Photo by William E Berry Jr.

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Compare 59 Cabin Rentals in Windsor with updated reviews, rates, and availability.

Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
9.4 out of 10, Exceptional, (36)
"This property was just what we were looking for in a weekend getaway in VT. Would highly recommend. "
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (196)
"A few weeks ago my partner and I stayed at the Hideway Cabin for the fifth year in a row. We made this a yearly tradition of ours. I cannot say enough about the place! The cabin very clean and cozy. The kitchen and bedrooms are stocked with all the necessities. It is located only a few, short minutes from Ludlow's center of town. The hot tub is amazing. I love seeing the stars shining bright at night. Highly recommend!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is SAR 638
SAR 1,383 total
includes taxes & fees
25 Nov - 26 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
9.0 out of 10, Wonderful, (105)
"We stayed in the property for 2 nights. It was a short drive from okemo ski resort. The home is clean and lots of entertainment. Kitchen is pretty well equipped. The home is on top of a steep driveway so make sure you have 4WD if you go in the winter. Only complaint is that the didn’t have any firewood in the house for the fireplace. We did ended up getting some on our own and I’m still waiting for them to reimburse me."
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
9.0 out of 10, Wonderful, (17)
"Leaves, cheese and syrup! Wonderful view on the lake! We appreciated the use of the kayaks and canoe!"
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Contemporary 4-BR Cabin 5-min to Okemo
Contemporary 4-BR Cabin 5-min to Okemo
Contemporary 4-BR Cabin 5-min to Okemo
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Andover Vacation Rental | 3BR | 1BA | 1,480 Sq Ft | 5 Stairs Required
Andover Cabin Retreat w/ Hot Tub & Fireplace!
10.0 out of 10, Exceptional, (2)
"The cabin was just what we were looking for. A Thanksgiving weekend for 2 , secluded, quiet and romantic with the hot tub and woodburning stove"
Andover Cabin Retreat w/ Hot Tub & Fireplace!
Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!
FIREPLACE
Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!
10.0 out of 10, Exceptional, (10)
"This house was perfect for our needs during our ski trip to Vermont."
Log Cabin Minutes from Jackson Gore and Okemo Mountain!!!!!!!
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Spectacular setting nestled in woods
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
2.0 star property
10.0 out of 10, Exceptional, (2)
"This place was basically brand new and spotless. Hiking, kayaking and hot tub right outside your door. Close enough to civilization, if you want it. Would like to go there again. Highly recommend it."
The price is SAR 657
SAR 1,149 total
includes taxes & fees
3 Dec - 4 Dec
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Treehouse at Wise Pines- SoBo
Room
Treehouse at Wise Pines- SoBo
9.8 out of 10, Exceptional, (19)
"Beautiful property and wonderful host. Very welcoming and cozy, and within a quick drive of lots of great activities. I would definitely stay here again!"
The price is SAR 544
SAR 668 total
includes taxes & fees
24 Nov - 25 Nov
Treehouse at Wise Pines- SoBo
Waterfront Cabin- look down on water from deck, private docks & fire pit
Property grounds
Waterfront Cabin- look down on water from deck, private docks & fire pit
9.6 out of 10, Exceptional, (36)
"We enjoyed our time here!!! Beautiful view !"
Waterfront Cabin- look down on water from deck, private docks & fire pit
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Living room
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
10.0 out of 10, Exceptional, (125)
"After staying at a not so great vacation rental prior to our arrival to this one, we thoroughly appreciated this one! I really appreciate that you take the time to make sure that the sheets, the pillows, the towels all smell fresh and clean. The house was clean and you were so easy to communicate with.! I’ve stayed at various vacation rentals over the last few years. This is definitely a top rated one."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Lakefront Cabin w/ Panoramic Water View & Access
Sunapee Vacation Rental | 3BR | 3BA | 3 Steps Required for Entry | 2,000 Sq Ft
Lakefront Cabin w/ Panoramic Water View & Access
9.2 out of 10, Wonderful, (7)
"Overall good rental but these are 3 minor issues: 1. A railing from the parking lot to the front door would help to walk down the steps. 2. Additional bath towels and wash clothes are needed. 3. A large stone is missing from the last deck step to the dock."
Lakefront Cabin w/ Panoramic Water View & Access
Treehouse at Wise Pines- NoBo
Room
Treehouse at Wise Pines- NoBo
10.0 out of 10, Exceptional, (5)
"Would absolutely recommend staying here. We regret not staying here longer. Everything is exactly as pictured, very clean and the environment is peaceful. The treehouse is cozy, check in was quick and simple and the lounge area is perfect. I would recommend taking time to explore the grounds - they are beautiful. We loved getting to know the owners, great people. "
The price is SAR 544
SAR 672 total
includes taxes & fees
23 Nov - 24 Nov
Treehouse at Wise Pines- NoBo
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
8.6 out of 10, Excellent, (13)
"Great place - second time we've stayed here. Plenty of space, well-equipped chef's kitchen - great for cooking and entertaining. If you have kids or family and want to cook for them, this is the place you want. Private and cooled in the Spring/Summer by all the trees - great place to stay while visiting Queeche, Woodstock, and beyond."
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Interior
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
10.0 out of 10, Exceptional, (8)
"Fabulous location within a 2 minute walk to lake for swimming and other water activities. 5 minute drive to quaint downtown Sunapee and 5 minutes to Sunapee mountain! We were in the area for a wedding and our family of 6 fit comfortably into the cozy cabin with an expansive screen porch and comfortable couch seating for all. Made s’mores in outdoor fire pit and listened to loons calling on the lake. Weather wasn’t great but we still had fun and wished we could stay a week. Wonderfully responsive...
The price is SAR 788
SAR 1,809 total
includes taxes & fees
24 Nov - 25 Nov
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Zen of the Woods Tiny Cabin in Okemo Valley
Exterior Fall
Zen of the Woods Tiny Cabin in Okemo Valley
10.0 out of 10, Exceptional, (8)
"We had a great time and enjoyed the peace and quiet!"
The price is SAR 469
SAR 1,067 total
includes taxes & fees
24 Nov - 25 Nov
Zen of the Woods Tiny Cabin in Okemo Valley
Quiet Lakefront Cabin on Crystal Lake
Our lakefront cabin.
Quiet Lakefront Cabin on Crystal Lake
10.0 out of 10, Exceptional, (10)
"The house was exactly what we were looking for! It was so clean and had a great layout. The house felt really private and the area seemed pretty quiet and peaceful, no noisy neighbors. Our older kid loved having the bunk house as a bedroom. And the screened in porch was the most perfect and comfortable place for us to have all of our meals. I was a little worried about the lake when we first arrived. The house is located in a grassy part of the lake. But it is a quick boat ride to the sandbar...
Quiet Lakefront Cabin on Crystal Lake
Brook Road Cabin
Building
Brook Road Cabin
9.8 out of 10, Exceptional, (17)
"Visited our son at school and stayed the night away from campus. Great get away spot. Wonderful location. The outdoor deck was perfect."
The price is SAR 604
SAR 1,093 total
includes taxes & fees
24 Nov - 25 Nov
Brook Road 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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Other property types in Windsor

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Front of property
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
3.0 star property
9.0 out of 10, Wonderful, (39)
"Everything was wonderful. Easy in and out. Near to almost everything. Beautiful area. I left my keys by mistake and they were wonderful in getting them back to me. I would stay there again. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor spa tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
9.8 out of 10, Exceptional, (196)
"A few weeks ago my partner and I stayed at the Hideway Cabin for the fifth year in a row. We made this a yearly tradition of ours. I cannot say enough about the place! The cabin very clean and cozy. The kitchen and bedrooms are stocked with all the necessities. It is located only a few, short minutes from Ludlow's center of town. The hot tub is amazing. I love seeing the stars shining bright at night. Highly recommend!"
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Beautiful Myrtle Beach Condo with Amenities Galore
Beautiful Myrtle Beach Condo with Amenities Galore
8.8 out of 10, Excellent, (161)
"This was a really nice spacious property. It was very clean and in a nice location. "
Beautiful Myrtle Beach Condo with Amenities Galore
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.