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Cabin Rentals in Windsor County

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Our top choices for Windsor County cabin rentals

1. Fat Sheep Farm & Cabins

Fat Sheep Farm & Cabins
3.0 star property
Windsor
9.8 out of 10, Exceptional, (15 reviews)
"This property was extremely beautiful and peaceful. Loved being able to walk around the farm and say hi to the animals. The views of the mountains from the cabin or gorgeous, we enjoyed having our coffee on the porch each morning. Having fresh eggs and scones in our cabin upon arrival was a very nice surprise. Will definitely be staying there again."
United States
Brenda
The price is SAR 423
SAR 665 total
includes taxes & fees
17 Nov - 18 Nov
Fat Sheep Farm & Cabins

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

Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Ludlow
10.0 out of 10, Exceptional, (109 reviews)
"My first verbo stay, the process was simple, everything went smoothly, the hosts were responsive and had a relaxed vibe, the cabin was exactly what we were looking for, there were more than ample supplies (everything from towels to toilet paper, life jackets to firewood) We had a great time!"
United States
Dixie L.
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

3. Log Cabin home with Mt Ascutney views and pool table

Log Cabin home with Mt Ascutney views and pool table
Brownsville
9.8 out of 10, Exceptional, (107 reviews)
"Fantastic house and property. Room for the adults to stay upstairs and the kids downstairs. We had a great time. Will definitely rent again."
United States
Kevin D.
Log Cabin home with Mt Ascutney views and pool table

4. Quechee home with screened porch, stone patio firepit and two-car garage

Quechee home with screened porch, stone patio firepit and two-car garage
Quechee
10.0 out of 10, Exceptional, (2 reviews)
"The house was extremely comfortable and had everything our family of five needed. The whole family, including the dog, had a wonderful time. The property was lovely and private and the location ideal for exploring the area. Wifi worked well for checking in with work as needed."
United States
Janel S.
Quechee home with screened porch, stone patio firepit and two-car garage

5. Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly

Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly
Mount Holly
9.0 out of 10, Wonderful, (16 reviews)
"The cabin was a great place for a getaway and to be in nature. The only issue was there was no cellular service"
United States
Derek B.
Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly

6. Private retreat on 90 acres with wood stove, A/C and mountain views

Private retreat on 90 acres with wood stove, A/C and mountain views
Hartford
8.8 out of 10, Excellent, (52 reviews)
"This property is a real find! It was rustic, but very comfortable. Antique pieces were blended with modern conveniences. It is in an ideal location to Woodstock, but avoids the crowds. We arrived at dark, and it was hard to see where the driveway was since many leaves were covering it. A few more flares or markers would help. Other than that, we loved staying at this spacious, well-appointed 3 story cabin in the woods."
United States
Patrice
Private retreat on 90 acres with wood stove, A/C and mountain views

7. Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8
Hartford
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful and well appointed abode - super cozy!"
United States
Nina S.
The price is SAR 1,166
SAR 3,231 total
includes taxes & fees
7 Dec - 8 Dec
Designer Cabin w/ Quechee Club Access - Pool, Spa, Ski - Sleeps 8

8. Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12
Ludlow
10.0 out of 10, Exceptional, (96 reviews)
"Beautiful home, plenty of room,had a great stay"
United States
Sal S.
Luxurious Mountain Cabin near Okemo with High-End Modern Amenities for up to 12

9. Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails
Cavendish
10.0 out of 10, Exceptional, (58 reviews)
"The cabins are amazing, everything you need for a great weekend! I will be back for sure!"
United States
Joe C.
The price is SAR 747
SAR 1,482 total
includes taxes & fees
11 Nov - 12 Nov
Cozy Resort Cabin! Hot-Tub Sauna Fire Pit Trails

10. Woodstock Hillside Hideaway | Green Mountain Views

Woodstock Hillside Hideaway | Green Mountain Views
Woodstock
10.0 out of 10, Exceptional, (3 reviews)
"great location - wonderful place - charming host"
United States
Cathy M.
Woodstock Hillside Hideaway | Green Mountain Views

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

Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Ludlow
9.8 out of 10, Exceptional, (157 reviews)
"Great location! Plenty of space and a great location."
United States
Andrew C.
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt

12. Cabin on the hill Ascutney Vt - 4 bedrooms

Cabin on the hill Ascutney Vt - 4 bedrooms
West Windsor
10.0 out of 10, Exceptional, (1 review)
"The Cabin in the Woods looks very rustic on the outside, but a cabin ine the woods should. Inside was a pleasant surprise. Full kitchen, large leather wrap around sofa to watch the LARGE flat-screen TV, large dining room table, 4 bedrooms, and 2 full baths made this a perfect get away place."
United States
Alvin
The price is SAR 1,108
SAR 1,944 total
includes taxes & fees
18 Nov - 19 Nov
Cabin on the hill Ascutney Vt - 4 bedrooms

13. Cozy A frame Cabin in Proctorsville

Cozy A frame Cabin in Proctorsville
Cavendish
10.0 out of 10, Exceptional, (6 reviews)
"Nice place to stay! Very cozy and private, lovely hot tub, plenty of room. Location is serene and made for the perfect VT experience. "
United States
Benjamin M.
Cozy A frame Cabin in Proctorsville

14. Brookside Cabin + Hot Tub | Woodstock & Killington

Brookside Cabin + Hot Tub | Woodstock & Killington
Bridgewater
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful property on a nice quiet stream. House was super clean and had everything we needed. We took the dogs and they had fun with us around town and playing in the stream."
United States
tom b.
The price is SAR 1,926
SAR 3,143 total
includes taxes & fees
7 Nov - 8 Nov
Brookside Cabin + Hot Tub | Woodstock & Killington

15. Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!
Andover
10.0 out of 10, Exceptional, (7 reviews)
"The cabin was lovely. Great location . Nicely equipped. "
United States
Betsy S.
Cozy Vermont Cabin at Trail End Ranch! The Best of VT is all around you!

16. Lakefront countryside cabin with kayaks, canoe and 180-degree dining views

Lakefront countryside cabin with kayaks, canoe and 180-degree dining views
Ludlow
9.0 out of 10, Wonderful, (28 reviews)
"We had a wonderful week enjoying this house on a lake!"
United States
Sarah W.
Lakefront countryside cabin with kayaks, canoe and 180-degree dining views

17. Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit
Ludlow
9.0 out of 10, Wonderful, (6 reviews)
"Great location and very cozy cottage. Well-appointed place to stay and accurately described in its listing. "
United States
jeremy a.
Ludlow Cabin on Lake Pauline w/ Outdoor Fire Pit

18. Andover Cabin Retreat w/ Hot Tub & Fireplace!

Andover Cabin Retreat w/ Hot Tub & Fireplace!
Andover
10.0 out of 10, Exceptional, (8 reviews)
"The amenities were perfect and the hot tub was a welcome addition to the home."
United States
Barbara P.
Andover Cabin Retreat w/ Hot Tub & Fireplace!

19. The Cabin that brings people together

The Cabin that brings people together
Bridgewater
9.6 out of 10, Exceptional, (90 reviews)
"CLEAN HOUSE"
United States
Ty R.
The Cabin that brings people together

20. Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Chester
9.8 out of 10, Exceptional, (25 reviews)
"Peaceful vacation"
United States
Naga Veerendra G.
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
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 County Hotel Reviews