1820 farm ...
From $111 per night (USD)Expedia
- From $685 per night (USD)
VRBO
Heavenly Lakeside Country House Close to Ski Areas w\/ Sauna
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Perched on the edge of pristine Silver Lake, my country home sits on a large rolling lot overlooking the lake enjoyed by ...
From $685 per night (USD)VRBO
- From $516 per night (USD)
VRBO
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 $516 per night (USD)VRBO
- 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 $162 per night (USD)
VRBO
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 $162 per night (USD)VRBO
- From $359 per night (USD)
VRBO
Okemo LARGE home.few ski dates left at discount.Book summer adventure now! Lakes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Welcome to a relaxing vacation, right in the heart of the OKEMO Valley with convenient access to major routes and only 3 ...
From $359 per night (USD)VRBO
- From $210 per night (USD)
VRBO
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 $210 per night (USD)VRBO
- From $173 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 $173 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Cozy private country setting - 15 miles from Woodstock
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy home located in the rolling hills of scenic North Road Bethel, Vermont. Our house located on our 70-acre tree far ...
From $199 per night (USD)Expedia
- From $162 per night (USD)
VRBO
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 $162 per night (USD)VRBO
- From $162 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 $162 per night (USD)VRBO
- From $253 per night (USD)
VRBO
Chester Home w\/ Views ~10 Mi to Okemo Mtn Resort!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Rest, relax, and enjoy the tranquil surroundings when you visit this vacation rental home in Chester, Vermont! The stunn ...
From $253 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 $176 per night (USD)
VRBO
Historic Ski Lodge on 112-Acre Vineyard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**10% discount on 7 nights or more; 30% discount on 28 nights or more. Rental Amenities: Over 900 square feet of liv ...
From $176 per night (USD)VRBO
- From $710 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 $710 per night (USD)VRBO
- From $480 per night (USD)
VRBO
The Full Vermont Experience, minutes from Okemo: Transcend to the VT Life
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ski Okemo? Check Sledding in the back yard? Check Ice Skating on your own pond? Check Snowshoeing in your own trails? Ch ...
From $480 per night (USD)VRBO
- 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 $240 per night (USD)
VRBO
Lori and Dean's Killington Ski House with Wi-Fi
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Recently remodeled and tastefully decorated lower level duplex located a short distance from Killington ski area (a twel ...
From $240 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Huge Home with Private Pond - Ideal Remote Getaway for Family, Friends & More
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
HUGE 4 BD 3.5 BA HOME FOR LONG TERM STAYS & FAMILY GATHERINGS. 2 TV ROOMS, WORKING FIREPLACES, WIFI, INCREDIBLE VIEWS, S ...
From $308 per night (USD)Expedia
- From $331 per night (USD)
VRBO
Sweet chalet with private hot tub, firepit, game room & minibar
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Sunny Mountainside Chalet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $331 per night (USD)VRBO
- From $570 per night (USD)
Expedia
4bdrm Cottage central to year round fun w\/fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Adventure awaits at this peaceful centrally located 4 bedroom cottage. So whatever adventure you're looking for you will ...
From $570 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Mountainside Luxury 2-Level Condo at Okemo. Ski-In\/Out.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
The newest Okemo luxury mountainside ski-in, ski-out condo home with private ski locker and covered garage located in th ...
From $250 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