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 $202 per night (USD)
VRBO
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains
Bedrooms:
3
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 $202 per night (USD)
VRBO
From $376 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 $376 per night (USD)
VRBO
From $147 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 $147 per night (USD)
VRBO
From $533 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 $533 per night (USD)
Expedia
From $1453 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 $1453 per night (USD)
VRBO
From $716 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 $716 per night (USD)
VRBO
From $318 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 $318 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 $250 per night (USD)
VRBO
109 Deluxe One bedroom Queen Suite on the 1st floor w/ outdoor heated pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Cedarbrook is tucked into Vermont s Green Mountains, right in the middle of the action. You re only a mile from the Kill ...
From $250 per night (USD)
VRBO
From $170 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 $170 per night (USD)
Expedia
From $347 per night (USD)
VRBO
Deluxe Two Bedroom Suite on the 2nd floor with outdoor heated pool 20304
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Cedarbrook is tucked into Vermont's Green Mountains, right in the middle of the action. You're only a mile from the Kill ...
From $347 per night (USD)
VRBO
From $230 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 $230 per night (USD)
Expedia
From $243 per night (USD)
VRBO
Deluxe One Bedroom Queen Suite on the 2nd floor with outdoor heated pool 202
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 $243 per night (USD)
VRBO
From $270 per night (USD)
Expedia
Deluxe 1 bedroom suite located on first floor with outdoor heated pool 118/120
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $270 per night (USD)
Expedia
From $228 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 $228 per night (USD)
VRBO
From $622 per night (USD)
Expedia
Ski-in /Out. Spacious 2BR / 2.5B Ground-Floor Condo. 4 Seasons of enchantment.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious 2 bedroom - 2.5 bathroom condominium is located on the sunny side of Okemo in SouthFace Village, the newest dev ...
From $622 per night (USD)
Expedia
From $907 per night (USD)
VRBO
Mountain-view house with hot tub, AC & amazing views, near Okemo Resort & skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Ludlow Treasure Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $907 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Ski-In/Ski-Out Condo w/ Pool & Seasonal Hot Tubs - Golf & Tennis Nearby
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Winterplace G101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $494 per night (USD)
Expedia
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VRBO
Secluded Rustic Home with Private Hot Tub & Huge Deck - 5 Miles to Okemo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Andover Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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VRBO
From $293 per night (USD)
Expedia
Quaint lakefront home with a fire pit and beautiful views
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Ludlow's Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $293 per night (USD)
Expedia
From $276 per night (USD)
VRBO
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 $276 per night (USD)
VRBO
From $192 per night (USD)
VRBO
2 Bedroom Condo in Quechee, ~VT~ - a Four Season Community!
Bedrooms:
1
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 $192 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Enjoy our ski in ski out condo. Located mid-mountain at Solitude Peak!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Newly Renovated Professional Cleaners-Linens and towels laundered off site Remote Check-In Located mid-mountain at the b ...
From $446 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 $580 per night (USD)
VRBO
Beautiful & Spacious Condo w/ Pool, Lake Access - Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Birch Landing #16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $580 per night (USD)
VRBO
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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 ...
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Expedia
From $1498 per night (USD)
VRBO
Luxury Ski In Ski Out Okemo Trailside Condo on Sachem Trail -Direct Ski Access
Bedrooms:
2
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 $1498 per night (USD)
VRBO
From $791 per night (USD)
Expedia
Modern Farmhouse on 25 Acres / Superb Views.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This Truex Cullins designed Farmhouse is inspired by the iconic old farmsteads found throughout northern New England. Em ...
From $791 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 $354 per night (USD)
VRBO
Pet Friendly Ski House with Hot Tub
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
A ski house nestled trailside on Plymouth Notch Ski Mountain. Take in the spectacular views while you relax on the couch ...
From $354 per night (USD)
VRBO
From $1171 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 $1171 per night (USD)
VRBO
From $816 per night (USD)
Expedia
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 $816 per night (USD)
Expedia
From $484 per night (USD)
VRBO
Log Home Perfect for a Family Getaway - Five Miles from Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Sherman Log House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $484 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Trailside 8E Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $221 per night (USD)
Expedia
From $724 per night (USD)
VRBO
Elegantly Rustic Getaway w/Yard, Fire Pit, Dock, Kayaks - Close to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Lakeside Elegance Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $724 per night (USD)
VRBO
From $799 per night (USD)
Expedia
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Bedrooms:
3
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 $799 per night (USD)
Expedia
From $908 per night (USD)
VRBO
Bright, Open Home with Wraparound Deck & Mountain Views - 2 Miles to Skiing
Bedrooms:
2
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 $908 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Condo near ski trail with fireplace, hot tub, pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Winterplace Q206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $395 per night (USD)
Expedia
From $1448 per night (USD)
VRBO
Home near the Bull Run Trail with fireplace, washer/dryer & cable
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Snow Lane Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $1448 per night (USD)
VRBO
From $1094 per night (USD)
Expedia
Mountainside condo with sauna, balcony, & walk to lifts
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Okemo Trailside 40C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1094 per night (USD)
Expedia
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VRBO
Inviting condo on Village Run Trail with a fireplace, pool, & hot tub
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Solitude Village A2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
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VRBO
From $813 per night (USD)
Expedia
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 $813 per night (USD)
Expedia
From $414 per night (USD)
VRBO
Ski-in/out condo with fireplace, tennis court, mountain views, & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kettle Brook G6 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $414 per night (USD)
VRBO
From $1606 per night (USD)
Expedia
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 $1606 per night (USD)
Expedia
From $916 per night (USD)
VRBO
Ski-in/out condo near lifts with a fireplace, pool, hot tub, & tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace F101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $916 per night (USD)
VRBO
From $642 per night (USD)
Expedia
Ski-in/ski-out condo with pool, hot tub, sauna, mountain view, deck, & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Sweet Solitude G104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $642 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $258 per night (USD)
Expedia
Ski-in/out condo with fireplace, hot tubs. pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winterplace G205 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $258 per night (USD)
Expedia
From $424 per night (USD)
VRBO
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 $424 per night (USD)
VRBO
From $238 per night (USD)
Expedia
Inviting condo with a fireplace, hot tubs, pool, tennis & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Winterplace E202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $238 per night (USD)
Expedia
From $1105 per night (USD)
VRBO
Inviting condo near the Sachem Trail with wifi, washer/dryer
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Okemo Trailside 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $1105 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Ski-in/out condo with mountain and lift views, hot tub, & pool
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
Winterplace G303 - Skier's Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $441 per night (USD)
Expedia
From $502 per night (USD)
VRBO
Ski-in/out Condo on Bull Run Trail with fireplace, & full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Kettle Brook I4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $502 per night (USD)
VRBO
From $195 per night (USD)
Expedia
Ski-in/out condo with water & mountain views, private sauna & fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kettle Brook A7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $195 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Beautiful home near lifts with wood-burning fireplace, mountain views & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Classic Log Cabin Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $539 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Newly renovated ski-in/out slope side condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $261 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Ski-In/Out condo with patio, mountain views, washer/dryer, & cable
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Okemo Mountain Lodge C108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $250 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Ski-in/out condo with a pool, tennis & fast WiFi - Sachem Trail at Okemo
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Trailside 19BL Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $339 per night (USD)
Expedia
From $470 per night (USD)
VRBO
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 $470 per night (USD)
VRBO
From $497 per night (USD)
Expedia
Ski-in/out condo with a fireplace, hot tub, gym, pool, washer/dryer & cable
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Okemo Condo - Solitude Village N104 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $497 per night (USD)
Expedia
From $333 per night (USD)
VRBO
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 $333 per night (USD)
VRBO
From $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
From $509 per night (USD)
VRBO
Three-level ski-in/out condo with sauna, washer/dryer & mountain view
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Okemo Trailside 32C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $509 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Ski-in/ski-out condo with pool, 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 ...
From $440 per night (USD)
Expedia
From $529 per night (USD)
VRBO
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 $529 per night (USD)
VRBO
From $390 per night (USD)
Expedia
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 $390 per night (USD)
Expedia
From $763 per night (USD)
VRBO
Ski-in/out home with a hot tub, fireplace, cable & golf nearby
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Wood Lantern Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $763 per night (USD)
VRBO
From $803 per night (USD)
Expedia
Mountain-view condo near Sachem Trail with pool - walk to lifts
Bedrooms:
2
Bathrooms:
3
Sleeps:
16
Okemo Trailside 5B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $803 per night (USD)
Expedia
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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 ...
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VRBO
From $230 per night (USD)
VRBO
Cheerful residential home with lots of space
Bedrooms:
2
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 $230 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Vermont Mountain Retreat: The Antler House
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to the 'Antler House,' your perfect escape nestled in the scenic Vermont mountains! Located in the charming town ...
From $494 per night (USD)
VRBO
From $256 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 $256 per night (USD)
Expedia
From $374 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 $374 per night (USD)
VRBO
From $650 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 $650 per night (USD)
Expedia
Click For Pricing
VRBO
A distinctive family retreat for an epic ski vacation!
Bedrooms:
3
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 ...
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VRBO
From $309 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 $309 per night (USD)
VRBO
From $349 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 $349 per night (USD)
VRBO
$\Whispering Pines\ Ski House in the heart of the Green Mountains$
From $908 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 $908 per night (USD)
VRBO
From $370 per night (USD)
VRBO
Beautiful Mountain Getaway for Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Mountain getaway with beautiful views , minutes from Okemo & Killington . Private home at Hawk Resort 8 mi to Okemo and ...
From $370 per night (USD)
VRBO
From $243 per night (USD)
VRBO
Vermont Charm in the 1840 Gideon Lee House
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Sunshine, flowers, Farmers' Markets, hikes and starry nights are here. Scents fill the air and the birds are calling. S ...
From $243 per night (USD)
VRBO
From $828 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 $828 per night (USD)
VRBO
From $1435 per night (USD)
VRBO
Gorgeous Slopeside Winterplace/Okemo Vail Resorts Available Feb holiday/March!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Newly Renovated, Winterplace at Okemo Vail Resorts Slope Side: This Top Floor, End Unit, Front Line Winterplace condo fe ...
From $1435 per night (USD)
VRBO
From $532 per night (USD)
VRBO
Kettle Brook 2 BR & 2 BA ski in/out condo on Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Kettle Brook is scenic ski in/out complex between the Bull Run and Kettle Brook trails on Okemo Mountain. Direct ski a ...
From $532 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 Pricing
Expedia
From $461 per night (USD)
VRBO
Long Range Mountain Views in West Windsor
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Thistle Hill, a beautiful private property on 17 acres. Home is located 12 miles from Woodstock in the heart ...
From $461 per night (USD)
VRBO
From $508 per night (USD)
Expedia
Sweet Life - Vermont Chalet - 6 person Indoor Hot Tub - 15 min to Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
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 $508 per night (USD)
Expedia
From $3156 per night (USD)
VRBO
Havenwood, a beautiful private, gated estate in Woodstock, Vermont
Bedrooms:
7
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 $3156 per night (USD)
VRBO
From $935 per night (USD)
VRBO
The Cottage on private gated 400 acre Reading Farms Estate
Bedrooms:
1
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 $935 per night (USD)
VRBO
From $630 per night (USD)
VRBO
Log Cabin Retreat on 40 Acres
Bedrooms:
3
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 $630 per night (USD)
VRBO
From $724 per night (USD)
Expedia
Bear-Foot Lodge Killington, Private! Sauna/Gameroom. Perfect for Large Groups!
Bedrooms:
3
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 $724 per night (USD)
Expedia
From $1440 per night (USD)
VRBO
Luxury 100 acre 3 building Compound
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
100 acre farm located equidistant ( 15 mins) between Stratton and Okemo. Hiking, tennis, apple picking(on premises), pin ...
From $1440 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Circa 1868 Chester Home/Victorian Farmhouse-Less than 20 MIN TO OKEMO
Bedrooms:
2
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 $288 per night (USD)
Expedia
From $622 per night (USD)
VRBO
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
Bedrooms:
3
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 $622 per night (USD)
VRBO
From $658 per night (USD)
Expedia
Castle Hill Resort Condo (with on-site Aveda Spa)
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome home! This charming 1500 square foot 3 bedroom condo at the historical Castle Hill Resort and Spa, has everythin ...
From $658 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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 $288 per night (USD)
VRBO
From $1342 per night (USD)
Expedia
NEW - Beautiful mountain home steps to Okemo, Great for Wedding stays
Bedrooms:
3
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 $1342 per night (USD)
Expedia
From $202 per night (USD)
VRBO
Cozy, Charming Vermont Chalet close to 5 major ski areas sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a secluded mountainside retreat. Perfect for a getaway for two and room enough for 4 it is located on eleven pri ...
From $202 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Beautiful 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 Mill condo right in the heart of Ludlow Villag ...
From $310 per night (USD)
VRBO
From $368 per night (USD)
VRBO
Beautiful home offering privacy on 7 acres with private pond
Bedrooms:
1
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 $368 per night (USD)
VRBO
From $228 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 $228 per night (USD)
Expedia

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