Compare Windsor Cabin Rentals

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Featured Cabin Rentals in Windsor

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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.

Hotel Options in Windsor

    Fat Sheep Farm & Cabins

    Fat Sheep Farm & Cabins

    122 Best Rd Windsor VT
    $164 nightly
    The price is $179 total per night from Nov 22 to Nov 23
    $179 total
    Nov 22 - Nov 23
    Total with taxes and fees
    9.8/10 Exceptional! (14 reviews)
    Fireside Inn & Suites West Lebanon

    Fireside Inn & Suites West Lebanon

    25 Airport Road West Lebanon NH
    $119 nightly
    The price is $129 total per night from Nov 23 to Nov 24
    $129 total
    Nov 23 - Nov 24
    Total with taxes and fees
    8.4/10 Very Good! (1,003 reviews)
    The Mountain Inn at Killington

    The Mountain Inn at Killington

    47 Old Mill Rd Killington VT
    $156 nightly
    The price is $172 total per night from Nov 5 to Nov 6
    $172 total
    Nov 5 - Nov 6
    Total with taxes and fees

What is the price range for Windsor cabin rentals?


Cabins in Windsor cost from just $129 a night to $179 a night for that something truly special. Prices and availability are subject to change. Additional terms may apply.

What types of Windsor cabin are available?


You might fancy a luxury log cabin retreat for a romantic getaway. Maybe you’re after a family lodge in the woods or a rustic hideaway by the water. With a fantastic selection of 90 unique Windsor cabins to choose from, your perfect escape is just a click away.


How do I find cheap cabin rentals in Windsor?


To see the latest deals on Windsor cabins rentals, enter your travel details and hit search. Arrange your results by price to see the cheapest options first and use the budget filter, map, and ratings to compare cabins. We find prices are often lower during , so this could be the best time to find a cabin bargain.


Why should I choose a Windsor cabin rental?


Picture a cozy space full of personality, space, and privacy. A cabin booked through Orbitz is a place where you can escape the rat race, unwind, and make plans on your private deck, cocooned by trees, water, or views for days. Cook for yourself, just as you like it, share special moments, and build memories.






What amenities will I find in Windsor cabins?


Sink into your outdoor hot tub in a secluded cabin rental or let the kids splash around in a cabin resort’s indoor pool. Our amenities filters make it easy to find cabins in Windsor that deliver those special extras that make all the difference.


How do I find pet-friendly cabins in Windsor?


Click on our pet-friendly filter for woof-tastic Windsor cabins rentals, where your pooch can enjoy a vacation, too. Take walks to dog-happy cafés, explore nature together from sunrise to sundown, then snuggle together in front of a cozy log fire or under the twinkling stars on your deck.


Are there any luxury cabin rentals in Windsor?


To find those luxury cabins with the top-notch touches you’re looking for, use the budget filter, read customer reviews, and dip into the property listings for the details. You can then compare cabins and choose the best cabins for a truly luxurious experience.


How do I find some of the best cabins in Windsor on Orbitz?


Enter your travel details, hit search, and use the filters to see our best deals on cabins in Windsor. Easy! From luxury log cabin rentals to affordable weekend cabin getaways, Orbitz finds your dream cabin in just a few clicks. You can unlock Orbucks when you sign up for Orbitz RewardsOpens in a new window, too.


Windsor Cabin Rentals essential information

Accommodation
90 Cabin Rentals
Lowest Price
$129
Highest Price
$179
Popular accommodation
Ski in & out Spruce Glen Townhomes on Great Eastern Trail, Cozy Hideaway near Ludlow/Okemo. HOT TUB!!, Fat Sheep Farm & Cabins, Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore, LATE SUMMER IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF, Log Cabin home with Mt Ascutney views and pool table, Luxe Quechee home on quiet road - chef's kitchen, two-car garage, screened porch, Rustic Cabin Minutes From Okemo - Views of Lake Ninevah, Nestled In Mt. Holly, Amazing home on 90 acres - AC & great mountain views

More to Explore