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Compare Cabin Rentals in Windsor with updated reviews, rates, and availability.

Bear Creek Cabin

9.8 out of 10, Exceptional, (29)
"This was a very cool newly built log cabin in the woods on a stream. The snow has been melting so the sounds of the stream were amazing - I can imagine it would be wonderful in the spring/summer with the windows open.We came to ski Berkshire East, and it was very convenient. Maybe 10 mins away.Great wood burning stove that warmed the cabin, plenty of wood (read the house manual before starting, nice directions). Brand new kitchen - nice big dining table looking out to the stream.Nice new...
The price is AED 1,469
AED 2,195 total
includes taxes & fees
6 Apr - 7 Apr
Bear Creek Cabin

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (116)
"We really enjoyed our time in Vermont. The house is beautiful post and beam construction, and the property is gorgeous. There were still a couple of feet of snow on the ground, and we used the wood stove the entire week. We only saw one car drive by the entire week- very secluded. The internet is extremely fast, which allowed me to work while we were there, but also get away from the city, which is exactly what we were looking for. The property was safe for our dogs to roam as well, which was...
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

Charming 3-bedroom Cabin for nature lovers

The price is AED 514
AED 1,080 total
includes taxes & fees
28 Apr - 29 Apr
Charming 3-bedroom Cabin for nature lovers

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

10.0 out of 10, Exceptional, (24)
"We had a great time in the cottage. It was perfectly cozy for our family of 6. The cottage has everything you need to have fun on a cold winter night. We especially enjoyed the hot tub and board games! Thanks for a lovely stay - we will come back in the summer!"
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Berkshires Cabin 2 Mi to Appalachian Trail!

9.8 out of 10, Exceptional, (11)
"The hosts were extremely responsive and helpful, providing us with hiking ideas, questions regarding the house and suggesting best shopping spots for incidentals. The living room was cozy, seating five comfortably. The kitchen was well stocked so cooking a Thanksgiving meal was a pleasure. We thoroughly enjoyed ourselves."
Berkshires Cabin 2 Mi to Appalachian Trail!

Vermont Lake Front Log Cabin Close to Mt. Snow

10.0 out of 10, Exceptional, (66)
"The property was very nice, and the host was very accommodating and responsive. Would definitely stay here again. "
Vermont Lake Front Log Cabin Close to Mt. Snow

Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

9.6 out of 10, Exceptional, (59)
"Great"
Charming Cabin Lake Rights, Private Dock 3 bedroom, 2 bath. Sleeps 7.

Florida Mountain Log Cabin!

2.0 star property
The price is AED 1,451
AED 2,395 total
includes taxes & fees
11 Apr - 12 Apr
Florida Mountain Log Cabin!

Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

9.0 out of 10, Wonderful, (30)
"This Pet-Friendly Cabin was very cozy. It is in a woodland neighbor of cabins, but it feels very secluded. Nobody was at the one cabin that we could see. The weather was cool while we were there, so we enjoyed a campfire outside and one in the indoor fireplace. The cabin was decorated by someone like my grandma who was obsessed with bears and apples. The cabin is a short stroll from a lake with a beach. Although our overall experience was good, there are few negatives. First, there are no...
Pet-Friendly Cabin w/ Fire Pit, BBQ & Great Deck!

A-Frame Cabin w/ Furnished Deck in Becket!

8.4 out of 10, Very Good, (6)
"This A-frame cabin was the perfect location for some Berkshire R&R. Close to so many of western MA's greatest attractions, we had a great time visiting Tanglewood and museums, and touring local towns and restaurants. The property was clean, as described, and very comfortable. Communicating with our hosts was very simple. We will be happy to return!"
A-Frame Cabin w/ Furnished Deck in Becket!

Lakefront House with Stunning Views and Great Room

9.6 out of 10, Exceptional, (15)
"Over all we loved this cabin. The outdoor spaces are wonderful. Dusk setting over the lake while sitting on deck with a drink was as close to perfection as you can get. We enjoyed kayaking around the lake. Very peaceful. The cabin is large. We used the fireplace every night. The only knock is the bugs and cobwebs in the high spaces. "
Lakefront House with Stunning Views and Great Room

Artist's Camp on Lake Mahkeenac

9.6 out of 10, Exceptional, (18)
"Great location, comfortable, beautiful setting and nice porch! "
Artist's Camp on Lake Mahkeenac

Dadzpad Cabin in Stephentown

8.0 out of 10, Very Good, (1)
"House was clean and comfortably furnished. The kids enjoyed the arcade games and it was an overall good time. Only Issues were that the drive and walk ways were hidden in the snow and the house did not hold heat well "
Dadzpad Cabin in Stephentown

Modern Cabin Near Tanglewood

10.0 out of 10, Exceptional, (8)
"A wonderful cabin with all the amenities you will need. Clean, beautifully decorated, and so much room. Highly recommend! Will be back for sure. "
Modern Cabin Near Tanglewood

Lakefront Westhampton Cabin w/ Beach + Kayaks!

10.0 out of 10, Exceptional, (7)
"Loved our stay. "
Lakefront Westhampton Cabin w/ Beach + Kayaks!

Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

9.8 out of 10, Exceptional, (56)
"Needed some time away back in New England and this was the perfect spot. Very comfortable, quiet and clean. Within a mixed vacation home residential area on a lake it was very quiet in the fall, but likely more bustling in the summer, but it is in a lake community. Nice, well built log cabin, clean and maintained. The owner communicated everything well and is easy to contact. The cabin are very close to Hinsdale and Dalton which has more amenities. Many state parks, woods and conservation lands...
Ashmere Lake Log Cabin with privacy / 2 Bedrooms/ 3 night minimum

Lakeshore cabin with private beach and dock

10.0 out of 10, Exceptional, (4)
"Trip was great. House was comfortable and pretty. Great for a reading getaway. Very relaxing."
Lakeshore cabin with private beach and dock

Cozy Stockbridge Cabin - Walk to Beach & Lake!

9.4 out of 10, Exceptional, (8)
"If you’re going to events at Tanglewood, this is a prime location. We added on an extra concert because of the easy 6 minute drive. This little lake cabin was quaint and cozy. The outdoor shower was superb. Would definitely stay here again! "
Cozy Stockbridge Cabin - Walk to Beach & Lake!

Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available

2.0 star property
10.0 out of 10, Exceptional, (1)
"Wow - from the great looking property, the well appointed amenities, and a sunset that will keep you captivated, we had a lovely experience! The house had everything for a convenient and comfortable stay, along with a lot of character that made every day special. Great communication with the host helped us feel at home. The thoughtful preparation of a ready fire in the hot tub was a nice touch! Thanks, Matthew, for a great stay. "
Den Outdoors Cabin With STUNNING Adirondack Views - EV charging available

Shelburne Studio Cabin w/ Spring-Fed Pool!

8.4 out of 10, Very Good, (12)
"Perfect little cabin in the woods. You feel a million miles away from the hustle and bustle of a busy town yet you’re right around to corner to a lot of conveniences. Love it."
Shelburne Studio Cabin w/ Spring-Fed Pool!
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 Windsor

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1794)
"The location to jimney peak was great."
The price is AED 380
AED 458 total
includes taxes & fees
16 Apr - 17 Apr
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very Good, (926)
"Staff was exceptionally helpful and friendly."
The price is AED 493
AED 540 total
includes taxes & fees
6 Apr - 7 Apr
Jiminy Peak Mountain Resort

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (241)
"This beautiful carriage house is ingeniously designed with no wasted space. Surrounded by nature, it is totally private, yet it is two minutes from shops and restaurants. The window seats are sublime and the heated floors offered relief after afternoons spent hiking in the cold. "
The price is AED 551
AED 837 total
includes taxes & fees
7 Apr - 8 Apr
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.