A park with a statue of a figure on horseback, surrounded by leafless trees and a clear sky.

Search the Best Cabins in Windsor

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Windsor cabin rentals

Exterior

Cozy Cabin on Crooked Lane close to Lake Wisconsin

Cozy Cabin on Crooked Lane close to Lake Wisconsin
Poynette
8.0 out of 10, Very Good, (2 reviews)
"Pet friendly cabin in the woods. Mostly updated and nice for 4-6 people. We stayed with our dogs and it worked well for us. "
United States
Jon A.
$365 nightly
The price is $385
Jul 13 - Jul 14
Total with taxes and fees
Cozy Cabin on Crooked Lane close to Lake Wisconsin
Exterior

Lakeview Cabin > Unique Mid-Century Tucked in Bluff

Lakeview Cabin > Unique Mid-Century Tucked in Bluff
Merrimac
9.8 out of 10, Exceptional, (29 reviews)
"We had a great time and hope to return soon!"
United States
Jenna R.
$545 nightly
The price is $588
Aug 10 - Aug 11
Total with taxes and fees
Lakeview Cabin > Unique Mid-Century Tucked in Bluff
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

Days Inn by Wyndham Madison NE/Windsor

Days Inn by Wyndham Madison NE/Windsor

10/10 Excellent
"Nice place, staff were nice and helpful. Room was good and clean. Area was nice, quiet, parking right in front. Only issue, the vending machine ran out of waters."
James 1-night trip
Posted 2 hours ago
Days Inn by Wyndham Madison NE/Windsor

Find out more about Windsor

Windsor Cabin Rentals information

Number of reviews
14,135
Accommodation
8 Cabin Rentals
Lowest Price
$72
Highest Price
$120

Frequently asked questions

What are the best cabins near Windsor?
Immerse yourself in the great outdoors without roughing it at one of our 293 cabins in and around Windsor. Whether you have adventure or relaxation on your mind, Hana Log Cabin Near Devil's Lake offers plenty of both. Alternatively, get comfy at Brand New Cabin For Getaway Vacation and soak up its postcard-worthy surroundings.
Are there cheap cabins in Windsor?
Whether you'd prefer to stay close to the water or high up in the hills, we have an awesome variety of cheap cabins in Windsor to suit. Priced from $72 to $120 a night, your ideal cabin rental is waiting here.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 mountain cabins near Windsor?
Lock in a mountain cabin near Windsor and enjoy magnificent views, outdoor adventure and memories to last a lifetime. Brand New Cabin For Getaway Vacation is in a class of its own. Nestled high in the hills, you'll find useful amenities like cycling and snowsport activities here. Hana Log Cabin Near Devil's Lake is another charming retreat. It offers snowsport activities, skiing facilities and incredible natural surroundings.
What are the best river cabins near Windsor?
Spend your days relaxing around the water and your nights listening to it rushing past at a river cabin near Windsor. Our top suggestion — Brand New Cabin For Getaway Vacation. This riverside getaway comes with on-site watersports and cycling. Alternatively, make yourself at home at Hana Log Cabin Near Devil's Lake. Along with its delightful location, highlights here include snowsport activities and skiing facilities.
What are the best cabins with pools near Windsor?
If you've ever wished every day could be a pool day, make your way to Christmas Mountain Village™ - 2 Bedroom Cabin. It's one of our most sought-after cabin rentals with a pool near Windsor and comes with useful amenities like on-site watersports and a swimming pool. Christmas Mountain Village™ - Grand 2 Bedroom Cabin is another excellent place to spend lazy days poolside. On-site watersports, a swimming pool and fun times are what you can expect here.
Can I find beach cabins near Windsor?
Wake and wander down to glittering blue waters when you stay at a Windsor beach cabin rental. Sunshine and fun should be your major priorities at Gorgeous 7 Bedroom Loglodge Fireplaces Sauna Hottub Great View Pier Boats. This seaside stay comes with on-site watersports and beach sun loungers. Alternatively, unpack your suitcase and spend a few nights at Natures Retreat Lakeside Log Cabin On 7 Acres Hike. Handy amenities here include on-site watersports and beach sun loungers.
What are the best weekend cabin rentals in Windsor?
Whether you're planning a whirlwind trip with that special someone or your besties, we'll help you find the ideal weekend cabin getaway. One top example? Christmas Mountain Village™ - 2 Bedroom Cabin. Featuring on-site watersports and a swimming pool, you'll adore the natural surroundings here. Christmas Mountain Village™ - Grand 2 Bedroom Cabin is another popular place where you can slow things down. Enjoy a few nights at this retreat which offers on-site watersports and a swimming pool.
What are the best cabin prices in Windsor?
If you'd love to spend less on your stay, Expedia has some incredible deals on Windsor cabins that won't put a dent in your budget. How does $72 a night sound to you?
Can I find log cabins in Windsor?
Kick off your day with a cup of joe in your cozy log cabin and then try some ice skating and boating. Sound like your idea of heaven? Book a stay at Natures Retreat Lakeside Log Cabin On 7 Acres Hike. Another retreat offering ample comfort and charm is Location Beautiful Custom Log Cabin By Dells. Close-by activities like snowmobiling and bird watching will add to your unforgettable experience here.
What are the highest-rated cabins in Windsor?
With an impressive rating, it's not hard to understand why Nature Nook Cabin, Your Peaceful Hideaway is recommended by vacationers. It offers useful amenities like a patio and a firepit. Cabin - Hillside Hideaway With Hot Tub And Heated Patio is another excellent option. Quality conveniences including a patio and a firepit will help make your stay happy and comfortable.
Why should I book a cabin in Windsor?
Affordability, rustic charm, nature-filled surroundings — there are lots of good reasons to choose a Windsor cabin. Leave behind the noise of the concrete jungle and hear the sounds of birds and nature instead. There's tons of adventure right on your doorstep too. Whether you're taking a break with friends, relatives or your other half, you'll locate the perfect rental cabin on Expedia.
What are the top nature cabins in Windsor?
Get away to Brand New Cabin For Getaway Vacation and let life's pressures drift downstream. Activities such as skiing and nearby snowboarding help make this river cabin in Windsor a traveler favorite. Hana Log Cabin Near Devil's Lake is another getaway where you can spend time in nature. If you're in the mood for adventure, try nearby motor boating and nearby fishing.
What are some of the best cabins near Camp Randall Stadium in Windsor?
Bonnie's Private City Cabin - Madison's Only Log Cabin Rental is one of the most popular cabins in Camp Randall Stadium. Home comforts, a picturesque backdrop and access to activities such as nearby sailing and nearby golfing make it the ideal escape. Happy's Haven' Cabin With Gas Grill And Fire Pit also serves up nature and adventure. Spend your stay here and add water skiing and nearby kayaking to your itinerary.

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