Windsor Holiday Rentals
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Distinctive Features
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5 mi
46 rentals in Windsor.
Vermont cabin on 20 acres in open field
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
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Stunning Modern Cabin on Beautiful Vermont Farm
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Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
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Lovely Vermont Cabin on a quiet street
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Private wing of the Largest Colonial Revival Mansion in the US
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 7
Match: Sleeps
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Totally Restored Grand Mansion & Estate overlooking the CT River
Holiday Rental House
16 bedrooms
19 bathrooms
Sleeps 39
Match: Sleeps
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The following properties within 20 miles of Windsor match all your filters:
Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
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Remote Getaway near Woodstock Vermont
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Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
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Beautiful Fall & Winter Views - Rustic Contemporary Cabin on Mt Ascutney
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Log manor on 65 private acres of land with entertaining amenities & hot tub
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Spruce Moose Cottage | Tiny House on 65 private acres
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rockledge Farm country living
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Sunset Cabin - your private romantic hideaway
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Vermont Villa Near the Trails
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Meadow View- 35 Acres outside your door
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Enjoy snowball fights or romantic nights in a 1BD vacation apartment
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Cozy Historic Hilltop Cottage with Mount Ascutney View
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Villa with a Fireplace Near the Trails
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Ronnoco Farm-Charming Brownsville/West Windsor, VT cottage
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Lovely 2 Bedroom Townhouse on Ascutney Mountain
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Villa Near Biking and Hiking Trails
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Villa with Pool + Fitness Center Access
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The Cottage on private gated 400 acre Reading Farms Estate
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Come spend Christmas break in Vermont, Close to skiing!
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Long Range Mountain Views in West Windsor
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Beautiful home offering privacy on 7 acres with private pond
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Country living at its best
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Beautiful craftsman-built home with natural wood and large windows in every room
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Inviting Vermont Home On Mount Ascutney!
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Meriden Village of Plainfield Home w/ Backyard
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Pet-Friendly Claremont Vacation Rental!
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Log Cabin home with Mt Ascutney views and pool table
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Luxury Vermont Vacation Rental: Private Hot Tub!
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Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
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5 Star Accommodation Meets Farm Life #hartlandhillfarm
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This cabin is a 3 bedroom(s), 3.5 bathrooms, located in West Windsor, VT.
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Enchanting farmhouse with a picture perfect view of Mt. Ascutney
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski-in/out, dog-friendly condo with prime location for skiing & hiking
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Rock Haven Sugar House | Field and Farm
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Secluded home w/covered porch and alpine views, near ski resorts, w/foosball
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private mountain setting w/ open rooms, hiking, biking, skiing at your
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Home, Dog Suite | Rock Haven Carriage House
Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
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Showing results 1-46 of 46
Frequently Asked Questions about Windsor
- Yes, here are some popular holiday rentals in Windsor that have a pool:
- Vermont cabin on 20 acres in open field
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
- Yes, here are some popular holiday rentals in Windsor that have internet access:
- Vermont cabin on 20 acres in open field
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
- The best pet friendly rentals in Windsor are:
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Some of the most popular kid friendly rentals in Windsor are:
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
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