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 $228 per night (USD)
VRBO
Deluxe one bedroom suite located on first floor with outdoor heated pool 11921
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 $172 per night (USD)
Expedia
110 Deluxe Studio Queen 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 $172 per night (USD)
Expedia
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 $257 per night (USD)
VRBO
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 208
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 $257 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Two Queen Bed Standard Hotel Room w/outdoor heated pool 204
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 $170 per night (USD)
Expedia
From $230 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 $230 per night (USD)
VRBO
From $374 per night (USD)
Expedia
Cedarbrook Deluxe Two Bedroom Suite 1st floor w/outdoor heated pool 19110
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $374 per night (USD)
Expedia
From $170 per night (USD)
VRBO
Two Queen Bed Standard Hotel room with outdoor heated pool 201
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 $170 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Deluxe Two Bedroom Suite on 2nd floor with outdoor heated pool 20708
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $347 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 $527 per night (USD)
Expedia
Sunrise Mountain Village - W Glade K-5
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This warm and inviting three-bedroom, two-and-a-half-bath duplex townhome is located near almost at the top of Killingto ...
From $527 per night (USD)
Expedia
From $298 per night (USD)
VRBO
SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Weather: In the winter, there will be snow, ice, and occasional snowstorms. We recommend driving a vehicle with AWD or ...
From $298 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 $963 per night (USD)
VRBO
Charming country home & private retreat in the foothills of VT Green Mountains.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Comfortable Vermont country home offers ultimate in privacy, all amenities, and proximity to 4 ski mountains. Peaceful, ...
From $963 per night (USD)
VRBO
From $907 per night (USD)
Expedia
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)
Expedia
From $494 per night (USD)
VRBO
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)
VRBO
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Expedia
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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Expedia
From $293 per night (USD)
VRBO
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)
VRBO
From $276 per night (USD)
Expedia
Ski-in/out mountainside condo close to everything with full kitchen - tranquil
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Okemo Mountain Lodge B305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $276 per night (USD)
Expedia
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)
Expedia
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)
Expedia
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
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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 $450 per night (USD)
VRBO
Ski-in/out sunrise condo with pool & hot tub - great ski retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Sunrise - West Glade -J2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $450 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 $418 per night (USD)
VRBO
Winter Brook newly renovated
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winter Brook has been totally renovated. There is a wonderful new kitchen, wood floors, luxurious bathrooms and new fur ...
From $418 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)
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 $816 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 $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 $1448 per night (USD)
Expedia
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)
Expedia
From $1094 per night (USD)
VRBO
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)
VRBO
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Expedia
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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Expedia
From $813 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 $813 per night (USD)
VRBO
From $414 per night (USD)
Expedia
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)
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 $424 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 $424 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 $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 $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 $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
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Expedia
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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Expedia
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
$\Whispering Pines\ Ski House in the heart of the Green Mountains$
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 $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)
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 $828 per night (USD)
Expedia
From $705 per night (USD)
VRBO
Vermont's Mountain Villa: Hot tub, Ski views, Pet+
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy breathtaking views of the green mountains with stunning sunrises, sunsets, and stargazing opportunities. Relax in ...
From $705 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 $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 $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 $506 per night (USD)
Expedia
Ski on/ski off, conveniently located with beautiful views, Sunrise B3
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise Village East Glade B3: Your Ideal Ski Getaway! Experience ski-in/ski-out convenience from this inviting 2-bedroo ...
From $506 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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)
VRBO
From $243 per night (USD)
Expedia
☆ SKI ON & OFF! ☆ Spruce Glen D on Great Eastern Trail w/AC, Sauna, Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value th ...
From $243 per night (USD)
Expedia
From $658 per night (USD)
VRBO
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)
VRBO
From $365 per night (USD)
Expedia
☆ SKI ON & OFF ☆ Spruce Glen B on Great Eastern Trail w/AC, Sauna, Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value th ...
From $365 per night (USD)
Expedia
From $261 per night (USD)
VRBO
☆ SKI ON & OFF ☆ Spruce Glen C on Great Eastern Trail w/AC, Sauna, Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value th ...
From $261 per night (USD)
VRBO
From $403 per night (USD)
Expedia
☆ SKI ON & OFF ☆ Spruce Glen A on Great Eastern Trail w/AC, Sauna, Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value th ...
From $403 per night (USD)
Expedia
From $1342 per night (USD)
VRBO
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)
VRBO
From $202 per night (USD)
Expedia
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)
Expedia
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 $235 per night (USD)
Expedia
Deluxe One bedroom Queen Suite on the 2nd floor with outdoor heated pool 209
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 $235 per night (USD)
Expedia
From $228 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 $228 per night (USD)
VRBO
From $228 per night (USD)
Expedia
Deluxe one bedroom suite located on first floor with outdoor heated pool 11517
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Cedarbrook – Your Year-Round Mountain Escape. Tucked in the heart of Vermont's Green Mountains, Cedarbrook of ...
From $228 per night (USD)
Expedia
From $268 per night (USD)
VRBO
Deluxe one bedroom suite located on 2nd floor with outdoor heated pool 21416
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 $268 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Queen Studio on the 2nd floor with outdoor heated pool 210
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 $156 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Cozy Tiny Home on Black River - Walk to Town!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
We invite you to stay in our cozy, rustic tiny home on Black River, in Ludlow Village, an easy walk to Main Street. Just ...
From $214 per night (USD)
VRBO
From $631 per night (USD)
Expedia
Sunrise Mountain Village - Bear View
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Modern luxury meets adventure in this spacious home with stunning views just minutes from Bear Mountain. This welcoming ...
From $631 per night (USD)
Expedia
From $346 per night (USD)
VRBO
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 $346 per night (USD)
VRBO
From $329 per night (USD)
Expedia
⭐️Ski-On/Ski-Off COZY BEAUTIFUL MOUNTAIN CONDO 2-Bed/2-Bath with Fireplace
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This beautiful remodeled condo is in the heart of Sunrise at Bear Mountain. The designer kitchen has heated porcelain ti ...
From $329 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $926 per night (USD)
Expedia
Northeast Passage Chalet is a cozy and warm. Wonderful hot tub on the deck and a great big stone fireplace.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Northeast Passage Chalet is a beautiful retreat tucked away at the end of a private road, offering comfort, convenience, ...
From $926 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Cottage in Barnard
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Charming Vermont cottage, just up the road from Silver Lake and the Barnard General Store. Bright, warm, and welcoming, ...
From $250 per night (USD)
VRBO
From $160 per night (USD)
VRBO
Enjoy snowball fights or romantic nights in a 1BD vacation apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Make some memories at this unique and family-friendly pA Beautiful Mountainside Escape Vacationing in Vermont brings ...
From $160 per night (USD)
VRBO
From $422 per night (USD)
VRBO
Sunrise Mountain Village - West Glade J-1- Ski in-Ski Out
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunrise W-Glade J-1 This quaint 2-bedroom, 2-bathroom townhome sits amidst the splendor of Sunrise Mountain and is an e ...
From $422 per night (USD)
VRBO
From $289 per night (USD)
Expedia
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 $289 per night (USD)
Expedia
From $630 per night (USD)
VRBO
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 $630 per night (USD)
VRBO
From $567 per night (USD)
Expedia
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 $567 per night (USD)
Expedia
From $125 per night (USD)
VRBO
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 $125 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Modern & Updated Winterplace 3Br- Sleeps 12
Bedrooms:
2
Bathrooms:
2
Sleeps:
12
**** New protocols include the following: This beautiful mountainside, located a short walk from the t ...
From $369 per night (USD)
Expedia
From $357 per night (USD)
VRBO
2Br Solitude -Ski-in, Ski-out Access to Promenade Trail
Bedrooms:
2
Bathrooms:
2
Sleeps:
10
This 2BR, 2BA unit sleeps 7, with a queen bed in master bedroom, a twin over double bunk bed in guest bedroom, plus a q ...
From $357 per night (USD)
VRBO
From $334 per night (USD)
Expedia
1Br Ski-in, Ski-out With King Bed- Okemo Mtn Lodge
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
B303 is a non air-conditioned 1 bedroom/1 bath unit on the third floor of building B in the Mountain Lodge. This unit s ...
From $334 per night (USD)
Expedia

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