Photo by William E Berry Jr.

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Compare 66 Cabin Rentals in Windsor with updated reviews, rates, and availability.

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is SAR 1,983
SAR 2,678 total
includes taxes & fees
10 Jan - 11 January 2025
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (197)
"It was a wonderful little cabin that was clean and decorated comfortably. It had everything we needed. The hot tub was delightful! "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (151)
"Never could get the wifi to work. I entered the code on the router 6 times but no luck. Would be helpful if you changed the password for the wifi to an easily entered name. The man who came to shovel unfortunately after we were stuck in the snow was very helpful and very nice.. He got us out."
The price is SAR 639
SAR 1,380 total
includes taxes & fees
6 Jan - 7 January 2025
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

10.0 out of 10, Exceptional, (126)
"Very clean and well stocked with all needs."
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

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

The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!

9.8 out of 10, Exceptional, (104)
"The cabin and location were both perfect for our family of four (wife and two kids - 9 and 7). It's a nice location; close enough to Rutland, Killington, Woodstock and Quechee State Park. It has a real nice, isolated feel, in the hills of Vermont all while being 8 minutes from Singleton's General store which has everything you could need. Thanks for letting us enjoy your place!"
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!

Lakefront Cabin w/ Panoramic Water View & Access

9.4 out of 10, Exceptional, (8)
"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

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

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

9.8 out of 10, Exceptional, (72)
"Cozy sweet nostalgic cabin Great little getaway! Great host 😊"
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

Tranquil & renovated dog-friendly home with mountain views, W/D, AC

8.8 out of 10, Excellent, (23)
"Wonderful property and great location! Views, spacious, very comfortable!!"
Tranquil & renovated dog-friendly home with mountain views, W/D, AC

Cozy Log Cabin Short Drive to Okemo & Killington

9.0 out of 10, Wonderful, (2)
"We had a lovely stay at the property! It was clean and comfortable. There was a lot of mud coming to the property."
Cozy Log Cabin Short Drive to Okemo & Killington

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo

Cozy Quechee Corner Cabin

10.0 out of 10, Exceptional, (47)
"We had such a wonderful time at this cabin. It was so cozy and had everything we needed. The hosts were amazing and even checked in to see if we needed anything. It is close to Woodstock and many other attractions. If you are looking for a quintessential new england getaway this is the place. We will definitely be back!"
Cozy Quechee Corner Cabin

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

2.0 star property
10.0 out of 10, Exceptional, (3)
"This property is VERY well maintained! Its spacious, clean, modern, and includes a full kitchen. The electric fireplace in tbe living room area is a truly modern & romantic touch! The bed was quite firm & comfortable. The kitchen is way more stocked with cookware (basics like plates, cups, bowls, as well as pot, pan, measuring cups, cutting knives, BBQ utinsils, wine glasses, cutting board etc. etc.)than expected! Even included quite a few seasonings & cooking/olive oil! The heat worked VERY...
The price is SAR 811
SAR 1,341 total
includes taxes & fees
7 Jan - 8 January 2025
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard

2.0 star property
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard

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 563
SAR 697 total
includes taxes & fees
6 Jan - 7 January 2025
Treehouse at Wise Pines- SoBo

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

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

Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

9.0 out of 10, Wonderful, (18)
"The house was clean. The kitchen and rooms worked great for our Thanksgiving celebration. "
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi

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 563
SAR 697 total
includes taxes & fees
6 Jan - 7 January 2025
Treehouse at Wise Pines- NoBo
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

3.0 star property
9.0 out of 10, Wonderful, (40)
"Like property— sad the lift that made it ski and in out was closed due weather conditions "
The price is SAR 1,983
SAR 2,678 total
includes taxes & fees
10 Jan - 11 January 2025
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

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

Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location

9.8 out of 10, Exceptional, (164)
"The property is exactly like the pictures indicate. The house is in a friendly neighborhood outside of town. The house is very comfortable and spacious. The host responds to your messages in timely manner, and, she is very workable. Would definitely stay there again "
Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location
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.