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Holiday Villas in Canaan, NY and nearby

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All 16 Rentals in the Canaan Area
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The following rentals are within 15 kilometres of Canaan, New York.

From
£225
/ Night
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1 / 12
Austerlitz
House Rental - 
2 Bedrooms / 2 Bathrooms / Sleeps 4
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From
£156
/ Night
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1 / 15
Lenox, MA
House Rental - 
3 Bedrooms / 2 Bathrooms / Sleeps 6
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From
£193
/ Night
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1 / 9
4 of 5 stars (1) Very good
East Chatham
House Rental - 
3 Bedrooms / 3 Bathrooms / Sleeps 6
travellers have booked this property
Overview Reviews (1) Make Enquiry
From
£257
/ Night
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1 / 24
Lenox, MA
House Rental - 
4 Bedrooms / 2 Bathrooms / Sleeps 10
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Private Indoor Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
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
£129
/ Night
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1 / 18
Austerlitz
House Rental - 
3 Bedrooms / 2 Bathrooms / Sleeps 6
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
£87
/ Night
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1 / 11
5 of 5 stars (4) Excellent
Richmond, MA
House Rental - 
3 Bedrooms / 1 Bathroom / Sleeps 6
travellers have booked this property
Overview Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Fantastic spot for families and for those looking for a quiet getaway. Come have some summer fun, enjoy the autumn colors or play in the snow. This year round cottage is the perfect spot for those who enjoy outdoor activities. The house is on a private dead end road, has a wonderful lake view... View all property information
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From
£289
/ Night
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1 / 20
Richmond, MA
House Rental - 
3 Bedrooms / 3 Bathrooms / Sleeps 6
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
£96
/ Night
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1 / 14
5 of 5 stars (1) Excellent
Ghent
Cottage - 
1 Bedroom / 1 Bathroom / Sleeps 4
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Enjoy a newly renovated and furnished, one bedroom guest cottage, in an enchanting and quiet area. Located behind a stone castle on a park-like property it's a beautiful place to vacation. You also have access to a very large swimming pool and the large wooden decks of the main house. The... View all property information
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5 of 5 stars Reviewed 6 August 2013
This was the perfect location for a base camp from which to explore the Hudson River Valley area. We took in a Tanglewood concert (40-minute drive) and explored the backroads full...
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From
£161
/ Night
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1 / 7
Lenox, MA
Cottage - 
2 Bedrooms / 2 Bathrooms / Sleeps 4
traveller have booked this property
Overview Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • 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
£161
/ Night
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1 / 12
Lenox, MA
House Rental - 
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
£192
/ Night
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1 / 6
East Chatham
Chalet - 
5 Bedrooms / 3 Bathrooms / Sleeps 15
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This rustic very private property, built in 2011 has sleeping accommodations for up to 15 people in the house. The cedar wood sauna and the grecian inground pool, as well as exquisite main cathedral hall makes the experience one of a kind. We have the following rooms 2 Bedrooms with queen size... View all property information
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From
£161
/ Night
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1 / 14
Lenox, MA
Cottage - 
2 Bedrooms / 1 Bathroom / Sleeps 5
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • 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
£96
/ Night
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1 / 21
5 of 5 stars (18) Excellent
Lenox, MA
Apartment - 
4 Bedrooms / 1 Bathroom / Sleeps 7
travellers have booked this property
Overview Reviews (18) Make Enquiry
Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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
£161
/ Night
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1 / 10
Richmond, MA
House Rental - 
3 Bedrooms / 2 Bathrooms / Sleeps 8
Overview Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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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From
£90
/ Night
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1 / 7
2 of 5 stars (1) Poor
Richmond, MA
House Rental - 
3 Bedrooms / 1 Bathroom / Sleeps 7
travellers have booked this property
Overview Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • 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 11 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
£193
/ Night
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1 / 12
5 of 5 stars (3) Excellent
Austerlitz
House Rental - 
4 Bedrooms / 2 Bathrooms / Sleeps 9
travellers have booked this property
Overview Reviews (3) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Mountain Views
  • Safe
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
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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