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Holiday Homes in Housatonic

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Check prices for these dates

Next weekend
24 Oct - 26 Oct
In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec

Featured Holiday Homes in Housatonic

Fridge, microwave, oven, stovetop
Near Tanglewood: Historic Summer Retreat
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (22)
"Very cozy and comfortable with everything we needed to make our stay enjoyable. The kitchen was well stocked, the bedrooms a good size with comfortable mattresses. The deck and the yard were lovely. This location is gem!"
United States
Patty W.
The price is AU$617
includes taxes & fees
20 Oct - 21 Oct
Near Tanglewood: Historic Summer Retreat
Outdoor dining
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$621
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Fridge, microwave, oven, stovetop
Home in Great Barrington
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
"Enjoyed our stay!!!"
United States
Fred W.
The price is AU$398
includes taxes & fees
10 Nov - 11 Nov
Home in Great Barrington
Property grounds
All the comforts of home
All the comforts of home
9.2 out of 10, Wonderful, (26)
"Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! "
United States
Marisa P.
The price is AU$221
includes taxes & fees
23 Oct - 24 Oct
All the comforts of home
Smart TV, books
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
9.6 out of 10, Exceptional, (8)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
United States
James D.
The price is AU$612
includes taxes & fees
27 Oct - 28 Oct
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Property grounds
Cheerful 3-bedroom cottage with woodstove
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
United States
Kelly R.
The price is AU$704
includes taxes & fees
9 Nov - 10 Nov
Cheerful 3-bedroom cottage with woodstove
Exterior
Bungalow in the Berkshires
Bungalow in the Berkshires
10.0 out of 10, Exceptional, (3)
"We had a lovely stay. Easy check in and communication was great. "
United States
Dale G.
The price is AU$638
includes taxes & fees
20 Oct - 21 Oct
Bungalow in the Berkshires
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is AU$753
includes taxes & fees
21 Oct - 22 Oct
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
United States
Javier
The price is AU$747
includes taxes & fees
20 Oct - 21 Oct
Comfortable Berkshires retreat on mtn resort, SISO
Fridge, microwave, oven, stovetop
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Sun Filled Lenox Retreat - Minutes to Tanglewood!
9.4 out of 10, Exceptional, (3)
"The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay."
United States
Sarah D.
The price is AU$729
includes taxes & fees
30 Oct - 31 Oct
Sun Filled Lenox Retreat - Minutes to Tanglewood!
Fridge, microwave, oven, stovetop
Hudson Hot Tub & Pet Escape
Hudson Hot Tub & Pet Escape
2.0 star property
The price is AU$470
includes taxes & fees
3 Nov - 4 Nov
Hudson Hot Tub & Pet Escape
Exterior
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
9.8 out of 10, Exceptional, (72)
"We had a wonderful stay, thank you! "
United States
Gary L.
The price is AU$842
includes taxes & fees
20 Oct - 21 Oct
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Fridge, microwave, oven, stovetop
Great Barrington Get Away
Great Barrington Get Away
9.4 out of 10, Exceptional, (23)
"The host was very communicative and responsive during our arrival and check out. The listing and everything was as it said we were very pleased with both the location of the home and the actual home itself and the property walking distance to town truly cannot say enough. Thank you for Your hospitality. Our family is very grateful. "
United States
Amy B.
The price is AU$808
includes taxes & fees
2 Nov - 3 Nov
Great Barrington Get Away
1 bedroom, desk, iron/ironing board, travel cot
Artists’ Hideaway in Old Chatham
Artists’ Hideaway in Old Chatham
The price is AU$695
includes taxes & fees
20 Oct - 21 Oct
Artists’ Hideaway in Old Chatham
Games room
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
9.0 out of 10, Wonderful, (2)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is AU$493
includes taxes & fees
20 Oct - 21 Oct
Cozy Riverfront Escape in Great Barrington - "Whiskers on the Water"
Fridge, microwave, stovetop, dishwasher
Berkshire House Stay
Berkshire House Stay
9.8 out of 10, Exceptional, (19)
"Incredible location and immaculate home created such a great long weekend for our family. The house has everything you’ll need, organized and spotless. The owner was on top of every detail and communicated immediately. "
United Kingdom
Michael F.
The price is AU$1,320
includes taxes & fees
20 Oct - 21 Oct
Berkshire House Stay
Smart TV, fireplace, books
Cozy. Clean. Free bagel shop.
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
United States
Carly F.
The price is AU$1,032
includes taxes & fees
4 Nov - 5 Nov
Cozy. Clean. Free bagel shop.
Outdoor spa tub
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
10.0 out of 10, Exceptional, (54)
"Great spot on the lake. Super quiet and relaxing."
United States
vincent m.
The price is AU$837
includes taxes & fees
26 Oct - 27 Oct
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Property grounds
The Lakeshore House
The Lakeshore House
10.0 out of 10, Exceptional, (1)
"Excellent stay!"
United States
KEITARO A.
The price is AU$1,246
includes taxes & fees
20 Oct - 21 Oct
The Lakeshore House
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi
Spacious 5-bedroom house in charming Lee with WiFi
8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is AU$1,192
includes taxes & fees
26 Oct - 27 Oct
Spacious 5-bedroom house in charming Lee with WiFi
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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Top Housatonic Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"Kitchen and parking both very good"
Joseph 1-night trip
Posted 11 hours ago
Berkshire Mountain Lodge

Find out more about Housatonic

Housatonic Holiday Homes information

Number of reviews
300
Accommodation
451 Holiday Homes
Lowest Price
AU$221
Highest Price
AU$1,320