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      • Useful infoSupport

      Holiday rentals in Winsted

      Search among 52 available holiday rentals in Winsted from 50+ providers

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      Sat, 20 Jul
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      Sun, 21 Jul
      Rooms and Guests2 Guests, 1 Room
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      Sun, 21 Jul
      Rooms and Guests2 Guests, 1 Room
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      Rooms and Guests2 Guests, 1 Room
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      Hotels
      Holiday rentals
      All types
      21-40 out of 52
      Sort by: high popularity
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      • Price: high to low
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      • Popularity: high to low
      Places to stay near Winsted
      East Otis Vacation Rental With Private Deck And Bbq! Exterior photo
      East Otis Vacation Rental With Private Deck And Bbq!
      Villa
      4 adults
      1 bedroom
      2 beds
      Map
      24.2 km from Winsted24.2 km from City Centre
      This holiday home is a 10-minute drive from Beech Plain Cemetery and offers canoeing, snow skiing and fishing services.
      FromC$ 153 /nightSelect
      Renovated Lakefront House With Dock Pets Welcome! New Marlborough Exterior photo
      Renovated Lakefront House With Dock Pets Welcome! New Marlborough
      Villa
      10 adults
      4 bedrooms
      5 beds
      Map
      31.9 km from Winsted31.9 km from City Centre
      The Renovated Lakefront House With Dock Pets Welcome! Villa is set about 10 minutes by car from The Steps and 1.4 km from Stevens Pond.
      FromC$ 829 /nightSelect
      Cozy Litchfield House With Fenced-In Yard And Fire Pit Villa Exterior photo
      Cozy Litchfield House With Fenced-In Yard And Fire Pit
      Villa
      7 adults
      3 bedrooms
      4 beds
      Map
      24.3 km from Winsted24.3 km from City Centre
      While staying at the Cozy Litchfield House With Fenced-In Yard And Fire Pit Villa you are invited to discover Litchfield Distillery, set 10 minutes away by car, or Mount Tom State Park, which is merely 0.6 km away.
      FromC$ 408 /nightSelect
      Rustic Berkshires Cottage At Lake Buel With Kayaks! New Marlborough Exterior photo
      Rustic Berkshires Cottage At Lake Buel With Kayaks!
      Villa
      4 adults
      1 bedroom
      2 beds
      Map
      31.9 km from Winsted31.9 km from City Centre
      Ski Butternut and Lake Buel are respectively 3.6 km and 350 metres from the Rustic Berkshires Cottage At Lake Buel With Kayaks! New Marlborough.
      FromC$ 258 /nightSelect
      East Otis Reservoir Cabin With Porch - Walk To Lake! Exterior photo
      East Otis Reservoir Cabin With Porch - Walk To Lake!
      Villa
      4 adults
      2 bedrooms
      3 beds
      Map
      24.6 km from Winsted24.6 km from City Centre
      Featuring a veranda and 2 bedrooms, the property is set close to Rocke N Horse Farm.
      Select
      Cabin With 3 Acres, Tennis Courts By 4 Ski Mtns Sandisfield Exterior photo
      Cabin With 3 Acres, Tennis Courts By 4 Ski Mtns
      Villa
      12 adults
      4 bedrooms
      5 beds
      Map
      25.3 km from Winsted25.3 km from City Centre
      Featuring a sunny patio along with 4 bedrooms, this villa is set 10 km from Otis Poultry Farm.
      FromC$ 396 /nightSelect
      Family-Friendly Avon Home 10 Mi To Hartford! Exterior photo
      Family-Friendly Avon Home 10 Mi To Hartford!
      Villa
      Map
      23.4 km from Winsted23.4 km from City Centre
      Select
      Lake Haven Monterey Exterior photo
      Lake Haven
      Villa
      Map
      30.3 km from Winsted30.3 km from City Centre
      Select
      Charming Farmington Home About 5 Mi To Uconn Health! Exterior photo
      Charming Farmington Home About 5 Mi To Uconn Health!
      Villa
      Map
      31.8 km from Winsted31.8 km from City Centre
      Select
      Galaxy Villa Harwinton Exterior photo
      Galaxy
      Villa
      Map
      20.6 km from Winsted20.6 km from City Centre
      Select
      Cozy Guesthouse Minutes Away From Hiking! New Marlborough Exterior photo
      Cozy Guesthouse Minutes Away From Hiking!
      Apartment
      Map
      23.8 km from Winsted23.8 km from City Centre
      Select
      Modern Terryville Cottage With Deck And Lake View! Plymouth Exterior photo
      Modern Terryville Cottage With Deck And Lake View!
      Villa
      Map
      32.1 km from Winsted32.1 km from City Centre
      Select
      Casa Del Bosco Villa Tolland Exterior photo
      Casa Del Bosco
      Villa
      Map
      14.3 km from Winsted14.3 km from City Centre
      Select
      Charming Barn In The Heart Of The Berkshires Apartment New Marlborough Exterior photo
      Charming Barn In The Heart Of The Berkshires
      Apartment
      Map
      26.4 km from Winsted26.4 km from City Centre
      Select
      Landing Modern Apartment With Amazing Amenities Weatogue Exterior photo
      Landing Modern Apartment With Amazing Amenities
      Apartment
      Map
      23.1 km from Winsted23.1 km from City Centre
      Select
      Serene Berkshires Oasis With Pool And Sculpture Garden Otis Exterior photo
      Serene Berkshires Oasis With Pool And Sculpture Garden
      Villa
      Map
      28.7 km from Winsted28.7 km from City Centre
      Select
      Lake And Vineyard Views Country Home With Spa! Warren Exterior photo
      Lake And Vineyard Views Country Home With Spa!
      Villa
      Map
      34.8 km from Winsted34.8 km from City Centre
      FromC$ 2 867 /nightSelect
      Beautiful Berkshires Cottage On Lake Buel Great Barrington Exterior photo
      Beautiful Berkshires Cottage On Lake Buel
      Villa
      Map
      31.7 km from Winsted31.7 km from City Centre
      Select
      Comfy 4-Bedroom Home - King Bed - Free Parking Bristol Exterior photo
      Comfy 4-Bedroom Home - King Bed - Free Parking
      Villa
      Map
      30.9 km from Winsted30.9 km from City Centre
      Select
      Sunny Room In Shared Apartment Bristol Exterior photo
      Sunny Room In Shared Apartment
      Homestay
      Map
      31.0 km from Winsted31.0 km from City Centre
      Select