Photo by William E Berry Jr.

Find Cabins in Windsor for Rent from CA $227

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Aug 15 - Aug 17
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Sep 5 - Sep 7
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Oct 3 - Oct 5

Browse Select Windsor Cabin Rentals

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, (46)
"very clean and easy to access close to mountain"
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Exterior

Cozy Hideaway near Ludlow/Okemo. HOT TUB!!

9.8 out of 10, Exceptional, (213)
"Cozy and scenic property here with more than enough space, great spot with a dog, to go hiking, or just relax."
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
Exterior

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

10.0 out of 10, Exceptional, (20)
"Thanks for a great stay!"
The price is CA $241
CA $426 total
includes taxes & fees
Aug 11 - Aug 12
Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit
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, (158)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is CA $234
CA $504 total
includes taxes & fees
Aug 19 - Aug 20
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
NEW Lakeside cabin W/ Hot Tub Newly Renovated!
Exterior

NEW Lakeside cabin W/ Hot Tub Newly Renovated!

NEW Lakeside cabin W/ Hot Tub Newly Renovated!
Treehouse at Wise Pines- SoBo
Exterior

Treehouse at Wise Pines- SoBo

9.8 out of 10, Exceptional, (20)
"The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)"
The price is CA $227
CA $283 total
includes taxes & fees
Aug 8 - Aug 9
Treehouse at Wise Pines- SoBo
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Exterior

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

10.0 out of 10, Exceptional, (16)
"We loved our stay here. House was very tidy, property owner easy to communicate with, and location great right by the lake and mountain. There are also a few nice hikes nearby. "
The price is CA $428
CA $833 total
includes taxes & fees
Aug 12 - Aug 13
Hideaway By The Bay - 20ft boat slip and 4 minutes to Mount Sunapee
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Exterior

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

10.0 out of 10, Exceptional, (139)
"Cute cabin close to Okemo and town! Really enjoyed our stay and would definitely return. "
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Exterior

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

2.0 star property
10.0 out of 10, Exceptional, (5)
"Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay"
The price is CA $241
CA $427 total
includes taxes & fees
Aug 6 - Aug 7
Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit
Quiet Lakefront Cabin on Crystal Lake
Exterior

Quiet Lakefront Cabin on Crystal Lake

10.0 out of 10, Exceptional, (14)
"Lovely clean and comfortable getaway. Especially loved the screened porch overlooking the lake."
Quiet Lakefront Cabin on Crystal Lake
Mountain Escape, Firepit, Views | Fox Lane Retreat
Exterior

Mountain Escape, Firepit, Views | Fox Lane Retreat

Mountain Escape, Firepit, Views | Fox Lane Retreat
Charming farmhouse, dog friendly, Appalachian trail access
Exterior

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
Brook Road Cabin
Exterior

Brook Road Cabin

9.8 out of 10, Exceptional, (17)
"Would go back!"
The price is CA $266
CA $484 total
includes taxes & fees
Aug 12 - Aug 13
Brook Road Cabin
Sage House at Camp Greenwood Vermont with Sauna
Exterior detail

Sage House at Camp Greenwood Vermont with Sauna

10.0 out of 10, Exceptional, (3)
"I had a great stay, kitchen is fully equipped. The place is clean and cozy. My dtay was very relaxing. Would definitely stay again."
Sage House at Camp Greenwood Vermont with Sauna
Riverfront mountain view house w/ fireplace, firepit, decks, w/d, wifi, yard
Exterior

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
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Exterior

Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby

10.0 out of 10, Exceptional, (27)
"Big house, clean, nice outdoor area. Very charming perfect to scape from the city to breath some clean air in the woods. Close to Buttermilk waterfall"
Log cabin near Okemo / Ludlow on 25 acres borders state forest w/trails nearby
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Exterior

Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!

9.8 out of 10, Exceptional, (73)
"Cozy sweet nostalgic cabin Great little getaway! Great host 😊"
Log Cabin - Cozy, Quaint & Scenic and Ready for Your Enjoyment!
Treehouse at Wise Pines- NoBo
Exterior

Treehouse at Wise Pines- NoBo

9.8 out of 10, Exceptional, (11)
"Unique settings. Loved the accommodations "
The price is CA $227
CA $283 total
includes taxes & fees
Aug 6 - Aug 7
Treehouse at Wise Pines- NoBo
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)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
Exterior

Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views

9.0 out of 10, Wonderful, (43)
"My favorite place to stay in the area. Love it! "
Amazing home on 90 acres - dog-friendly - AC, fireplace & great mountain views
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

Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

10/10 Excellent
"My whole family liked the 70s vibe. We loved the pool. And my husband and I enjoyed the breakfast a great deal. "
Karen 3-night trip
Posted 3 days ago
Fireside Inn & Suites West Lebanon