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

$Quechee Ski Hill home - steps to slopes - mountain views, AC & W\/D$
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VRBO
Quechee Ski Hill home - steps to slopes - mountain views, AC & W\/D
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Kingswood 12H Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
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VRBO
From $458 per night (USD)
Expedia
Quechee - Four Season Resort Townhome
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This Townhome is walking distance to Quechee Main Street and Simon Pearce. A mile away from the family-friendly Queechee ...
From $458 per night (USD)
Expedia
$Après Chalet: A Modern Ski-In\/Out condo at Okemo$
From $561 per night (USD)
VRBO
Après Chalet: A Modern Ski-In\/Out condo at Okemo
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Summary: Experience the ultimate ski-in/ski-out convenience just steps from the lift. This fully renovated condo offers ...
From $561 per night (USD)
VRBO
From $245 per night (USD)
Expedia
Riverfront studio with river view, full kitchen, & free WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Vermont Farm Studio Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $245 per night (USD)
Expedia
From $260 per night (USD)
VRBO
2 Bed Exceptional Fireplace Condo In the Heart of Town On Shuttle Route
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Discover the best of Ludlow when you stay in our fabulously renovated historic condo built in 1857. The Mill Place cond ...
From $260 per night (USD)
VRBO
$Ski-In\/Ski-out Condo: Most accessible location on Okemo Mountain$
From $1201 per night (USD)
Expedia
Ski-In\/Ski-out Condo: Most accessible location on Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Beautifully renovated condo. Enjoy easy access to the slopes, as well as an up-to-date condo for Apres Ski. Experience s ...
From $1201 per night (USD)
Expedia
$Private Chester Home w\/ Deck, Mins to Skiing!$
From $465 per night (USD)
VRBO
Private Chester Home w\/ Deck, Mins to Skiing!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Spacious, private and fully outfitted for a group getaway to Vermont, this 3-bedroom, 3-bath vacation rental is ready fo ...
From $465 per night (USD)
VRBO
$Ski-in\/Ski-out | FREE ACCESS Spring House Pool$
From $450 per night (USD)
Expedia
Ski-in\/Ski-out | FREE ACCESS Spring House Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This 1 bedroom condo in Okemo, VT is an excellent choice for families, friends or single travellers. Wonderfully located ...
From $450 per night (USD)
Expedia
$SKI-ON\/SKI-OFF Okemo On Mountain Spacious Getaway ⛷ hot tubs, pool, fireplace$
From $821 per night (USD)
VRBO
SKI-ON\/SKI-OFF Okemo On Mountain Spacious Getaway ⛷ hot tubs, pool, fireplace
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
-SPACIOUS 2-story apartment unit with a loft - Sleeps 8 1 master bedroom (King bed) 2nd bedroom (Queen bed) 3rd bedroo ...
From $821 per night (USD)
VRBO
From $613 per night (USD)
Expedia
Slopeside townhome on Okemo Ski Mountain! Summer Pool, Tennis & Air Conditioning
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Prime location for this cozy 4-bedroom townhome steps from Sachem ski trail! Walk out and be on the slopes in 1-2 minute ...
From $613 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Black Dog Lodge - Ski Chalet centered between Okemo and Killington Mt.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Secluded ski chalet with centralized location to Okemo Mt., Killington Mt. (around 15 minutes to each), Woodstock and lo ...
From $556 per night (USD)
VRBO
From $1121 per night (USD)
Expedia
Quiet Vermont Winter Getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Cozy and secluded describes this VT home. It's the perfect place for a group of friends or family to enjoy some time awa ...
From $1121 per night (USD)
Expedia
From $828 per night (USD)
VRBO
Ludlow Village Charmer
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
We fell in love with this charming circa 1900 home sited on a quiet street above Main Street. You will love the location ...
From $828 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Cozy Creekside Chalet centrally located near 4 ski resorts
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
If it is time to retreat from the hustle, bustle, and busyness of your life, this is the perfect place. That's what we d ...
From $563 per night (USD)
Expedia
From $196 per night (USD)
VRBO
Gorgeous Vermont sunrises
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Chris and Tammy’s Mountain View getaway. The apartment is located in lovely rural Vermont on a quiet dirt r ...
From $196 per night (USD)
VRBO
$Okemo Mountain - Cozy, Modern condo & \non a 3 mins Shuttle bus to the Mountain$
From $185 per night (USD)
VRBO
Okemo Mountain - Cozy, Modern condo & \non a 3 mins Shuttle bus to the Mountain
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
This modern, cozy place with the convenience to everything and to drop your bags and head to Okemo Mountain with ski shu ...
From $185 per night (USD)
VRBO
From $687 per night (USD)
VRBO
Elegance Meets Rustic Charm: Vermont 3-Bed Retreat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover tranquility at our meticulously renovated Vermont lodge, a single-family sanctuary graced with post-and-beam al ...
From $687 per night (USD)
VRBO
From $3206 per night (USD)
VRBO
Okemo Winterplace - Ski home for lunch-Sleeps 12 people 4Br 2BA slopeside
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Sunny high-ceiling condo perched midmountain at Okemo - strap on your skis and GO! Slopeside development with ski runs ...
From $3206 per night (USD)
VRBO
From $943 per night (USD)
VRBO
Ski House at Okemo - 5 bedroom - hot tub
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Private ski house on 5 acres less than 2 miles to Jackson Gore / Okemo parking. READ REVIEWS ALL 5 STAR!! 5 bedrooms / ...
From $943 per night (USD)
VRBO
From $1153 per night (USD)
Expedia
5 Bedroom Family Home on Okemo with A.C. mini-splits for the Summer Season
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Walking distance to the base lodge this post and beam quintessential ski lodge boasts 5 bedrooms, 4 baths, 2 living room ...
From $1153 per night (USD)
Expedia
From $2120 per night (USD)
VRBO
Spacious, luxury lodge - less than a mile from Okemo, and everything else!
Bedrooms:
4
Bathrooms:
5
Sleeps:
18
Privacy and proximity * two stone fireplaces * hot tub under the stars * room for 18 guests * surround sound entertainme ...
From $2120 per night (USD)
VRBO
From $760 per night (USD)
VRBO
4 bed Ski Chalet: Minutes to Slopes
Bedrooms:
4
Bathrooms:
5
Sleeps:
12
Just six minutes from Okemo's base lodge, our cozy chalet in a peaceful forest offers both comfort and adventure. Enter ...
From $760 per night (USD)
VRBO
From $519 per night (USD)
VRBO
Skyeship House Condo with Hot Tub! - 1 Minute from Gondola - Sleeps 12 Easily
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hik ...
From $519 per night (USD)
VRBO
From $1064 per night (USD)
Expedia
Winterplace Condo Steps away from slopes
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Winterplace ground floor with stocked wood burning fireplace. 3 BR 2 bath condo! Perfect for a large family or 2 familie ...
From $1064 per night (USD)
Expedia
$2 BR\/2BA Ski In\/Ski Out Condo on Okemo Mountain- Sleeps 6$
From $561 per night (USD)
VRBO
2 BR\/2BA Ski In\/Ski Out Condo on Okemo Mountain- Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
*Kettlebrook (H Bldg) on Okemo Mountain, 2 floor loft condo w/ vaulted ceilings- 1,246 sq ft *True Ski In/Ski Out via b ...
From $561 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Mountainview home on a large lot with electric fireplace- near skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Vibrant Views Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $482 per night (USD)
Expedia
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Roomy farmhouse with private hot tub, firepit, pool table, sunroom, & woodstove
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Skifarm-A Ski Country Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
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VRBO
From $306 per night (USD)
Expedia
Gateway to Adventure
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Located in the heart of Ludlow, this 2 Bedroom 1 Bath condo sleeps 6. Wake up and have coffee on the deck right on the ...
From $306 per night (USD)
Expedia
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VRBO
Sunny, new centrally located condo!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright, open 2 bedroom, 2 bath condo centrally located in the village of Proctorsville. Across the street from the villa ...
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VRBO
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Expedia
Mountain Side Townhome at Stoney Fields
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Mountain side townhome. Fully renovated, three level townhome located in the quiet community. This three bdrm, 2.5 bath ...
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Expedia
$Vermont Hillside Cottage w\/Great View - Pet Friendly$
From $140 per night (USD)
VRBO
Vermont Hillside Cottage w\/Great View - Pet Friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adorable Cozy Cottage - sits on a mountainside with an OMG view- ideal for Cyclist, Skiers, Fall Leaf Peakers, Summer ge ...
From $140 per night (USD)
VRBO
From $711 per night (USD)
VRBO
Lake Front home on Lake Rescue. Sunset views, peaceful home with a private dock.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Lovely house located on Lake Rescue home beautifully cared for. Has 3 bedrooms, 1 .5 bathrooms and a loft. Property is ...
From $711 per night (USD)
VRBO
From $1708 per night (USD)
VRBO
Private Indoor Pool With A Beautiful House Attached
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
Beautifully constructed mountain home on three levels located above the Okemo Base Lodge. Perfect for 2 or 3 families Pr ...
From $1708 per night (USD)
VRBO
$Getaway with a fireplace, washer\/dryer, cable, pool, & golf nearby$
From $328 per night (USD)
Expedia
Getaway with a fireplace, washer\/dryer, cable, pool, & golf nearby
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Brookhaven B7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $328 per night (USD)
Expedia
From $928 per night (USD)
VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover our cozy ski home steps from the Sachem Trail. There are 2 bedrooms each with a queen bed plus a large loft wi ...
From $928 per night (USD)
VRBO
From $513 per night (USD)
VRBO
Cozy A-Frame close to skiing and on VAST Trails
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly remodeled and expanded A-Frame in Stockbridge, VT. Four bedrooms that sleeps 12 comfortably. Wood burning fireplac ...
From $513 per night (USD)
VRBO
From $971 per night (USD)
VRBO
Artisan Ski House for Groups! Killington + Okemo in Minutes. Walk to Long Trail
Bedrooms:
3
Bathrooms:
6
Sleeps:
18
NO SATURDAY CHECK-IN OR OUT! NO FRIDAY CHECK OUT. Fantastic ski house location, where you can be on the Skyeship Gondola ...
From $971 per night (USD)
VRBO
From $500 per night (USD)
VRBO
Killington, Right Side of Duplex, Outside HotTub, Charming, Cozy, Clean
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Please See Property # 110078 FOR MORE REVIEWS Note: Both Sides of the Duplex , Available For Large Groups * 8 Bedrooms, ...
From $500 per night (USD)
VRBO
From $451 per night (USD)
VRBO
Exquisite Log Home with views near Woodstock, Vermont
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
This beautiful Vermont log home is for rent for all seasons. It contains 4 bedrooms, 3 bathrooms, a gourmet kitchen with ...
From $451 per night (USD)
VRBO
From $952 per night (USD)
VRBO
ON VILLAGE SHUTTLE, LIMITED PARKING, RIVERFRONT HOT TUB
Bedrooms:
4
Bathrooms:
5
Sleeps:
20
Whether you've previously seen this amazing property or it's your first time, you will be equally amazed. We have instal ...
From $952 per night (USD)
VRBO
From $640 per night (USD)
VRBO
Spacious Four Seasons Home On Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Alpen Meadows 21-C is a free-standing single-family home located in a quiet community on Okemo Mountain and close proxim ...
From $640 per night (USD)
VRBO
From $531 per night (USD)
VRBO
Amazing family getaway on Okemo Mountain, Wii, Games room and more!!
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Just 2 minutes from Okemo base!! Totally renovated, this home offers everything you could ever need at home, or on Va ...
From $531 per night (USD)
VRBO
From $504 per night (USD)
VRBO
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This is the perfect location for a fabulous summer or fall vacation (winter's amazing, too!) Wake up to the peaceful bea ...
From $504 per night (USD)
VRBO
From $638 per night (USD)
VRBO
Stonewall Lodge in Barnard, VT. Killington Mt, Saskadena Six, Pico Mt. Ski
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Spectacular log residence in the farm hills of Barnard - Vermont. 4 miles to town center and 'Silver Lake' state park. ...
From $638 per night (USD)
VRBO
From $1406 per night (USD)
VRBO
Luxury Mountain Home Featuring 2 Master Suites and Spectacular Views!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Large Free-Standing Condo, Ski In, Ski Out, 2 Master Suites, 8 person hot tub overlooking the Quechee Ski Hill with spec ...
From $1406 per night (USD)
VRBO
From $605 per night (USD)
VRBO
Private, All Season 10 Acre Retreat Close to the Slopes, Trails, and Swimming
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our lovely home nestled on 10+ private acres in the lake region with easy access to golfing, hiking, swimming ...
From $605 per night (USD)
VRBO
From $520 per night (USD)
VRBO
Winter On The Slopes, Summer On The Lake! 3 Br, 2 Baths, Sleeps 8
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This year-round home is on Lake Rescue, just 2 miles from Okemo's Jackson Gore base area (the easiest access to the moun ...
From $520 per night (USD)
VRBO
From $518 per night (USD)
VRBO
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Contact owner for last minute deals and discounts on longer stays. Private, Cozy Country Chalet in Ludlow on the west si ...
From $518 per night (USD)
VRBO
From $338 per night (USD)
VRBO
Beautiful views overlooking the Quechee
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Beautifully renovated condominium convenient to Quechee golf courses and clubhouse, as well as the villages of Quechee a ...
From $338 per night (USD)
VRBO
$Beautiful Cozy Log Cabin w\/ HOT TUB - Right In Mtn Community! Great All Seasons$
From $314 per night (USD)
VRBO
Beautiful Cozy Log Cabin w\/ HOT TUB - Right In Mtn Community! Great All Seasons
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Spring, Summer and Fall, plus Thanksgiving weekend 2024 still open!! Inquire within! 4 BR/ 2 BA great location! Great ...
From $314 per night (USD)
VRBO
From $715 per night (USD)
VRBO
4BR Main Street Home At Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
6
Sleeps:
18
This main street home is perfect for a group of 2 to 3 families or a group of couples/singles. This 4 bedroom, 2 bath h ...
From $715 per night (USD)
VRBO
From $392 per night (USD)
Expedia
Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Walk through the door and feel the stress slide from your shoulders. This house was made for getting away from it all. W ...
From $392 per night (USD)
Expedia
From $391 per night (USD)
VRBO
NEW! Luxe Lodge with Best Views, near Silver Lake + Woodstock
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
NORTH ROAD LODGE: Vermont's best kept secret. Unwind, reconnect with loved ones and nature in your own private Vermont r ...
From $391 per night (USD)
VRBO
From $258 per night (USD)
Expedia
Beautifully renovated with fireplace and coffee bar
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our cozy, nature-inspired home, nestled in the foothills of the Green Mountains. This beautifully renovated, ...
From $258 per night (USD)
Expedia
From $354 per night (USD)
VRBO
4 BR Ranch in the Green Mts. Families, couples, weddings. AC; seasonal hot tub
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy our recently renovated, 1450 SF split level ranch with AC and seasonal hot tub, in the heart of the Green Mountain ...
From $354 per night (USD)
VRBO
From $564 per night (USD)
VRBO
Victorian Village Home in Town! with access to shuttle service to Okemo.
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
This is an exceptional village home with refurbished wood floors and attention to detail throughout. Thoughtfully renova ...
From $564 per night (USD)
VRBO
$Ski On\/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.$
From $1015 per night (USD)
VRBO
Ski On\/Ski Off Sachem Trail, 4 Bedroom Ski Chalet On Okemo, Mtn.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Our warm/cozy home is perfectly located off the Sachem Trail at Okemo Mountain (ski on/off). Our first floor has a mudro ...
From $1015 per night (USD)
VRBO
From $435 per night (USD)
VRBO
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $435 per night (USD)
VRBO
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Expedia
Black Bear Cabin - Post & Beam Ski House, 3 miles from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Perfect for large families or multiple couples!!! Ideal location for skiers, leaf watchers, or folks looking to enjoy t ...
Click For Pricing
Expedia
From $780 per night (USD)
Expedia
Relaxing retreat in the mountains 20 min to Killington
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Welcome to Brookwood! Enjoy your stay at our peaceful 3br chalet. Come relax, hike, bike, ski, shop - whatever your hear ...
From $780 per night (USD)
Expedia
$Two-level vacation rental with mountain view, pellet stove, W\/D & full kitchen$
From $432 per night (USD)
VRBO
Two-level vacation rental with mountain view, pellet stove, W\/D & full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Birdhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $432 per night (USD)
VRBO
$Designer vacation rental - mountain view, wood stove, washer\/dryer, full kitchen$
From $245 per night (USD)
Expedia
Designer vacation rental - mountain view, wood stove, washer\/dryer, full kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
ON-Q Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates ...
From $245 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Peaceful and Spacious Vacation House and Ski :Lodge
Bedrooms:
3
Bathrooms:
5
Sleeps:
21
• The rate depends on the # of people (with age related discounts for children ages 0-17), length of stay, month of the ...
From $398 per night (USD)
VRBO
From $1698 per night (USD)
Expedia
Newly Designed by HOMME Girls! Okemo, Hot Tub, Mtn View, Ski Shuttle
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Welcome to HOMME Girls Vintage 1900 Village Colonial! We are three sisters (+ our husbands!) creating vacation rental ma ...
From $1698 per night (USD)
Expedia
From $1292 per night (USD)
VRBO
New Home in Ludlow on 23 Acres - View of Okemo Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Revival is more of an "experience" then a place to rent and rest your head. This 23 acre property boasts sweeping views ...
From $1292 per night (USD)
VRBO
$Okemo\/Ludlow Ski House. Close to town. Quiet Street.$
From $441 per night (USD)
VRBO
Okemo\/Ludlow Ski House. Close to town. Quiet Street.
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
1.5 Miles to Okemo (100 yards to shuttle). 20 Minutes to Killington and Pico. 30 minutes to Stratton, Bromley, and Magic ...
From $441 per night (USD)
VRBO
From $939 per night (USD)
VRBO
360 View Mountaintop Sanctuary
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The ultimate remote, romantic mountain experience in Vermont's mountains. Wow!: - Designer modern chalet with architec ...
From $939 per night (USD)
VRBO
From $839 per night (USD)
Expedia
Newly renovated! 3 BR, slopeside Winterplace condo on Okemo Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Newly renovated and available for rentals* - Come join the fun in this beautiful, clean 3 bedroom/2 bath condominium lo ...
From $839 per night (USD)
Expedia
From $672 per night (USD)
VRBO
South Woodstock Village
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This charming 1852 Cape has been fully renovated and newly furnished for a luxurious and comfortable stay in Woodstock, ...
From $672 per night (USD)
VRBO
From $143 per night (USD)
VRBO
Lovely home near Killington, Suicide Six and Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Seasonal Winter Rental (Nov, 2022-April, 2023). 60 day min. stay. Amazing views from this modern, open-concept home on 5 ...
From $143 per night (USD)
VRBO
From $322 per night (USD)
VRBO
Okemo Condo on Bus Route in Center of Town
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This is truly the best of Ludlow staying in a newly renovated condo in a historic mill building built in 1857. This co ...
From $322 per night (USD)
VRBO
From $1189 per night (USD)
Expedia
Spacious 9-BR Downtown Residence 3-Min to Okemo
Bedrooms:
4
Bathrooms:
9
Sleeps:
17
Summary: Bring together the whole family and friend group in this expansive Downtown home, steps to dining and shopping ...
From $1189 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Copper Hill House - VT getaway near Ludlow & Okemo
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Copper Hill House: a three-bedroom cabin in Cavendish, VT. 10 minutes from downtown Ludlow and Okemo Mountain ...
From $383 per night (USD)
VRBO
From $1032 per night (USD)
VRBO
Red Door on Pleasant Ext
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax in this 3 bedroom 1.5 bath family friendly ranch. Whether your enjoying everything Okemo Mountain has to offer or ...
From $1032 per night (USD)
VRBO
$Condo with Ski-in\/Ski-Out Access + Mountain Views$
From $497 per night (USD)
VRBO
Condo with Ski-in\/Ski-Out Access + Mountain Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Find your Okemo escape in our cozy and charming ski-in/ski-out condo with mountain views! Walk out your door and experie ...
From $497 per night (USD)
VRBO
From $575 per night (USD)
Expedia
Charming 4-Bed Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Summary: Enjoy Okemo and the Green Mountains from this spacious, recently renovated townhome. The townhome features 5 be ...
From $575 per night (USD)
Expedia
From $600 per night (USD)
VRBO
Tasteful 5-Bed Downtown Townhome 3-Min to Okemo
Bedrooms:
2
Bathrooms:
5
Sleeps:
9
Summary: Charming and centrally located, this 4-BR townhome is perfect for friends and families visiting Okemo. The home ...
From $600 per night (USD)
VRBO
$Two-story townhome with forest\/mountain view, gas fireplace, pool, gym & saunas$
From $351 per night (USD)
Expedia
Two-story townhome with forest\/mountain view, gas fireplace, pool, gym & saunas
Bedrooms:
4
Bathrooms:
7
Sleeps:
14
Castle Hill Condos O2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $351 per night (USD)
Expedia
Click For Pricing
VRBO
Modernized Vermont Farmhouse
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Open, modernized, cozy farmhouse with lovely Vermont country views, wonderful kitchen, huge mudroom with laundry. 15" fr ...
Click For Pricing
VRBO
From $440 per night (USD)
Expedia
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Mountain View Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $440 per night (USD)
Expedia
$Classic Vermont home near lakes with a fireplace, washer\/dryer & cable$
From $539 per night (USD)
VRBO
Classic Vermont home near lakes with a fireplace, washer\/dryer & cable
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Walk to the Lakes Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $539 per night (USD)
VRBO
$Hawk Mountain home with a sauna, wooded views, fireplace, & washer\/dryer$
From $485 per night (USD)
Expedia
Hawk Mountain home with a sauna, wooded views, fireplace, & washer\/dryer
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Salt Ash Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $485 per night (USD)
Expedia
$Perfect Okemo Ski On\/Off, all season. Winterplace 3 bdrm, 2 bath.$
From $1857 per night (USD)
VRBO
Perfect Okemo Ski On\/Off, all season. Winterplace 3 bdrm, 2 bath.
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fantastic Ski-on / Ski-off access!! Lose no time, step into your skis at our patio & hit the slopes in 1 minute! I ...
From $1857 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Stunning farmhouse-Historic village-Mins to Skiing
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Our beautiful and comfortable 1850s family farmhouse is modernly equipped and available for rent through the seasons. Sk ...
From $400 per night (USD)
Expedia
From $595 per night (USD)
VRBO
15 Minutes to ski Okemo - Mountain views from this magical log home on 6 acres
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This incredible log home is the perfect spot for a weekend getaway or an extended stay in Vermont. Nestled on 6 acres of ...
From $595 per night (USD)
VRBO
From $1512 per night (USD)
VRBO
Historic Farmhouse in Andover Vermont
Bedrooms:
6
Bathrooms:
11
Sleeps:
24
Situated on 20 acres in the Andover, Vermont countryside and in close driving distance to Okemo, Magic, Stratton, and Br ...
From $1512 per night (USD)
VRBO
From $776 per night (USD)
VRBO
Okemo Acres - Beyond Vacation Rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Getaway with your family and friends to a home away from home! You simply must read our guest testimonials. You won't r ...
From $776 per night (USD)
VRBO
From $921 per night (USD)
VRBO
Lovely Ludlow Home
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three-bedroom home is located in the beautiful South Hill area with great access to Okemo Ski Resort, which is just ...
From $921 per night (USD)
VRBO
From $1201 per night (USD)
VRBO
Brand new hot tub, spacious Chalet 1 min from Okemo base and Ludlow Downtown!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Brand New HOT TUB! Have fun with the whole family at this gorgeous Lindell Cedar Chalet. Newly built, this is a must s ...
From $1201 per night (USD)
VRBO
$Minutes to Skiing\/Hot Tub\/Arcades$
From $1102 per night (USD)
Expedia
Minutes to Skiing\/Hot Tub\/Arcades
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Indulge in the ultimate mountain getaway in our stunning ski town house. Perched atop a scenic hillside, this exquisite ...
From $1102 per night (USD)
Expedia
From $431 per night (USD)
VRBO
Beautiful Fall & Winter Views - Rustic Contemporary Cabin on Mt Ascutney
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space This one of a kind, stylish house custom-designed for the discerning traveller, sits on a side of Mt As ...
From $431 per night (USD)
VRBO
From $660 per night (USD)
Expedia
Beautiful Green Mountain views near Killington
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Vermont getaway. Located in pretty Timber Hawk Development, this is a private location with incredible mountain/valley, ...
From $660 per night (USD)
Expedia
$1st floor 2 Bedroom Ski in\/Ski Out Condo at Okemo Winterplace$
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VRBO
1st floor 2 Bedroom Ski in\/Ski Out Condo at Okemo Winterplace
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
First floor 2 bedroom condo at Winterplace. Cozy living room with wood fireplace. Step out the back door and right ont ...
Click For Pricing
VRBO
From $347 per night (USD)
Expedia
Charming Ludlow Studio - 8 Mi to Okemo Mtn!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your next peaceful couple’s retreat awaits at this 1-bathroom Ludlow studio! This vacation rental features a cozy living ...
From $347 per night (USD)
Expedia
From $395 per night (USD)
VRBO
3 bdrm Stillwater Farmhouse near 4 ski resorts
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Have you ever wanted to live back in the 1800s in an old farmhouse on 30 acres? We did! Here’s your chance! This is our ...
From $395 per night (USD)
VRBO
From $499 per night (USD)
Expedia
Beautifully restored 1800s farmhouse near ski slopes & steps from VAST
Bedrooms:
2
Bathrooms:
5
Sleeps:
6
The Sugar House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $499 per night (USD)
Expedia
$Great home near Main St - washer\/dryer, fireplace, Quechee Club access available$
From $532 per night (USD)
VRBO
Great home near Main St - washer\/dryer, fireplace, Quechee Club access available
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Dwight Road Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $532 per night (USD)
VRBO
Click For Pricing
Expedia
Comfy Ludlow Apartment ~ 3 Mi to Okemo Resort
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Transport yourself to a winter wonderland when you stay at this family-friendly apartment in Ludlow. With 2 bedrooms, 2 ...
Click For Pricing
Expedia
From $446 per night (USD)
VRBO
Lovely wooded home with deck, enclosed porch - dog-friendly
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Willard Road Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $446 per night (USD)
VRBO
$Tranquil & renovated dog-friendly home with mountain views, W\/D, AC$
From $648 per night (USD)
Expedia
Tranquil & renovated dog-friendly home with mountain views, W\/D, AC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Fox Lane Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $648 per night (USD)
Expedia

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