Photo by Joel Holland

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Compare 26 Cottages in Windsor with updated reviews, rates, and availability.

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (236)
"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-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!

9.8 out of 10, Exceptional, (197)
"It was a comfortable visit. We enjoyed the Christmas decorations and the hot tub. It was very convenient to have two bathrooms, and to be able to bring our dog with us."
Island View Hideaway-Peaceful, On Water, Canoe, Scenic, Birds, Nature, Sandbars!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (187)
"This house was ideal. Jennifer decorated it for Christmas and it was just perfect! The size, space, decorations and location were just want we wanted. I would highly recommend this spot. "
Madison & ~UW~-Madison Area Lakefront Home

Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!

9.8 out of 10, Exceptional, (82)
"We really enjoyed our stay, would recommend!"
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!

The Napping Farm

9.4 out of 10, Exceptional, (8)
"Large property with a cute farmhouse. "
The Napping Farm

Cozy 3 Bedroom Cottage- Breathtaking Lake Views

9.2 out of 10, Wonderful, (14)
"We will be back"
The price is SAR 563
SAR 1,231 total
includes taxes & fees
20 Apr - 21 Apr
Cozy 3 Bedroom Cottage- Breathtaking Lake Views

Stunning A-frame on Lake WI

8.0 out of 10, Very Good, (1)
"The view of the lake from the deck is fabulous! Big game room in basement, large outdoor lawn area and dock, fire-pit, plenty of room for everyone. Good location for getting to the Dells, Devils Lake and Madison."
Stunning A-frame on Lake WI

New Modern Cabin on 2 Acres with Water Views

10.0 out of 10, Exceptional, (8)
"Beautiful, new construction home. Had everything we wanted and needed. Everything was hotel quality. Great communication with hosts."
New Modern Cabin on 2 Acres with Water Views

Waterfront Lodi Vacation Rental on Lake Wisconsin!

3.0 star property
Waterfront Lodi Vacation Rental on Lake Wisconsin!

Okee Bay House on Lake Wisconsin w/ Private Dock!

3.0 star property
Okee Bay House on Lake Wisconsin w/ Private Dock!

Happys Haven Cabin w/ Gas Grill & Fire Pit!

3.0 star property
Happys Haven Cabin w/ Gas Grill & Fire Pit!

Wisconsin River Valley Farmhouse: Fire Pit & View

3.0 star property
Wisconsin River Valley Farmhouse: Fire Pit & View

Hike, Fish, Unwind & Relax: Lodi Lake Escape!

3.0 star property
Hike, Fish, Unwind & Relax: Lodi Lake Escape!

Stylish Monona Home: 2 Blocks to Drink & Dine

3.0 star property
Stylish Monona Home: 2 Blocks to Drink & Dine

MILLION DOLLAR VIEW LAKE BOAT HOUSE

MILLION DOLLAR VIEW LAKE BOAT HOUSE

Lake Wisconsin Retreat w/ Dock: Great for Groups!

3.0 star property
Lake Wisconsin Retreat w/ Dock: Great for Groups!

10 Mi to Dtwn Madison: Home w/ Large Yard!

3.0 star property
10 Mi to Dtwn Madison: Home w/ Large Yard!

Vacation cottage on Lake Waubesa

Vacation cottage on Lake Waubesa

Family-friendly Lake Waubesa Home: Boat + Swim!

3.0 star property
Family-friendly Lake Waubesa Home: Boat + Swim!

Pet-friendly Deforest Getaway w/ Backyard!

3.0 star property
Pet-friendly Deforest Getaway w/ Backyard!
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
9.2 out of 10, Wonderful, (37)
"Great stay"
The price is SAR 447
SAR 516 total
includes taxes & fees
20 Apr - 21 Apr
The Dylin

Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

3.2 out of 10, (10)
"Couldnt even sleep there the place smelled like straight cat pee and had real feces present horrible cant believe they allow this place to stay on VRBO"
The price is SAR 555
SAR 906 total
includes taxes & fees
14 May - 15 May
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME

Quietwater Cottage-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!

9.8 out of 10, Exceptional, (236)
"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-On Water/Nature/Birds/Canoe/Hike/Relaxing/ Hot Tub, Peaceful!
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.