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Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 89 Cabin Rentals in Windsor with updated reviews, rates, and availability.

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, (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!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Charming farmhouse, dog friendly, Appalachian trail access
Exterior

Charming farmhouse, dog friendly, Appalachian trail access

7.2 out of 10, Good, (5)
"Pros: - Very responsive property management - Big house, great Vermont cabin feel - Clean bathrooms and great water pressure - Decently stocked kitchen - Beautiful location/ scenery Cons: - A bit hard to find (google maps gets confused) - We had many flies in kitchen and bedrooms - Heating issues (eventually fixed) - Access issues upon arrival (immediately fixed) - Have to remove your own trash when you leave"
Charming farmhouse, dog friendly, Appalachian trail access
Lakefront Cabin w/ Panoramic Water View & Access
Terrace/patio

Lakefront Cabin w/ Panoramic Water View & Access

9.0 out of 10, Wonderful, (9)
"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
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (156)
"Two friends and I stayed at this house for the second year in a row. It has been a perfect place for us, being 10 minutes away from Grafton and 25 minutes from Okemo."
The price is SAR 638
SAR 1,366 total
includes taxes & fees
14 Apr - 15 Apr
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Treehouse at Wise Pines- SoBo
1 bedroom

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The place is everything it describes, however I missed the part where the bathrooms are in a separate building and they are shared. Thankfully for us there was nobody else staying there. Everything was very clean. Other than that I was satisfied. "
The price is SAR 544
SAR 677 total
includes taxes & fees
20 Apr - 21 Apr
Treehouse at Wise Pines- SoBo
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (13)
"Loved this property. Was clean, well maintained, and cozy. My partner loved the size and the full kitchen. Was a good distance from Ludlow downtown, not too far. "
The price is SAR 657
SAR 1,152 total
includes taxes & fees
14 Apr - 15 Apr
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Cozy Quechee Corner Cabin
Smart TV, fireplace, books, stereo

Cozy Quechee Corner Cabin

10.0 out of 10, Exceptional, (48)
"We stayed at this darling cabin during a cross country ski race that was held at Dartmouth."
Cozy Quechee Corner Cabin
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Private kitchen

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

10.0 out of 10, Exceptional, (12)
"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!"
The price is SAR 788
SAR 1,792 total
includes taxes & fees
14 Apr - 15 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
Interior

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

8.6 out of 10, Excellent, (14)
"House is lovely and well appointed."
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
Terrace/patio

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

9.0 out of 10, Wonderful, (108)
"The cabin is indeed private, warm and cozy with plenty of space for 7 adults. The appliances in the kitchen are updated and mattresses are comfortable. We were very disappointed with the unpleasant odor in the house (septic) that was difficult to mask with scented candles and cooking. We contacted the Vacasca representative our first full day in the home and were expecting a phone call for an onsite inspection that never happened "
Cozy cabin near skiing with free WiFi, game room, deck, & wood fireplace
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Exterior

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

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Exterior

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

10.0 out of 10, Exceptional, (88)
"Had a very relaxing time at this cabin. Everything was as described on listing. Very clean and excellent location. Very comfortable sitting by the fireplace after skiing Okemo all day! Would definitely stay here again! Nice and secluded but yet close to the mountain and stores if needed!"
Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
1 bedroom, free WiFi, bed sheets

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

10.0 out of 10, Exceptional, (7)
"The property is gorgeous!! I’m glad we stayed there! Clean and cozy. Love it!"
The price is SAR 657
SAR 1,152 total
includes taxes & fees
14 Apr - 15 Apr
Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Log Cabin home with Mt Ascutney views and pool table
Terrace/patio

Log Cabin home with Mt Ascutney views and pool table

9.8 out of 10, Exceptional, (88)
"We were very pleased with the amount of space and beautiful views that the home offered. It was comfortable, warm and inviting and the owner was very attentive to any questions we had."
Log Cabin home with Mt Ascutney views and pool table
Cozy 3-bedroom VT cabin minutes from Okemo
Property grounds

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 SAR 1,336
SAR 2,401 total
includes taxes & fees
14 Apr - 15 Apr
Cozy 3-bedroom VT cabin minutes from Okemo
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard
Interior

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
Interior

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

9.8 out of 10, Exceptional, (11)
"What a great place to stay! The perfect comfy cozy house. Super close to Okemo mountain, quaint towns, and shops!! Kerry gave us many suggestions on places to visit and eat! Thank you for making our long weekend awesome!!"
Vermont Cabin - Ski, Hike, Kayak, Leaf Peep - 5mins to Okemo, near quaint towns
Brook Road Cabin
Fridge, microwave, oven, stovetop

Brook Road Cabin

9.8 out of 10, Exceptional, (17)
"Visited our son at school and stayed the night away from campus. Great get away spot. Wonderful location. The outdoor deck was perfect."
The price is SAR 604
SAR 1,153 total
includes taxes & fees
14 Apr - 15 Apr
Brook Road Cabin
Contemporary 4-BR Cabin 5-min to Okemo
TV, fireplace, offices

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
Front of property

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
Mountain Green
Indoor pool

Mountain Green

2.0 star property
6.4 out of 10, (9)
"We love the place very much. Clean and cozy, efficient communication. A home away from home, that we call the place we stayed. We would be happy to be back again. "
The price is SAR 815
SAR 1,093 total
includes taxes & fees
15 Apr - 16 Apr
Mountain Green
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Outdoor dining

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (205)
"this cabin was absolutely adorable. The kitchen was great size living room, small but cozy. The only thing I think we would like to call out is that the stairs to the loft bedrooms are quite steep be very careful. Everything was impeccably, clean, very cozy and comfortable. Hot tub was perfect and all instructions for both of the hot tub and exit were clear and easy to read."
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.