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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 188 Vacation Homes in Drury with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!
Exterior

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 833 total
includes taxes & fees
11 Mar - 12 Mar
Berkshire Village Carriage House - Super Private!!
Hancock Village Inn at Jiminy Peak
Miscellaneous

Hancock Village Inn at Jiminy Peak

9.8 out of 10, Exceptional, (10)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
The price is AED 2,196
AED 3,898 total
includes taxes & fees
11 Mar - 12 Mar
Hancock Village Inn at Jiminy Peak
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Smart TV, fireplace, DVD player, books

Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!

9.6 out of 10, Exceptional, (30)
"We had a wonderful stay here in Pownal!! We came for a writing retreat, looking for a cozy property with space to think, work, catch up, and relax. Talk about inspiring surroundings!! The property is cozy and well kept, with a spacious kitchen and plenty of little luxuries! Warm floors in the bathroom and a hot tub, fireplace… it’s a perfect spot. The property manager was communicative and friendly. Highly recommended! "
Vintage BARN Apartment-POOL-HotTub-FirePit-Hiking-Museums-Theater-Pets welcome!
Comfortable Berkshires retreat on mtn resort, SISO
A heated pool

Comfortable Berkshires retreat on mtn resort, SISO

The price is AED 591
AED 1,768 total
includes taxes & fees
2 Apr - 3 Apr
Comfortable Berkshires retreat on mtn resort, SISO
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
Fireplace, books

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"The house was nicer than we expected we had a wonderful time and will recommend to friends."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Property grounds

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (71)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Bright three-level home with water views, jetted tub, firepit, and pool table
Property grounds

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (26)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (19)
"Perfect stay for the boys to get together and ski. "
Wilmington Vacation Rental Near Hiking and Skiing!
19th c. Barn in the Berkshires
Interior

19th c. Barn in the Berkshires

9.6 out of 10, Exceptional, (85)
"We planned to stay at this property in order to ski at Jiminy peak, and it was perfect, not a long drive at all. The barn stays very warm with the individual heaters as well as the wood stove in the middle of the main room. The kitchen was equipped with everything you need, they even had coffee and sugar! .. Communication with the hosts was seamless. We lost power due to a winter storm, the entire area did, and that wood stove worked its magic. The property owners made sure we were alright...
19th c. Barn in the Berkshires
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow
Fridge, microwave, oven, stovetop

Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow

8.8 out of 10, Excellent, (3)
"We had an awesome stay! Clean house"
Dog-friendly cabin with pools, hot tub, tennis & pickleball - near Mt. Snow
Massachusetts Vacation Rental w/ Deck & Grill
4 bedrooms, desk, iron/ironing board, WiFi

Massachusetts Vacation Rental w/ Deck & Grill

9.2 out of 10, Wonderful, (15)
"There’s a backup generator if you lose power!! Great log cabin feel and plenty of space. "
Massachusetts Vacation Rental w/ Deck & Grill
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!
Interior

Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

9.8 out of 10, Exceptional, (20)
"The home was modern, clean and efficient space for the 6 of us. The interior is actually a bit brighter than the pictures would suggest. Kitchen was well stocked. The loft had a TV room, plenty of DVDs and games, and an extra Twin Bed. Beds in general were comfortable and the sheets and comforters were modern.We were there during a heavy snowstorm and Venetia and her family were prompt and very responsive with our questions. They went over and beyond in helping us with one of our cars that...
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!
Mountain Blossom Retreat by Evergreen Home
A heated pool

Mountain Blossom Retreat by Evergreen Home

10.0 out of 10, Exceptional, (4)
"Lovely ski weekend! Best memory: hot tubbing at sunset after skiing with snow falling all around! "
Mountain Blossom Retreat by Evergreen Home
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Fridge, microwave, oven, stovetop

14mi to Mt. Snow! Arcade, Private Suite, King Bed!

9.8 out of 10, Exceptional, (10)
"This place is immaculate and the host is responsive. We stayed here to ski in Mount snow which is about 25 minutes drive. We arrived later in the evening and the place was warm and cozy. "
The price is AED 657
AED 1,769 total
includes taxes & fees
1 Apr - 2 Apr
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Countryside SKI Retreat, PET Friendly, IndoorPool, ChipPut, AirHockey,GameRM
Smart TV, table tennis

Countryside SKI Retreat, PET Friendly, IndoorPool, ChipPut, AirHockey,GameRM

10.0 out of 10, Exceptional, (2)
"Great stay in a clean and convenient home. Listing was accurate and clubhouse was a real plus. "
Countryside SKI Retreat, PET Friendly, IndoorPool, ChipPut, AirHockey,GameRM
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
Marina

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.
The Jelly Mill-A River Retreat
Exterior

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (44)
"Great location, communicative and welcoming hosts, and great amenities. We loved grilling and using the firepit. The surrounding area is great to walk around in. Easy drive from here to Mt Snow."
The Jelly Mill-A River Retreat
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Exterior

Lake Front Home in Heart of the Berkshires Near Jiminy Peak

10.0 out of 10, Exceptional, (56)
"Perfect location and accommodation for my family. The home was as described. I would recommend it. The property owner was easy to work with. "
Lake Front Home in Heart of the Berkshires Near Jiminy Peak
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Interior

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

10.0 out of 10, Exceptional, (214)
"Wonderful property. Great location and very responsive host. Very clean and kitchen well equipped.Lovely views over the lake.A fantastic game room allowed the children to have the maximum amount of fun possible!!"
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK
Interior

Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK

8.0 out of 10, Very Good, (10)
"So the good things first! -property is located in a nice neighborhood with great views and local access.-the heat works stellar in the home. Now not so great things-not a single pot/pan in the house is usable. All nonstick cookware have scratches on teflon, oil stains on pans, dates and over used glasses, cups etc. - none of the dining room chairs are safe to sit on. The backs will come off resulting in a fall/injury. - bathrooms are super dated. Toilet seats are ripped, limited amount of...
Forest Home with Shared Pool & Hot Tub, WiFi, & Washer/Dryer - One Small Dog OK
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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Other property types in Drury

Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1786)
"It was very nice. Had a kitchen and 2 tvs!"
The price is AED 400
AED 476 total
includes taxes & fees
11 Mar - 12 Mar
Vacation Village in the Berkshires
Jiminy Peak Mountain Resort
Exterior

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (925)
"Staff was exceptionally helpful and friendly."
The price is AED 547
AED 600 total
includes taxes & fees
1 Apr - 2 Apr
Jiminy Peak Mountain Resort
Berkshire Village Carriage House - Super Private!!
Exterior

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (239)
"Property was very nice Kirchen could use some additons -starting with a ladle "
The price is AED 551
AED 833 total
includes taxes & fees
11 Mar - 12 Mar
Berkshire Village Carriage House - Super Private!!
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.