Drury Vacation Rentals

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Check prices for these dates

In two weeks
Dec 26 - Dec 28
In two months
Feb 6 - Feb 8
In three months
Mar 6 - Mar 8
In four months
Apr 3 - Apr 5

Our top choices for Drury vacation rentals

Lobby
Vacation Village in the Berkshires

Condo in Williamstown

Vacation Village in the Berkshires
3.0 star property
8.8 out of 10, Excellent, (2170)
"Great stay and beautiful scenery close to Jiminy’s Peak Ski slopes. They have a heated pool for winter weather and extra outdoor for the summer plus other family oriented amenities"
United States
Karla
The price is ￥16,166
￥19,764 total
includes taxes & fees
Dec 17 - Dec 18
Vacation Village in the Berkshires
Exterior
Jiminy Peak Mountain Resort

Condo resort in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (987)
"nice and clean, good customer service, but the room is smell. "
United States
Huang
The price is ￥27,920
￥31,187 total
includes taxes & fees
Dec 14 - Dec 15
Jiminy Peak Mountain Resort
Property grounds
Lake Whitingham & Mount Snow Area Village Apartment

Apartment in Whitingham

Lake Whitingham & Mount Snow Area Village Apartment
2.0 star property
10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ￥21,769
￥47,543 total
includes taxes & fees
Dec 14 - Dec 15
Lake Whitingham & Mount Snow Area Village Apartment
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Apartment in Lanesborough

Cozy Rustic Apt in 18th c Berkshire Farmhouse
9.6 out of 10, Exceptional, (67)
"We had a lovely stay! The studio was comfortable, clean, and just what we needed. Our hosts were friendly and helpful!"
United States
Janice L.
The price is ￥20,991
￥31,586 total
includes taxes & fees
Dec 13 - Dec 14
Cozy Rustic Apt in 18th c Berkshire Farmhouse
TV
Florida Mountain Log Cabin

Vacation Home in Florida

Florida Mountain Log Cabin
2.0 star property
10.0 out of 10, Exceptional, (4)
"Place was super clean. Beds were comfortable. Location was great."
United States
Tristan e.
The price is ￥28,571
￥52,709 total
includes taxes & fees
Dec 21 - Dec 22
Florida Mountain Log Cabin
Exterior detail
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Apartment in Stamford

Getaway Near Mass MoCA, Great Hiking, Scenic Views
10.0 out of 10, Exceptional, (28)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
The price is ￥10,636
￥22,362 total
includes taxes & fees
Dec 14 - Dec 15
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Property grounds
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!

Cabin in Woodford

Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!
10.0 out of 10, Exceptional, (1)
"This Cozy Cabin was amazing. Chris and Nicole were great hosts who were very responsive and courteous to make our trip as relaxing as we needed. They left detailed instructions on how the place operated and made sure the place was ready to go for when we arrived. If you want to get away for some peace and quiet whether it be for a day or a week, I highly recommend this spot. We would absolutely book with them again!! "
United States
Evan M.
The price is ￥44,035
￥70,392 total
includes taxes & fees
Dec 15 - Dec 16
Cozy, welcoming, 3-bedroom cabin abutting the Green Mountain National Forest!
Exterior
Huttopia Berkshires

Camping in Williamstown

Huttopia Berkshires
1.0 star property
10.0 out of 10, Exceptional, (7)
"Perfect place for a relaxing getaway! We loved everything! "
United States
Cammie
The price is ￥26,449
￥29,543 total
includes taxes & fees
Dec 14 - Dec 15
Huttopia Berkshires
Exterior
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cabin in Hinsdale

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
9.8 out of 10, Exceptional, (34)
"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 ￥26,589
￥66,520 total
includes taxes & fees
Dec 14 - Dec 15
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Fridge, microwave, oven, stovetop
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat

Vacation Home in Bennington

Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
8.6 out of 10, Excellent, (34)
"The location was quite and peaceful. We enjoyed our stay and were suprised how great the wifi was for the location."
United States
Malika R.
The price is ￥15,574
￥42,318 total
includes taxes & fees
Dec 14 - Dec 15
Cozy Vermont Lodge |Hot Tub||Stream | Private | Wifi | SatTV, Beautiful Waterfront Vermont Retreat
Outdoor dining
Green Mountain Getaway

Apartment in Bennington

Green Mountain Getaway
2.0 star property
9.6 out of 10, Exceptional, (18)
"Great Location -- place was spotless and very accommodating"
United States
Michael H.
The price is ￥28,828
￥58,735 total
includes taxes & fees
Dec 13 - Dec 14
Green Mountain Getaway
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Apartment in Hancock

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in our fun, pirate themed suite. Which is really what caught our attention in making our reservation. It was so thoughtfully decorated, and suited the theme, while still being a comfortable place to enjoy being in. Everything was in wonderful condition, and had all the amenities we needed. Our host, Howie, was incredibly attentive, personable, and made sure we were taken care of. I was very disorganized, and he went out of his way to get me all the information we needed...
United States
Karen
The price is ￥16,326
￥36,473 total
includes taxes & fees
Dec 15 - Dec 16
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Fridge, microwave, oven, stovetop
The Greylock Cabin

Vacation Home in Florida

The Greylock Cabin
10.0 out of 10, Exceptional, (4)
"Wonderful view, peaceful quiet area, cosy cabin."
United States
Anonymous traveler
The price is ￥32,653
￥57,096 total
includes taxes & fees
Dec 16 - Dec 17
The Greylock Cabin
Exterior
Rose wisteria 4 guests 2 bedrooms-full+queen beds

Apartment in Shelburne Falls

Rose wisteria 4 guests 2 bedrooms-full+queen beds
The price is ￥19,669
￥38,818 total
includes taxes & fees
Dec 29 - Dec 30
Rose wisteria 4 guests 2 bedrooms-full+queen beds
Exterior
Bear Creek Cabin

Cabin in Charlemont

Bear Creek Cabin
10.0 out of 10, Exceptional, (43)
"We enjoyed our stay!!"
United States
Hillary S.
The price is ￥62,196
￥92,747 total
includes taxes & fees
Dec 17 - Dec 18
Bear Creek Cabin
Dining
Couples 2 Bedroom Retreat-Close to Shelburne Falls

Vacation Home in Colrain

Couples 2 Bedroom Retreat-Close to Shelburne Falls
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
United States
KayKay S.
The price is ￥24,023
￥54,796 total
includes taxes & fees
Dec 14 - Dec 15
Couples 2 Bedroom Retreat-Close to Shelburne Falls
3 bedrooms, iron/ironing board, WiFi, bed sheets
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Apartment in Whitingham

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
10.0 out of 10, Exceptional, (2)
"as advertised."
United States
Joshua G.
The price is ￥67,871
￥115,201 total
includes taxes & fees
Dec 14 - Dec 15
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Dining
FaLL Western Mass Getaway-Airhockey-Firepit

Vacation Home in Colrain

FaLL Western Mass Getaway-Airhockey-Firepit
9.8 out of 10, Exceptional, (38)
"Great house for family gatherings "
United Kingdom
John Paul B.
The price is ￥46,520
￥102,759 total
includes taxes & fees
Dec 13 - Dec 14
FaLL Western Mass Getaway-Airhockey-Firepit
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Apartment in Adams

Penthouse Apartment on Park Street
2.0 star property
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
The price is ￥18,037
￥38,038 total
includes taxes & fees
Dec 23 - Dec 24
Penthouse Apartment on Park Street
Fridge, microwave, oven, stovetop
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Vacation Home in Pittsfield

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
2.0 star property
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 ￥41,842
￥76,611 total
includes taxes & fees
Dec 20 - Dec 21
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
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 Drury Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 5 days ago
The Williams Inn

Find out more about Drury

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

  • View our selection of featured holiday rentals in Drury
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Look no further and take a look at our great range of rental properties in Drury!

Frequently asked questions

Can I find a vacation rental in Drury?

Yes, there are vacation 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's the top vacation rental in Drury?

Experience Three Sisters Sanctuary in Goshen, MA: Visitors like this Drury vacation home rental. It comes with WiFi so you can feel at home during your trip.

What’s there to see and do in Drury?

Explore the area and family-friendly sights such as Hopkins Observatory, or get out into nature at a spot like Campers Beach. In the larger area, you’ll find Hoosac Range and Windsor Lake Park.

What’s a vacation rental in Drury like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Drury. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy lobbies while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips.