Windsor Area, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Windsor Area, Vermont on RentalSaver.com!

Windsor Area Rentals

From $157 per night (USD)
VRBO
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 $157 per night (USD)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
$108 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool$
From $163 per night (USD)
VRBO
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 $163 per night (USD)
VRBO
$107 Deluxe Studio Queen, w\/ Sleeper sofa w\/ outdoor heated pool$
From $127 per night (USD)
Expedia
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 $127 per night (USD)
Expedia
From $442 per night (USD)
VRBO
Warm & inviting 4-bedroom home, open floor plan just steps to Okemo Mtn Resort
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 $442 per night (USD)
VRBO
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Expedia
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 Pricing
Expedia
$Private Ludlow Village Home - 2 Miles from Okemo Base W\/Access To Okemo Shuttle$
From $371 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 $371 per night (USD)
VRBO
From $178 per night (USD)
Expedia
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 $178 per night (USD)
Expedia
From $564 per night (USD)
VRBO
On Okemo and steps Sachem trail!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We are on the mountain and are perfect for a group of families that want have easy access to skiing. We're a short walk ...
From $564 per night (USD)
VRBO
From $429 per night (USD)
Expedia
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 $429 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia
From $133 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 $133 per night (USD)
VRBO
From $536 per night (USD)
Expedia
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 $536 per night (USD)
Expedia
From $1002 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 $1002 per night (USD)
VRBO
From $710 per night (USD)
Expedia
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 $710 per night (USD)
Expedia
From $307 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 $307 per night (USD)
VRBO
Click For Pricing
Expedia
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 ...
Click For Pricing
Expedia
From $346 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 $346 per night (USD)
VRBO
$109 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool$
From $163 per night (USD)
Expedia
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 $163 per night (USD)
Expedia
From $157 per night (USD)
VRBO
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 $157 per night (USD)
VRBO
From $284 per night (USD)
Expedia
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 $284 per night (USD)
Expedia
From $152 per night (USD)
VRBO
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 $152 per night (USD)
VRBO
From $152 per night (USD)
Expedia
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 $152 per night (USD)
Expedia
From $213 per night (USD)
VRBO
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 $213 per night (USD)
VRBO
From $213 per night (USD)
Expedia
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 $213 per night (USD)
Expedia
$Ski-in \/Out. Spacious 2BR \/ 2.5B Ground-Floor Condo. 4 Seasons of enchantment.$
From $606 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 $606 per night (USD)
VRBO
From $757 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 $757 per night (USD)
Expedia
$Ski-In\/Ski-Out Condo w\/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby$
From $711 per night (USD)
VRBO
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 $711 per night (USD)
VRBO
From $542 per night (USD)
Expedia
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 $542 per night (USD)
Expedia
From $259 per night (USD)
VRBO
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 $259 per night (USD)
VRBO
$Ski-in\/out mountainside condo close to everything with full kitchen - tranquil$
From $263 per night (USD)
Expedia
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 $263 per night (USD)
Expedia
From $160 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 $160 per night (USD)
VRBO
From $282 per night (USD)
Expedia
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 $282 per night (USD)
Expedia
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 $266 per night (USD)
Expedia
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 $266 per night (USD)
Expedia
$Beautiful & Spacious Condo w\/ Pool, Lake Access - Close to Skiing$
From $537 per night (USD)
VRBO
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 $537 per night (USD)
VRBO
From $319 per night (USD)
Expedia
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 $319 per night (USD)
Expedia
From $1592 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 $1592 per night (USD)
VRBO
$Modern Farmhouse on 25 Acres \/ Superb Views.$
From $741 per night (USD)
Expedia
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 $741 per night (USD)
Expedia
From $210 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 $210 per night (USD)
VRBO
From $476 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 $476 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Cozy Quechee Corner Cabin
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Quechee Cabin, an authentic Vermont offering - 4 Season Resort Townhouse nestled in a picturesque nature setting in hist ...
From $211 per night (USD)
VRBO
From $1040 per night (USD)
Expedia
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 $1040 per night (USD)
Expedia
From $450 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 $450 per night (USD)
VRBO
From $343 per night (USD)
Expedia
Log Home Perfect for a Family Getaway - Five Miles from Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Sherman Log House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $343 per night (USD)
Expedia
From $260 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 $260 per night (USD)
VRBO
$Elegantly Rustic Getaway w\/Yard, Fire Pit, Dock, Kayaks - Close to Skiing$
From $483 per night (USD)
Expedia
Elegantly Rustic Getaway w\/Yard, Fire Pit, 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 $483 per night (USD)
Expedia
From $582 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 $582 per night (USD)
VRBO
From $601 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 $601 per night (USD)
Expedia
$Condo near ski trail with fireplace, hot tub, pool, tennis & washer\/dryer$
From $210 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 $210 per night (USD)
VRBO
$Home near the Bull Run Trail with fireplace, washer\/dryer & cable$
From $1166 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 $1166 per night (USD)
Expedia
From $936 per night (USD)
VRBO
Mountainside condo with sauna, balcony, & walk to lifts
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Trailside 40C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $936 per night (USD)
VRBO
From $998 per night (USD)
Expedia
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 $998 per night (USD)
Expedia
From $631 per night (USD)
VRBO
Inviting Okemo ski mountain home, two house walk to ski slope!
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Doc's Folly Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $631 per night (USD)
VRBO
$Ski-in\/out condo with fireplace, tennis court, mountain views, & washer\/dryer$
From $197 per night (USD)
Expedia
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 $197 per night (USD)
Expedia
From $1586 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 $1586 per night (USD)
VRBO
$Ski-in\/out condo near lifts with a fireplace, pool, hot tub, & tennis$
From $800 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 $800 per night (USD)
Expedia
$Ski-in\/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace$
From $300 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 $300 per night (USD)
VRBO
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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 ...
Click For Pricing
Expedia
$Ski-in\/out condo with fireplace, hot tubs. pool, tennis & washer\/dryer$
From $174 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 $174 per night (USD)
VRBO
$Hawk Mountain retreat near Okemo with wifi, washer\/dryer & deck$
From $264 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 $264 per night (USD)
Expedia
$Inviting condo with a fireplace, hot tubs, pool, tennis & washer\/dryer$
From $229 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 $229 per night (USD)
VRBO
$Inviting condo near the Sachem Trail with wifi, washer\/dryer$
From $728 per night (USD)
Expedia
Inviting condo near the Sachem Trail with wifi, washer\/dryer
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Okemo Trailside 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $728 per night (USD)
Expedia
$Ski-in\/out condo with mountain and lift views, hot tub, & pool$
From $256 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 $256 per night (USD)
VRBO
$Ski-in\/out Condo on Bull Run Trail with fireplace, & full kitchen$
From $277 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 $277 per night (USD)
Expedia
$Ski-in\/out condo with water & mountain views, private sauna & fireplace$
From $164 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 $164 per night (USD)
VRBO
From $991 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 $991 per night (USD)
Expedia
$Newly renovated ski-in\/out slope side condo$
From $164 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 $164 per night (USD)
VRBO
$Ski-in\/ski-out condo with pool, hot tub, sauna, fireplace, W\/D, & central AC$
Click For Pricing
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 ...
Click For Pricing
Expedia
$Ski-In\/Out condo with patio, mountain views, washer\/dryer, & cable$
From $131 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 $131 per night (USD)
VRBO
$Ski-in\/out condo with a pool, tennis & fast WiFi - Sachem Trail at Okemo$
From $306 per night (USD)
Expedia
Ski-in\/out condo with a pool, tennis & 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 $306 per night (USD)
Expedia
$Condo near the slopes with a fireplace, mountain views, washer\/dryer, & cable$
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
$Classic ski home with hot tub, washer\/dryer, mountain views, fireplace, & cable$
From $269 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 $269 per night (USD)
Expedia
$Ski-in\/out condo with a fireplace, hot tub, gym, pool, washer\/dryer & cable$
From $271 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 $271 per night (USD)
VRBO
$Rustic home with a private hot tub, fireplace, cable, & washer\/dryer$
From $241 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 $241 per night (USD)
Expedia
From $312 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 $312 per night (USD)
VRBO
$Mountain view condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable$
From $188 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 $188 per night (USD)
Expedia
$Three-level ski-in\/out condo with sauna, washer\/dryer & mountain view$
From $277 per night (USD)
VRBO
Three-level ski-in\/out condo with sauna, 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 $277 per night (USD)
VRBO
$Ski-in\/ski-out condo with pool, tennis courts, & grill$
From $429 per night (USD)
Expedia
Ski-in\/ski-out condo with pool, 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 $429 per night (USD)
Expedia
$Ground-floor condo with fireplace, pool, hot tub, tennis, washer\/dryer & cable$
From $581 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 $581 per night (USD)
VRBO
$Ski-in\/out condo near ski school with washer\/dryer, fast WiFi, & mountain views$
From $141 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 $141 per night (USD)
Expedia
$Ski-in\/out home with a hot tub, fireplace, cable & golf nearby$
From $621 per night (USD)
VRBO
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 $621 per night (USD)
VRBO
$Family, Pet Friendly Bridgewater\/Killington\/Woodstock Area Rental$
From $1056 per night (USD)
Expedia
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)
Expedia
From $643 per night (USD)
VRBO
Mountain-view condo near Sachem Trail with pool - 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 $643 per night (USD)
VRBO
$Dog-friendly mountain view home near Okemo & Killington with washer\/dryer$
From $376 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 $376 per night (USD)
Expedia
From $250 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 $250 per night (USD)
VRBO
From $484 per night (USD)
Expedia
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 $484 per night (USD)
Expedia
From $245 per night (USD)
VRBO
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 $245 per night (USD)
VRBO
From $664 per night (USD)
Expedia
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 $664 per night (USD)
Expedia
From $629 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 $629 per night (USD)
VRBO
Click For Pricing
Expedia
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 Pricing
Expedia
From $420 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 $420 per night (USD)
VRBO
From $309 per night (USD)
Expedia
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 $309 per night (USD)
Expedia
$Log cabin near Okemo \/ Ludlow on 25 acres borders state forest w\/trails nearby$
From $337 per night (USD)
VRBO
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 $337 per night (USD)
VRBO
$\Whispering Pines\ Ski House in the heart of the Green Mountains$
From $504 per night (USD)
Expedia
\"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 $504 per night (USD)
Expedia
From $532 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 $532 per night (USD)
VRBO
From $333 per night (USD)
Expedia
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 $333 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Vermont Charm in the 1840 Gideon Lee House
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Sunshine, flowers, Farmers' Markets, hikes and starry nights are here. Scents fill the air and the birds are calling. S ...
From $233 per night (USD)
VRBO
From $853 per night (USD)
Expedia
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 $853 per night (USD)
Expedia

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