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

$Ronnoco Farm-Charming Brownsville\/West Windsor, VT cottage$
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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 $553 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 $553 per night (USD)
Expedia
From $398 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 $398 per night (USD)
VRBO
From $571 per night (USD)
Expedia
This house is a 4 bedroom(s), 2 bathrooms, located in West Windsor, VT.
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to Skyhawk Cabin! Our Vermont getaway has been completely renovated to offer a curated experience throughout: a ...
From $571 per night (USD)
Expedia
From $215 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 $215 per night (USD)
VRBO
From $243 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 $243 per night (USD)
VRBO
From $192 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 $192 per night (USD)
VRBO
From $185 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 $185 per night (USD)
VRBO
From $328 per night (USD)
VRBO
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)
VRBO
From $434 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 $434 per night (USD)
VRBO
From $334 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 $334 per night (USD)
VRBO
From $461 per night (USD)
VRBO
Long Range Mountain Views in West Windsor
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to Thistle Hill, a beautiful private property on 17 acres. Home is located 12 miles from Woodstock in the heart ...
From $461 per night (USD)
VRBO
From $444 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 $444 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 $179 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 $179 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Cozy Historic Hilltop Cottage with Mount Ascutney View
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This exceedingly charming cottage on a wooded hilltop just outside of Brownsville has great views of Mt Ascutney and a b ...
From $210 per night (USD)
Expedia
From $212 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 $212 per night (USD)
VRBO
From $433 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 $433 per night (USD)
Expedia
From $404 per night (USD)
VRBO
Rock Haven Sugar House | Field and Farm
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Summary: Nestled in the serene beauty of Reading, Vermont, the Rock Haven Sugar House offers a unique blend of rustic ch ...
From $404 per night (USD)
VRBO
From $524 per night (USD)
Expedia
Luxury Home, Dog Suite | Rock Haven Carriage House
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Summary: This stay is a true Vermont Gem, offering a perfect blend of luxury and natural beauty. Please SEE: Other Thin ...
From $524 per night (USD)
Expedia
$Ski-in\/out, dog-friendly condo with prime location for skiing & hiking$
From $329 per night (USD)
VRBO
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 $329 per night (USD)
VRBO
From $944 per night (USD)
Expedia
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 $944 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Holiday Inn Club Vacations Beautiful Mount Ascutney Resort by IHG
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the quiet community of Brownsville within West Windsor is our charming mountainside retreat, Mount Ascutney R ...
From $246 per night (USD)
VRBO
From $156 per night (USD)
VRBO
By the Month, Charming Guest Suite in Reading, Vermont
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Stay comfortably in Reading/West Windsor, Vermont at this charming farmhouse. This two story guest suite offers a pleasa ...
From $156 per night (USD)
VRBO
$Cozy Modern Cabin w\/ Hot Tub & Beautiful View$
From $556 per night (USD)
VRBO
Cozy Modern Cabin w\/ Hot Tub & Beautiful View
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Plan a relaxing escape to this cozy & contemporary-outfitted cabin w/ an unparalleled mountain view! Just an eight-minu ...
From $556 per night (USD)
VRBO
From $341 per night (USD)
Expedia
Enchanting farmhouse with a picture perfect view of Mt. Ascutney
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Located in West Windsor, this charming farmhouse, built in 1842 with some of the original floors, offers 4 spacious bedr ...
From $341 per night (USD)
Expedia
From $914 per night (USD)
VRBO
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 $914 per night (USD)
VRBO
$Romantic Getaway or Family winter adventures in 2BD Loft w\/resort activities$
From $300 per night (USD)
VRBO
Romantic Getaway or Family winter adventures in 2BD Loft 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 $300 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Balmy Spring and Summer Getaway - Rustic Contemporary Cabin on Mt Ascutney
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
About this space This is a one of a kind, stylish house custom-designed for the discerning traveller who enjoys nature a ...
From $413 per night (USD)
VRBO
From $227 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 $227 per night (USD)
VRBO
$Secluded home w\/covered porch and alpine views, near ski resorts, w\/foosball$
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Secluded home w\/covered porch and alpine views, near ski resorts, w\/foosball
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Alpine Bliss Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
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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 $1079 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 $1079 per night (USD)
VRBO
From $409 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 $409 per night (USD)
VRBO
From $525 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 $525 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 $882 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 $882 per night (USD)
VRBO
From $3727 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 $3727 per night (USD)
VRBO
From $405 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 $405 per night (USD)
VRBO
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 $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 $1645 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 $1645 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Charming 3-bedroom house in Reading, VT
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy a peaceful stay at this 3-bedroom house in Reading. The bedrooms feature 2 queen beds and 1 twin bed, perfect for ...
From $238 per night (USD)
VRBO
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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
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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

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West Windsor Rentals

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Results: 45 Rentals