Drury Holiday Rentals from €157: Search Short-Term Rentals

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

Berkshire Village Carriage House - Super Private!! : This holiday home rental outside of Drury is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

Check Drury holiday rental availability

Holiday Rentals in Drury

Indoor pool, outdoor pool, pool umbrellas

"Property was beautiful, great staff "

includes taxes & fees

25 Nov - 26 Nov

"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

25 Nov - 26 Nov

"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."

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

includes taxes & fees

25 Nov - 26 Nov

"We enjoyed our stay at the tiny home!"

"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

25 Nov - 26 Nov

"We stayed two days but were mostly for sleep and sightseeing/visits. Certainly fit the bill for our needs. Would recommend to friends "

"The house was very clean and the yard is large. It's a great place for family vacations."

"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"

"We enjoyed our stay. Everything was clean. The only thing I would suggest is checking the stairs to the basement. "

"This was one of our favorite family trips ever! So fun using the paddle boat and seeing the misty mornings and starry nights in the lake."

"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!"

"Wonderful experience, extremely communicative and helpful management, and just a beautiful building to stay in. We wanted for nothing. Thank you!"

Fridge, microwave, stovetop, cookware/dishes/utensils

"Not as depicted You do not have access to the lake from The property The trees in the summer obscure the view of the lake Well equipped for bbq and games Dog friendly AC in the bedrooms would be ideal for sleeping as it was very humid this weekend"

"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...

"Beautiful cabin! Right in the middle of nature with plenty of things to do nearby. Host was exceptional!"

"We had a group of nine and had a great time. There are so many wonderful features including a fully stocked kitchen, activities for kids and an awesome outdoor area to hang out and relax. Would highly recommend this house. "

includes taxes & fees

16 Dec - 17 Dec

1 bedroom, iron/ironing board, WiFi, bed sheets

"My stay with a friend at this location was extremely pleasant overall; the home was well furnished, stocked, and the surroundings of rural Vermont were beyond gorgeous. The interior was very well cleaned when I arrived, though my friend and I very quickly noticed that there was a distinct septic-like odor in the house's central hallway area and the home's exterior (walking up to the entryway, etc). This smell persisted throughout the duration of the stay, but was most noticeable on days where...

"Clean and well supplied with fantastic views and close proximity to town.....a wonderful fall New England experience! "

"The house was perfect for a group of five of us. The kitchen and grill were great for our culinary needs. Thanks for letting us stay!"

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Other types of properties in Drury you may be interested in

Hypo-allergenic bedding, laptop workspace, blackout curtains

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

includes taxes & fees

8 Dec - 9 Dec

"Property was beautiful, great staff "

includes taxes & fees

25 Nov - 26 Nov

"We stayed for two weeks and couldn’t have been happier with the service. Such nice people, and so understanding. Six stars if I could!"

includes taxes & fees

1 Dec - 2 Dec

Find out more about Drury

Everything you need to know about Drury 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 Drury 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 Drury holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Drury holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Drury. 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 Drury 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 Drury holiday rentals we have selected for you start as low as €157 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Drury rentals

At Expedia, we put the best Drury 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 Drury 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 Drury 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 Drury. 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 Drury properties

5/5 Excellent

"Very nice!"

A verified traveller stayed at Hotel On North

Posted 7 hours ago

Frequently asked questions

Can I find a holiday rental in Drury?

Yes, there are holiday rentals close to the most popular sights in Drury, or you can select a more secluded option if you're looking for a relaxing stay. Drury is known for its parks.

What are some of the best holiday rentals that Drury has to offer?

Berkshire Village Carriage House - Super Private!!: This holiday home rental outside of Drury is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of books in this rental home to help you unwind.

What’s there to see and do in Drury?

Mohawk Trail State Forest and Savoy Mountain State Forest are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Zoar Outdoor/Deerfield Valley Canopy Tours and Berkshire East Ski Resort.

What’s a holiday rental in Drury like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Drury. Holiday rentals offer amenities like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for small groups.

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Holiday Rentals in Drury

Check Drury holiday rental availability

Holiday Rentals in Drury

Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Berkshire Village Carriage House - Super Private!!

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

Bear Creek Cabin

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

Berkshire Lake access

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

Jacksonville Cabin w/ Wraparound Deck & Views

Great Place to get away and have clean fresh air surround you!

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

Perfect for Leaf Peeping w/Bar Room, Hot Tub

Cozy Treetop Hideaway Near Harriman Reservoir!

Cozy Cottage Along Idyllic Green River

Wilmington Vacation Rental Near Hiking and Skiing!

Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

Other types of properties in Drury you may be interested in

Hotel Downstreet

Vacation Village in the Berkshires

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Find out more about Drury

Recent reviews of Drury properties

Hotel On North

The Williams Inn

Vacation Village in the Berkshires

The Porches Inn at Mass MoCA

Willows Motel Williamstown

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel

Blooming Inn

Hotel Downstreet

Hampton Inn & Suites Greenfield

Frequently asked questions