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Find Cabins in Windsor for Rent from CA $97

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Windsor cabin rentals

Desk, iron/ironing board, WiFi (free), bed sheets

FairBridge Inn Express

FairBridge Inn Express
2.5 star property
Pittsfield
5.4 out of 10, (855 reviews)
"Some of the furniture and rugs show age. The bed was comfortable and the staff was always available to help!"
United States
DAVID
The price is CA $87
CA $97 total
includes taxes & fees
Jul 26 - Jul 27
FairBridge Inn Express
Exterior

Best Western Plus Berkshire Hills Inn & Suites

Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
Pittsfield
8.6 out of 10, Excellent, (1,000 reviews)
"Hotel was clean and staff helpful and courteous. Hotel is a little tired (showing it's age) but I would certainly not hesitate to book a future stay."
United States
Andrew
The price is CA $166
CA $185 total
includes taxes & fees
Jul 21 - Jul 22
Best Western Plus Berkshire Hills Inn & Suites
Superior Room, 1 King Bed, Jetted Tub | Jetted tub

The Yankee Inn

The Yankee Inn
2.5 star property
Lenox
9.2 out of 10, Wonderful, (1,006 reviews)
"A comfortable, clean place with good breakfast, good amenities, and a good hot tub."
United States
Michael
The price is CA $213
CA $238 total
includes taxes & fees
Jul 22 - Jul 23
The Yankee Inn
Front of property

The Revival House

The Revival House
3.0 star property
Adams
9.0 out of 10, Wonderful, (36 reviews)
"Great place. Large rooms amazing common areas super fun w friends. "
United States
James
The price is CA $232
CA $259 total
includes taxes & fees
Jul 20 - Jul 21
The Revival House
Property grounds

Berkshire Inn

Berkshire Inn
2.0 star property
Pittsfield
7.8 out of 10, Good, (882 reviews)
"Clean, quiet, friendly, no frills but everything needed. Mattresses were very good."
United States
James
The price is CA $123
CA $137 total
includes taxes & fees
Jul 20 - Jul 21
Berkshire Inn
Exterior

Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG
3.0 star property
Pittsfield
8.0 out of 10, Very good, (1,002 reviews)
"Staff was fabulous and extremely helpful and friendly. Valey parking was terrific!!! and FREE Great to have since we had to park at the bank next to the hotel while there was construction in front of the building. Rooms were tidy and very clean Breakfast was excellent with a large variety of offerings"
United States
Margaret
The price is CA $182
CA $203 total
includes taxes & fees
Jul 22 - Jul 23
Holiday Inn & Suites Pittsfield-Berkshires by IHG
Exterior

Howard Johnson by Wyndham Lenox

Howard Johnson by Wyndham Lenox
2.0 star property
Lenox
7.6 out of 10, Good, (885 reviews)
"Great place"
United States
Luciane
The price is CA $137
CA $153 total
includes taxes & fees
Jul 20 - Jul 21
Howard Johnson by Wyndham Lenox
Exterior

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (257 reviews)
"Liked that fact that they let your bring your pet."
United States
Andrew
The price is CA $119
CA $132 total
includes taxes & fees
Jul 21 - Jul 22
Rodeway Inn
Exterior

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
2.5 star property
Pittsfield
9.4 out of 10, Exceptional, (137 reviews)
"Breakfast was good, good location, friendly staff."
United States
Courtney
The price is CA $229
CA $256 total
includes taxes & fees
Jul 27 - Jul 28
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG
Exterior

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 reviews)
"Great value and excellent location"
United States
Truett
The price is CA $119
CA $132 total
includes taxes & fees
Jul 21 - Jul 22
Willows Motel Williamstown
Front of property

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (930 reviews)
"Loved this place"
United States
Jeremy
The price is CA $127
CA $150 total
includes taxes & fees
Jul 22 - Jul 23
Cozy Corner Motel
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (922 reviews)
"It's an older hotel however very clean & neat. The breakfast was very nice."
United States
Josephine
The price is CA $138
CA $154 total
includes taxes & fees
Jul 20 - Jul 21
Howard Johnson by Wyndham Williamstown
Courtyard

The Springs Motel

The Springs Motel
2.0 star property
New Ashford
9.4 out of 10, Exceptional, (106 reviews)
"We enjoyed our stay. Staff was nice and the motel is set between several different towns to explore. We plan to stay again soon!"
United States
Shakeila
The price is CA $208
CA $228 total
includes taxes & fees
Jul 20 - Jul 21
The Springs Motel
Exterior

The Central Downtown Inn & Suites

The Central Downtown Inn & Suites
4.0 star property
Pittsfield
8.6 out of 10, Excellent, (379 reviews)
"Central location!"
United States
Brenda
The price is CA $156
CA $174 total
includes taxes & fees
Jul 20 - Jul 21
The Central Downtown Inn & Suites
Property entrance

Berkshire Mountain Lodge

Berkshire Mountain Lodge
3.0 star property
Pittsfield
9.0 out of 10, Wonderful, (1,012 reviews)
"Great location too"
United States
judith
The price is CA $187
CA $241 total
includes taxes & fees
Aug 17 - Aug 18
Berkshire Mountain Lodge
Exterior

The Trail in Adams - Berkshires’ Art Hotel

The Trail in Adams - Berkshires’ Art Hotel
2.5 star property
Adams
9.0 out of 10, Wonderful, (151 reviews)
"Incredible staff, free parking and cute rooms!"
Canada
Priscilla
The price is CA $286
CA $319 total
includes taxes & fees
Jul 20 - Jul 21
The Trail in Adams - Berkshires’ Art Hotel
Exterior

Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South
2.5 star property
Lee
8.4 out of 10, Very good, (1,000 reviews)
"Great place"
United States
Michelle
The price is CA $185
CA $207 total
includes taxes & fees
Jul 22 - Jul 23
Quality Inn Lee - Lenox South
Exterior

Harbour House Inn

Harbour House Inn
3.5 star property
Cheshire
9.4 out of 10, Exceptional, (55 reviews)
"Nice place for a weekend away."
United States
Gregory
The price is CA $324
CA $342 total
includes taxes & fees
Aug 13 - Aug 14
Harbour House Inn
Front of property - evening/night

Vacation Village in the Berkshires

Vacation Village in the Berkshires
3.0 star property
Williamstown
8.8 out of 10, Excellent, (2,457 reviews)
"Great and tranquil location, good sleeps, friendly and helpful staff, would do it again."
United States
Melanie
The price is CA $177
CA $213 total
includes taxes & fees
Jul 22 - Jul 23
Vacation Village in the Berkshires
Exterior

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,003 reviews)
"Quick check in and comfortable bed in a pretty New England town."
United States
William
The price is CA $225
CA $252 total
includes taxes & fees
Aug 18 - Aug 19
Hotel Downstreet, an Ascend Collection Hotel
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

8/10 Good
"Very good value if you can find a deal. Large rooms and clean but a bit rough around edges. Also some minor maintence issues. I would stay again if price was right. kitchen well equipped and bed comfortable. Not much in way of outdoor amenities- no real place for a walk but a few chairs spread around. They do not clean room during your stay and check out time of 10 am is very early. location is close to shopping and resturants but not much in way of attractions near by."
Lawrence 5-night trip
Posted 3 hours ago
Berkshire Mountain Lodge

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
10,546
Accommodation
29 Cabin Rentals
Lowest Price
CA $97
Highest Price
CA $342

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 $97 to CA $342 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 $97 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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