Windsor Area Rentals
From $542 per night (USD)VRBO
Beautiful Condominium at Castle Hill Resort, 10 Minutes from Okemo Ski Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious condo located at the Castle Hill resort with access to year round outdoor heated pool and hot tub, tennis court ...
From $542 per night (USD)VRBO
From $167 per night (USD)Expedia
Two Double bed Standard Hotel room 218
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $167 per night (USD)Expedia
From $344 per night (USD)VRBO
Deluxe Two Bedroom Suite on the 1st floor with outdoor heated pool 10506
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $344 per night (USD)VRBO
From $246 per night (USD)Expedia
108 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $246 per night (USD)Expedia
From $243 per night (USD)VRBO
107 Deluxe Studio Queen, w\/ Sleeper sofa w\/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $243 per night (USD)VRBO
From $811 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 $811 per night (USD)VRBO
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Cozy Cottage near Woodstock VT and skiing!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a space owned by three siblings and primarily for the use of family to come and stay, so it is quirky and unique ...
Click For PricingVRBO
From $379 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 $379 per night (USD)VRBO
From $159 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 $159 per night (USD)VRBO
From $583 per night (USD)VRBO
On Okemo and steps Sachem trail!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
We are on the mountain and is perfect for a group of families that want have easy access to skiing. We're a short walk t ...
From $583 per night (USD)VRBO
From $469 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 $469 per night (USD)VRBO
From $336 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 $336 per night (USD)VRBO
From $414 per night (USD)VRBO
Charming & Affordable Home! 1.5 miles from Okemo!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Warm and inviting ski home located in the heart of Ludlow - walk to restaurants and shops in town and then retire to our ...
From $414 per night (USD)VRBO
From $414 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 $414 per night (USD)VRBO
From $542 per night (USD)VRBO
Renovated Ski House @ Okemo Mt., on Shuttle Route, Walking Distance to town!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
This is clean simple house with an open floor plan. It's warm and comfortable. 3 bedrooms, 2 full bathrooms, full kitche ...
From $542 per night (USD)VRBO
From $1614 per night (USD)VRBO
The Cabin that brings people together
- Bedrooms:
- 3
- Bathrooms:
- 6
- 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 $1614 per night (USD)VRBO
From $697 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 $697 per night (USD)VRBO
From $319 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 $319 per night (USD)VRBO
From $475 per night (USD)VRBO
Tranquil home in a quiet neighborhood with easy access to outdoor fun
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Bear Hill Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $475 per night (USD)VRBO
From $359 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 $359 per night (USD)VRBO
From $205 per night (USD)VRBO
109 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $205 per night (USD)VRBO
From $176 per night (USD)Expedia
Queen Studio on the 2nd floor with outdoor heated pool 207
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $176 per night (USD)Expedia
From $344 per night (USD)VRBO
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20304
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $344 per night (USD)VRBO
From $176 per night (USD)Expedia
Deluxe One bedroom Queen Suite with outdoor heated pool 203
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $176 per night (USD)Expedia
From $176 per night (USD)VRBO
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $176 per night (USD)VRBO
From $224 per night (USD)Expedia
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 11820
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $224 per night (USD)Expedia
From $289 per night (USD)VRBO
Cedarbrook Junior Suite 11416
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $289 per night (USD)VRBO
From $769 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 $769 per night (USD)VRBO
From $699 per night (USD)VRBO
Ski-in \/Out. Spacious 2BR \/ 2.5B Ground-Floor Condo. 4 Seasons of enchantment.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Spacious 2 bedroom - 2.5 bathroom condominium is located on the sunny side of Okemo in SouthFace Village, the newest dev ...
From $699 per night (USD)VRBO
From $994 per night (USD)Expedia
Mountain-view house with hot tub & amazing views - near Okemo Resort & skiing
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Ludlow Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $994 per night (USD)Expedia
From $437 per night (USD)VRBO
Cottage Across Street from the Lake w\/ 60' Water Frontage Access, Private Dock
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Sweet Pauline Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $437 per night (USD)VRBO
From $844 per night (USD)Expedia
Ski-In\/Ski-Out Condo w\/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winterplace G101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $844 per night (USD)Expedia
From $719 per night (USD)VRBO
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Andover Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $719 per night (USD)VRBO
From $433 per night (USD)Expedia
Quaint lakefront home with a private deck, firepit, and dock
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Ludlow's Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $433 per night (USD)Expedia
From $281 per night (USD)VRBO
Ski-in\/out mountainside condo close to everything with full kitchen - tranquil
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Okemo Mountain Lodge B305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $281 per night (USD)VRBO
From $200 per night (USD)VRBO
2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Conveniently located in Quechee Vermont, we are secluded enough to provide quiet and privacy while being a stone's throw ...
From $200 per night (USD)VRBO
From $454 per night (USD)VRBO
Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Newly Renovated Professional Cleaners-Linens and towels laundered off site Remote Check-In Located mid-mountain at the b ...
From $454 per night (USD)VRBO
From $448 per night (USD)VRBO
Ludlow-Historic Charm, Lake Rescue, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Built in 1900, our charming farmhouse is the ideal location for ALL seasonal pursuits in Southern Vermont with Lake Resc ...
From $448 per night (USD)VRBO
From $252 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 $252 per night (USD)VRBO
From $676 per night (USD)Expedia
Beautiful & Spacious Condo w\/ Pool, Lake Access - Close to Skiing
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Birch Landing #16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $676 per night (USD)Expedia
From $440 per night (USD)VRBO
Quaint riverfront home between Killington & Okemo with fireplace - near skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Easy Living Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $440 per night (USD)VRBO
From $1580 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 $1580 per night (USD)VRBO
From $224 per night (USD)VRBO
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 $224 per night (USD)VRBO
From $410 per night (USD)Expedia
Fully Renovated Ski House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
A ski house nestled trailside on Plymouth Notch Ski Mountain. Take in the spectacular views while you cozy up by the woo ...
From $410 per night (USD)Expedia
From $206 per night (USD)VRBO
Cozy Quechee Corner Cabin
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Quechee Cabin- 4 Season Resort Townhouse nestled in a picturesque nature setting in historic Quechee Vermont: Hike, bik ...
From $206 per night (USD)VRBO
From $1134 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 $1134 per night (USD)VRBO
From $623 per night (USD)VRBO
Great Winter weekend Getaway, Village home in cul-de-sac. 1 mile to Okemo
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Village mountain home in the heart of Ludlow village. Short walk to restaurants, grocery store and shops, and nearby par ...
From $623 per night (USD)VRBO
From $387 per night (USD)Expedia
Log Home Perfect for a Family Getaway - Five Miles from Okemo Mountain Resort
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Sherman Log House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $387 per night (USD)Expedia
From $254 per night (USD)VRBO
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Okemo Trailside 8E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $254 per night (USD)VRBO
From $756 per night (USD)Expedia
Charming Waterfront Getaway with Yard, Firepit, Dock, Kayaks - Close to Skiing
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Lakeside Elegance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $756 per night (USD)Expedia
From $673 per night (USD)VRBO
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Place of Peace and Quiet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $673 per night (USD)VRBO
From $706 per night (USD)Expedia
Bright, Open Home with Wraparound Deck & Mountain Views - 2 Miles to Skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
South Hill Lodge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $706 per night (USD)Expedia
From $469 per night (USD)VRBO
Condo near ski trail with fireplace, hot tub, pool, tennis & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Winterplace Q206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $469 per night (USD)VRBO
From $1225 per night (USD)Expedia
Home near the Bull Run Trail with fireplace, washer\/dryer & cable
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Snow Lane Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1225 per night (USD)Expedia
From $986 per night (USD)VRBO
Mountainside condo with sauna, wood-burning fireplace, balcony, & walk to lifts
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Okemo Trailside 40C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $986 per night (USD)VRBO
From $590 per night (USD)Expedia
Mountainview condo with pool, hot tubs, & fireplace - 250 yards from skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Love Shack - Winterplace Q104 Our calendar is updated in real-time & our nightly rates are accurately displayed. S ...
From $590 per night (USD)Expedia
From $1307 per night (USD)VRBO
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Solitude Village A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1307 per night (USD)VRBO
From $746 per night (USD)Expedia
Beautiful mountain home at Okemo Resort with wood stoves, kitchen & kitchenette
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Doc's Folly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $746 per night (USD)Expedia
From $669 per night (USD)VRBO
Ski-in\/out condo with fireplace, tennis court, mountain views, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kettle Brook G6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $669 per night (USD)VRBO
From $263 per night (USD)Expedia
Ski-in\/out condo with mountain views, fireplace, hot tub, pool, & tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Winterplace J103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $263 per night (USD)Expedia
From $1685 per night (USD)VRBO
Mountain-view house near Okemo base with gas fireplace, & deck - walk to lifts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Chalet at the Base of Okemo Mountain Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $1685 per night (USD)VRBO
From $1228 per night (USD)Expedia
Ski-in\/out condo near lifts with a fireplace, pool, hot tub, & tennis
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Winterplace F101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1228 per night (USD)Expedia
From $810 per night (USD)VRBO
Ski-in\/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Sweet Solitude G104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $810 per night (USD)VRBO
From $1241 per night (USD)Expedia
Private lakefront home with private hot tub, WiFi, central AC, & fireplace
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Hillside House at Lakeshore Drive Our calendar is updated in real-time & our nightly rates are accurately displayed. Si ...
From $1241 per night (USD)Expedia
From $858 per night (USD)VRBO
Ski-in\/out condo with fireplace, hot tubs. pool, tennis & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winterplace G205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $858 per night (USD)VRBO
From $592 per night (USD)Expedia
Hawk Mountain retreat near Okemo with wifi, washer\/dryer & deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Nest at Hawk Ledges Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $592 per night (USD)Expedia
From $400 per night (USD)VRBO
Inviting condo with a fireplace, hot tubs, pool, tennis & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Winterplace E202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $400 per night (USD)VRBO
From $1126 per night (USD)Expedia
Inviting condo near the Sachem Trail with a fireplace, washer\/dryer
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Okemo Trailside 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1126 per night (USD)Expedia
From $815 per night (USD)VRBO
Ski-in\/out condo with mountain and lift views, hot tub, & pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Winterplace G303 - Skier's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $815 per night (USD)VRBO
From $671 per night (USD)Expedia
Ski-in\/out Condo on Bull Run Trail with fireplace, & full kitchen
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Kettle Brook I4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $671 per night (USD)Expedia
From $484 per night (USD)VRBO
Ski-in\/out condo with water & mountain views, private sauna & fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Kettle Brook A7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $484 per night (USD)VRBO
From $1279 per night (USD)Expedia
Beautiful home near lifts with wood-burning fireplace, mountain views & cable
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Classic Log Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1279 per night (USD)Expedia
From $460 per night (USD)VRBO
Newly renovated ski-in\/out slope side condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Okemo Mountain Lodge C202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $460 per night (USD)VRBO
From $324 per night (USD)Expedia
Ski-in\/ski-out condo with pool, hot tub, sauna, fireplace, W\/D, & central AC
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Jackson Gore Bixby 844 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $324 per night (USD)Expedia
From $246 per night (USD)VRBO
Ski-In\/Out condo with patio, mountain views, washer\/dryer, & cable
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Okemo Mountain Lodge C108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $246 per night (USD)VRBO
From $487 per night (USD)Expedia
Ski-in\/out condo with a pool, fireplace & fast WiFi - Sachem Trail at Okemo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Okemo Trailside 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $487 per night (USD)Expedia
From $634 per night (USD)VRBO
Condo near the slopes with a fireplace, mountain views, washer\/dryer, & cable
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ledgewood B4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $634 per night (USD)VRBO
From $883 per night (USD)Expedia
Classic ski home with hot tub, washer\/dryer, mountain views, fireplace, & cable
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Tannen Spitz Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $883 per night (USD)Expedia
From $716 per night (USD)VRBO
Ski-in\/out condo with a fireplace, hot tub, gym, pool, washer\/dryer & cable
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Okemo Condo - Solitude Village N104 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $716 per night (USD)VRBO
From $593 per night (USD)Expedia
Rustic home with a private hot tub, fireplace, cable, & washer\/dryer
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hawk Spur Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $593 per night (USD)Expedia
From $520 per night (USD)VRBO
Lovely mountain condo with pool, fireplace & cable- near skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Brookhaven B1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $520 per night (USD)VRBO
From $550 per night (USD)Expedia
Mountain view condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Winter Escape - WP A202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $550 per night (USD)Expedia
From $801 per night (USD)VRBO
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 $801 per night (USD)VRBO
From $798 per night (USD)Expedia
Ski-in\/ski-out condo with pool, wood-burning fireplace, tennis courts, & grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Okemo Trailside 19BU Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $798 per night (USD)Expedia
From $520 per night (USD)VRBO
Ground-floor condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Winterplace Getaway A101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $520 per night (USD)VRBO
From $275 per night (USD)Expedia
Ski-in\/out condo near ski school with washer\/dryer, fast WiFi, & mountain views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Okemo Mountain Lodge C106 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $275 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $1114 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 $1114 per night (USD)Expedia
From $1056 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 $1056 per night (USD)VRBO
From $1351 per night (USD)Expedia
Mountain-view condo near Sachem Trail with pool and fireplace - walk to lifts
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 16
Okemo Trailside 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1351 per night (USD)Expedia
From $629 per night (USD)VRBO
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 $629 per night (USD)VRBO
From $255 per night (USD)Expedia
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 $255 per night (USD)Expedia
From $565 per night (USD)VRBO
Vermont Mountain Retreat: The Antler House
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 6
Welcome to the 'Antler House,' your perfect escape nestled in the scenic Vermont mountains! Located in the charming town ...
From $565 per night (USD)VRBO
From $208 per night (USD)Expedia
Custom-built Tiny House on forested lot near Quechee
- Bedrooms:
- 1
- Bathrooms:
- 2
- 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 $208 per night (USD)Expedia
From $317 per night (USD)VRBO
Little Cabin On The Ridge Andover Vt
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Recently built classic Vermont cabin. This cozy home is perfect for singles, couples and families. The well-designed spa ...
From $317 per night (USD)VRBO
From $418 per night (USD)Expedia
Cozy, waterfront house w\/ a deck, lake views, & a private hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 2
Hall's Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $418 per night (USD)Expedia
From $537 per night (USD)VRBO
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 $537 per night (USD)VRBO
Click For PricingExpedia
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 PricingExpedia
From $376 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 $376 per night (USD)VRBO
From $383 per night (USD)VRBO
1820 Federal Style Home located on the beautiful Black River
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
This spacious home will accommodate ten people comfortably. It is located within 20 minutes from Okemo Ski Resort. There ...
From $383 per night (USD)VRBO