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Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Vacation Homes in Spencertown

Property grounds
All the comforts of home

All the comforts of home

Hudson
9.2 out of 10, Wonderful, (27)
"Peaceful, friendly, clean, wish I had more time to explore and hope to return one day! Thank you!!"
United States
Barbara V.
The price is AED 390
AED 519 total
includes taxes & fees
16 Nov - 17 Nov
All the comforts of home
Fridge, microwave, oven, stovetop
Home in Great Barrington

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (25)
"We had a lovely one week stay at this property. The location was very convenient to all the restaurants and shops. The fall foliage was spectacular and truly enjoyed biking and hiking in the Berkshires."
United States
Farida K.
The price is AED 661
AED 1,079 total
includes taxes & fees
17 Nov - 18 Nov
Home in Great Barrington
Terrace/patio
Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Lebanon Springs
9.0 out of 10, Wonderful, (19)
"It was great - just what we were looking for. "
United States
Kaye S.
The price is AED 502
AED 1,373 total
includes taxes & fees
16 Nov - 17 Nov
Historic Berkshires Home Near Tanglewood, Trails & Wineries
Outdoor dining
Sweet Cozy Victorian in Housatonic. Close to everything.

Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic
10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is AED 496
AED 890 total
includes taxes & fees
11 Dec - 12 Dec
Sweet Cozy Victorian in Housatonic. Close to everything.
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
Pittsfield
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 AED 988
AED 1,806 total
includes taxes & fees
15 Nov - 16 Nov
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Property grounds
Cheerful 3-bedroom cottage with woodstove

Cheerful 3-bedroom cottage with woodstove

Sheffield
10.0 out of 10, Exceptional, (40)
"we had a wonderful time staying at the house, very comfortable and well equipped and responsive host."
United States
lisa s.
The price is AED 724
AED 1,657 total
includes taxes & fees
16 Nov - 17 Nov
Cheerful 3-bedroom cottage with woodstove
Exterior
Bungalow in the Berkshires

Bungalow in the Berkshires

Lee
10.0 out of 10, Exceptional, (4)
"Great location, very clean and well appointed with everyth"
United States
Nick R.
The price is AED 1,010
AED 1,415 total
includes taxes & fees
30 Nov - 1 Dec
Bungalow in the Berkshires
Exterior
Perfect House In Hillsdale, Brings Friends & Fam

Perfect House In Hillsdale, Brings Friends & Fam

Hillsdale
8.4 out of 10, Very Good, (5)
"As a group of 10 friends, this house was everything we could have wanted. 5 bedrooms, a very large living room, and a dining table to fit all of us at once. Very close to Catamount, Hy’s Fried, Roe Jan brewery and more. Very clean for such an old house. "
United States
Stefanie K.
The price is AED 944
AED 2,249 total
includes taxes & fees
6 Dec - 7 Dec
Perfect House In Hillsdale, Brings Friends & Fam
Fridge, microwave, oven, stovetop
Hudson Hot Tub & Pet Escape

Hudson Hot Tub & Pet Escape

2.0 star property
Stottville
The price is AED 447
AED 1,033 total
includes taxes & fees
20 Nov - 21 Nov
Hudson Hot Tub & Pet Escape
Game room
Pet Friendly Riverfront Home in Great Barrington

Pet Friendly Riverfront Home in Great Barrington

Great Barrington
9.0 out of 10, Wonderful, (4)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is AED 744
AED 1,093 total
includes taxes & fees
17 Nov - 18 Nov
Pet Friendly Riverfront Home in Great Barrington
Fridge, microwave, oven, stovetop
Great Barrington Get Away

Great Barrington Get Away

Great Barrington
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
The price is AED 1,047
AED 1,904 total
includes taxes & fees
26 Nov - 27 Nov
Great Barrington Get Away
Outdoor spa tub
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

Valatie
10.0 out of 10, Exceptional, (56)
"Great spot on the lake. Super quiet and relaxing."
United States
vincent m.
The price is AED 1,102
AED 2,102 total
includes taxes & fees
11 Dec - 12 Dec
Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!
Exterior
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington
10.0 out of 10, Exceptional, (1)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is AED 2,321
AED 5,190 total
includes taxes & fees
5 Dec - 6 Dec
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room
Interior
Tranquil Victorian on Charming Street

Tranquil Victorian on Charming Street

Hudson
6.0 out of 10, (1)
"Interior has been recently upgraded and is nicely done providing a pleasant stay. Host needs to be more responsive as we had an hours delay in accessing the property. Host did not respond to messages over a 6 hour period prior to arrival."
United States
Jim & Linda
The price is AED 643
AED 1,765 total
includes taxes & fees
16 Nov - 17 Nov
Tranquil Victorian on Charming Street
Exterior
1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed

1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed

Hudson
The price is AED 752
AED 1,402 total
includes taxes & fees
16 Nov - 17 Nov
1BR Hudson Apartment, 3Min Walk To Warren St For Two - Apartment 1 - Pet Allowed
Fireplace
Artists’ Hideaway in Old Chatham

Artists’ Hideaway in Old Chatham

Old Chatham
The price is AED 701
AED 1,733 total
includes taxes & fees
19 Nov - 20 Nov
Artists’ Hideaway in Old Chatham
Interior
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub

Catskill
The price is AED 3,122
AED 5,347 total
includes taxes & fees
16 Nov - 17 Nov
Serene Estate: Heated Pool, Tennis, Sauna, Hot Tub
Exterior
Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (15)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
United States
Jim O.
The price is AED 2,200
AED 4,081 total
includes taxes & fees
18 Nov - 19 Nov
Hancock Village Inn Near Jiminy Peak
Terrace/patio
Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi

Lee
8.0 out of 10, Very Good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is AED 1,561
AED 2,929 total
includes taxes & fees
21 Nov - 22 Nov
Spacious 5-bedroom house in charming Lee with WiFi
Microwave, oven, stovetop, dishwasher
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington
The price is AED 1,249
AED 2,105 total
includes taxes & fees
19 Nov - 20 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.
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 Spencertown Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Enjoyed the Clubhouse before retiring in for the evening. Cozy, comfortable, and relaxing atmosphere."
Kim 2-night trip
Posted 3 days ago
Berkshires Untold