Photo by William E Berry Jr.

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Cabin Rentals in Windsor

Treehouse at Wise Pines- SoBo

Woodstock
9.8 out of 10, Exceptional, (24)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
Canada
Victoria M.
The price is AED 551
AED 687 total
includes taxes & fees
14 Nov - 15 Nov
Treehouse at Wise Pines- SoBo

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Grafton
9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is AED 624
AED 1,345 total
includes taxes & fees
13 Nov - 14 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Brook Road Cabin

Goshen
9.8 out of 10, Exceptional, (17)
"Terrific cottage and location, was perfect for a small group"
United States
Theodore R.
The price is AED 654
AED 1,215 total
includes taxes & fees
13 Nov - 14 Nov
Brook Road Cabin

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

2.0 star property
Killington
10.0 out of 10, Exceptional, (11)
"The Wobbly Cabin is absolutely charming. The decor is tasteful but unique. The kitchen is well stocked and it is clean! I’d also say the beds are great and the linens high quality. If it’s available and big enough for your group definitely book it!"
United States
Nicole E.
The price is AED 529
AED 1,753 total
includes taxes & fees
17 Nov - 18 Nov
Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything

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

Newbury
10.0 out of 10, Exceptional, (16)
"My family and I stayed for a ski weekend up at Mount Sunapee. The house was perfect for our needs and just a quick 5 minutes from the mountain. The hosts had thought of everything and we had a great experience! We will be back!"
United States
Anne Marie R.
The price is AED 694
AED 1,658 total
includes taxes & fees
13 Nov - 14 Nov
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

Sharon
10.0 out of 10, Exceptional, (2)
"Cabin was spotless and exactly what I expected"
United States
mark g.
The price is AED 415
AED 991 total
includes taxes & fees
2 Dec - 3 Dec
Escape to this private and peaceful tiny home with hot tub in Sharon, VT!

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

2.0 star property
Cavendish
10.0 out of 10, Exceptional, (9)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
United States
Nicholas M.
The price is AED 643
AED 1,131 total
includes taxes & fees
20 Nov - 21 Nov
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.

Killington
9.6 out of 10, Exceptional, (19)
"This place is perfect for our last minute trip to Killington. Super close to lifts and restaurants, this house fit the bill. The hot tub was a great add. Note: if you plan on cooking the spice cabinet is very light so BYOS."
United States
Jessica B.
The price is AED 469
AED 1,648 total
includes taxes & fees
17 Nov - 18 Nov
Killington Cabin - Left Unit: Great for families, Cozy, Close to Mountain. Hot Tub. Wood Stove.

Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Killington
9.8 out of 10, Exceptional, (63)
"It was a cute little cabin and suited our needs."
United States
Amy D.
The price is AED 469
AED 1,648 total
includes taxes & fees
17 Nov - 18 Nov
Killington Cabin: Right Unit - Sleeps 10 in 4 BR, 2 BA Cozy Escape

Treehouse at Wise Pines- NoBo

Woodstock
9.8 out of 10, Exceptional, (13)
"The location as well as the attention to details was absolutely amazing!"
United States
Amy F.
The price is AED 551
AED 687 total
includes taxes & fees
14 Nov - 15 Nov
Treehouse at Wise Pines- NoBo

All-Season Lake Pauline Retreat, 2 mi to Okemo

Ludlow
9.0 out of 10, Wonderful, (2)
"House was very nice. Very close to Okemo. Had everything we needed on a sweet lake with a sugar shack directly across. Layout is a little funky but worked just fine. Beds are very comfy. "
United States
Kristen M.
The price is AED 1,308
AED 2,370 total
includes taxes & fees
13 Nov - 14 Nov
All-Season Lake Pauline Retreat, 2 mi to Okemo

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

Cavendish
10.0 out of 10, Exceptional, (12)
"We stayed in Cabin 1 for three nights for an event at Ascutney Mountain. It’s a short scenic drive to Ascutney Outdoors Center. The cabin was pristine. And the area is so peaceful. One of the boat launches is less than a two minute walk down the dirt road. Our son spent time fishing there. The cabins are situated so that you are not looking at each other keeping a feeling of privacy!"
United States
Amanda W.
The price is AED 643
AED 1,131 total
includes taxes & fees
13 Nov - 14 Nov
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

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

Cavendish
10.0 out of 10, Exceptional, (28)
"First visit to Vermont and it was perfect! The cabin had everything we could possibly need and more. Clear check-in and check-out details. Fast rsponse when needed. We wish we would have had the cabin longer and to truly enjoy it like it was intended. We will be back.Thank you!"
United States
Amanda F.
The price is AED 643
AED 1,139 total
includes taxes & fees
18 Nov - 19 Nov
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Killington
10.0 out of 10, Exceptional, (1)
"Overall a great place. Beautiful location, tucked away from everything but still jist a few minutes from Killington base. Very clean and well-kept, everything we needed was there.Host communicated regularly and responded quickly.If you stay in winter, 4WD might be needed to get in and out without issue. And for the shorter route to and from Killington - its a very steep road.Beautiful interior, needs some age to feel warmer and homey, but good seating and open family room is great for...
United States
Jamie M.
The price is AED 1,833
AED 3,432 total
includes taxes & fees
16 Nov - 17 Nov
NEW Cozy 4-bedroom cabin with AC, WiFi, Hot Tub and Fire Place!

Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

Killington
10.0 out of 10, Exceptional, (13)
"We had a great time at the cabin, perfect for two groups."
United States
Perry W.
The price is AED 1,608
AED 4,025 total
includes taxes & fees
17 Nov - 18 Nov
Cabin at Killington: Large Home w/ amenities, views and location close to ski resort. Hot Tub.

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

Killington
The price is AED 1,653
AED 2,810 total
includes taxes & fees
13 Nov - 14 Nov
New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT
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