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Our top choices for Hinsdale vacation homes

Unique and Eclectic Small Town Suite Rental in Massachusetts

Unique and Eclectic Small Town Suite Rental in Massachusetts
Cummington
The price is ¥17,324
¥21,702 total
includes taxes & fees
Jun 17 - Jun 18
Unique and Eclectic Small Town Suite Rental in Massachusetts

Real Estate: Therapy - Lake, Laundry, Love it

Real Estate: Therapy - Lake, Laundry, Love it
Sherwood Forest
The price is ¥12,849
¥52,159 total
includes taxes & fees
Jun 17 - Jun 18
Real Estate: Therapy - Lake, Laundry, Love it

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (5 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is ¥23,553
¥60,561 total
includes taxes & fees
Jun 16 - Jun 17
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
The price is ¥28,032
¥64,130 total
includes taxes & fees
Jun 15 - Jun 16
stylish Berkshires Retreat

Cozy Riverside Berkshires Retreat

Cozy Riverside Berkshires Retreat
Great Barrington
9.2 out of 10, Wonderful, (15 reviews)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is ¥33,378
¥51,809 total
includes taxes & fees
Jun 22 - Jun 23
Cozy Riverside Berkshires Retreat

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (15 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is ¥25,720
¥63,340 total
includes taxes & fees
Jun 15 - Jun 16
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Home in Great Barrington

Home in Great Barrington
Great Barrington
9.8 out of 10, Exceptional, (32 reviews)
"Perfect space for an overnight stay. Very clean and well appointed. Communication from host was great and check in was a breeze. 2 minute drive from downtown Great Barrington."
United States
Anonymous traveler
The price is ¥38,291
¥58,552 total
includes taxes & fees
Jun 14 - Jun 15
Home in Great Barrington

The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"the hosts were great very helpful and pleasant"
United States
Ron L.
The price is ¥37,897
¥65,633 total
includes taxes & fees
Jun 17 - Jun 18
The Greylock Cabin

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.4 out of 10, Exceptional, (3 reviews)
"excellent communication with property manager."
United States
Nancy H.
The price is ¥28,096
¥89,198 total
includes taxes & fees
Jun 14 - Jun 15
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

Near Tanglewood: Historic Summer Retreat

Near Tanglewood: Historic Summer Retreat
New Lebanon
9.4 out of 10, Exceptional, (26 reviews)
"Very clean, fully stocked kitchen,great location "
United States
Karen H.
The price is ¥23,264
¥61,122 total
includes taxes & fees
Jun 16 - Jun 17
Near Tanglewood: Historic Summer Retreat

Treetop Hideaway in Tyringham

Treetop Hideaway in Tyringham
Monterey
9.2 out of 10, Wonderful, (11 reviews)
"This was the perfect location for our mom and daughters weekend! Spacious comfortable. Our only regret was that we didn’t stay longer!"
United States
Sarah B.
The price is ¥47,683
¥95,712 total
includes taxes & fees
Jun 16 - Jun 17
Treetop Hideaway in Tyringham

North Getaway Cottage

North Getaway Cottage
Williamstown
9.2 out of 10, Wonderful, (25 reviews)
"We stayed here on a beautiful fall weekend so that my son could tour William's college. It was perfect!"
United States
Carole S.
The price is ¥32,483
¥71,939 total
includes taxes & fees
Jun 17 - Jun 18
North Getaway Cottage

5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (4 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is ¥42,509
¥104,463 total
includes taxes & fees
Jun 14 - Jun 15
5BR Berkshire Home Mins To The Mountain

Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ¥44,432
¥79,967 total
includes taxes & fees
Jun 22 - Jun 23
Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Historic Berkshires Home Near Tanglewood, Trails & Wineries

Historic Berkshires Home Near Tanglewood, Trails & Wineries
Lebanon Springs
9.0 out of 10, Wonderful, (21 reviews)
"Comfy beds, clean, great big deck with a view. "
United States
Corinne T.
The price is ¥28,177
¥65,723 total
includes taxes & fees
Jun 14 - Jun 15
Historic Berkshires Home Near Tanglewood, Trails & Wineries

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet
New Lebanon
8.0 out of 10, Very Good, (1 review)
"This location is great as an overnight trip. It’s centralized between ski resorts, restaurants near Pittsfield, MA and local NY. "
United States
Luz A.
The price is ¥30,344
¥70,668 total
includes taxes & fees
Jun 14 - Jun 15
NEW! Spacious 4BR Ski Getaway - Minutes to Jiminy & Bousquet

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!
Pittsfield
7.8 out of 10, Good, (7 reviews)
"The space was well situated to our plans, food,lake and hiking and very clean but smelled sooo strongly of dogs that we limited our time inside."
United States
Liz V.
The price is ¥50,429
¥88,251 total
includes taxes & fees
Jun 14 - Jun 15
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Spacious 5-bedroom house in charming Lee with WiFi

Spacious 5-bedroom house in charming Lee with WiFi
Lee
8.8 out of 10, Excellent, (3 reviews)
"House was clean and made our Thanksgiving great with it's size and amenities. "
United States
Khalil S.
The price is ¥76,261
¥138,267 total
includes taxes & fees
Jun 23 - Jun 24
Spacious 5-bedroom house in charming Lee with WiFi

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Cozy. Clean. Free bagel shop. 3 Fireplaces.
Great Barrington
10.0 out of 10, Exceptional, (1 review)
"The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!"
United States
Mary R.
The price is ¥48,165
¥85,543 total
includes taxes & fees
Jun 17 - Jun 18
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (19 reviews)
"Really great host - communication was great. House is so close to skiing, can’t beat it "
United States
Stephanie B.
The price is ¥100,978
¥184,469 total
includes taxes & fees
Jun 16 - Jun 17
Hancock Village Inn Near Jiminy Peak
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 Hinsdale Hotel Reviews

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Hinsdale Vacation Homes information

Number of reviews
147
Accommodation
345 Vacation Homes
Lowest Price
¥51,809
Highest Price
¥184,469