The 10 best holiday homes in Windsor, USA | Booking.com
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Holiday Homes in Windsor

Find the holiday homes that appeal to you the most

The best holiday homes in Windsor

Check out our pick of great holiday homes in Windsor

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Saltbox 12F

White River Junction (Near Windsor)

Featuring air-conditioned accommodation with a balcony, Saltbox 12F is located in White River Junction. This holiday home also has a restaurant.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews

Wood Road Retreat

Quechee (Near Windsor)

Situated in Quechee, 44 km from Killington Mountain and 7.7 km from Mount Tom, Wood Road Retreat features a restaurant and mountain views.

Scored out of 10, guest rating 7.6
Good - What previous guests thought, 13 reviews

Quechee Hollow Comfort

White River Junction (Near Windsor)

Quechee Hollow Comfort is situated in White River Junction, 14 km from Mount Tom, 24 km from Dartmouth College, as well as 46 km from Gifford Woods State Park.

A
Alec
From
United Kingdom
It was really cosy and had everything we needed. It was a great location for what we planned to do on our trip
Scored out of 10, guest rating 7.9
Good - What previous guests thought, 7 reviews

Blueberry Hill Escape Pet Friendly HotTub Fire pit

Bridgewater (Near Windsor)

Featuring air-conditioned accommodation with a patio, Blueberry Hill Escape Pet Friendly HotTub Fire pit is set in Bridgewater.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 6 reviews

A1 at Castle Hill - Townhome

Cavendish (Near Windsor)

Set in Cavendish, 46 km from Killington Mountain, A1 at Castle Hill - Townhome offers accommodation with a sauna, a hot tub and spa facilities.

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 5 reviews

A1 at Castle Hill - Apartment

Cavendish (Near Windsor)

Set in Cavendish, 46 km from Killington Mountain, A1 at Castle Hill - Apartment offers accommodation with a sauna, a hot tub and spa facilities. With garden views, this accommodation provides a patio....

Scored out of 10, guest rating 7.3
Good - What previous guests thought, 6 reviews

Castle Hill Condo

Cavendish (Near Windsor)

Set in Cavendish, 46 km from Killington Mountain and 48 km from Stratton Mountain, Castle Hill Condo offers a restaurant and mountain views.

Scored out of 10, guest rating 7.0
Good - What previous guests thought, 5 reviews
All holiday homes in Windsor

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.

Most booked holiday homes in Windsor and surroundings in the past month

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Save money on holiday homes in Windsor and nearby – budget options available

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Boasting air-conditioned accommodation with a balcony, Luxury Vermont Vacation Rental Private Hot Tub! is situated in Brownsville.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 2 reviews

    Inviting Vermont Home On Mount Ascutney! is set in Brownsville, 41 km from Dartmouth College, 14 km from Mount Ascutney, as well as 18 km from Quechee Gorge.

  • Place of Peace and Quiet

    Brownsville
    Budget options available
    Scored out of 10, guest rating 6.0
    Pleasant - What previous guests thought, 1 review

    Situated in Brownsville, Place of Peace and Quiet features a restaurant and mountain views, 28 km from Mount Tom and 44 km from Dartmouth College.

  • Forest Hideaway in Plainfield Hike, Paddle and Ski is set in Plainfield, 39 km from Mount Tom, 23 km from Quechee Gorge, and 27 km from Mount Ascutney.