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Holiday Homes and Apartments Winsted, CT and nearby

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    The following rentals are within 30 kilometres of Winsted, Connecticut.

    1 / 37
    5 of 5 stars (1) Excellent
    Salisbury
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Morris
    3 Bedrooms, 3 Bathrooms, Sleeps 11 | Quick View
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    1 / 42
    5 of 5 stars (3) Excellent
    Lakeville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Lakeville
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Parking
    • Private Garden
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Just steps to everything in town! Or grab a tall glass of Lemonade and a good book & relax on the porch. This petite in-town home is convenient to restaurants, shops, & Lake. The perfect spot to getaway & enjoy village life. The house is a charming in town Victorian farmhouse with wrap around... View all property information
    Location Information
    Lakeville, Connecticut 06039
    1 / 15
    5 of 5 stars (3) Excellent
    Sharon
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Washer
    • Outdoor Dining Area
    • Internet Access
    • Grill
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Want to get away from it all? Just 2 hours away from New York City or Take Metro North and hop in a cab. This house is the perfect getaway located in Sharon, Litchfield County, Connecticut which is in the foothills of the Berkshires. Sharon is the quintessential New England small town. Quiet and... View all property information
    Location Information
    Sharon, Connecticut 06069
    Barkhamsted
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Waterfront
    • Patio
    • Porch
    • Satellite TV
    • Skiing: Property Is...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
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    • x
    About this property
    Nestled on the banks of the Farmington River, Legends offers comfortable rooms in a lodge setting with river views, breakfast Thursday -Sunday, healthy afternoon snacks and a special homemade juice of the day. All rooms offer AC, private bath, TV and internet. Fly-fishing,hunting kayaking, hiking,... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    New Preston
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
    • Waterfront
    • Internet Access
    • Porch
    • Satellite TV
    • DVD Player
    • Patio
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    "Little Wheel' is the guest cottage on the historic Riverdance MIll property (circa 1875) in the charming village of New Preston, CT. The cottage has been totally reconstructed recently. It is bright and airy in the Spring and Summer, cozy and warm in the Fall and Winter and ALWAYS romantic! The... View all property information
    Location Information
    New Preston, Connecticut 06777
    1 / 24
    4.5 of 5 stars (2) Very good
    West Cornwall
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Porch
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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 West... View all property information
    Location Information
    West Cornwall, Connecticut 06796
    5 of 5 stars 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 from...
    4 of 5 stars 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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    1 / 21
    Cornwall Bridge
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Mountain Views
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Indoor Pool
    • Air Conditioning
    • Sauna
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • x
    About this property
    Prana Residence-Spa creates an environment for relaxation and the rejuvenation of vital life (prana). If you appreciate tranquility in the pursuit of personal happiness and are inspired by unique surroundings, personal spa facilities and select services, Prana Residence-Spa is waiting for you.... View all property information
    Location Information
    Cornwall Bridge, Connecticut 06754
    West Cornwall
    3 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Internet Access
    • Porch
    • DVD Player
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    West Cornwall, Connecticut 06796
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    1 / 24
    Barkhamsted
    4 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Washer
    • Internet Access
    • Balcony
    • Grill
    • DVD Player
    • Central Heating
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This turn-of-the-century, family. year round lake lodge is in the township of Barkhamsted, Connecticut. It is in the foothills of the Berkshires, nestled at the northwest bank of Connecticut's clearest lake, West Hill Lake. The owner retained the nostalgic feel of a comfortable antique lake home... View all property information
    Location Information
    Barkhamsted, Connecticut 06063
    1 / 11
    5 of 5 stars (15) Excellent
    Falls Village
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Washer
    • Balcony
    • Grill
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Hot Tub
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Rare property available for vacation rental in Falls Village Ct Originally dating to 1800 's this highly unique property was purchased in 1999 by artist and master craftsman Mario Genova. The interior features plaster throughout, stone, marble and terra cotta mosaic flooring and wonderful... View all property information
    Location Information
    Falls Village, Connecticut 06031
    5 of 5 stars Reviewed 10 April 2015
    I have been traveling to the northwest of Connecticut since my teens, spending a lot of weekends at Lime Rock and Sharon where my daughters spent their summers in a camp. There...
    5 of 5 stars Reviewed 11 February 2014
    I happened upon the cottage more or less by accident, but having stayed there twice since December, I'm confident I'll be returning again and again. The gorgeous (and very...
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    1 / 20
    Farmington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    • ?
    About this property
    Ref # 370377 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property is located in Farmington, CT, just... View all property information
    Location Information
    Farmington, Connecticut 06032
    1 / 20
    Farmington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Ref # 370386 Because we focus on monthly rentals, we do not accept bookings with a gap between move in date and availability date. We generally require move in dates to be within 7 days of the availability date. Compass Furnished Apartments at this property is located in Farmington, CT, just... View all property information
    Location Information
    Farmington, Connecticut 06032
    Bethlehem
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Come in, freshen up and enjoy the complimentary snacks and beverages waiting for you in this spacious vaulted ceiling queen bed guest rental in Bethlehem, Connecticut. Our private top floor guest suite is fully equipped for comfort and easy on the budget. The things that are important to you are... View all property information
    Location Information
    Bethlehem, Connecticut 06751
    Bethlehem
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This sophisticated and modernized 18th Century rambling farmhouse is set amount towering tress, huge lawns, flower beds, parterre vegetable and herb gardens, 2 ponds, stone walls, pasture and woods. There are five bedrooms, including one huge family suite with a Q bed, twin bed and a crib. All... View all property information
    Location Information
    Bethlehem, Connecticut 06751
    Warren
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Patio
    • DVD Player
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    If you’re searching for the perfect place to host your next family reunion, “Carriage House” is just the spot for you. Situated on 500 feet of pristine Lake Waramaug waterfront, this exquisite Warren vacation rental house offers everything necessary for an unforgettable New England getaway! ... View all property information
    Location Information
    Warren, Connecticut 06777
    Bloomfield
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Porch
    • Parking
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Nice get away. Come see our hard wood floors in the living rm, bedrooms (2), with bath & Eat- in kitchen and enjoy your own washer & dryer Hook-Up and storage areas in your own basement. These units are equipped with OIL Heat, Electric hot water and stove. A must see with All Utilities are... View all property information
    Location Information
    Bloomfield, Connecticut 06002
    1 / 12
    5 of 5 stars (2) Excellent
    Torrington
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Outdoor Dining Area
    • Parking
    • Porch
    • Balcony
    • Terrace
    • Wi-Fi
    • Central Heating
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Large apartment, windows on 3 sides, new appliances, Wi-Fi, Conveniently situated on Main street downtown Torrington, from one to ten minutes away from restaurants, ten minutes away from movies theater, ten minutes away from the Post office, and all this is walking time to these locations, one... View all property information
    Location Information
    Torrington, Connecticut 06790
    5 of 5 stars Reviewed 8 April 2016
    We love this apartment! We have stayed here often during the time our son has attended The Nutmeg Ballet Conservatory and have always been very comfortable and satisfied. The...
    5 of 5 stars Reviewed 14 August 2015
    Stayed in this splendid apartment for 2 weeks in July- August 2015. Not only Denis was a great host. But he did install air conditioning in our bedroom, after I asked if there...
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    1 / 21
    5 of 5 stars (1) Excellent
    New Preston
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Washer
    • DVD Player
    • Central Heating
    • Wi-Fi
    • Balcony
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Near Lake Waramaug $300 per night with a 3-night minimum $1800 per week. June $6,000 per month July $6,000 per month Aug $6,000 per month Memorial Day to Labor Day $14,000. During the winter months-mid-October-mid-March, I seek long term rentals. I only rent by the month during this... View all property information
    Location Information
    New Preston, Connecticut 06777
    5 of 5 stars Reviewed 8 July 2014
    We arrived all type A with many plans to hike and swim, ended up enjoying the comfort of the house, cooking, hanging out together. Switching from indoor seating for outdoor...
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    1 / 3
    Farmington
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    • Terrace
    • Patio
    • Air Conditioning
    • Balcony
    • Private Outdoor...
    • Porch
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    magnificant French Normandy hillside all brick 6 bedroom 7.5 bath custom Mansion with 3.5 acres beautiful, lush, private, exclusive ESTATE, in prestigious FARMINGTON, CT. Just at I-84, Exit 39. May be leased for long weekends, weekly or long term stay. . 6 bedrooms, 7.5 baths, swimming pool,... View all property information
    Location Information
    Farmington, Connecticut
    Falls Village
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Garden
    • Parking
    • Satellite TV
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Falls Village, Connecticut 06031
    Harwinton
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    Harwinton Cottage Rental Photos and Description 2 bedroom, 1 bath, fireplace, with beautiful views of the lake Enjoy a classic New England vacation in this direct lake front home on Harwinton Lake. Relax and enjoy the pretty scenery and breezes in this quiet lake community. During the summer... View all property information
    Location Information
    Harwinton, Connecticut 06791
    Granville, MA
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Mountain Views
    • Grill
    • Central Heating
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    • Satellite TV
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    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Would you like to spend some time in our cozy retreat in the Berkshires? Our three-bedrooms, two bathrooms house is located in a private community, in the middle of the Tolland state forest , surrounded by the woods and lakes, but at the same time close to major attractions. Fully renovated, the... View all property information
    Location Information
    Granville, Berkshires 01034
    Torrington
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Waterfront
    • Skiing: Property Is...
    • Hot Tub
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    • DVD Player
    • Mountain Views
    • Sauna
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in rural Winchester/Torrington area, this gated property is easy to get to, located on 200 acres of wooded land. It is used primarily as a resort, due to all its amenities, including, Indoor / Outdoor pools, hot tub, exercise room, sauna, indoor/outdoor tennis. It has its own spring fed... View all property information
    Location Information
    Torrington, Connecticut 06790
    New Marlborough, MA
    4 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Parking
    • Balcony
    • Central Heating
    • Wi-Fi
    • Grill
    • Washer
    • Terrace
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Welcome to Mill River, and our 1905 Queen Anne style Victorian backing onto hundreds of acres of woods, deep in the heart of the Berkshires. Step in and enjoy the peace of sitting on the porch of an old house on a quiet country lane, the wind in the trees and the babble of the nearby stream.... View all property information
    Location Information
    New Marlborough, Berkshires 01230