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
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
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
Beautiful Lodging at Mount Snow with Hot Tub on Deck

Chalet in Wilmington

Beautiful Lodging at Mount Snow with Hot Tub on Deck
9.4 out of 10, Exceptional, (42)
"My family and I loved our stay. This cabin had everything we needed and more. One thing we do wish we had was fans in the upstairs rooms, as we stayed in the summer time and it did get quite hot up there. The owners were very helpful, and amazing with communication. We would absolutely love to stay here again one day! "
United States
lizzie m.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
A heated pool
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

Cabin in Wilmington

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
7.4 out of 10, Good, (8)
"The cabin was a perfect rustic experience for foliage viewing and exploring Wilmington and the nearby areas!! Everything was perfect!"
United States
Tessa A.
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym
Property grounds
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access

Cottage in Woodford

Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
8.8 out of 10, Excellent, (3)
"Perfect cottage on the water!! Enjoyed kayaking and pedal boat with family. Beautiful greenery! Very quick respond."
United States
Elzbieta M.
Charming 3-bedroom Lakefront cottage in Woodford VT with WiFi access
Interior
Beautiful Custom Built Timber Frame Home, Sleeps 11

Vacation Home in Wilmington

Beautiful Custom Built Timber Frame Home, Sleeps 11
10.0 out of 10, Exceptional, (108)
"Met family here and was a fantastic place for get together "
United States
Melissa C.
Beautiful Custom Built Timber Frame Home, Sleeps 11
Property grounds
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Vacation Home in Hinsdale

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
9.8 out of 10, Exceptional, (19)
"Rich was an amazing host. Beautiful lake and sunsets. I would love to stay there again"
United States
maria f.
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
A heated pool
Comfortable Berkshires retreat on mtn resort, SISO

Vacation Home in Hancock

Comfortable Berkshires retreat on mtn resort, SISO
9.0 out of 10, Wonderful, (7)
"Kind and responsive host."
United States
Javier
The price is ￥50,068
￥113,901 total
includes taxes & fees
Dec 14 - Dec 15
Comfortable Berkshires retreat on mtn resort, SISO
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
￥92,574 total
includes taxes & fees
Dec 14 - Dec 15
Bear Creek Cabin
Outdoor spa tub
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!

Apartment in Pownal

FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
9.4 out of 10, Exceptional, (85)
"This unique hideaway was great for our family. The open layout might not work for everyone, but suited us just fine! We were only here a couple nights but enjoyed the location and using the hot tub! "
United States
Elizabeth R.
FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!
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!
Property grounds
Experience Three Sisters Sanctuary in Goshen, MA

Vacation Home in Goshen

Experience Three Sisters Sanctuary in Goshen, MA
2.0 star property
10.0 out of 10, Exceptional, (2)
"We had such a great time staying here as always. "
United States
David F.
Experience Three Sisters Sanctuary in Goshen, MA
Outdoor dining
Hancock Village Inn Near Jiminy Peak

Vacation Home in Hancock

Hancock Village Inn Near Jiminy Peak
10.0 out of 10, Exceptional, (16)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥91,584
￥170,848 total
includes taxes & fees
Dec 15 - Dec 16
Hancock Village Inn Near Jiminy Peak
Property grounds
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Vacation Home in Pittsfield

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
9.8 out of 10, Exceptional, (150)
"We had a fabulous stay at this lovely home in the Berkshires! The house was well equipped with everything needed to make our stay with our family so enjoyable. Great communication with the host in helping to resolve a small issue with loss of power on 2nd floor but was easily resolved."
United States
Sarah A.
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table
Outdoor dining
The Jelly Mill-A Peaceful River Retreat

Vacation Home in Guilford

The Jelly Mill-A Peaceful River Retreat
10.0 out of 10, Exceptional, (64)
"Beautiful rural location next to the Green River. A peaceful relaxing place to stay. We would love to stay here again "
United States
Georgene M.
The Jelly Mill-A Peaceful River Retreat
Smart TV, fireplace, books
The Vermont Vista Cabin • Private 10-Acre Escape

Cabin in Whitingham

The Vermont Vista Cabin • Private 10-Acre Escape
2.0 star property
The Vermont Vista Cabin • Private 10-Acre Escape
TV, fireplace
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

Cottage in Wilmington

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
8.6 out of 10, Excellent, (64)
"Great location and super cute"
United States
Jeff S.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor pool
The Clearing - Quiet - Close To Nature

Cottage in Cummington

The Clearing - Quiet - Close To Nature
10.0 out of 10, Exceptional, (211)
"This was the perfect little home for my husband and I to stay for a few days while we visited the area. Loved it."
Canada
Andrea F.
The Clearing - Quiet - Close To Nature
TV, foosball, table tennis
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq

Vacation Home in Readsboro

Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
10.0 out of 10, Exceptional, (7)
"We loved the tranquility and comfort of the house. The seclusion allowed for a quiet and peaceful getaway. The home had all the comforts needed for a relaxing stay. The view is spectacular and the surrounding landscape is beautiful. Great area for hiking, swimming, and sightseeing."
United States
judy G.
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
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

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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.