Photo by William E Berry Jr.

Find Cabins in Windsor for Rent from CA $201

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Windsor Cabin Rentals

Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
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, (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
Fridge, microwave, oven, stovetop

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
TV

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
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (157)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $235
CA $507 total
includes taxes & fees
May 5 - May 6
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)
"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 CA $201
CA $250 total
includes taxes & fees
May 4 - May 5
Treehouse at Wise Pines- SoBo
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Miscellaneous

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 CA $242
CA $426 total
includes taxes & fees
May 4 - May 5
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, (49)
"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
Private kitchen

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 CA $290
CA $657 total
includes taxes & fees
May 4 - May 5
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
Exterior

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
Terrace/patio

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
Miscellaneous

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
Exterior detail

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
Miscellaneous

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 CA $242
CA $426 total
includes taxes & fees
May 4 - May 5
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)
"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
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 CA $492
CA $884 total
includes taxes & fees
May 2 - May 3
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)
"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
Fridge, microwave, oven, stovetop

Brook Road Cabin

9.8 out of 10, Exceptional, (17)
"Would go back!"
The price is CA $223
CA $428 total
includes taxes & fees
May 4 - May 5
Brook Road Cabin
Contemporary 4-BR Cabin 5-min to Okemo
Fridge, microwave, oven, stovetop

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
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"Very nice place only negative was the sauna did not work"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Crescent Cottage
Terrace/patio

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
Beautifully renovated with fireplace and coffee bar
Smart TV, fireplace, books

Beautifully renovated with fireplace and coffee bar

10.0 out of 10, Exceptional, (103)
"We had a great winter weekend! The accommodations were just what we needed, perfect location and the coffee bar was amazing! We cant wait to come back again!"
Beautifully renovated with fireplace and coffee bar
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.

Frequently asked questions

What are the best cabins near Windsor?
Vacation in one of our 549 cabins in Windsor and you’ll be rewarded with spectacular scenery, outdoor adventure and great memories. Cabin - Romantic Retreat: Mt. Views, Hot Tub is where life seems to slow down. Cabin - Close To Skiing, Hiking, Pvt Beach is another top pick if you’d love to spend time in Mother Nature.
Are there cheap cabins in Windsor?
Priced between CA $201 and CA $492 per night, getting away with friends or family is affordable and easy. Secure one of our cheap cabins in Windsor and enjoy some outdoorsy fun without breaking your budget.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Windsor?
After spending your day out and about in Mother Nature, come home to the impeccable comfort and style of a Windsor luxury cabin. Robert Frost Mountain Cabins is a perfect choice if you’re in the mood to splash out and spoil yourself. You’ll enjoy the top amenities here, such as pillow top mattresses and massage services. Cabin - Pollard Brook Condo In Great Lincoln is another popular stay. Make use of a swimming pool, a spa tub and a whole lot more.