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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Windsor cabin rentals

Exterior detail

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

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Hinsdale
9.8 out of 10, Exceptional, (36 reviews)
"Amazing, peaceful, immaculately clean property. "
United States
Cec C.
The price is CA $320
CA $703 total
includes taxes & fees
May 27 - May 28
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere
Exterior

Charming 3-bedroom Cabin for nature lovers

Charming 3-bedroom Cabin for nature lovers
Stephentown
6.8 out of 10, (3 reviews)
"It’s a duplex, half of an old farm house. The bedrooms are all up a steep staircase to the second floor. The only bathroom is on the main floor with the kitchen and LR. It was clean but had a mild old house smell. It’s out in the country with a great view from the enclosed porch and the open deck. The kitchen was well stocked with appliances and everything worked. It needs more seating and lights in the LR. "
United States
Bill B.
The price is CA $181
CA $404 total
includes taxes & fees
May 26 - May 27
Charming 3-bedroom Cabin for nature lovers
Exterior

Bear Creek Cabin

Bear Creek Cabin
Charlemont
10.0 out of 10, Exceptional, (46 reviews)
"Everything great!"
United States
Andrew P.
The price is CA $550
CA $834 total
includes taxes & fees
May 26 - May 27
Bear Creek Cabin
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 Windsor Hotel Reviews

Berkshire Mountain Lodge

Berkshire Mountain Lodge

10/10 Excellent
"The rooms were so spacious, with a great kitchen full of dishware to use. The Staff were so kind, helpful and knowledgeable."
Brittany 3-night trip
Posted 7 hours ago
Berkshire Mountain Lodge

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
49
Accommodation
19 Cabin Rentals
Lowest Price
CA $404
Highest Price
CA $834

Frequently asked questions

What are the best cabins near Windsor?
Book one of our 308 cabins in Windsor and you'll be rewarded with beautiful scenery, outdoor fun and unforgettable memories. Log Cabin Living On The Esopus Creek is where life seems to slow down. Private And Artistic Cabin, Pet Friendly is also ideal if you need time out in Mother Nature.
Are there cheap cabins in Windsor?
Whether you'd prefer to stay next to the water or moments from a mountain, we have a great variety of cheap cabins in Windsor to suit. Priced from CA $404 to CA $834 per night, your perfect cabin is waiting here.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best mountain cabins near Windsor?
If you've ever longed to hide out in a cabin in the mountains with only nature and awesome views to keep you company, you're certainly not alone. Cabin - Charming, Quiet, River Front is a magnet for adventurers. This mountain cabin near Windsor comes with many comforts, such as snowsport activities and skiing facilities. Another option is This Is It Fabulous Vermont Cabin W. A wood stove, winery tours and lots of opportunities to get out and explore help make it popular.
What are the best river cabins near Windsor?
If you're seeking a peaceful place to stay overlooking the water, a Windsor river cabin is an awesome choice. Kick back at Cabin - Charming, Quiet, River Front and let any bothers disappear downstream. Amenities here include snowsport activities and skiing facilities. Another superb riverside getaway is Cabin - Romantic Retreat. It comes with on-site watersports, snowsport activities and more.
What are the best cabins with pools near Windsor?
Staying in a cabin rental with a pool adds a whole new layer of fun to your vacation. If you'd like one near Windsor, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna offers amenities like a swimming pool and a porch to make your poolside escape even more incredible. Cabin - Romantic Retreat is another top pick and features on-site watersports and a swimming pool.
Can I find beach cabins near Windsor?
Wake up and be within easy reach of sparkling blue waters when you lock in a stay at a Windsor beach cabin rental. Fun and sunshine should be the main things on your mind at Cabin - Relax, Reconnect And Enjoy. It comes with on-site watersports and children's activities. Or, throw your beach bag down and spend your break at Cabin - Lakefront - King - Petsok - W And D. Amenities here include on-site watersports and clothes washing facilities.
What are the best weekend cabin rentals in Windsor?
Whether you're planning a whirlwind trip with your darling or your entire family, we'll help you locate the perfect weekend cabin getaway. One of our top picks? Cabin - Charming, Quiet, River Front. Featuring a patio and a firepit, you'll love being close to nature here. This Is It Fabulous Vermont Cabin W is another fantastic place where you can hit pause on life. Spend a few nights at this escape which offers a patio and a firepit.
What are the best cabin prices in Windsor?
If you'd prefer to spend less on your stay, we've got some incredible deals on Windsor cabins that won't put a hole in your vacation budget. Like the sound of CA $404 per night?
Can I find log cabins in Windsor?
If you crave a quieter pace of life, you'll find it at one of our log cabins in Windsor. For example, Charming Traditional Log Cabin In Between Mt. Snow And Stratton With Sauna. Spend your days here going fishing and swimming and then come home to relax among its many comforts. Time also seems to go slower at Waterfalls - View - Pond. Secluded Log Cabin Abuts Mt Snow. Ev Outlet. When you're in the mood to venture beyond your front yard, snowboarding and mountain biking opportunities are nearby.
What are the highest-rated cabins in Windsor?
There are some cabin rentals that tick all the boxes. Cabin - Artist's Camp On Lake Mahkeenac is a superb example. With an impressive rating, it comes with amenities such as a patio and a fireplace. Another fantastic option is Cabin With 3 Acres, Tennis Courts: By 4 Ski Mtns. A porch and a tennis court are just some of the conveniences you'll appreciate here.
Why should I book a cabin in Windsor?
For a getaway that's big on character, affordability and home comforts, a cabin is the way to go. Ditch your city blues for the greenery of nature. From days spent hiking to peaceful evenings cuddled up by a campfire, cabins offer both excitement and relaxation. You'll find all the best Windsor options here on Expedia.
What are the top nature cabins in Windsor?
Featuring lots of charm and creature comforts, Cabin - Charming, Quiet, River Front is one of our leading nature cabins in Windsor. But with tons of things to see and do nearby, you won't want to spend all your time indoors. Activities such as nearby cross-country skiing and nearby scuba diving are waiting here. Cabin - Romantic Retreat is another option where you can embrace Mother Nature. Cycling and mountain climbing are a few fun ways to do it.
What are some of the best cabins near Tanglewood Music Centre in Windsor?
Cabin - Artist's Camp On Lake Mahkeenac is an outstanding option in Tanglewood Music Centre. Well-thought-out amenities, a stunning backdrop and access to activities such as nearby kayaking and nearby hiking and biking trails help make it a traveller favourite. Cozy Stockbridge Cabin - Walk To Beach And Lake is another retreat where adventure and nature combine. Spend your stay here and add nearby hiking and biking trails and nearby kayaking to your must-do list.

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