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 $251 per night (USD)
VRBO
Getaway with a fireplace, washer/dryer, cable, pool, & golf nearby
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Brookhaven B7 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $251 per night (USD)
VRBO
From $618 per night (USD)
VRBO
2025-26 Seasonal Rental Available: Completely Remodeled 2024 Ski in-out Condo
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Inquire for Seasonal Rental information. Okemo Trailside 23D, Lower Level Why drive to the lifts when you don’t have to? ...
From $618 per night (USD)
VRBO
From $1017 per night (USD)
VRBO
OKEMO Trailside Ski Condo, Walk to Sachem Trail, Sleeps 8
Bedrooms:
1
Bathrooms:
2
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 $1017 per night (USD)
VRBO
From $1766 per night (USD)
VRBO
Custom ski house less than 1 mile from Okemo Mtn.
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Escape to Okemo Mountain in Ludlow, VT in a custom ski house ideal for any season. Well suited for 2 families. Near down ...
From $1766 per night (USD)
VRBO
From $392 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 $392 per night (USD)
VRBO
From $1097 per night (USD)
VRBO
On Shuttle, LIMITED PARKING, Hot Tub, Game room, NEW Dining/renovated Kitchen
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2024 has brought new updates to an amazing property. The addition of a separate dining area has allowed us to give the ...
From $1097 per night (USD)
VRBO
From $522 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 $522 per night (USD)
VRBO
From $561 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 $561 per night (USD)
VRBO
From $520 per night (USD)
VRBO
GORGEOUS LAKEFRONT - Autumn Splendor - Private Setting - 5 Mins to Okemo!
Bedrooms:
3
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 $520 per night (USD)
VRBO
From $240 per night (USD)
VRBO
VT Lakefront Paradise on Pristine Lake Ninevah w/Secluded Beach & Mountain Views
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Our home is on the shore of Lake Ninevah -- a large, pristine and sparsely populated lake set amidst wilderness and moun ...
From $240 per night (USD)
VRBO
From $2156 per night (USD)
VRBO
Ski in Ski out cozy Trailside 4 bedroom condo
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Newly remodeled! New kitchen, new floors throughout the Livingroom/kitchen creating an inviting open space in the living ...
From $2156 per night (USD)
VRBO
From $1221 per night (USD)
VRBO
Ski in, Ski Out Luxury Mountain Home Featuring 2 Master Suites Top of Mountain
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 $1221 per night (USD)
VRBO
From $372 per night (USD)
VRBO
Killington area home - 4-seasons & hot tub. Sleeps 13+
Bedrooms:
2
Bathrooms:
3
Sleeps:
15
Set on a private road in the forested hills just north of Pittsfield, our house welcomes you - in all seasons. Right in ...
From $372 per night (USD)
VRBO
From $546 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 $546 per night (USD)
VRBO
From $462 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 $462 per night (USD)
VRBO
From $380 per night (USD)
Expedia
Gorgeous Ski Chalet with Game Room & Hot Tub on Okemo Mt. under 1 mile to base!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Contact owner for last minute deals and discounts on longer stays. Private, Cozy Country Chalet in Ludlow on the west si ...
From $380 per night (USD)
Expedia
From $553 per night (USD)
VRBO
Ski-On/Off - private sauna - right next to lift - 1GB WiFi - Renovated
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
At Timberline G3 in Sunrise Village, you truly 'have it all'. Sunrise is an ideal area for families, couples and groups ...
From $553 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Beautiful views overlooking the Quechee
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Beautifully renovated condominium convenient to Quechee golf courses and clubhouse, as well as the villages of Quechee a ...
From $246 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Beautiful Cozy Log Cabin w/ HOT TUB - Right In Mtn Community! Great All Seasons
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Summer, Fall, Thanksgiving and Key December, February and March WINTER date still open 2025-2026!! Inquire within! 4 B ...
From $343 per night (USD)
VRBO
From $665 per night (USD)
VRBO
4BR Main Street Home At Okemo Mountain Resort
Bedrooms:
2
Bathrooms:
4
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 $665 per night (USD)
VRBO
From $373 per night (USD)
VRBO
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 $373 per night (USD)
VRBO
From $252 per night (USD)
Expedia
Beautifully renovated with fireplace and coffee bar
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to our cozy, nature-inspired home, nestled in the foothills of the Green Mountains. This beautifully renovated, ...
From $252 per night (USD)
Expedia
From $272 per night (USD)
VRBO
4 BR Ranch in Proctorsville VT-Families, couples, weddings. AC
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Enjoy our recently renovated, 1450 SF split level ranch with AC, in the heart of the Green Mountains, with your family o ...
From $272 per night (USD)
VRBO
From $932 per night (USD)
VRBO
GREAT WHITE VIEW-SKI ON/SKI OFF-3 Trails HOT TUB & SAUNA- MONTHLY RENTALS
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Enjoy yourself in a very well appointed 2700 square feet luxury condominium right on the mountain! This condominium is p ...
From $932 per night (USD)
VRBO
From $997 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 $997 per night (USD)
VRBO
From $414 per night (USD)
Expedia
As featured in the NY Times: charming, home on Lake Rescue, minutes from Okemo.
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Please click on option "Ask Owner a question" for availability before clicking on "Request to book". Our charming, upd ...
From $414 per night (USD)
Expedia
From $415 per night (USD)
VRBO
Ski-in/out, Gorgeous Mtn Views! - Kingswood 12A
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Welcome to your dream ski home, with views of Ski Quechee from the big back deck. Please SEE: Other Things to ...
From $415 per night (USD)
VRBO
Click For Pricing
Expedia
Designer vacation rental - mountain view, wood stove, washer/dryer, full kitchen
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
ON-Q Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates ...
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Expedia
From $794 per night (USD)
VRBO
Private Mountain Sanctuary | 15 Min to Killington
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
*Winter Stays* Must have 4WD vehicle with snow tires or snow chains. We want you to make it safely up the mountain for t ...
From $794 per night (USD)
VRBO
From $815 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 $815 per night (USD)
Expedia
From $305 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 $305 per night (USD)
VRBO
From $471 per night (USD)
Expedia
Wood Stove, Close to the Club - Wooded Colonial
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Location, location, location - a two minute walk to Whitman Orchards and less than a mile to the Quechee Club! ...
From $471 per night (USD)
Expedia
From $824 per night (USD)
VRBO
Your Family's Ideal Vacation Getaway in Killington B301
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Your Family's Ideal Vacation Getaway in Killington Transform this beautiful property into your family's vacation home wh ...
From $824 per night (USD)
VRBO
From $325 per night (USD)
Expedia
Two-story townhome with forest/mountain view, gas fireplace, pool, gym & saunas
Bedrooms:
3
Bathrooms:
3
Sleeps:
14
Castle Hill Condos O2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $325 per night (USD)
Expedia
From $539 per night (USD)
VRBO
Hot Tub, Sauna, Comm. Pool, Club - Deere Run 6A
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Summary: This unit is close to all the Quechee amenities for you family to enjoy. Please SEE: Other Things to Note For ...
From $539 per night (USD)
VRBO
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Expedia
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
Expedia
From $684 per night (USD)
VRBO
Farmhouse, Fireplace & Office - Wheelock Hideaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: This home truly is one of a kind, offering you a unique and unforgettable stay. Please SEE: Other Things to N ...
From $684 per night (USD)
VRBO
From $532 per night (USD)
Expedia
Spacious Home w/Seasonal Lake View, Wood Stove, 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 $532 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Killington Sunrise Cozy Ski-in/ski-out condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Special, Cozy, Spacious 2 Bedroom, 2 bathroom accommodation located in Sunrise Village in Killington, sleeps 6. Ski-in/s ...
From $441 per night (USD)
VRBO
From $1073 per night (USD)
Expedia
Hot Tub - 7 bedrooms - 5 minutes from Okemo Ski - enchanting 200 year old VT inn
Bedrooms:
7
Bathrooms:
7
Sleeps:
15
Walking into our 200 year old home isn't just walking into a house. You're walking into history. From the craftsmanship ...
From $1073 per night (USD)
Expedia
From $1385 per night (USD)
VRBO
New rates! Okemo -Ideal for Families, Ski On/Off, ALL winter. Winterplace 3 bdrm
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Fantastic access!! Lose no time, step into your skis at our patio. Hit the slopes in 1 minute! If the weather tur ...
From $1385 per night (USD)
VRBO
From $614 per night (USD)
VRBO
Beautiful farmhouse in Historic village
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Our beautiful and comfortable 1850s family farmhouse is modernly equipped and available for monthly stays through the se ...
From $614 per night (USD)
VRBO
From $408 per night (USD)
VRBO
Next to Golf, Walk to Club - Lakeland Village 5B
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Summary: This Quechee Lakes condo is perfect for active vacationers who love spending time outdoors. Please SEE: Other ...
From $408 per night (USD)
VRBO
From $1312 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 $1312 per night (USD)
VRBO
From $498 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 $498 per night (USD)
VRBO
From $1055 per night (USD)
Expedia
Minutes to Skiing/Hot Tub/Arcades
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Indulge in the ultimate mountain getaway in our stunning ski town house. Perched atop a scenic hillside, this exquisite ...
From $1055 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Modern Mt. Ascutney Cabin - Views, Fireplace, Chef’s Kitchen, Pets Welcome
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wake up to sweeping Vermont views from this designer-built Mt. Ascutney cabin — with fire pit, chef’s kitchen, and cozy ...
From $408 per night (USD)
VRBO
From $699 per night (USD)
VRBO
Cozy Winter Cabin - Peaceful Retreat 5min from Ski
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to our charming ski cabin, just 5 minutes from Okemo Mountain and Ludlow's delightful town center. Ideal for ski ...
From $699 per night (USD)
VRBO
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VRBO
Beautifully restored 1800s farmhouse near ski slopes & steps from VAST
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Sugar House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
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VRBO
From $459 per night (USD)
Expedia
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 $459 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Converted Carriage Barn - The Carriage House Unit1
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: This stunningly renovated carriage house, surrounded by rolling green fields, is the perfect launching point fo ...
From $408 per night (USD)
VRBO
From $522 per night (USD)
VRBO
All-Season Ludlow Apartment: 3 Mi to Okemo Resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Whether you’re in the mood for a warm summer getaway or a dreamy winter vacation, you’ll find it here at this Ludlow apa ...
From $522 per night (USD)
VRBO
From $1130 per night (USD)
VRBO
Okemo Trailside Condo… walk right to Sachem trail
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
3 bedrooms (central floor holds two bedrooms; one king bed and in the other, two sets of bunkbeds. The lower-level bedro ...
From $1130 per night (USD)
VRBO
From $937 per night (USD)
VRBO
Okemo Mountain Ski-In/ski-out Condo Overlooking Kettlebrook Trail
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This ski in/out bright and open three bedroom/two bath condo is located in the Kettlebrook community on Okemo Mountain. ...
From $937 per night (USD)
VRBO
From $1484 per night (USD)
VRBO
Scenic 7-BR Luxury Estate 7-Min to Okemo
Bedrooms:
5
Bathrooms:
7
Sleeps:
13
Summary: Take in breath-taking views of Okemo perched on 47 private acres in the hills above Ludlow without sacrificing ...
From $1484 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Recently Renovated Ski-In/Out Condo w/Fireplace, Shared Pool, Hot Tub, Sauna
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Solitude Village H103 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $175 per night (USD)
Expedia
From $334 per night (USD)
VRBO
Close to Lake & Golf & Pool - Newton Village 2A
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to the picturesque town of Quechee and indulge in the perfect vacation experience in this charming two-l ...
From $334 per night (USD)
VRBO
From $626 per night (USD)
Expedia
Lake Pinneo, Golf View, Hot Tub - Tee Time Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Location, location, location! Located right across the street from Lakeland golf course with great views of the ...
From $626 per night (USD)
Expedia
From $226 per night (USD)
VRBO
Well-appointed studio right downtown - less than a mile to Okemo Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Dream Weaver Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $226 per night (USD)
VRBO
From $256 per night (USD)
Expedia
Condo in the heart of town near skiing - less than a mile to Okemo Mountain
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Teddy's Getaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $256 per night (USD)
Expedia
From $249 per night (USD)
VRBO
Mountain-view condo with skiing nearby, pool, and balcony - snowbird-friendly
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Vermont's Finest - Brookhaven F4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Sim ...
From $249 per night (USD)
VRBO
From $1170 per night (USD)
VRBO
Amazing Views on Music Mountain
Bedrooms:
4
Bathrooms:
4
Sleeps:
15
Create unforgettable memories at "The Views at Music Mountain". This brand new architecturally stunning modern Log and T ...
From $1170 per night (USD)
VRBO
From $1568 per night (USD)
VRBO
Okemo Ski in-Ski out @ Winterplace, 3 bdr, 2 ba Condo with Pool, Hot Tub, W/D
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Winterplace L-104 is a 3 bedroom, 2 Bath condo with Ski in-Ski out access. Walk out this first-floor unit and walk acros ...
From $1568 per night (USD)
VRBO
From $353 per night (USD)
Expedia
Ski-in/out mountainside condo with pool, hot tub, game room & washer/dryer
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The Bear Den - Solitude Village J202 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $353 per night (USD)
Expedia
From $260 per night (USD)
VRBO
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Tiny Homes on Pleasant Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $260 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Rescue Lake Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $426 per night (USD)
Expedia
From $1013 per night (USD)
VRBO
Multi-Level Slopeside Townhouse End Unit in Sunrise's Timberline Section
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This on-mountain, family-friendly, four bedroom, three-bath multi-level townhouse in the Timberline section of the Sunri ...
From $1013 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Cozy 1 king bed Apt Minutes to Okemo (Pet Friendly)
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking for an affordable getaway near the scenic mountains of VT? Look no further! Our cozy one-bedroom apartment is ju ...
From $214 per night (USD)
Expedia
From $424 per night (USD)
VRBO
Lovely Vermont Cabin on a quiet street
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Private cabin with in the heart of Central Valley, close to State park, Connecticut River and a few ski resorts. Private ...
From $424 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Enjoy a peaceful Vermont escape at this charming Andover home. This 3-bedroom, 1-bathroom vacation rental boasts an invi ...
From $341 per night (USD)
VRBO
From $725 per night (USD)
VRBO
Birch Lodge - mountain views, hottub, minutes to Okemo!
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Located in a private development, this home sits surrounded by the lush forest with a clearing exposing the face of Okem ...
From $725 per night (USD)
VRBO
From $564 per night (USD)
Expedia
Condo on Quechee Golf Course 3bd/2bt Private Feel
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
<p>Located next to a golf course, this 3-bedroom, 2-bathroom condo brings all of Quechee within your reach. Fans of natu ...
From $564 per night (USD)
Expedia
From $674 per night (USD)
VRBO
Log cabin on Macintosh Pond access to VAST trail system snowmobile trails.
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
Post and beam log cabin on 40 acres is completely private on a dead end road with a large flat lawn to enjoy. Less than ...
From $674 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Minutes to a Magical Apres Ski! 4 Bedrooms, EV Charger, Mins to 4 Ski Mtns
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Convenient location minutes from multiple renowned ski resorts and picture-perfect state parks, this house affords easy ...
From $425 per night (USD)
Expedia
From $644 per night (USD)
VRBO
Greydon Cabin ~ Rustic Luxury in Woodstock VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Greydon Cabin ~ This classic Vermont log home will gives a whole new meaning to the word, "cabin." Top of the ...
From $644 per night (USD)
VRBO
From $623 per night (USD)
VRBO
15 Minutes to Killington - 2 Living Rooms - Private Mountain Views
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
—- The Tweed River House -— 15 minutes to Killington, 11 to Pico. On The Tweed River. Ride & Hike In & Out on the Gre ...
From $623 per night (USD)
VRBO
From $462 per night (USD)
VRBO
New! Steps from Ski Hill 4BR/3.5Ba - Kingswood 10A
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to the perfect mountain retreat! This stunningly renovated end-unit condo is located just steps away fr ...
From $462 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Private Quechee Retreat w/ Deck & Games
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Summary: Unwind at Morey Mountain Retreat — a serene 4-bedroom, 2-bath getaway in Quechee Lakes, perfect for spring and ...
From $596 per night (USD)
Expedia
Click For Pricing
VRBO
Modern Okemo Smart Cabin As Seen On DIY Network
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This is a brand new modern timber frame smart cabin in the hills of Ludlow, less than 3 miles from Okemo Resort. The hou ...
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VRBO
From $144 per night (USD)
Expedia
Run, ride, hike and swim in Central Vermont
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the winter in beautiful Vermont. The guest area is the entire main floor of a large house with my quiet second hom ...
From $144 per night (USD)
Expedia
From $1694 per night (USD)
VRBO
Hot tub, fireplace, Game Room, 20 min drive to Killington
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Enjoy tranquility and the sounds of nature when you stay in our cozy, modern A-frame. Situated in a quiet area only 20 m ...
From $1694 per night (USD)
VRBO
From $848 per night (USD)
Expedia
Yellow House on the Hill, 21 Acres, Views, Woodstock Getaway, Dog-friendly
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Our private, four bedroom house is nestled on 21 acres with incredible views, stone walls and a historic maple sugar sha ...
From $848 per night (USD)
Expedia
$Sunrise-Seasonal Ski in/Ski out-weather permitting near the Sunrise Triple.\n$
From $443 per night (USD)
VRBO
Sunrise-Seasonal Ski in/Ski out-weather permitting near the Sunrise Triple.\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Killington-Sleeps 4-Cambridge unit just steps away from the Sunrise triple chair and Falls Brook recreation center featu ...
From $443 per night (USD)
VRBO
From $244 per night (USD)
VRBO
Cabin in the Orchard near Silver Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming Studio Cabin with wood-burning stone fireplace, kitchenette with toaster oven/air fryer, coffee maker, mini-ref ...
From $244 per night (USD)
VRBO
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VRBO
5br/ 2bath Family Vacation Home, Shuttle at door+short walk to Restaurants
Bedrooms:
2
Bathrooms:
5
Sleeps:
15
This home has 5 bedrooms plus a den that has a futon. The home sleeps 13 to 15 persons very comfortably. The home is loc ...
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VRBO
From $402 per night (USD)
Expedia
Sauna, Comm. Pool, Walk to Club - Deere Run 4A
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Summary: Enjoy a truly unforgettable vacation experience at this updated family friendly 3 bed, 3 bath end unit condo lo ...
From $402 per night (USD)
Expedia
From $627 per night (USD)
VRBO
3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Spacious Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $627 per night (USD)
VRBO
From $785 per night (USD)
Expedia
Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Turtle Grove Lakehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $785 per night (USD)
Expedia
From $383 per night (USD)
VRBO
2 Bedroom with Hot Tub - 1 Minute from Gondola - Skyeship House
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Welcome to your private getaway in the middle of Vermont’s most active recreational region. Skiing, mountain biking, hik ...
From $383 per night (USD)
VRBO
From $507 per night (USD)
Expedia
Camp Amherst: Ski and Lakeside Retreat. Killington/Okemo, Firepit, private dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Our newly renovated lakeside "camp" is the perfect place for an active yet relaxing Summer/Fall getaway or a fun-filled ...
From $507 per night (USD)
Expedia
From $1661 per night (USD)
VRBO
Slopeside 3-level Townhouse at the Top of Trailside Village -Okemo Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located at the highest point in the popular slopeside Trailside Village at Okemo Mountain Resort, this 3-level, 4-bedroo ...
From $1661 per night (USD)
VRBO
From $606 per night (USD)
Expedia
Relaxing mountain setting w/private hot tub, 5 minutes to Okemo. Pet friendly!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A lovely upscale 3 bedroom, 2 bathroom mountain home located 5 minutes from downtown Ludlow and Okemo Mountain Resort. ...
From $606 per night (USD)
Expedia
From $806 per night (USD)
VRBO
Spacious 4BR / 5 Bath Home - Hot Tub / Pool Table / Ample Private Outdoor Space!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Nestled in the heart of the Green Mountains, this spacious and welcoming home is conveniently located just off Vermont's ...
From $806 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Castle Hill Resort Condo: 5 Mi to Slopes at Okemo!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the beauty of Vermont alongside modern comforts and premier amenities at this 3-bedroom, 2.5-bath vacation re ...
From $342 per night (USD)
VRBO
From $397 per night (USD)
VRBO
Classic Vermont Farmhouse in the Heart of Woodstock - close to skiing
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to a Classic Vermont Farmhouse in the Heart of Woodstock Nestled among beautifully landscaped gardens, this time ...
From $397 per night (USD)
VRBO
From $567 per night (USD)
Expedia
Cozy Log Cabin Short Drive to Okemo & Killington
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Get away to the Caven Cabin! Secluded quintessential Vermont log cabin nestled below a pine filled ridge. Have your mor ...
From $567 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Okemo's Jackson Gore-1 Bedroom Condo /Direct Ski Access. Walk to Pool & hot tubs
Bedrooms:
2
Bathrooms:
1
Sleeps:
6
Luxury one bedroom condo with kitchen and living room at Jackson Gore on Okemo Mountain Resort. STEPS TO THE OKEMO SKI ...
From $446 per night (USD)
VRBO
From $617 per night (USD)
Expedia
Peaceful family retreat 100 acres and 10 minutes to Okemo, Lakes, National Park
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Okemo Meadows! A private, 100-acre family retreat with scenic pond located only 10 minutes from Okemo Mountai ...
From $617 per night (USD)
Expedia
From $659 per night (USD)
VRBO
Luxury Barn : Hot tub, Sauna & Views
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to a beautiful reinvention of an 1850s barn w/ spa amenities, panoramic Mtn views, chef's kitchen, 4 bedrms/ 4 ba ...
From $659 per night (USD)
VRBO
Click For Pricing
Expedia
Lakeland Village steps to Quechee Club, Lake Pinneo, Golf, Mountains
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This three bedroom, two bath condo is ideal for all seasons with the Highland Golf Course a short walk away. Master bedr ...
Click For Pricing
Expedia

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