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Winsted Holiday Homes

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    AU$352 Average
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    Don't let other travellers get your favourite Winsted area holiday rental. You're so close to securing your perfect getaway. Book today.
    17 Matching Rentals in the Winsted AreaView all 16 rentals
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    Winsted
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    The following rentals are within 25 kilometres of Winsted.
    The Cottage at Great Falls1 / 18
    (20)Excellent
    Falls Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Litchfield
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    North Granby
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Loft at Lost Acres is a wonderfully private, rural getaway! This bright and comfortable space is located on the upper floor of the Lost Acres Vineyard service barn. Originally intended for the caretaker, the owners have decided to offer it to the public to enjoy the beauty of the vines & the...
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    North Granby, Connecticut 06060
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Riverwood - Cozy Carriage House in the Woods1 / 11
    (1)Excellent
    Falls Village
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    I would rate this higher than 5 stars. The location was perfect for our week. Close to family in the area, hiking, kayaking and motorcycling. The carriage house is immaculate...
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    About this property
    Lovely second-story guest house on wooded property. Generously sized bedroom with queen bed, comfortable bathroom with therapeutic river stone walk-in shower, petit fully equipped kitchen, and relaxing main room with leather dual-reclining loveseat, flat screen TV, private deck and dining area....
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    Falls Village, Connecticut 06031
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Three-bedroom one-and-a-half bath ranch with lots of room inside and outside1 / 17
    (1)Excellent
    Granby
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Patio
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 April 2018
    This home was perfect for us! One-level living was key because my daughter was on crutches. Dianne takes great pride in keeping her home immaculate. Thank you Dianne!
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    About this property
    This large home has three bedrooms on one floor and there is a finished basement with new laundry machines and plenty of storage, as well as new fridge with icemaker and ceramic cooktop. Everything is clean and odor-free and there is a large bright open kitchen with sliders to a back deck and...
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    Granby, Connecticut 06035
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Comfortable Rustic Cottage on 4 Wooded Acres with Brook1 / 22
    (3)Very good
    West Cornwall
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Porch
    • Parking
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2015
    Really enjoyed staying here with y sister and partner and my family (three young kids), who played endlessly in the stream which was full of frogs and stones. We could relax...
    Reviewed 30 January 2015
    This was a wonderful cabin, no bells or whistles, but all of the amenities. It was comfortable clean and very spacious. The floor plan lends itself to lots of nooks and crannies...
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    About this property
    Furnished cottage, with large deck, on 4 acres of woods, with brook and 200 feet Housatonic River frontage. Use of Sharon beach, tennis courts, and children's play area. The brook will dry up during summer dry spells. Located in the beautiful Litchfield Hills, the cottage is 2 minutes from...
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    West Cornwall, Connecticut 06796
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Modern Litchfield Home on 1/2-Acre near Town Center1 / 25
    (1)Excellent
    Litchfield
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Skiing: Property Is In A Ski Resort
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    Litchfield is a charming small town that is a popular weekend destination for New Yorkers. It has a few good restaurants and boutique shopping, plus the interesting historical...
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    About this property
    Relish in the luxuries and comforts of this 3-bedroom, 2-bath vacation rental house in Litchfield! 'Stone-Peca' is a quintessential New England property sitting on a half acre of land, offering a 4-season sun porch as well as a spacious backyard with a deck and patio. Stylish, high-end decor adorns...
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    Litchfield, Connecticut 06750
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Colebrook
    3 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Garden
    • Grill
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Washer
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our tastefully decorated home in Colebrook - nestled in the woodlands, this two-acre retreat offers a tranquil escape for up to 6 people and is only a 5-minute drive from town. Curl up by the fire in the family room or grab a blanket and make some smores around the fire pit! Perfect for...
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    Location Information
    Colebrook, Connecticut 06021
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 16
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    West Cornwall
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Internet Access
    • Porch
    • DVD Player
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Architect-designed, contemporary, 3-bedroom country home. Sited on five private hillside acres with breathtaking views of the Housatonic River Valley in the foothills of the Berkshire Mountains. With geothermal heating and air conditioning, heated floors, wood, slate, and stone flooring, gourmet...
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    Location Information
    West Cornwall, Connecticut 06796
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    Southfield, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Echo Hill campsite is quiet, secluded camp on over 30 acres is a great place to unplug and rewind. Echo Hill is located in the heart of the Berkshire Mountains, home to world-class museums and Mount Greylock, the highest peak in Massachusetts, a great place to hike and picnic. This is...
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    Location Information
    Southfield, Berkshires 01259
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Litchfield
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Meadow Ridge Farm campsite is a 110-acre working dairy farm. But don't be misled, the site is very secluded, located over a quarter a mile away from anything. You will get to the campsite by driving down the gravel road past corn fields and pastures. This is an exclusive Tentrr site....
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    Location Information
    Litchfield, Connecticut 06759
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Litchfield
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr - Meadow Ridge Farm Woods Campsite is a secluded woodsy spot on the oldest dairy farm in Litchfield. Get away from it all and reconnect with nature! This is an exclusive Tentrr site. Tentrr offers fully-equipped individual campsites on beautiful private land. Meadow Ridge Farm is a...
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    Location Information
    Litchfield, Connecticut 06759
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Granville, MA
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tentrr Black Rabbit Farm has the Berkshire mountain range rising before you, this campsite is located on a very unique farm. Black Rabbit Farm offers a wide range of artisan provisions in the farm store as well as their celebrated wild ales, you will be delighting in the best of life. This is...
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    Location Information
    Granville, Berkshires 01077
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    West Hartland
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Elevate your lakeside retreat at this 3-bedroom, 2-bathroom vacation rental home that has accommodations for 8 in Tolland. Dive into lakeside fun on your private dock and hop on a kayak or stand-up paddleboard for a day of exploring this peaceful lake. When you’re not at the lake, enjoy fabulous...
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    Location Information
    West Hartland, Connecticut 01034
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Goshen
    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set walking distance from the Goshen Fairgrounds, this spacious vacation rental house offers peace and quiet in addition to 3 bedrooms and 2.5 bathrooms! Unwind on the deck or relax inside where modern furnishings and decor outfit the 2,600-square-foot home. With skiing at Mohawk Mountain,...
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    Location Information
    Goshen, Connecticut 06756
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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