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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Cabin Rentals 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, (49)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior detail

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (23)
"Really enjoyed the cabin! Clean and tidy. Having the extra things like kayaks and paddled boards absolutely added to the experience. Definitely would stay again!"
The price is AED 668
AED 1,168 total
includes taxes & fees
28 Oct - 29 Oct
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Amazing home on 90 acres - AC, fireplace & great mountain views
Exterior

Amazing home on 90 acres - AC, fireplace & great mountain views

9.0 out of 10, Wonderful, (43)
"Was good older log cabin with decent amenities. Everything worked. family was comfortable. nice area."
Amazing home on 90 acres - AC, fireplace & great mountain views
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

10.0 out of 10, Exceptional, (8)
"Everything was in working order. Easy to use. Was a very tranquil stay. Will definatly be back. "
The price is AED 668
AED 1,168 total
includes taxes & fees
28 Oct - 29 Oct
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT
Private kitchen

New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT

The price is AED 1,653
AED 2,847 total
includes taxes & fees
28 Sep - 29 Sep
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Exterior detail

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

10.0 out of 10, Exceptional, (92)
"We had a lovely time. The cabin is cozy and quiet and being on the lake was wonderful. "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Brookside Cabin + Hot Tub | Woodstock & Killington
Exterior

Brookside Cabin + Hot Tub | Woodstock & Killington

10.0 out of 10, Exceptional, (2)
"Amazing home! So relaxing, clean, cozy, and had everything we could ever need for this trip. "
Brookside Cabin + Hot Tub | Woodstock & Killington
Treehouse at Wise Pines- SoBo
Exterior

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (21)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
The price is AED 606
AED 751 total
includes taxes & fees
26 Oct - 27 Oct
Treehouse at Wise Pines- SoBo
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (7)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
The price is AED 668
AED 1,168 total
includes taxes & fees
28 Oct - 29 Oct
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Exterior

Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

10.0 out of 10, Exceptional, (16)
"We loved our cozy stay. The neighborhood was quiet. "
The price is AED 694
AED 1,682 total
includes taxes & fees
1 Oct - 2 Oct
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Exterior

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (219)
"We had a wonderful stay! The house was extremely clean, and well organized. It has everything we need. "
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Exterior

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

10.0 out of 10, Exceptional, (142)
"Cute cabin close to Okemo and town! Really enjoyed our stay and would definitely return. "
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
Exterior

Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

8.4 out of 10, Very Good, (18)
"Check that stove and washing machine work before booking"
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Exterior

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

9.2 out of 10, Wonderful, (19)
"Wonderful house and property for activity as well as relaxation. "
Countryside, lakefront cabin with kayaks, stone fireplace, balcony, & fast WiFi
Spacious 5-bedroom cabin in charming Chester
Exterior

Spacious 5-bedroom cabin in charming Chester

Spacious 5-bedroom cabin in charming Chester
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Exterior

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

9.8 out of 10, Exceptional, (109)
"Cabin was very clean with that back woods rustic appeal. Great place to get away and be one with nature. "
The Little Red Cabin! Less than 15 minutes to Okemo! Close to Everything VT!
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Exterior

Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

2.0 star property
10.0 out of 10, Exceptional, (6)
"This was the perfect mountain cabin. Everything you needed in modern day but in a cabin setting. It is in the woods but close to town. Impeccably maintained. I would come back here in a heartbeat."
The price is AED 1,753
AED 3,409 total
includes taxes & fees
10 Oct - 11 Oct
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything
Waterfront Cabin- look down on water from deck, private docks & fire pit
Terrace/patio

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
Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub
Exterior

Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub

10.0 out of 10, Exceptional, (2)
"A perfect getaway for a large group of friends getting together for a reunion. Beautiful property and location, and fantastic amenities. Would absolutely recommend and stay again!"
Spacious 7-bedroom cabin in charming Grafton with fitness room, sauna & hot tub
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Exterior

Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby

10.0 out of 10, Exceptional, (27)
"Big house, clean, nice outdoor area. Very charming perfect to scape from the city to breath some clean air in the woods. Close to Buttermilk waterfall"
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
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

The Mountain Inn at Killington

The Mountain Inn at Killington

10/10 Excellent
"Very easy check-in. Lovely staff, very friendly, and helpful. The only thing missing is a tea coffee maker in the room. Otherwise, everything else is excellent."
Patricia 1-night trip
Posted 2 days ago
The Mountain Inn at Killington