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Compare 95 Vacation Homes in Windsor with updated reviews, rates, and availability.

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (226)
"This property is clean and cozy. The host is attentive and has prepared the house with everything you could need. I would highly recommend."
The price is AED 826
AED 1,058 total
includes taxes & fees
2 Mar - 3 Mar
A Pleasant Retreat- No Cleaning Fee & New Discounts

Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

10.0 out of 10, Exceptional, (103)
"enjoyable relaxing great place"
Hot Tub with a View, Private Modern Garden Level Apartment, Conservancy Access

Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

9.8 out of 10, Exceptional, (32)
"Jake’s place was perfect for our stay, as it was a relaxing, clean and a nice home. The two floor layout worked especially well for our infant daughter so she had a quiet place to sleep, while we could cook and hang out in the living room. The only suggestion to the host is to install curtains along the picturesque sliding doors for a bit of extra privacy at nighttime."
The price is AED 974
AED 1,931 total
includes taxes & fees
3 Mar - 4 Mar
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!

Amazing townhouse, amazing attractions, amazing city!

10.0 out of 10, Exceptional, (162)
"Great property, just as described. We will definitely come back. "
Amazing townhouse, amazing attractions, amazing city!

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is AED 544
AED 887 total
includes taxes & fees
1 Mar - 2 Mar
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!

9.0 out of 10, Wonderful, (15)
"Plenty of sleeping options for kids.Close to Devils Head.Many restaurants within a short drive."
Historic Home Near Wi Dells, Lake Wi & Skiing with Party Space!

Two bedroom suite with city views in the heart of downtown Madison

9.8 out of 10, Exceptional, (16)
"Supper clean, comfortable beds and great location. Will definitely stay here again. "
The price is AED 1,025
AED 1,340 total
includes taxes & fees
2 Mar - 3 Mar
Two bedroom suite with city views in the heart of downtown Madison

ONE OF A KIND vacation rental with a view

10.0 out of 10, Exceptional, (133)
"The cabin was absolutely spotless and well equipped. The owner was an excellent communicator - we did it all by email. The expectations for maintaining and checking out were very reasonable. I recommend this stay to anyone!"
ONE OF A KIND vacation rental with a view

Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

10.0 out of 10, Exceptional, (145)
"We traveled with our teen sons and dog for skiing and a basketball game. The location was convenient for all our plans. We all had plenty of space in this comfortable and clean home. "
Countryside Beauty - Min to Madison/Perfect for families/Events&Dogs! Lrg yard

Okee Bay House on Lake Wisconsin w/ Private Dock!

2.0 star property
10.0 out of 10, Exceptional, (4)
"Property was perfect "
Okee Bay House on Lake Wisconsin w/ Private Dock!

Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

8.0 out of 10, Very Good, (7)
"Lovely property and spacious home with lots of good hangout areas. Fully stocked with anything u could need and nice decorations throughout"
Spacious country retreat w/pool 10 minutes to downtown Madison! Pet friendly!

One Bedroom King with Den with views of the heart of downtown.

2.0 star property
10.0 out of 10, Exceptional, (7)
"Nice loft style units in a great part of town. We had a great experience"
The price is AED 804
AED 1,056 total
includes taxes & fees
2 Mar - 3 Mar
One Bedroom King with Den with views of the heart of downtown.

On the Yahara River, access to Madison Lakes

10.0 out of 10, Exceptional, (26)
"A must stay if you’re in the Madison area. "
On the Yahara River, access to Madison Lakes

Studio queen with views of Lake Monona in the heart of downtown Madison

9.0 out of 10, Wonderful, (4)
"Was in town for UWM parents weekend and wanted something more than a simple hotel room as I was going to be there for nearly a week. The Saddlery for the bill. Location was amazing. Having a kitchenette meant I could fully enjoy the great farmers market that weekend. And the view out my window of the lake was a perfect way to wake up. Manager was very responsive. Everything was as stated. TV/media set up would benefit from updating, but it actually didn’t matter as it allowed me to tuck into a...
The price is AED 584
AED 768 total
includes taxes & fees
2 Mar - 3 Mar
Studio queen with views of Lake Monona in the heart of downtown Madison

Lake Monona Waterfront + HOT TUB + Game Room

9.6 out of 10, Exceptional, (31)
"Everything was perfect!"
Lake Monona Waterfront + HOT TUB + Game Room

COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

10.0 out of 10, Exceptional, (83)
"My college friends and I had the most lovely time at this cozy cabin! Everything was as mentioned in the description, the lake and views were stunning. We hiked nearby and happened upon the outdoor market in Baraboo. Saturday night dinner at Fish Tales just down the road was excellent. Highly recommended, will be back next year!"
COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SUMMER AND WINTER FUN !!

Doty ★ Walk to Everything -Hotel Quality- Downtown

9.8 out of 10, Exceptional, (32)
"Short uber to everything. Really my only complaint is the parking situation is inconvenient. And Madison parking rules are a little odd. Some of our group got parking tickets. May be worth notifying future guests so they can prepare or follow the rules accordingly. "
Doty ★ Walk to Everything -Hotel Quality- Downtown

Entire 3 Bedroom with Fireplace - sleeps 12

9.6 out of 10, Exceptional, (9)
"This was our first time to Wisconsin and we were so happy we found this home. It was beautifully decorated for the holidays and Tami made the whole process very easy. We felt right at home.Thank you for sharing your home with us!"
The price is AED 1,285
AED 2,194 total
includes taxes & fees
2 Mar - 3 Mar
Entire 3 Bedroom with Fireplace - sleeps 12

Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

10.0 out of 10, Exceptional, (31)
"Overall great"
Near DT Madison - One Block from Lake Monona & Lake Loop Bike Path

Waterfront Lodi Vacation Rental on Lake Wisconsin!

10.0 out of 10, Exceptional, (6)
"Had a great time and enjoyed the yard with the mature trees, and swimming off the dock. When it was time to go inside, we appreciated the AC and the clean and comfortable cabin."
Waterfront Lodi Vacation Rental on Lake Wisconsin!
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

The Dylin

4.0 star property
9.6 out of 10, Exceptional, (14)
"New, clean, comfortable. Great parking in garage."
The price is AED 340
AED 393 total
includes taxes & fees
2 Mar - 3 Mar
The Dylin

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Fished the Madison chain while we stayed here. 20 minutes to the ramp. Plenty of places to eat in neighborhood easy gas stops on easy to ramp. Plenty of room to move around in house for the four of us. Driveway and street parking were available for two bass boats and trucks. Electric hook up was great for charging batteries."
The price is AED 544
AED 887 total
includes taxes & fees
1 Mar - 2 Mar
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Quietwater Cottage- Scenic, On the Water, Nature&Birds, Peaceful, Nearby Skiing!

9.8 out of 10, Exceptional, (234)
"Cozy cabin, nestled in the outskirts of Baraboo. Great for the scenery and hiking. A chance to unplug and get away from the big city to spend quality time nature. "
Quietwater Cottage- Scenic, On the Water, Nature&Birds, Peaceful, Nearby Skiing!
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.