West Windsor, Vermont Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in West Windsor, Vermont on RentalSaver.com!

West Windsor Rentals

From $4034 per night (USD)
VRBO
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 $4034 per night (USD)
VRBO
From $402 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 $402 per night (USD)
VRBO
From $514 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 $514 per night (USD)
VRBO
From $452 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 $452 per night (USD)
VRBO
$Ronnoco Farm-Charming Brownsville\/West Windsor, VT cottage$
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VRBO
Ronnoco Farm-Charming Brownsville\/West Windsor, VT cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Ronnoco Farm is a small, private, and charming property conveniently located near Mt. Ascutney State Park (7.5 Miles), G ...
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VRBO
From $461 per night (USD)
VRBO
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 $461 per night (USD)
VRBO
From $221 per night (USD)
VRBO
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)
VRBO
From $159 per night (USD)
VRBO
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 $159 per night (USD)
VRBO
From $224 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 $224 per night (USD)
VRBO
From $673 per night (USD)
Expedia
Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Place of Peace and Quiet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $673 per night (USD)
Expedia
From $508 per night (USD)
VRBO
Long Range Mountain Views in West Windsor
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
Welcome to Thistle Hill, a beautiful private property on 17 acres. Home is located 12 miles from Woodstock in the heart ...
From $508 per night (USD)
VRBO
From $919 per night (USD)
VRBO
The Cottage on private gated 400 acre Reading Farms Estate
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This home is one of 3 on a 400 gated acre estate . It has a kitchen, 3 bedroom, 1.5 bathrooms. Main floor bedroom has a ...
From $919 per night (USD)
VRBO
From $519 per night (USD)
VRBO
Beautiful home offering privacy on 7 acres with private pond
Bedrooms:
2
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 $519 per night (USD)
VRBO
From $148 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 a ...
From $148 per night (USD)
VRBO
From $343 per night (USD)
VRBO
Beautiful craftsman-built home with natural wood and large windows in every room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located on a quiet road approximately one mile from the center of Brownsville, the property is a short drive from Woodst ...
From $343 per night (USD)
VRBO
From $1922 per night (USD)
VRBO
Guest wing on a 400 private acre estate. Sleeps 8
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Come and enjoy a stay in beautiful Vermont! The 30,000 square foot estate is now available for smaller groups. Enjoy al ...
From $1922 per night (USD)
VRBO
From $291 per night (USD)
VRBO
Lovely 2 Bedroom Townhouse on Ascutney Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy a fun outdoor adventure at this at this centrally-located condo. Ascutney trails are just outside the door, with m ...
From $291 per night (USD)
VRBO
From $1248 per night (USD)
VRBO
The BARN at Reading Farms Estate
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Long term rental discounts available .The BARN at Reading Farms Estate is one of the outbuildings on the Estate. The BAR ...
From $1248 per night (USD)
VRBO
From $399 per night (USD)
VRBO
Stunning Modern Cabin on Beautiful Vermont Farm
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 $399 per night (USD)
VRBO
From $514 per night (USD)
VRBO
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We are a licensed lodging facility in Vermont and you can find us by searching our farm name. Promotions, discounts, or ...
From $514 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Vermont cabin on 20 acres in open field
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Long lasting Sunsets are what this cabin is all about. As well as swimming in the pond and nearby brook. Hiking mt. ascu ...
From $252 per night (USD)
VRBO
From $312 per night (USD)
VRBO
Villa Near Biking and Hiking Trails
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This villa is perfect for your group! Enjoy stunning views from the top of Mt. Ascutney State Park right outside your do ...
From $312 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Villa with Pool + Fitness Center Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy stunning views from the top of Mt. Ascutney State Park right outside your door when you stay in this fantastic loc ...
From $289 per night (USD)
VRBO
From $261 per night (USD)
VRBO
Vermont Villa Near the Trails
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Park right outside your door when you stay in ...
From $261 per night (USD)
VRBO
From $288 per night (USD)
VRBO
Villa with a Fireplace Near the Trails
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Dreaming of a cozy villa with a fireplace? You'll be able to enjoy panoramic views from the top of Mt. Ascutney State Pa ...
From $288 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Remote Getaway near Woodstock Vermont
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Auger Hole is a remote private country getaway on 34 acres with a private pond and a beautiful view of Mt. Ascutney. We ...
From $328 per night (USD)
Expedia
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 $431 per night (USD)
Expedia
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)
Expedia
From $450 per night (USD)
VRBO
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 $450 per night (USD)
VRBO
From $477 per night (USD)
Expedia
Inviting Vermont Home On Mount Ascutney!
Bedrooms:
2
Bathrooms:
6
Sleeps:
8
Bundle up for alpine activities or curl up and get cozy at this 4-bedroom, 2-bath home. Situated just a short walk from ...
From $477 per night (USD)
Expedia
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VRBO
Rockledge Farm country living
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Rockledge Farm is in a beautiful rural river valley overlooking fields and mountains, only about 15 scenic miles from Wo ...
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VRBO
From $866 per night (USD)
Expedia
Luxury Vermont Vacation Rental: Private Hot Tub!
Bedrooms:
4
Bathrooms:
7
Sleeps:
12
Your mountain escape awaits at this spacious vacation home in West Windsor, VT! Adorned with wood paneling, cathedral ce ...
From $866 per night (USD)
Expedia
$Romantic Getaway or Family winter adventures in 2BD w\/resort activities$
From $2347 per night (USD)
VRBO
Romantic Getaway or Family winter adventures in 2BD w\/resort activities
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
A Beautiful Mountainside Escape Vacationing in Vermont brings a lot of things to mind: apple picking, maple syrup tasti ...
From $2347 per night (USD)
VRBO
Click For Pricing
Expedia
Green Mountain House
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Take it easy at this unique and tranquil getaway on private 10 acre land with well maintained hiking paths and mountain ...
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Expedia
From $596 per night (USD)
VRBO
Secluded home near ski resorts with mtn views, fireplace, foosball
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Alpine Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $596 per night (USD)
VRBO
$Ski-in\/out, dog-friendly condo with prime location for skiing & hiking$
From $768 per night (USD)
Expedia
Ski-in\/out, dog-friendly condo with prime location for skiing & hiking
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Ascutney Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $768 per night (USD)
Expedia
From $475 per night (USD)
VRBO
Vermont LUX stay with Doggy suite
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Indulge in the charm of this newly renovated Carriage House, a masterpiece of sophistication adorned with high-end fixtu ...
From $475 per night (USD)
VRBO
$Vintage two-story home in the heart of town with a washer\/dryer, full kitchen$
From $462 per night (USD)
Expedia
Vintage two-story home in the heart of town with a washer\/dryer, full kitchen
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Classic Comforts Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $462 per night (USD)
Expedia
From $1060 per night (USD)
VRBO
This cabin is a 3 bedroom(s), 3.5 bathrooms, located in West Windsor, VT.
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Welcome to our custom-built luxury retreat in the heart of VT on 22 acres! Our enchanting 3-bed, 3.5-bathouse is tailor- ...
From $1060 per night (USD)
VRBO
From $312 per night (USD)
Expedia
NEW LISTING Rustic Charm Meets Modern Comfort at Rock Haven Sugar House in Reading, VT
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Nestled in the serene beauty of Reading, Vermont, the Rock Haven Sugar House offers a unique blend of rustic charm and m ...
From $312 per night (USD)
Expedia
From $123 per night (USD)
VRBO
Beautiful Holiday Inn Club Mount Ascutney Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $123 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Beautiful Holiday Inn Club Mount Ascutney Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the quiet community of Brownsville within West Windsor is their charming mountainside retreat, Mount Ascutney ...
From $308 per night (USD)
Expedia

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West Windsor Rentals

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Results: 42 Rentals