Windsor Holiday Apartments
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5 km
50 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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As seen on
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Modern Cabin on Beautiful Vermont Farm
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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As seen on
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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As seen on
Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful Modern Cabin on a Vermont Farm - Stunning Panoramic Views!
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely Vermont Cabin on a quiet street
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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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 32 kms of Windsor match all your filters:
Dog-friendly, 2-story condo at the base of Ascutney with fireplace & balcony
Condo/Apartment
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Remote Getaway near Woodstock Vermont
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Country Home next to Blow-Me-Down Covered Bridge in the Old Cornish Art Colony!
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Exquisite Log Home with views near Woodstock, Vermont
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Historic Hilltop Cottage
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mt Ascutney Custom Home With Mountain Views
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spruce Moose Cottage | Tiny House on 65 private acres
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Rockledge Farm country living
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunset Cabin - your private romantic hideaway
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Vermont Villa Near the Trails
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Meadow View- 35 Acres outside your door
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Holiday Inn Mount Ascutney Resort -1BD Sleeps 4
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Historic Hilltop Cottage with Mount Ascutney View
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Villa with a Fireplace Near the Trails
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Outdoorsy Oasis w/ Screened Porch in Claremont
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Ronnoco Farm-Charming Brownsville/West Windsor, VT cottage
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lovely 2 Bedroom Townhouse on Ascutney Mountain
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quintessential Guest House Getaway
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Romantic Getaway or Family winter adventures in 2BD with resort activities
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.
Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Villa with Pool + Fitness Center Access
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Villa Near Biking and Hiking Trails
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Cottage on private gated 400 acre Reading Farms Estate
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Vermont Foliage seekers paradise! Secluded country farmhouse.
Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Long Range Mountain Views in West Windsor
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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The BARN at Reading Farms Estate
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful home offering privacy on 7 acres with private pond
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Country living at its best
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful craftsman-built home with natural wood and large windows in every room
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Inviting Vermont Cabin On Mount Ascutney!
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Meriden Village of Plainfield Home w/ Grill!
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Guest wing on a 400 private acre estate.
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Pet-Friendly Claremont Vacation Rental!
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Log Cabin home with Mt Ascutney views and pool table
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Luxury Vermont Vacation Rental: Private Hot Tub!
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Secluded Luxury Home on Huge Property with Mountain Views - Near Slopes
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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5 Star Accommodation Meets Farm Life #hartlandhillfarm
Holiday Rental House
5 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Reading Farms Estate
Holiday Rental House
15 bedrooms
14 bathrooms
Sleeps 46
Match: Sleeps
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A Quiet Retreat in Rural New Hampshire
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Panoramic Mountain View, Lots To Do, Or Enjoy Doing Nothing
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Chase House Inn - Edwin Stanton Room
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Showing results 1-50 of 50
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!
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- 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!
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- The best pet friendly rentals in Windsor are:
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
- Some of the most popular kid friendly rentals in Windsor are:
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Experience life on a Vermont Farm in a Beautiful Modern Cabin - Stunning Views!
- Stunning Modern Cabin on Beautiful Vermont Farm
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