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Vacation Rentals in Canaan, CT and nearby

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    All 15 Rentals in the Canaan Area
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    The following rentals are within 25 kilometres of Canaan, Connecticut.

    From
    $462
    / Night
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    1 / 13
    West Cornwall
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    travellers have booked this property
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    From
    $222
    / Night
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    1 / 7
    4.5 of 5 stars (6) Very good
    Millerton, NY
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (6) Make Enquiry
    From
    $925
    / Night
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    1 / 20
    Cornwall Bridge
    3 Bedrooms / 3 Bathrooms / Sleeps 7
    Overview Make Enquiry
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    $247
    / Night
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    1 / 15
    5 of 5 stars (3) Excellent
    Sharon
    3 Bedrooms / 1 Bathroom / Sleeps 5
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • TV
    • Fireplace
    • Playground
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Internet Access
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • 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
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    Location Information
    Sharon, Connecticut 06069
    From
    $308
    / Night
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    1 / 19
    5 of 5 stars (3) Excellent
    Lakeville
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Reviews (3) Make Enquiry
    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 26 May 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 6 May 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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    $1,356
    / Week
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    1 / 17
    4 of 5 stars (1) Very good
    Goshen
    5 Bedrooms / 4 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Reviews (1) Make Enquiry
    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
    From
    $616
    / Night
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    1 / 20
    5 of 5 stars (8) Excellent
    Sheffield, MA
    4 Bedrooms / 3 Bathrooms / Sleeps 15
    Overview Reviews (8) Make Enquiry
    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 6 August 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 23 February 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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    $493
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Sandisfield, MA
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    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 1 February 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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    From
    $185
    / Night
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    1 / 37
    5 of 5 stars (1) Excellent
    Salisbury
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    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 8 September 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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    From
    $1,972
    / Week
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    1 / 10
    New Marlborough, MA
    4 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    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
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    From
    $462
    / Night
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    1 / 10
    Sheffield, MA
    3 Bedrooms / 6 Bathrooms / Sleeps 8
    Overview Make Enquiry
    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
    From
    $247
    / 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 Enquiry
    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 29 May 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 9 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...
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    From
    $647
    / 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 Enquiry
    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
    $185
    / 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 Enquiry
    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 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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    From
    $185
    / Night
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    1 / 1
    Goshen
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Garage
    • Dryer
    • Grill
    • Washer
    • TV
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Reserve your get-away for 2014 at the best lake resort community in NW Connecticut, Woodridge Lake ! This property books quickly and far in advance during the summer season and is very popular with families ! We are offering as a seasonal monthly rental this 3 bedroom 2 bath home nestled in the... View all property information
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    Location Information
    Goshen, Connecticut 06756