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Vacation rentals in Canaan, NY and nearby

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

From
$174
Per Night
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1 / 14
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Ghent
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
From
$157
Per Night
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1 / 11
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Richmond, MA
3 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
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From
$347
Per Night
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1 / 6
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East Chatham
5 Bedrooms, 3 Bathrooms, Sleeps 15
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From
$232
Per Night
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1 / 18
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Austerlitz
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
Amenities & Details
  • TV
  • DVD Player
  • Ceiling Fans
  • Dishwasher
  • Grill
  • Washer
  • Microwave
  • Fireplace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This 3 Bedroom 2.5 bathroom recently constructed home sits on 40 wooded, secluded acres in Austerlitz, Columbia County, just 4 miles from the Massachusetts border. It offers stunning views of the Catskills, peace and quite and plenty of nature to watch from the back porch. Chatham, NY is 15 minutes... View all property information
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From
$522
Per Night
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1 / 20
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Richmond, MA
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • Grill
  • Refrigerator
  • Washer
  • Fireplace
  • Patio
  • Dishwasher
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Newly furnished 3 bedroom (with AC) & 2 1/2 bath single family home with stunning deck and in ground pool nestled in the quiet countryside opposite a horse farm. Situated minutes from West Stockbridge convenience stores and restaurants. Property is on 2 quiet tree lined acres with an enclosed... View all property information
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From
$464
Per Night
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1 / 24
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Lenox, MA
4 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Ceiling Fans
  • Hot Tub
  • Microwave
  • Sauna
  • Gym
  • Fireplace
  • TV
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
220+ Acres W\ Tennis Cts, Indoor / Outdoor Pool, Canoe, Fishing Boat, Hot Tub. New first time rental of 4 BR, 2BA, Cape Cod style, sleeps 10-12. New fully equipped kitchen w/ center island, indoor and outdoor barbecues, wine cooler, 2 fireplaces, large deck with 8 person hot tub and super seating... View all property information
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From
$281
Per Night
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1 / 15
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Lenox, MA
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Ceiling Fans
  • Fireplace
  • Grill
  • Deck
  • Dishwasher
  • Refrigerator
  • Microwave
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
In the heart of Lenox, this 2 BR plus study (can be used as a 3BR) house offers the best of both worlds. On nearly 2 park-like acres, the house is a peaceful place for rest and relaxation. But there's much to do nearby. The town center of Lenox is within easy walking distance so you'll be close... View all property information
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From
$290
Per Night
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1 / 14
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Lenox, MA
2 Bedrooms, 1 Bathroom, Sleeps 5
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Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This summer cottage built in the 1950's has recently been completely renovated from stem to stern to bring it up to date with the most current design standards. It is a 2-bedroom, 1-bathroom space with a beautiful backyard for grilling. There is also an amazing dining room surrounded by windows... View all property information
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From
$290
Per Night
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1 / 7
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Lenox, MA
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
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Amenities & Details
  • Internet Access
  • Air Conditioning
  • Grill
  • Linens Provided
  • Fireplace
  • Refrigerator
  • Washer
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
This cozy cottage located in the heart of the Berkshires is located just 5 minutes fom Tanglewood, Shakespeare and Company, Lenox center, and Stockbridge bowl. If the wind is blowing in the right direction, you can hear the Boston Symphony rehearsing. My home was built in the 1940s, and offers all... View all property information
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From
$290
Per Night
View Details
1 / 12
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Lenox, MA
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Grill
  • Ceiling Fans
  • Playground
  • Microwave
  • Dishwasher
  • Washer
  • Refrigerator
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Charming, spacious and comfortable 1860's farmhouse adjacent to wildlife sanctuary. Cozy country decor with original wide plank floors, lovely views and outdoor dining or lounging on porch or deck. Walking distance to hiking trails in Pleasant Valley Wildlife Preserve or Kennedy Park. Quiet and... View all property information
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From
$406
Per Night
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1 / 12
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Austerlitz
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Grill
  • DVD Player
  • Air Conditioning
  • Ceiling Fans
  • Washer
  • Deck
  • Patio
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This will be an amazing place to spend your vacation getaway! Close to all Berkshire cultural events. Total privacy and seclusion, yet bright and sunny with wide open fields where you can be a part of nature. Come dance with the moon! View all property information
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From
$174
Per Night
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1 / 21
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Lenox, MA
4 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
Details Reviews (18) Make Enquiry
Amenities & Details
  • Washer
  • VCR
  • Refrigerator
  • Parking
  • Dryer
  • TV
  • Microwave
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Located on a quiet side street in the charming Berkshire town of Lenox, Gartner House is a great place to call home while exploring this scenic, historical, and culturally rich area of Western Massachusetts. Walk to breakfast, lunch or dinner at one of the town's many charming restaurants, explore... View all property information
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5 of 5 stars Reviewed 22 October 2014
We spent the weekend at the Gartner House in Lenox to visit my son at Shakespeare and Company. From my first contact with Deb, she was friendly and helpful. It is evident...
4 of 5 stars Reviewed 20 October 2014
I visited Lenox on a girls leaf peeping trip in mid-October. We found this house to be cozy & warm. It is very quaint & centrally located. It was nice to have most of the comforts...
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From
$348
Per Night
View Details
1 / 12
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Austerlitz
4 Bedrooms, 2 Bathrooms, Sleeps 9
Bookings
Details Reviews (3) Make Enquiry
Amenities & Details
  • Playground
  • Refrigerator
  • Waterfront
  • Ceiling Fans
  • Microwave
  • Dryer
  • VCR
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This amazing house on 16 private acres on a dirt road is 15 minutes away from the Berkshires with all its amazing cultural events and great food. Skinny dip in your own 1/2 acre private pond and bbq on a deck secluded from all other houses, then go out to a great meal, and hear the Boston Symphony... View all property information
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From
$162
Per Night
View Details
1 / 7
Richmond, MA
3 Bedrooms, 1 Bathroom, Sleeps 7
Bookings
Details Reviews (1) Make Enquiry
Amenities & Details
  • Satellite TV
  • TV
  • DVD Player
  • Parking
  • Balcony
  • Water Views
  • Refrigerator
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
The Berkshires, in Western Massachusetts, are known as center of cultural activities, including but not limited to Tanglewood (the summer home of the Boston Symphony Orchestra), Shakespeare Theatre Festival, Jacobs Pillow, Williamstown Theatre Festival, plus numerous recreational opportunities for... View all property information
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2 of 5 stars Reviewed 10 September 2014
I recently rented this vacation rental with a couple friends to go to Tanglewood and Kripalu. While the house has a lot of potential, it has been very poorly maintained. The...
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From
$290
Per Night
View Details
1 / 10
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Richmond, MA
3 Bedrooms, 2 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
In 1832, Josiah Loomis bought a parcel of land 'and the structures thereon', along what was then known as 'Massachusetts Turnpike No. 10,' the toll road between Albany, NY and Hartford, CT. Josiah Loomis, when he owned this property, could never have imagined what it would look like 180 years... View all property information
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Suitability

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  • Elder access (6)
  • Suitable for children (0)
  • Pet friendly (5)
  • Smoking allowed (0)

Amenities

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