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 $313 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 $313 per night (USD)
VRBO
From $1004 per night (USD)
Expedia
The Cabin that brings people together
Bedrooms:
3
Bathrooms:
6
Sleeps:
25
Known as 'The Cabin', this 5,000 S.F. home that is surrounded by ten private acres within brilliant wilderness, the maje ...
From $1004 per night (USD)
Expedia
From $710 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 $710 per night (USD)
VRBO
From $433 per night (USD)
Expedia
Beautiful Log Cabin in Weston, VT
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Looking for a quiet getaway? A mountain vibe that's cozy yet totally uncluttered? This completely renovated log cabin se ...
From $433 per night (USD)
Expedia
From $336 per night (USD)
VRBO
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Marsh Brook is a beautiful farmhouse located in the heart of the Green Mountains in Central Vermont. It is surrounded by ...
From $336 per night (USD)
VRBO
From $350 per night (USD)
Expedia
Charming & Affordable Home! 1.5 miles from Okemo!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Warm and inviting ski home located in the heart of Ludlow - walk to restaurants and shops in town and then retire to our ...
From $350 per night (USD)
Expedia
From $133 per night (USD)
VRBO
149 upper cross unit A
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps ...
From $133 per night (USD)
VRBO
From $442 per night (USD)
Expedia
Warm & inviting 4-bedroom home, open floor plan just steps to Okemo Mtn Resort
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Beautiful family friendly home on a "secluded" 1+ wooded acre lot with an open main floor plan that features a family ro ...
From $442 per night (USD)
Expedia
$Private Ludlow Village Home - 2 Miles from Okemo Base W\/Access To Okemo Shuttle$
From $371 per night (USD)
VRBO
Private Ludlow Village Home - 2 Miles from Okemo Base W\/Access To Okemo Shuttle
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Located 2.1 miles (-5 Min Drive) from Okemo Mountain Main Base and right off the Vermont VAST access trail for snowmobil ...
From $371 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Sunset Cabin - your private romantic hideaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your private woodlands retreat awaits. Nestled atop a beautiful 10 acre meadow with 25 acres of woods for you to enjoy; ...
From $178 per night (USD)
Expedia
From $564 per night (USD)
VRBO
On Okemo and steps Sachem trail!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
We are on the mountain and are perfect for a group of families that want have easy access to skiing. We're a short walk ...
From $564 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Meadow View- 35 Acres outside your door
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Meadow View is your home away from home. 35 acres at your fingertips including 2 trout ponds and 25 acres of wooded trai ...
From $221 per night (USD)
Expedia
From $507 per night (USD)
VRBO
Scenic South Woodstock, Vermont home
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Nestled on a hillside above the scenic village of S. Woodstock, Apple Hill is a cozy year-round home with a large deck o ...
From $507 per night (USD)
VRBO
$Lakefront Vacation House w\/ quiet, sandy beach\/boats -$
From $460 per night (USD)
Expedia
Lakefront Vacation House w\/ quiet, sandy beach\/boats -
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Great location 10 minutes from Ludlow, VT (Okemo), 20 minutes from Killington area, and 30 minutes from Rutland, Spring ...
From $460 per night (USD)
Expedia
From $741 per night (USD)
VRBO
Chic Cabin near Killington for Relaxing and Co-working
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
The Hide(OOO)ut is the best place to truly be Out of Office! Built-in 1978, this 5-bed log cabin was recently renovated ...
From $741 per night (USD)
VRBO
From $701 per night (USD)
Expedia
Farm House located 1 mile from Okemo's Jackson Gore base lodge!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
*** Shaw’s is NOW open!!*** Enjoy 2,400 sq ft, conveniently located 1 mile from Okemo's Jackson Gore base lodge, 4 miles ...
From $701 per night (USD)
Expedia
From $276 per night (USD)
VRBO
Savage Hart Farm Is A Small Sheep Farm With Guest Accommodations.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
On the border of Vermont and New Hampshire, Savage Hart Farm is a perfect place to stay for a memorable visit to the hea ...
From $276 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Mountain Top Cabin With Incredible Okemo Views And Sunsets
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
The cabin is 2017 construction decorated with a comfortable, rustic, country decor. It is located at the end of a priva ...
From $490 per night (USD)
Expedia
From $133 per night (USD)
VRBO
149 Upper Crossroad Unit B
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Renovated in the Summer of 2018, the Townhomes at Clock Tower are a beautiful, spacious year-mountain retreat. It sleeps ...
From $133 per night (USD)
VRBO
From $304 per night (USD)
Expedia
Charming and Chic Vacation Rental
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beautiful newly renovated apartment is conveniently located adjacent to historic Tribou Park. It is walking distan ...
From $304 per night (USD)
Expedia
$5 minutes to Okemo- Skihouse On The Lake\n$
From $646 per night (USD)
VRBO
5 minutes to Okemo- Skihouse On The Lake\n
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
For ski trips, lakeside vacation and family gatherings or a romantic getaway, this home has it all. Within 5 minutes to ...
From $646 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Secluded and Serene - GET AWAY FROM IT ALL! Barnard, VT
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Lovely country cabin on private and secluded 6 acres in Barnard, VT! Minutes from Silver Lake, Woodstock, Quechee, Roy ...
From $177 per night (USD)
Expedia
From $494 per night (USD)
VRBO
PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. MARCH DISCOUNTS !!
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Sunny 4 bedroom 2 bath home sleeps 7 in beds. Located on 4 lush acres of rolling fields, mature trees and streams, this ...
From $494 per night (USD)
VRBO
From $1294 per night (USD)
Expedia
Renovated Luxury 4 Bedroom 3.5 Bath Okemo Trailside
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Recently Renovated to the highest standing, this luxurious condo has an additional (3rd) family bathroom downstairs maki ...
From $1294 per night (USD)
Expedia
From $1145 per night (USD)
VRBO
OKEMO VACATION HOUSE, HOT TUB, CENTRAL AIR 6 Bdrm (2 K, 3 Q, 1 bunk), sleeps 14
Bedrooms:
5
Bathrooms:
7
Sleeps:
14
ATTENTION BOAT, GOLF, AND CYCLING ENTHUSIASTS, NOW WITH CENTRAL AIR FOR YEAR ROUND ENJOYMENT!! This gorgeous Lindal Ced ...
From $1145 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Cozy 2 bedroom minutes from Okemo base lodge - Inquire about seasonal rental
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy chalet located on Okemo Mountain Resort within a mile of the base lodge and a half mile from The VAST. Located on ...
From $174 per night (USD)
Expedia
From $605 per night (USD)
VRBO
Quechee Fantastic Four Bedroom on 5+ Acres Close to Club with 180º Views
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Wonderful Quechee location, space and views close to Club! Renovated 4 bedroom, 3 bath cape style home on 5+ open acres ...
From $605 per night (USD)
VRBO
From $1138 per night (USD)
Expedia
Woodstock Village Green Location, Walk Everywhere, River Patio, Covered Bridge
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Park your car and put away your keys for your stay. 1823 Village Green Colonial. 4 bedrooms, 2 baths (both on the secon ...
From $1138 per night (USD)
Expedia
From $525 per night (USD)
VRBO
Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $525 per night (USD)
VRBO
From $444 per night (USD)
Expedia
Log Cabin home with Mt Ascutney views and pool table
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
This home is located on the slopes of Mt. Ascutney, within walking distance from Mt. Ascutney Resort, the hotel, restaur ...
From $444 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Beautiful Vacation Home with Spectacular Views
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Beautiful vacation home in Quechee, Vt., designed by award winning architect. This unique home is located at one of the ...
From $352 per night (USD)
VRBO
From $980 per night (USD)
Expedia
Killington Region - Sleeps 19!
Bedrooms:
6
Bathrooms:
7
Sleeps:
19
This historic 1840’s house has undergone a COMPLETE gut renovation and combines modern amenities with streamlined countr ...
From $980 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Between Killington and Okemo, Close to Farm & Wilderness Camp
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
House is on Plymouth Notch (formerly Roundtop Mountain), a private ski area only open on weekends. If you are skiing Ply ...
From $290 per night (USD)
VRBO
$OKEMO SKI IN\/OUT. WALK TO Solitude Lifts, Pool\/Hottubs,bar,free e-car charging$
From $1064 per night (USD)
Expedia
OKEMO SKI IN\/OUT. WALK TO Solitude Lifts, Pool\/Hottubs,bar,free e-car charging
Bedrooms:
3
Bathrooms:
2
Sleeps:
8
WINTER 24-25 SKI SEASON!! Solitude and Jackson Gore lifts OPEN. 43' North Open! Solitude Pool/Hottubs open!! Our cal ...
From $1064 per night (USD)
Expedia
From $547 per night (USD)
VRBO
Beautiful Historic 4-Season Country Estate in Okemo Valley
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Stone Walls is located on 45 acres of open meadow and a winding forest trail in the heart of the Green Mountains of sout ...
From $547 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Ski, hike, swim or relax with family & friends in this nature lovers delight!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape year round, with family and friends, to this private 5 bedroom 2.5 bath retreat minutes from Echo lake and Plymou ...
From $313 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $461 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Okemo Mountain Slopeside Vacation Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ideal Slopeside Location - Watch skiers as they come off the lift from the main base area from the living room of this f ...
From $222 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Spring Sale- Okemo- hike, kayak, golf, repeat! Enjoy this newly renovated home!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Turn the key and be at your home away from home at Ludlow Chalet! Welcome to our lovely, newly-renovated chalet with lot ...
From $291 per night (USD)
VRBO
$\The Crooked House\ with A\/C and sauna on private wooded lot near Killington$
From $308 per night (USD)
Expedia
\"The Crooked House\" with A\/C and sauna on private wooded lot near Killington
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Escape to the beautiful mountains of Vermont. Our four-season house (now with air conditioning in each bedroom and the l ...
From $308 per night (USD)
Expedia
From $426 per night (USD)
VRBO
Beautiful farmhouse minutes to Okemo. Lots of room. Spacious hot tub.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Quality furnishings in this spacious well-kept farmhouse minutes from Okemo base lodge. Comfortable living areas, large ...
From $426 per night (USD)
VRBO
From $550 per night (USD)
Expedia
Luxury 3BR Cabin 5 min Drive to Okemo and on Ski Shuttle Route
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This contemporary and upscale cabin has 3 bedrooms, 2 bathrooms, sleeps 6 people, and offers comfort, privacy, complete ...
From $550 per night (USD)
Expedia
From $712 per night (USD)
VRBO
Great Location, Large Hot Tub, Wet Bar, Pool Table, Gas FP
Bedrooms:
4
Bathrooms:
6
Sleeps:
16
Moments from the entrance to Okemo, this spacious five bedroom, four bath vacation home holds up to 16 guests with all t ...
From $712 per night (USD)
VRBO
$Custom Luxury Home w\/Hot Tub on Okemo Mtn\/Family\/Group Friendly\/Shuttle Bus$
From $1890 per night (USD)
Expedia
Custom Luxury Home w\/Hot Tub on Okemo Mtn\/Family\/Group Friendly\/Shuttle Bus
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Beautiful custom-designed, spacious ski home ideal for relaxing, entertaining, cooking. Upper level sanctuary includes t ...
From $1890 per night (USD)
Expedia
From $1134 per night (USD)
VRBO
Ludlow Vermont Ski House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Four bedroom colonial located on Ludlows prestigious South Hill. Ten minutes to Okemo and Jackson Gore, 45 minutes to Ki ...
From $1134 per night (USD)
VRBO
From $262 per night (USD)
Expedia
1794 Pioneer House - Renovated, No Cleaning Fee
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Pioneer House is a unique survivor from Vermont’s earliest days. 100% solar powered (panels located on owner’s nearb ...
From $262 per night (USD)
Expedia
From $485 per night (USD)
VRBO
Spacious, Updated Lake House Near Okemo Ski Area
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This newly-renovated year round waterfront home is located on a quiet cove with 100 feet of lake frontage. The home offe ...
From $485 per night (USD)
VRBO
$Sunlit VT Country Home w\/Hot Tub. Ideal location near Woodstock village$
From $442 per night (USD)
Expedia
Sunlit VT Country Home w\/Hot Tub. Ideal location near Woodstock village
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Dana Road House, a welcoming 3BR/2BA Vermont country home with hot tub, king master suite & chef's kitchen! Ideally loca ...
From $442 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Delightful Cozy Space in Woodstock Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Walking distance to everywhere in the Village and Mt Tom and Mt Peg. Parking for 2 cars, beautiful outdoor deck overlook ...
From $273 per night (USD)
VRBO
From $872 per night (USD)
Expedia
Plenty of room in our 6 Bedroom Home in Quechee Vermont
Bedrooms:
3
Bathrooms:
6
Sleeps:
8
Come relax and stay a while in our warm and inviting, recently renovated 6 bedroom home in Quechee, Vermont! A peaceful ...
From $872 per night (USD)
Expedia
From $409 per night (USD)
VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $409 per night (USD)
VRBO
From $849 per night (USD)
Expedia
Stunning Ski and Lake home - ideal family or friend getaway
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
*** Contact marionburch@icloud.com for current specials. This gorgeous 2,800 SF home is located right on the water (Lak ...
From $849 per night (USD)
Expedia
From $376 per night (USD)
VRBO
Ski House on Lake Rescue, 3.5 Miles from Okemo
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Charming 4 bedroom house with great lake vistas. Vaulted ceiling living room with a stone fireplace. Fully equipped ki ...
From $376 per night (USD)
VRBO
$Great 4BR\/3BA for families in village w\/ easy shuttle access. Read our reviews!$
From $381 per night (USD)
Expedia
Great 4BR\/3BA for families in village w\/ easy shuttle access. Read our reviews!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Discounted rates available for longer-term stays! Also discounts for multiple bookings! Send a message for details. ...
From $381 per night (USD)
Expedia
From $256 per night (USD)
VRBO
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This Chalet provides a nice cozy environment that makes you feel right at home. This home is being offered to travelers ...
From $256 per night (USD)
VRBO
From $877 per night (USD)
Expedia
Wood-Burning Stove, Great for Families | Z1040*
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Summary: Exquisite four bedroom, four bath single family home located within one mile to the Quechee Club and amenities. ...
From $877 per night (USD)
Expedia
From $207 per night (USD)
VRBO
Golf, Lake Pinneo & The Club | Windsor Village 4A
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Summary: Enjoy convenience, comfort, and a terrific view from this stylishly decorated two-bedroom, 1.5-bath townhome (e ...
From $207 per night (USD)
VRBO
From $291 per night (USD)
Expedia
New Lakeside Cottage near Okemo and Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Bright, clean cottage right in the middle of the best of Vermont. Perfect for an athletic family or a couples getaway. S ...
From $291 per night (USD)
Expedia
From $291 per night (USD)
VRBO
Quechee at its Finest!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A great vacation spot awaits you and your family at this 3 bedroom, 2 bath townhouse located in the heart of Fairway Vil ...
From $291 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Beautiful 3000 Square Foot Home
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
New 5 bedroom, 3 bath home only 8 minute drive to Okemo. This three level home has plenty of room for the entire famil ...
From $400 per night (USD)
Expedia
$Dramatic Design & Landscape 3500 Sq Ft. Farmhouse W\/Jacuzzi&Swim Pond&CentralAC!$
From $711 per night (USD)
VRBO
Dramatic Design & Landscape 3500 Sq Ft. Farmhouse W\/Jacuzzi&Swim Pond&CentralAC!
Bedrooms:
4
Bathrooms:
7
Sleeps:
28
Completely renovated by Fortune Cookie Design of Boston, this rustic modern farmhouse is one of a kind. (circa 1800's) ...
From $711 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Lake Rescue Chalet - 6-Bedroom Ski House with Hot Tub
Bedrooms:
2
Bathrooms:
8
Sleeps:
12
Okemo got 15 inches of snow on Thanksgiving, and Lake Rescue Chalet still has discount early season weekends available! ...
From $756 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Winterplace at Okemo Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
2 Bedroon, 2 Bath slopeside condo for rent. Enjoy some wonderful skiing on Okemo's groomed trails, relax by the fire, o ...
From $258 per night (USD)
VRBO
From $4049 per night (USD)
Expedia
Reading Farms Estate
Bedrooms:
14
Bathrooms:
18
Sleeps:
46
** 2025 season 1 week stay special pricing $17,750** please inquire **.Reading Farms Estate is an elevated lifesty ...
From $4049 per night (USD)
Expedia
From $204 per night (USD)
VRBO
Charming Log Cabin Apartment in Woodstock Village
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to one of the prettiest towns in America. Make your vacation a quiet visit in a quintessential, charming apartmen ...
From $204 per night (USD)
VRBO
From $448 per night (USD)
Expedia
Songbird Haven–majestic VT Timberframe, Dog-Friendly Home Along The White River
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Enjoy the Vermont countryside any time of the year on over 7 acres alongside the White River. This home offers full amen ...
From $448 per night (USD)
Expedia
From $167 per night (USD)
VRBO
Clean, Updated, & Well Appointed-Family & Dog Friendly Rental
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
We have a 2 bedroom unit available. It has 2 baths, eat-in kitchen and living room. Washer and dryer in unit. Cable TV, ...
From $167 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This exceptionally nice, renovated converted carriage house sits on a private 280 acre estate 2 miles from downtown Wood ...
From $423 per night (USD)
Expedia
$107 Deluxe Studio Queen, w\/ Sleeper sofa w\/ outdoor heated pool$
From $157 per night (USD)
VRBO
107 Deluxe Studio Queen, w\/ Sleeper sofa w\/ outdoor heated pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $157 per night (USD)
VRBO
$109 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool$
From $194 per night (USD)
Expedia
109 Deluxe One bedroom Queen Suite on the 1st floor w\/ outdoor heated pool
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $194 per night (USD)
Expedia
From $157 per night (USD)
VRBO
Queen Studio on the 2nd floor with outdoor heated pool 207
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $157 per night (USD)
VRBO
From $213 per night (USD)
Expedia
Cedarbrook Junior Suite 11416
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in central Vermont's Green Mountains, Cedarbrook is perfectly located for skiing in all the local mountains. One ...
From $213 per night (USD)
Expedia
From $171 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 $171 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Deluxe one bedroom suite located on first floor with outdoor heated pool 11517
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 $214 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Cozy Studio Condo with Great Location, WiFi & Kitchenette
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Sweet Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $186 per night (USD)
VRBO
From $177 per night (USD)
Expedia
Efficient condo near slopes with kitchenette & great location
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ludlow Lax Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $177 per night (USD)
Expedia
From $357 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 $357 per night (USD)
VRBO
From $210 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 $210 per night (USD)
Expedia
From $453 per night (USD)
VRBO
Spacious Ski Getaway by Woodstock, Killington
Bedrooms:
2
Bathrooms:
3
Sleeps:
11
WELCOME to this charming Vermont family home, located just a stone's throw from the historic town of Woodstock, Vermont' ...
From $453 per night (USD)
VRBO
$Okemo's Jackson Gore-1 Bedroom Condo \/Direct Ski Access. Walk to Pool & hot tubs$
From $250 per night (USD)
Expedia
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 $250 per night (USD)
Expedia
Click For Pricing
VRBO
Private wing of the Largest Colonial Revival Mansion in the US
Bedrooms:
4
Bathrooms:
3
Sleeps:
7
Built in 1902 and comprehensively renovated in late 2016, the Windsor Mansion is an incredibly well preserved example of ...
Click For Pricing
VRBO
$5br\/ 2bath Family Vacation Home, Shuttle at door+short walk to Restaurants$
Click For Pricing
Expedia
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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Expedia
From $2024 per night (USD)
VRBO
Perfect 6 BR Mountain House on Okemo across from Suncatcher lift
Bedrooms:
5
Bathrooms:
6
Sleeps:
22
Our 6 BR / 4.5 home is ideal for multi-generational families or multiple families - can sleep 22. House is on Okemo Moun ...
From $2024 per night (USD)
VRBO
From $345 per night (USD)
Expedia
3-story dog-friendly home with private hot tub, firepit, grill, wood stove, EVC
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Spacious Mountain Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ent ...
From $345 per night (USD)
Expedia
$17-Acre Vermont Escape w\/ Panoramic Mountain Views$
From $560 per night (USD)
VRBO
17-Acre Vermont Escape w\/ Panoramic Mountain Views
Bedrooms:
2
Bathrooms:
8
Sleeps:
14
Built in 1892, this classic yet modern Cavendish vacation rental exudes old-world charm and elegance! Every window in th ...
From $560 per night (USD)
VRBO
From $177 per night (USD)
Expedia
2nd-floor condo near Okemo Mtn with streaming, WiFi, partial AC, & full kitchen
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Hidden Gem Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $177 per night (USD)
Expedia
From $708 per night (USD)
VRBO
Waterfront retreat with dock, sauna, & firepit - near Woodstock & ski areas
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Turtle Grove Lakehouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $708 per night (USD)
VRBO
$Hartford Escape w\/ Fire Pit ~ 3 Mi to Ski & Golf!$
From $346 per night (USD)
Expedia
Hartford Escape w\/ Fire Pit ~ 3 Mi to Ski & Golf!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to the Green Mountain State when you stay at this 2-bedroom, 1.5-bathroom vacation rental! With its fully equippe ...
From $346 per night (USD)
Expedia
$Ski-in\/Ski-out Ledgewood condo - 4 BR across 3 floors!$
From $1960 per night (USD)
VRBO
Ski-in\/Ski-out Ledgewood condo - 4 BR across 3 floors!
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Right off of Ledgewood Trail, ski-in/ski-out 4 bedroom condo. Sleeps 10; ideal for 2 families! Newly renovated main fl ...
From $1960 per night (USD)
VRBO
From $233 per night (USD)
Expedia
Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Mountain's Edge Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $233 per night (USD)
Expedia
$Three-story, ski-in\/out condo with mountain view - dog-friendly$
From $260 per night (USD)
VRBO
Three-story, ski-in\/out condo with mountain view - dog-friendly
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Sachem Slopeside - Okemo Trailside 21B Our calendar is updated in real-time & our nightly rates are accurately displaye ...
From $260 per night (USD)
VRBO
From $582 per night (USD)
Expedia
Valhalla!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Valhalla on Lake Rescue! We are a lovely four season home with plenty of options right outside our doorstep. ...
From $582 per night (USD)
Expedia
$Ski-in\/out mountainside condo with pool, hot tub, game room & washer\/dryer$
From $246 per night (USD)
VRBO
Ski-in\/out mountainside condo with pool, hot tub, game room & washer\/dryer
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
The Bear Den - Solitude Village J202 Our calendar is updated in real-time & our nightly rates are accurately displayed. ...
From $246 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Two cozy tiny homes with a private hot tub, large deck, grill, AC - dog friendly
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Tiny Homes on Pleasant Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $182 per night (USD)
Expedia
$Woodstock Suite | 10 Min to Mountains |A\/C| Hiking$
From $191 per night (USD)
VRBO
Woodstock Suite | 10 Min to Mountains |A\/C| Hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to the Woodstock Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and ...
From $191 per night (USD)
VRBO
From $332 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 $332 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This is a mostly off grid cabin with total privacy. Quiet yet just 2 miles off Rt 103. If you are looking for a place ...
From $156 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Ben & Jerry Suite | Minutes to Woodstock | Hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Welcome to the Ben & Jerry's Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount ...
From $186 per night (USD)
Expedia
$2 Queens | 10 Mins to the Mountains | A\/C | Hiking$
From $194 per night (USD)
VRBO
2 Queens | 10 Mins to the Mountains | A\/C | Hiking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Welcome to the Ski VT Suite @ The Bridgewater Inn! We're so excited to host you. Proximity is paramount and The ...
From $194 per night (USD)
VRBO
From $1576 per night (USD)
Expedia
Okemo Ski Retreat sleeps 16 comfortably and 1 mile to the mountain
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Okemo Ski House which easily sleeps 16 guests in bedrooms! Bring your family and friends to this spacious remodeled far ...
From $1576 per night (USD)
Expedia

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