Hinsdale Holiday Rentals from €186: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Hinsdale has to offer?

Berkshire Lake access : This highly rated holiday home rental in Hinsdale is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

Check Hinsdale holiday rental availability

Holiday Rentals in Hinsdale

"The house worked was exceptionally clean and worked great for us. The landowner was exceptionally helpful in providing suggestions. We loved visiting the Norman Rockwell Museum and walking around Lenox. Thanks for everything!"

"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"

Indoor pool, outdoor pool, pool umbrellas

"Property was beautiful, great staff "

includes taxes & fees

2 Dec - 3 Dec

"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....

includes taxes & fees

28 Nov - 29 Nov

"Beautiful property located in the woods with plenty of privacy. 3 floors with a lot of elbow room and a tennis court also! Very good communication with the owners with easy check in/check out instructions. "

"Pristine can mean several different things. My interpretation was to be “like new”. This dwelling did not quite live up to that standard, but was clean, sans the “mud room” and what appeared to be mold on the peak of the ceiling above the living room. The original listing stated firewood was provided by the host. Then, the checkin instructions stated guests provided their own. Not huge, just misstated in the listing (since changed). There was a power outage while we were there, thus no...

"Great trip to Berkshires! Had so much fun. Great property and our dog loved the backyard. We were so happy it was fenced. "

"The Cabin Had All The Amenities You Would Need and With A Quiet and Serene Area. For Me It Was Relaxing Stay!"

"One of the best properties i've ever stayed at "

includes taxes & fees

16 Dec - 17 Dec

"Wonderful accommodation."

"Convenient location, comfortable."

includes taxes & fees

1 Dec - 2 Dec

"We had expectations of a peaceful rustic cabin in the woods, and this rental checked almost all of the boxes! The quaint town of Great Barrington was just close enough for convenience, but the house was rural enough to help us all relax and enjoy the quiet. We loved the dock and the firepit, and the house was well-stocked with firewood, towels, and toiletries. "

"Enjoyed the foliage and some nice hikes. House was comfortable and clean. Owner was responsive and helpful. We arrived at night and had trouble locating the property when our gps failed. Owner was helpful guiding us to the house. I suggest arriving in the light of day. "

"The home was beautiful and we enjoyed our stay! The only thing about the location, it’s very remote. We had an event in North Adams and had a nearly impossible time getting a ride share service or taxi to come pick us up. Other than that, a wonderful stay!"

includes taxes & fees

2 Dec - 3 Dec

"This was our second time visiting Flight's End and it was just as delightful as the first. There was a new sofa and everything else was just as we remembered. We took advantage of the quaint surrounding towns for some shopping and lunch, had a fire in the fire pit and enjoyed the coziness of the home. "

"The house was perfect for our group of couples and young kids. Large bedrooms and beautiful property "

"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "

"From beginning to end, could not have dreamed of a better island getaway, in the Berkshire’s none-the -less. Bill was a wonderful host. Very friendly, responsive and helpful. Super welcoming. The home was simple, quaint, and super cozy. Perfect for a nice long relaxing weekend for both the dogs and people. The views from the sun room were lovely. The deck/patio area had a beautiful view of the water. The fire pit was a nice perk in the evening. Surrounded by water, the place felt so private....

"We had a great time staying at Lars place. The hot tub was very relaxing and the location was just what we were looking for to get away for a few days."

"We were a big group..16 adults and 7 children. The families with children were well situated with nearby or adjacent rooms. Everyone had comfortable rooms which afforded privacy and quiet times. Each room had its own beautiful newly renovated bathrooms ( with great water pressure). The living and dining rooms were large and comfortable. The dining table was a loooong table with benches all around which easily sat our crowd. The backyard was gorgeous with beautiful views of the distant mountains....

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Other types of properties in Hinsdale you may be interested in

"The house worked was exceptionally clean and worked great for us. The landowner was exceptionally helpful in providing suggestions. We loved visiting the Norman Rockwell Museum and walking around Lenox. Thanks for everything!"

"My partner and I really enjoyed our relaxing stay at this quaint cottage. It was clean, comfortable, and tucked away in a very quiet area. It was easy to get to restaurants and theaters in Pittsfield / Lenox / Stockbridge. The hot tub was also a great way to spend a cozy fall afternoon!"

Hypo-allergenic bedding, laptop workspace, blackout curtains

"Great location, wonderful staff, fun pool and cool art. Would definitely stay again! "

includes taxes & fees

2 Dec - 3 Dec

Find out more about Hinsdale

Everything you need to know about Hinsdale holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hinsdale holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hinsdale holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hinsdale holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hinsdale. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hinsdale holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hinsdale holiday rentals we have selected for you start as low as €186 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hinsdale rentals

At Expedia, we put the best Hinsdale holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hinsdale rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hinsdale holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hinsdale. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Hinsdale properties

The Constance, The Whitlock, & The Dewey By The Lenox Collection

5/5 Excellent

"Convenient to everything in Lenox! Lovely staff!"

A verified traveller stayed at The Constance, The Whitlock, & The Dewey By The Lenox Collection

Posted 1 day ago

5/5 Excellent

Staff is wonderful!

"The staff were so friendly and helpful. I found this a perfect place to stay where you could relax and recharge. Just keep in mind, technology isn't their top priority, but the front desk clerk was so kind, as he let us borrow his lap top to watch the Eagles play Thursday night football. "

A verified traveller stayed at Hampton Inn & Suites Berkshires-Lenox

Posted 6 days ago

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

5/5 Excellent

Very good quality of towels.

"The unit was perfect in size, very good quality of towels. For the cribs, they provided new sheets and blanket that was important for us. "

A verified traveller stayed at Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Posted 8 days ago

Frequently asked questions

Can I find a holiday rental in Hinsdale?

Yes, there are holiday rentals close to the most popular sights in Hinsdale, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that Hinsdale has to offer?

Berkshire Lake access: This highly rated holiday home rental in Hinsdale is located on a lake, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Hinsdale?

Expedia has 6 holiday 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 October Mountain State Forest. Bas Ridge Golf Course and Colonial Theater are a couple of places you'll find in the wider area.

What are holiday rentals like in Hinsdale?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hinsdale. Holiday rentals feature amenities like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a great option for a family trip.

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Holiday Rentals in Hinsdale

Check Hinsdale holiday rental availability

Holiday Rentals in Hinsdale

Berkshire Lake access

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

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

Pristine Home In Becket Woods

Peace and quiet on the lake

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Berkshire Village Carriage House - Super Private!!

Serene Acreage - Pond - Hiking Trails Nearby

Cozy apartment located in quiet Williamsburg

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

Berkshires Cabin 2 Mi to Appalachian Trail!

Bear Creek Cabin

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Quintessential 6-BR Berkshires Lodge

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

Private Island - Largest Fresh Water Reservoir in Mass....

The Meadows House @ Otis Ridge w/ 7-person hot tub

The Kemble- Built by a US Secretary of State in Lenox

Other types of properties in Hinsdale you may be interested in

Berkshire Lake access

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hotel Downstreet

Find out more about Hinsdale

Recent reviews of Hinsdale properties

The Constance, The Whitlock, & The Dewey By The Lenox Collection

The Black Swan Lee - Lenox, Ascend Hotel Collection

The Red Lion Inn

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Life House Berkshires

The Williams Inn

Hampton Inn & Suites Berkshires-Lenox

Vacation Village in the Berkshires

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel

Frequently asked questions