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Hinsdale Vacation Rentals

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Check prices for these dates

Tonight
Jan 15 - Jan 16
Tomorrow
Jan 16 - Jan 17
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Our top choices for Hinsdale vacation rentals

Property grounds

Cabin in Hinsdale

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (35 reviews)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
The price is ￥30,517
￥72,671 total
includes taxes & fees
Jan 20 - Jan 21
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Camping in Williamstown

Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7 reviews)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ￥30,303
￥33,848 total
includes taxes & fees
Jan 18 - Jan 19
Huttopia Berkshires
Lobby

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2,209 reviews)
"I great place to stay!!"
United Kingdom
Maricel
The price is ￥16,474
￥20,140 total
includes taxes & fees
Jan 19 - Jan 20
Vacation Village in the Berkshires
Interior

Vacation Home in Sherwood Forest

Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
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 ￥23,102
￥59,610 total
includes taxes & fees
Jan 21 - Jan 22
Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake!
TV

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4 reviews)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is ￥29,115
￥53,881 total
includes taxes & fees
Jan 19 - Jan 20
Florida Mountain Log Cabin
Smart TV, books

Vacation Home in Sherwood Forest

Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
9.6 out of 10, Exceptional, (10 reviews)
"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 ￥25,384
￥61,097 total
includes taxes & fees
Jan 21 - Jan 22
Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine
Exterior

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (989 reviews)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥34,701
￥38,761 total
includes taxes & fees
Jan 19 - Jan 20
Jiminy Peak Mountain Resort
Pool

Apartment in Hancock

Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
2.0 star property
10.0 out of 10, Exceptional, (1 review)
"The host communicated everything and ensured we had all the necessary information for our arrival. The room was super clean and everything was new. Really enjoyed our stay and had plenty of room and closets for storage. Would definitely stay again and truly a premiere host!! Angelica "
United States
Jeffrey R.
The price is ￥21,708
￥43,717 total
includes taxes & fees
Jan 19 - Jan 20
Mountain Getaway Suite Ski OnOff Jiminy Peak - Fully Redone Decor
Outdoor dining

Chalet in Becket

Little Longbow Lakefront Chalet
9.8 out of 10, Exceptional, (21 reviews)
"Absolutely perfect quiet get away to relax and recharge will be back! "
United States
Dana V.
Little Longbow Lakefront Chalet
House (3 Bedrooms) | Interior

Cottage in Stephentown

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
The price is ￥31,056
￥87,722 total
includes taxes & fees
Jan 19 - Jan 20
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
WiFi, bed sheets

Apartment in Lanesborough

Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (67 reviews)
"What a quaint and comfy place!"
United States
Lori A.
The price is ￥21,391
￥32,896 total
includes taxes & fees
Jan 19 - Jan 20
Cozy Rustic Apt in 18th c Berkshire Farmhouse
Exterior

Vacation Home in New Lebanon

Near Tanglewood: Historic Summer Retreat
9.2 out of 10, Wonderful, (25 reviews)
"Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything."
United States
Paul S.
The price is ￥18,966
￥55,493 total
includes taxes & fees
Jan 28 - Jan 29
Near Tanglewood: Historic Summer Retreat
Beach

Apartment in Stephentown

Berkshires Apartment at the Stephentown Hotel
10.0 out of 10, Exceptional, (3 reviews)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
The price is ￥16,954
￥35,805 total
includes taxes & fees
Jan 19 - Jan 20
Berkshires Apartment at the Stephentown Hotel
Living area

Apartment in Adams

Penthouse Apartment on Park Street
2.0 star property
9.6 out of 10, Exceptional, (14 reviews)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is ￥18,380
￥38,761 total
includes taxes & fees
Jan 19 - Jan 20
Penthouse Apartment on Park Street
Fridge, microwave, oven, stovetop

Vacation Home in Great Barrington

Home in Great Barrington
9.8 out of 10, Exceptional, (26 reviews)
"Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. "
United States
Cameron M.
The price is ￥23,102
￥39,611 total
includes taxes & fees
Jan 26 - Jan 27
Home in Great Barrington
TV, fireplace, books

Chalet in Charlemont

Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
2.0 star property
The price is ￥35,620
￥103,503 total
includes taxes & fees
Jan 20 - Jan 21
Joia Verde: Mtn Chalet -120 Acres -Adventure Ski Hike
Exterior

Apartment in Hancock

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
10.0 out of 10, Exceptional, (8 reviews)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
The price is ￥21,708
￥43,717 total
includes taxes & fees
Jan 19 - Jan 20
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Interior

Cabin in Stephentown

Charming 3-bedroom Cabin for nature lovers
7.0 out of 10, Good, (2 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is ￥24,560
￥51,357 total
includes taxes & fees
Jan 26 - Jan 27
Charming 3-bedroom Cabin for nature lovers
Property grounds

Vacation Home in Charlemont

Riverbend Berkshire East Basecamp - 3 bedrooms available
10.0 out of 10, Exceptional, (2 reviews)
"Very nice house and the stay was unproblematic!"
United States
Noah K.
The price is ￥25,352
￥66,902 total
includes taxes & fees
Jan 19 - Jan 20
Riverbend Berkshire East Basecamp - 3 bedrooms available
Property grounds

Apartment in Hancock

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (5 reviews)
"It was great experience and we loved the ammenities."
United States
Carrie C.
The price is ￥21,708
￥43,717 total
includes taxes & fees
Jan 20 - Jan 21
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
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

The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

10/10 Excellent
"Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything."
James 2-night trip
Posted 2 days ago
The Yankee, Trademark Collection by Wyndham

Find out more about Hinsdale

Search for holiday rentals in Hinsdale on Expedia! You can easily find your home rentals, villas, holiday apartments in Hinsdale using one of the methods below:

  • View our selection of featured holiday rentals in Hinsdale
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  • Enter your travel dates to view the best deals on holiday rentals in Hinsdale while they last

Look no further and take a look at our great range of rental properties in Hinsdale!

Frequently asked questions

Can I find a vacation rental in Hinsdale?

Yes, we offer vacation rentals close to the most popular attractions in Hinsdale, or you can go with a secluded option if you're looking for relaxation. Hinsdale is known for its golf courses and restaurants. Make sure you have time to check out the shopping while you're in the area.

What's the top vacation rental in Hinsdale?

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!: Visitors like this Hinsdale vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Hinsdale?

Expedia has 8 vacation rentals for your stay in Hinsdale.

What can I see and do in Hinsdale?

While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Mount Greylock State Reservation Visitor Center. Bas Ridge Golf Course and Colonial Theater are a couple of places you'll find in the larger area.

What are vacation rentals like in Hinsdale?

Vacation rentals are privately owned properties you can reserve for a couple days or more in Hinsdale. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.