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Pet Friendly Holiday Rentals in Windsor

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    Don't let other travellers get your favourite Windsor area holiday rental. You're so close to securing your perfect getaway. Book today.
    12 Matching Rentals in the Windsor AreaView all 34 rentals
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    The following rentals are within 25 kilometers of Windsor.
    Hakuna Matata1 / 28
    (1)Very good
    Bridgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Secluded, Spectacular House with Mount Ascutney Vi1 / 20
    (4)Very good
    Perkinsville
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    The Farmhouse1 / 18
    (1)Excellent
    South Pomfret
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    White River Junction
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Mountain Views
    • Parking
    • Cable/satellite TV
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On the border of Vermont and New Hampshire, Savage Hart Farm is a perfect place to stay for a memorable visit to the heart of New England. You'll find a retreat-type setting close to the center of the towns of Hanover, NH, and Norwich, VT in a bucolic locale even the locals talk about. Quechee is...
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    White River Junction, Hartford 05001
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Savage Hart Farm - a Sheep Farm with an Apartment1 / 12
    (1)Excellent
    White River Junction
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Washer
    • Grill
    • Mountain Views
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2014
    Modern, clean apartment with beautiful views. Quintessential New England! Fully equipped kitchen (and BBQ grill) made cooking in easy. Todd was a gracious host and most...
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    About this property
    On the border of Vermont and New Hampshire, Savage Hart Farm is a perfect place to stay for a memorable visit to the heart of New England. You'll find a retreat-type setting close to the center of the towns of Hanover, NH, and Norwich, VT in a bucolic locale even the locals talk about. Quechee is...
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    White River Junction, Hartford 05001
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    A house with a view: gorgeous home with a spectacular view of the mountains.1 / 53
    (1)Excellent
    Brownsville
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • DVD Player
    • Central Heating
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2018
    Claudia and Jeff's place is amazing - it's set on a quiet, beautiful spot on a hill; it has a sweeping, unobstructed view of the surrounding mountains; it's only a mile or so...
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    About this property
    A beautiful, antique farmhouse with 26 acres, situated on a quiet country road,but only a short drive to stores, great restaurants, and outdoor activities. The farmhouse is located in Brownsville and is a short drive to Woodstock, Quechee, skiing and the Green Mountain Horse Association show...
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    Brownsville, Vermont 05089
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Village Farmhouse - mins to GMHA, Okemo, Killington. Pet-friendly.1 / 27
    (1)Excellent
    Reading
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2018
    Are you looking for a true Vermont experience? Look no further than this comfortable, quaint, relaxing village farm house, with 4 bedrooms. Sleeps 8. We enjoyed walking in the...
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    About this property
    Ski dates still available! Convenient, updated village farmhouse, 2 hrs from Boston, mins to GMHA, Okemo, Killington, Ascutney, Suicide Six, XC skiing. WiFi, high-speed internet, Netflix, Pandora, smartTV. Fine dining, pubs, art galleries, Long Trail & Harpoon, cheese-making, apple-picking & maple...
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    Location Information
    Reading, Vermont 05062
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Bridgewater
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Patio
    • Wi-Fi
    • Parking
    • Mountain Views
    • Washer
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It means no worries, for the rest of your vacation. No service, no problem! That's what makes this home so special, the stress of work and everyday life seem to evaporate the second you arrive. Being surrounded by beautiful scenery, fresh clean air and the sounds of nature have made this a favorite...
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    Location Information
    Bridgewater, Vermont 05035
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bridgewater
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Mountain Views
    • Internet Access
    • Patio
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Winter, spring, summer and fall, there is always something to do and something to fall in love with at this cozy Vermont vacation home. Kids will love the rustic sturdy bunk beds and folks just love to relax in front of the fire, cozying up to a good book. There are many downhill and cross country...
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    Location Information
    Bridgewater, Vermont 05035
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Cavendish
    6 Bedrooms, 10 Bathrooms, Sleeps 17 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The property includes 7 bedrooms (robes, bath amenities, tempurpedic beds, fireplaces, vable television, DVD and ensuite baths in all but 2), 8-person hot tub, dining for 24. Great for large groups or big families or specialb events. Warm weather Rustic Barn with bar can seat up to 115 guest...
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    Location Information
    Cavendish, Vermont 05142
    Holiday Rental House - 6 Bedrooms, 10 Bathrooms, Sleeps 17
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    Proctorsville
    5 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Patio
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a separate house out of sight ** Sitting on a plateau above the Williams River you'll find the 'Smokeshire Hilltop Farmhouse,' a 5-bedroom, 2-bathroom vacation rental home in Chester. This 3,000-square-foot classic farmhouse for up to 14 sits...
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    Location Information
    Proctorsville, Vermont 05143
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 14
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    Bridgewater
    7 Bedrooms, 4 Bathrooms, Sleeps 22 Quick View
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    Amenities & Details
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely renovated in 2015 by Fortune Cookie Design of Boston, this modern farmhouse is one of a kind. You won't find another vacation rental with this quality, design & natural beauty. If you are sick of bunk-bed ski house dives, you'll think you've died & gone to heaven in this hip farmhouse....
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    Location Information
    Bridgewater, Vermont 05035
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 22
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