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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

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

Quietwater Cottage-On Water/Nature/Hiking/Relaxing/ Hot Tub, Peaceful!
Lake

Quietwater Cottage-On Water/Nature/Hiking/Relaxing/ Hot Tub, Peaceful!

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-On Water/Nature/Hiking/Relaxing/ Hot Tub, Peaceful!
Island View Hideaway-Peaceful, On the Water, Scenic, Birds, Nature, Sandbars!
Outdoor spa tub

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

9.8 out of 10, Exceptional, (195)
"Our family had a amazing stay at the Island View Hideaway. Due to it's location we had many of opportunity to see and hear ambudance of water foul and other wild life. S'mores by the fire and use of the hot tube where hylites. If making day tripes such as the Wisconsin Dells or Milwalkee, this was a great location and match. I would like to come back during the summer and see so much more.John, Kathryn, Micheal and Gabe."
Island View Hideaway-Peaceful, On the Water, Scenic, Birds, Nature, Sandbars!
Madison & ~UW~-Madison Area Lakefront Home
On the beach

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (186)
"The property was wonderfully located with a beautiful view. It was also exceptionally clean and very well renovated. There were a few nice local restaurants/bars which made the stay even nicer. The only item was when I was told that we parked in the wrong place I responded and indicated the home was wonderful. I never heard back - just kind of seemed weird. I like having a personable connection with the owner but didn't necesarily feel that way here. But still a wonderful stay!"
Madison & ~UW~-Madison Area Lakefront Home
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
Outdoor dining

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

9.8 out of 10, Exceptional, (82)
"This was a great place to stay for a weekend getaway with some friends. Would love to come by again in the summer time "
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
The Napping Farm
Property grounds

The Napping Farm

9.0 out of 10, Wonderful, (6)
"Large property with a cute farmhouse. "
The Napping Farm
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Interior

Cozy 3 Bedroom Cottage- Breathtaking Lake Views

9.2 out of 10, Wonderful, (13)
"Great location. We enjoyed our stay and had many laughs. The bugs and bees in the kitchen along with the toaster and microwave that sometimes worked added to the funny memories. "
The price is AED 551
AED 1,209 total
includes taxes & fees
27 Mar - 28 Mar
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Stunning A-frame on Lake WI
Fridge, microwave, oven, stovetop

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
Interior

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!
Outdoor dining

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!
Interior

Okee Bay House on Lake Wisconsin w/ Private Dock!

3.0 star property
Okee Bay House on Lake Wisconsin w/ Private Dock!
Wisconsin River Valley Farmhouse: Fire Pit & View
Interior

Wisconsin River Valley Farmhouse: Fire Pit & View

3.0 star property
Wisconsin River Valley Farmhouse: Fire Pit & View
Happys Haven Cabin w/ Gas Grill & Fire Pit!
Interior

Happys Haven Cabin w/ Gas Grill & Fire Pit!

3.0 star property
Happys Haven Cabin w/ Gas Grill & Fire Pit!
Winter Escape: Snowmobile, Ice Fish, Ski & Hike!
Interior

Winter Escape: Snowmobile, Ice Fish, Ski & Hike!

3.0 star property
Winter Escape: Snowmobile, Ice Fish, Ski & Hike!
Stylish Monona Home: 2 Blocks to Drink & Dine
Living area

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
Terrace/patio

MILLION DOLLAR VIEW LAKE BOAT HOUSE

MILLION DOLLAR VIEW LAKE BOAT HOUSE
10 Mi to Dtwn Madison: Home w/ Large Yard!
Interior

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

3.0 star property
10 Mi to Dtwn Madison: Home w/ Large Yard!
Lake Wisconsin Retreat w/ Dock: Great for Groups!
Interior

Lake Wisconsin Retreat w/ Dock: Great for Groups!

3.0 star property
Lake Wisconsin Retreat w/ Dock: Great for Groups!
Vacation cottage on Lake Waubesa
Pool

Vacation cottage on Lake Waubesa

Vacation cottage on Lake Waubesa
Family-friendly Lake Waubesa Home: Boat + Swim!
House (3 Bedrooms) | Living area | TV, fireplace

Family-friendly Lake Waubesa Home: Boat + Swim!

3.0 star property
Family-friendly Lake Waubesa Home: Boat + Swim!
Pet-friendly Deforest Getaway w/ Backyard!
House (3 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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
Interior entrance

The Dylin

4.0 star property
9.6 out of 10, Exceptional, (27)
"I liked not having to check in at the front everything was set and ready to go "
The price is AED 337
AED 389 total
includes taxes & fees
30 Mar - 31 Mar
The Dylin
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME
Terrace/patio

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
27 Mar - 28 Mar
Big House, Nice neighborhood, PET FAMILY FRIENDLY HOME
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
Aerial view

One Bedroom King with Den with views of Lake Monona in the heart of downtown.

9.6 out of 10, Exceptional, (15)
"Our family stayed at The Saddlery hotel to celebrate our son's birthday, who is a freshman at the UW Madison.We absolutely loved everything about this hotel. From the efficient check in/check out process, very clean and beautiful rooms, amazing Lake Monona view, each moment was delightful. Also the hotel has a very safe and secure environment. The only thing that I dislike was that 20 minutes before the check out the cleaning staff was knocking on the door and came inside. I think they should...
The price is AED 841
AED 1,107 total
includes taxes & fees
27 Mar - 28 Mar
One Bedroom King with Den with views of Lake Monona in the heart of downtown.
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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