Search the Best Cabins in Windsor

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Aug 22 - Aug 24
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Oct 10 - Oct 12

Cabin Rentals in Windsor

Florida Mountain Log Cabin!
Exterior

Florida Mountain Log Cabin!

2.0 star property
10.0 out of 10, Exceptional, (2)
"Place was super clean. Beds were comfortable. Location was great."
$380 nightly
The price is $401
Aug 25 - Aug 26
Total includes taxes and fees
Florida Mountain Log Cabin!
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Exterior

Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!

10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
$357 nightly
The price is $399
Sep 1 - Sep 2
Total includes taxes and fees
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Charming 3-bedroom Cabin for nature lovers
Exterior

Charming 3-bedroom Cabin for nature lovers

8.0 out of 10, Very Good, (1)
"Very nice place to stay for our 3 day hike on the AT. The view from the deck is amazing and the living room is huge with an old stone fireplace which we didn’t use because it was 90 degrees each day. The Mexican restaurant in town (Norte Azul) has an extensive menu and a good variety of beer on tap. Highly recommend visiting Mt Greylock in MA, about 30 mins away. It has an even better restaurant on top (you need reservations) and is right on the Appalachian Trail so you will meet all sorts on...
$279 nightly
The price is $310
Sep 9 - Sep 10
Total includes taxes and fees
Charming 3-bedroom Cabin for nature lovers
Bear Creek Cabin
Exterior

Bear Creek Cabin

10.0 out of 10, Exceptional, (34)
"Enjoyed our stay"
$536 nightly
The price is $599
Aug 18 - Aug 19
Total includes taxes and fees
Bear Creek Cabin
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
Exterior

The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly

$446 nightly
The price is $471
Sep 8 - Sep 9
Total includes taxes and fees
The Greylock Cabin - True Cabin in the woods on 30 acres. Pet-Friendly
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

Hotel On North

Hotel On North

10/10 Excellent
"This is a great hotel in a rather run down town. The staff was very helpful in providing us with everything we needed and gave us good recommendations in the town. The hotel is very creative and comfortable in how they used its space. We were very content, including our dog."
Whitney 3-night trip
Posted 2 days ago
Hotel On North