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Vacation Rentals in Colebrook, CT and nearby

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    All 26 Rentals in the Colebrook Area
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    The following rentals are within 20 miles of Colebrook, Connecticut.

    From
    $375
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    1 / 13
    West Cornwall
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travelers have booked this property
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    $250
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    1 / 5
    5 of 5 stars (1) Excellent
    Granville, MA
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    travelers have booked this property
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    $275
    / Night
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    1 / 21
    Monterey, MA
    5 Bedrooms / 3 Bathrooms / Sleeps 12
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    $500
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    1 / 15
    Tyringham, MA
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Satellite TV
    • Staffed Property
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    • Mountain Views
    • Fireplace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Located on the Santarella Estate, an historic site located in the the Massachussetts' Berkshires. The colonial home is the former residence of sculptor Sir Henry Hudson Kitson. The estate includes the landmark, iconic storybook style 'Gingerbread House,' designed by Kitson to look like an English... View all property information
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    Location Information
    Tyringham, Berkshires 01264
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    $250
    / Night
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    1 / 9
    Tyringham, MA
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Santarella Estate and Gardens in Tyringham, MA is a magical destination in the heart of one of the Berkshires' most beautiful valleys, located 3 miles from Interstate 90 and 15 minutes from most of the principal attractions (Tanglewood, Jacob's Pillow, Norman Rockwell museum, etc.) Pictures are... View all property information
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    Location Information
    Tyringham, Berkshires 01264
    From
    $595
    / Night
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    1 / 15
    Barkhamsted
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    traveler have booked this property
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    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Deck
    • Waterfront
    • Skiing: Property Is...
    • Patio
    • Satellite TV
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Barkhamsted, Connecticut 06063
    From
    $750
    / Night
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    1 / 20
    Cornwall Bridge
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Mountain Views
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Indoor Pool
    • Air Conditioning
    • Sauna
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Cornwall Bridge, Connecticut 06754
    From
    $300
    / Night
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    1 / 19
    5 of 5 stars (3) Excellent
    Lakeville
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Washer
    • Deck
    • Grill
    • Internet Access
    • Dryer
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This newly renovated 4 bedroom, 3 bath house is fully furnished and available for short or long term rentals. This house has a new kitchen, air conditioning, cable TV and wireless internet. It is located approximately 200 feet from the entrance to the Town Grove which offers many recreational... View all property information
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    Location Information
    Lakeville, Connecticut 06068
    5 of 5 stars Reviewed May 26, 2014
    My friends and I stayed at this house for a race weekend at Lime Rock Park. The location of this house is perfect - 15 minutes from the track, walking distance from a small lake...
    5 of 5 stars Reviewed May 6, 2014
    We rented this sweet home in Lakeville for the bride and bridesmaids for my son's wedding. The bridal party came from far and wide and this was the perfect destination for the...
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    $90
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    1 / 12
    Torrington
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Porch
    • Balcony
    • Refrigerator
    • Patio
    • Stove
    • Wi-Fi
    • Central Heating
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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
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    Location Information
    Torrington, Connecticut 06790
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    $1,100
    / Week
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    1 / 17
    4 of 5 stars (1) Very good
    Goshen
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Internet Access
    • Stereo System
    • Fireplace
    • Satellite TV
    • Deck
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located in the heart of northwestern Connecticut's elegant Litchfield County. The house is a fully furnished, newly constructed 5 bedroom / 4 bathroom home complete with a beautiful kitchen, fireplace, deck, state-of-the-art home theater system and all the amenities of Woodridge Lake. You will... View all property information
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    Location Information
    Goshen, Connecticut 06756
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    From
    $175
    / Night
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    1 / 13
    4.5 of 5 stars (14) Very good
    Monterey, MA
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    traveler have booked this property
    Overview Reviews (14) Make Inquiry
    Amenities & Details
    • Mountain Views
    • Playground
    • Water Views
    • Satellite TV
    • Internet Access
    • Waterfront
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Charming house with the feeling of a cottage, set on a knoll with adjacent cathedral-like pine forest. ** Stone fireplace, woodstove, beautiful kitchen with modern appliances (gas stove, microwave, refrigerator with water/ice dispenser, dishwasher, breadmaker, crockpot, blender, etc.) **... View all property information
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    Location Information
    Monterey, Berkshires 01245 0933
    4 of 5 stars Reviewed July 19, 2015
    What a relaxing, quiet getaway! The cabin was rustic, roomy and secluded. Fully stocked with just about everything you could possibly need to enjoy your stay. We saw two bears...
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    $500
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    1 / 20
    5 of 5 stars (8) Excellent
    Sheffield, MA
    4 Bedrooms / 3 Bathrooms / Sleeps 15
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Deck
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Central Heating
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The Race Mountain House is set high on the slopes of the Taconic Mountains in Southern Berkshire County. Large, east-facing windows look out over a sweeping view of the Housatonic River Valley. In the early hours, the house floods with warm morning light and sunrises are spectacular. The inviting,... View all property information
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    Location Information
    Sheffield, Berkshires 01257
    5 of 5 stars Reviewed August 6, 2014
    Casey's place was really lovely - just exactly as described! WONDERFUL central great room/dining room for our large group to gather and relax - and beautiful decks for reading...
    5 of 5 stars Reviewed February 23, 2014
    Racebrook Lodge is our "home away from home", and Casey and Dave (the owners) are so incredibly hospitable. This house, their most recent addition to the property, is the GEM of...
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    $175
    / Night
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    1 / 4
    South Lee, MA
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveler have booked this property
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Two Bedroom two bathroom condo located on beautiful resort in the Berkshires. Oak and Spruce Resort located 15 minutes to Tanglewood is the summer home in the Berkshires of the Boston Symphony Orchestra. Condominium sleeps 6 with an eat in kitchen and living area. Recreational activities, ample... View all property information
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    Location Information
    South Lee, Berkshires 01260
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    $500
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    1 / 33
    5 of 5 stars (1) Excellent
    Simsbury
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Hot Tub
    • Deck
    • Air Conditioning
    • There Are Tennis...
    • Horse Riding Nearby
    • Wi-Fi
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    New Nantucket Style Home ~ Summer June 15th-Sept 7th-$39k, $13,000mo, $3,300wkSpacious NEW 4 Bedroom, home, French Doors Galore! Light Bright & Open! Large Gourmet Kitchen, Nice Deck for relaxing! Situated on 4+ private acres, in a park like setting. Master suite + 1st floor bedroom suite. Private... View all property information
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    Location Information
    Simsbury, Connecticut 06070
    5 of 5 stars Reviewed July 7, 2015
    My three friends and I (two couples) are from NYC and found this place in search of a July 4th weekend getaway. The house itself is gorgeous and very spacious (at least compared...
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    $1,250
    / Week
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    1 / 15
    5 of 5 stars (1) Excellent
    Sandisfield, MA
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Satellite TV
    • Horse Riding Nearby
    • Wi-Fi
    • DVD Player
    • Shared Tennis Court
    • Central Heating
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Home on 2.5 wooded acres in a private lake community, with vacant wooded acres on both sides. Amenities of the community include non-motor boat lake, outdoor heated swimming pool, tennis courts, exercise facility, clubhouse and walking trails. The home is located in the Berkshires, a popular year... View all property information
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    Location Information
    Sandisfield, Berkshires 01255
    5 of 5 stars Reviewed February 1, 2015
    We stayed at this beautiful house in a lovely lake community. The house is open and bright and very comfortable. We spent most of our time on the large screened back porch...
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    $150
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    1 / 37
    5 of 5 stars (1) Excellent
    Salisbury
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • DVD Player
    • Internet Access
    • TV
    • Waterfront
    • Mountain Views
    • Deck
    • Water Views
    • Central Heating
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    For the price of a motel room, enjoy a cabin on a lake. Great casual summer-fall vacation place for a small family with room for guests. MINIMUM 17 DAY STAY. THOUGH DAILY AND WEEKLY RATES MUST BE SHOWN, WE DO NOT RENT FOR THESE SHORT PERIODS. SEE NOTE BELOW. Great room, master bedroom, and... View all property information
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    Location Information
    Salisbury, Connecticut 06079
    5 of 5 stars Reviewed September 8, 2014
    My wife and I and two small children stayed at the cabin for one month after a big road trip adventure across the country from California. It was exactly what we needed! Our pace...
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    $375
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    1 / 10
    5 of 5 stars (2) Excellent
    Sheffield, MA
    3 Bedrooms / 6 Bathrooms / Sleeps 8
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Watersports Nearby
    • Housekeeping...
    • Hot Tub
    • TV
    • There Are Tennis...
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Charmingly restored 1840 cottage in the apple orchard of a working organic farm. Completely renovated in 2015 with thoughtful amenities, fresh eggs and produce and acres of trails and views. Close to waterfalls and lakes. Nearby ski hills, Tanglewood concerts, theatre, film festival, dance and... View all property information
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    Location Information
    Sheffield, Berkshires 01257
    5 of 5 stars Reviewed July 24, 2015
    New England working farm. Lovely setting Great hospitality. Easy access to Tanglewood and other Berkshire attractions.
    5 of 5 stars Reviewed July 22, 2015
    What a beautifully decorated and comfortable cottage! Incredible deck for long lazy summer afternoons. Property owners were wonderful ... friendly & helpful. Cannot wait to...
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    $259
    / Night
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    1 / 27
    Tyringham, MA
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Deck
    • Dryer
    • Washer
    • Mountain Views
    • Central Heating
    • Wi-Fi
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This turn of the century cottage is located on a 130 acre property, and is stocked with linens. Three and a half baths, three full bedrooms, kitchen, living room, dining room, screened porches, a deck, and washer dryer. The house is across the brook and up a stone staircase (30 steps) from the... View all property information
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    Location Information
    Tyringham, Berkshires 01264
    From
    $1,600
    / Week
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    1 / 10
    New Marlborough, MA
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Dryer
    • Central Heating
    • Wi-Fi
    • Washer
    • DVD Player
    • Refrigerator
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • 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. The... View all property information
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    Location Information
    New Marlborough, Berkshires 01230
    From
    $59
    / Night
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    1 / 13
    Tyringham, MA
    1 Bedroom / Sleeps 2
    Overview Make Inquiry
    Amenities & Details
    • Central Heating
    • Mountain Views
    • Refrigerator
    • Wi-Fi
    • TV
    • Deck
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Conversion Van with comfy and clean Full sized bed. Bohemian functional decor. Household power inside the van for your cell phone, a fan, the space heater, lights, electric blanket. Private half bath. Private off street location, awesome hideout! Screened windows, plenty of covers for the bed, new... View all property information
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    Location Information
    Tyringham, Berkshires 01264
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    From
    $495
    / Night
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    1 / 20
    New Hartford
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Shared Tennis Court
    • Water Views
    • DVD Player
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Come enjoy a stay in this newly remodeled waterfront property on West Hill Lake in Litchfield County. Located on 4+ acres, 3 wooded, this 4bed/3bath 2600+ square foot home can comfortably accommodate up to 8 guests. Beautifully appointed, the features include; wood burning fireplace, marble... View all property information
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    Location Information
    New Hartford, Connecticut 06057
    From
    $1,250
    / Week
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    1 / 12
    Monterey, MA
    Studio / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    You'll love our hand-hewn post & beam beauty on 13 acres in the Berkshire Mountains of Western Mass located near the Monterey/Great Barrington line, close to everything. Great for summer and winter ski season. Rich in both outdoor and cultural attractions, shopping and antiquing. Located adjacent... View all property information
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    Location Information
    Monterey, Berkshires 01245
    From
    $200
    / Night
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    1 / 11
    5 of 5 stars (15) Excellent
    Falls Village
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Reviews (15) Make Inquiry
    Amenities & Details
    • Water Views
    • Deck
    • Stereo System
    • Satellite TV
    • Mountain Views
    • Central Heating
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Falls Village, Connecticut 06031
    5 of 5 stars Reviewed May 29, 2015
    My husband and I stayed here for a recent visit on a trip to New England. We chose this Falls Village cottage and it was truly wonderful. Everything from the location, right up...
    5 of 5 stars Reviewed April 9, 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...
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    $525
    / Night
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    1 / 35
    5 of 5 stars (16) Excellent
    Sheffield, MA
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Satellite TV
    • Internet Access
    • Deck
    • DVD Player
    • Stereo System
    • Mountain Views
    • Hot Tub
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Enjoy your vacation in a beautiful historic house located in the heart of the Berkshires. Located two and a quarter hours north of New York City, this circa-1770s center chimney colonial will charm and delight your family and guests. 88 acres of land with views of Mt. Washington and Mount Everett... View all property information
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    Location Information
    Sheffield, Berkshires 01257
    From
    $225
    / Night
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    1 / 10
    Tyringham, MA
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveler have booked this property
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • Parking
    • Satellite TV
    • Linens Provided
    • Internet Access
    • DVD Player
    • Balcony
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Charming, One Bedroom Cottage, former sculpting studio on the Santarella Estate in Tyringham, MA. Known as the 'Silo Studio', there is a bedroom with queen bed upstairs, sitting room, wet bar with Micro/Fridge and bath downstairs. Fall asleep to sounds of babbling brook and views to pond and forest... View all property information
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    Location Information
    Tyringham, Berkshires 01264
    From
    $150
    / Night
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    1 / 22
    4 of 5 stars (1) Very good
    West Cornwall
    2 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dryer
    • Refrigerator
    • Satellite TV
    • Deck
    • Stereo System
    • Air Conditioning
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • 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. Located in the beautiful Litchfield Hills, the cottage is 2 minutes from West Cornwall and its covered bridge,10 minutes from... View all property information
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    Location Information
    West Cornwall, Connecticut 06796
    4 of 5 stars Reviewed January 30, 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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