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Check prices for these dates

Next weekend
Feb 21 - Feb 23
In two weeks
Feb 28 - Mar 2
In one month
Mar 14 - Mar 16
In two months
Apr 11 - Apr 13

Browse Select Canaan Farmstay

Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
Outdoor pool

Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room

9.4 out of 10, Exceptional, (16)
"Lovely view from the backyard and nice short walk to Millerton"
Mountain View Farmhouse, pool/hot tub, fire pit, 4 seasons porch, game room
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
Fridge, microwave, oven, stovetop

5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres

9.6 out of 10, Exceptional, (15)
"Beautiful property and location "
5BR Farmhouse☆King Size Bed☆Mountain View☆28 Acres
18th century Berkshires farmhouse on 12 acres, impeccably updated.
Terrace/patio

18th century Berkshires farmhouse on 12 acres, impeccably updated.

18th century Berkshires farmhouse on 12 acres, impeccably updated.
the suite @ barn & bike - private, bucolic, serene setting
Interior

the suite @ barn & bike - private, bucolic, serene setting

10.0 out of 10, Exceptional, (11)
"Clean, roomy! arty, welcoming, friendly, quiet, private "
The price is CA $228
CA $266 total
includes taxes & fees
Feb 17 - Feb 18
the suite @ barn & bike - private, bucolic, serene setting
Litchfield Modern Farmhouse
Pool

Litchfield Modern Farmhouse

10.0 out of 10, Exceptional, (1)
Litchfield Modern Farmhouse
TREEMENDOUS VIEWS COTTAGE
Fridge, microwave, oven, stovetop

TREEMENDOUS VIEWS COTTAGE

10.0 out of 10, Exceptional, (20)
"The home and property were the perfect place to spend Christmas. There were two bedrooms on the first floor and three more on the second floor. We had a wonderful time. I was able to bake and prepare many special meals and goodies. The host had a few beautiful decorations for the holiday which gave it a feeling of home. The Christmas tree farm behind the property was picturesque for the season and the neighbors had lights in their trees and around their home."
TREEMENDOUS VIEWS COTTAGE
Farmhouse on Otis Pond
Property grounds

Farmhouse on Otis Pond

10.0 out of 10, Exceptional, (1)
"We had a wonderful time at the farmhouse. It is a charming old home. Our son loved being able to wake up and go fishing. The owner quickly responded to any questions. I loved sitting on the porch swing and listening to the birds."
Farmhouse on Otis Pond
Relax in The Farmhouse on a a beautiful land & pond
Miscellaneous

Relax in The Farmhouse on a a beautiful land & pond

10.0 out of 10, Exceptional, (9)
"My friends and I stayed at aunty Phuong's farmhouse for a weekend, and it was the perfect spot for our little fall foliage getaway! The farmhouse was really cozy and had the perfect dining table for long nights of board games. The kitchen was well stocked. However, make sure to bring your own plastic wrap/tin foils if you anticipate needing these. The property also had a pond nearby, a swing set, and a zipline, all of which made our stay fantastic. The best part of all was all the stars you...
Relax in The Farmhouse on a a beautiful land & pond
Private Unit in shared 1830 Farmhouse
2 bedrooms, iron/ironing board, WiFi, bed sheets

Private Unit in shared 1830 Farmhouse

2.0 star property
Private Unit in shared 1830 Farmhouse
1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
Private kitchen

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.

1847 New Marlborough Farmhouse. a 4-BR home right in our quiet village.
New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
Fridge, microwave, oven, stovetop

New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge

2.0 star property
10.0 out of 10, Exceptional, (6)
"We recently rented this house for two weeks in order to spend time under the same roof with our grown children and baby grandson - and we couldn't have had a more enjoyable time! The house provided ample space for us to gather in small groups or larger ones whether we were indoors, outside on the deck or in the yard. The location in town was ideal for pushing the baby stroller along all the sidewalks as well as easily accessing all the shops and restaurants. With the Red Lion Inn only a block...
New 4500 sq ft modern 5 bed-5.5 bath on Housatonic River and walk to Stockbridge
10 Minutes to Ski Butternut! Dogs Welcome!
Exterior

10 Minutes to Ski Butternut! Dogs Welcome!

10 Minutes to Ski Butternut! Dogs Welcome!
Farm Historic House 1789
Private kitchen

Farm Historic House 1789

Farm Historic House 1789
Beautiful Berkshires Farmhouse with game room and plenty of room
Fridge, microwave, oven, stovetop

Beautiful Berkshires Farmhouse with game room and plenty of room

Beautiful Berkshires Farmhouse with game room and plenty of room
Woodland Dream House on private pond with forest and fields- Warm and Cozy
Interior

Woodland Dream House on private pond with forest and fields- Warm and Cozy

2.0 star property
The price is CA $1,434
CA $2,061 total
includes taxes & fees
Feb 16 - Feb 17
Woodland Dream House on private pond with forest and fields- Warm and Cozy
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Canaan

Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (207)
"Such a cozy cabin for a perfect weekend stay with friends. Located close to multiple ski spots around the area, coming back to the cabin after to relax with hot cocoa and a fire going on. Right down the street is a shop that sells delicious sandwiches too. Owners of the property were super nice and quick to respond with any questions we had. Hoping to come back soon and check this place out during the summer time to enjoy the lake life!"
Peace and quiet on the lake
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
TV, fireplace, DVD player

Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns

9.6 out of 10, Exceptional, (39)
"A nice cabin in the woods. Only issue was rodents at the property. We had four sighting in three days. Would stay again if they resolved the mouse problem."
Cabin w/ 3 Acres, Tennis Courts: By 4 Ski Mtns
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Exterior

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

9.6 out of 10, Exceptional, (210)
"The cabin is quiet, tidy, and comfortable. It is within driving distance of several hiking trails and was a great place to spend a long weekend. The host was friendly and communicative, and made sure that we had everything we needed for a nice stay. "
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.