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Compare 87 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, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (206)
"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 farmhouse, dog friendly, Appalachian trail access

7.2 out of 10, Good, (5)
"A lovely "get-away" in beautiful Vermont."
Charming farmhouse, dog friendly, Appalachian trail access

Lakefront Cabin w/ Panoramic Water View & Access

9.0 out of 10, Wonderful, (9)
"Spacious, comfortable, very clean, great location."
Lakefront Cabin w/ Panoramic Water View & Access

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,333 total
includes taxes & fees
28 Apr - 29 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"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 AED 533
AED 663 total
includes taxes & fees
27 Apr - 28 Apr
Treehouse at Wise Pines- SoBo

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

10.0 out of 10, Exceptional, (14)
"Thanks for a great stay!"
The price is AED 643
AED 1,135 total
includes taxes & fees
27 Apr - 28 Apr
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cozy Quechee Corner Cabin

10.0 out of 10, Exceptional, (48)
"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

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

10.0 out of 10, Exceptional, (12)
"We loved our weekend experience at the Hideaway! "
The price is AED 771
AED 1,753 total
includes taxes & fees
27 Apr - 28 Apr
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee

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

8.6 out of 10, Excellent, (14)
"We really enjoyed our staying. Very quiet and our pet loved running around."
Luxe Quechee home on quiet road - chef’s kitchen, two-car garage, screened porch

Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

9.0 out of 10, Wonderful, (109)
"Highly recommend this stay! The property and home are beautiful. It was very clean and cozy."
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace

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

10.0 out of 10, Exceptional, (23)
"Peaceful vacation"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

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

10.0 out of 10, Exceptional, (88)
"Very nice cabin with plenty of space and supplies such as blankets, towels, kitchen gear. Everything was very easy. I’d stay again "
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore

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

10.0 out of 10, Exceptional, (7)
"Our family absolutely loved the property. The house was so cute and had everything necessary. They really thought of everything! We highly recommend staying here if you are looking for a Vermont getaway. "
The price is AED 643
AED 1,123 total
includes taxes & fees
29 Apr - 30 Apr
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Log Cabin home with Mt Ascutney views and pool table

9.8 out of 10, Exceptional, (88)
"This was our second Christmas vacation in this great home. There’s room for everyone, great party spaces and it’s a quick walk to Brownsville Butcher "
Log Cabin home with Mt Ascutney views and pool table

Cozy 3-bedroom VT cabin minutes from Okemo

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. "
The price is AED 1,308
AED 2,361 total
includes taxes & fees
25 Apr - 26 Apr
Cozy 3-bedroom VT cabin minutes from Okemo

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

Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns

9.8 out of 10, Exceptional, (11)
"The perfect cabin for a great getaway. Clean, spacious and very unique. Perfect jump off point for hiking."
Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns

Brook Road Cabin

9.8 out of 10, Exceptional, (17)
"Would go back!"
The price is AED 654
AED 1,216 total
includes taxes & fees
27 Apr - 28 Apr
Brook Road Cabin

Contemporary 4-BR Cabin 5-min to Okemo

Contemporary 4-BR Cabin 5-min to Okemo
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, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Cozy Crescent Cottage

10.0 out of 10, Exceptional, (25)
"We had a wonderful long weekend stay at the cottage on Crescent Lake! The place has all of the amenities that you need for a relaxing and fun filled time on the lake. We will definitely be back for another stay next year!"
Cozy Crescent Cottage

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (206)
"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!!
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.