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Compare 230 Vacation Homes in Drury with updated reviews, rates, and availability.

Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"The property is very large. Lots of sleeping area. Many activities within the rental to keep everyone off all ages busy, kept finding new things in nooks and crannies. Lots of property got our dog to run. "
GAMERS HAVEN, River Wine Inn!

Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

10.0 out of 10, Exceptional, (2)
"This property was amazing! Very clean and spacious, perfect location for a nice peaceful getaway. Kendra was very communicative and made sure our stay was comfortable. 10/10 highly recommend you to stay here. "
Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

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

9.6 out of 10, Exceptional, (32)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

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

10.0 out of 10, Exceptional, (73)
"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

Luxury Vacation Rental in the Berkshires!

10.0 out of 10, Exceptional, (13)
"Stayed here multiple times and will come back again. Great place to stay…"
Luxury Vacation Rental in the Berkshires!

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

Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

10.0 out of 10, Exceptional, (10)
"We loved the house, the deck and the property amenities."
The price is AED 720
AED 1,968 total
includes taxes & fees
4 Jun - 5 Jun
Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

10.0 out of 10, Exceptional, (1)
"We had a great experience at Erika’s place. The house was great. Spacious & cozy at the same time. Plenty of amenities to keep the kids entertained from the theater in the basement to card games, fussball, darts, backyard, and firepit,for roasting marshmallows. We hiked at Molly Stark, went to the reservoir, & skied at Mt. Snow all in under 20 min away. We had a good time, it was a perfect getaway for our spring break. "
Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great place! Location was ideal, close to everything. "
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Spyglass village- Golf & Ski

10.0 out of 10, Exceptional, (3)
"The house is well stocked and very clean and comfortable. Great host"
Spyglass village- Golf & Ski

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (142)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

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

8.4 out of 10, Very Good, (27)
"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!

9.2 out of 10, Wonderful, (20)
"Perfect stay for the boys to get together and ski. "
Wilmington Vacation Rental Near Hiking and Skiing!

Woodland 5-BR Retreat 5-Min to Jiminy Peak

10.0 out of 10, Exceptional, (6)
"The house was beautiful, very clean and well kept."
Woodland 5-BR Retreat 5-Min to Jiminy Peak

New Home - Heart of Williamstown 183

10.0 out of 10, Exceptional, (1)
"Great place to stay. House is brand new with plenty of room. Has 3 bedrooms plus a finished room in basement which is equivalent of a 4th room. Hiking and restaurants are close to the property. Plenty of parking. Highly recommend. Absolutely no complaints."
The price is AED 2,130
AED 3,647 total
includes taxes & fees
30 May - 31 May
New Home - Heart of Williamstown 183

LAKEFRONT OASIS w/ sauna + gym

10.0 out of 10, Exceptional, (1)
"Have been to many properties but I do not think I have ever been to one that literally thought of everything. From charging cord, to clothes steamers, to snacks and wine. Felt like everytime we needed something it was there. Really great host!!"
The price is AED 2,889
AED 4,970 total
includes taxes & fees
1 Jun - 2 Jun
LAKEFRONT OASIS w/ sauna + gym

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

10.0 out of 10, Exceptional, (47)
"Great ski house in a great location!"
The price is AED 1,065
AED 2,681 total
includes taxes & fees
2 Jun - 3 Jun
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun

Renovated, Five Bedrooms In Historic Williamstown

9.6 out of 10, Exceptional, (13)
"Great stay, thank you."
Renovated, Five Bedrooms In Historic Williamstown

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

10.0 out of 10, Exceptional, (217)
"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
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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