Photo by Joel Holland

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Compare 20 Cottages in Windsor with updated reviews, rates, and availability.

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Outdoor spa tub

Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!

9.8 out of 10, Exceptional, (232)
"Great place. Going back soon"
Quietwater Cottage- On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Island View Hideaway - On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Outdoor spa tub

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

9.8 out of 10, Exceptional, (192)
"Traveled from Milwaukee for the beauty and peacefulness of nature by the Wisconsin River. We enjoyed our stay in this very nice home with a great location. Well cared for property and we’d definitely return!!"
Island View Hideaway - On the Water, Scenic, Sandbars, Birds, Nature, Hot Tub!
Madison & ~UW~-Madison Area Lakefront Home
Another perfect sunset at the Cottage!

Madison & ~UW~-Madison Area Lakefront Home

10.0 out of 10, Exceptional, (183)
"The lake cottage was absolutely beautiful!! The home was very clean and organized and not to mention the amazing views!! The host was great at responding to any questions we had too. We will definitely be back! "
Madison & ~UW~-Madison Area Lakefront Home
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
Dining

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 SAR 710
SAR 1,419 total
includes taxes & fees
23 Dec - 24 Dec
Cozy 3 Bedroom Cottage- Breathtaking Lake Views
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, (80)
"We had a girl's trip and had enough room for all of us. The house is amazing! We all want to go back when it's watmer to enjoy the outdoors more. "
Amazing Lake Wisconsin Views!!! Newly Remodeled Cottage with Modern Amenities!
New Modern Cabin on 2 Acres with Water Views
Living area

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
Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking
Living area

Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking

9.0 out of 10, Wonderful, (4)
"Cottage is cute and comfy. Bed was great, kitchen and bath very nice. Lots on tv if you're stuck in. Walk to lots of restaurants, bars and the Saturday farmer's market. Had a lovely time."
Doty St*2BR historic cottage near Lakes,Capitol,UW Campus & hospitals w/parking
The Napping Farm
Living area

The Napping Farm

9.0 out of 10, Wonderful, (6)
"Large property with a cute farmhouse. "
The Napping Farm
Waterfront Lodi Vacation Rental on Lake Wisconsin!
Property grounds

Waterfront Lodi Vacation Rental on Lake Wisconsin!

3.0 star property
Waterfront Lodi Vacation Rental on Lake Wisconsin!
Stunning A-frame on Lake WI
Exterior

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
Wisconsin River Valley Farmhouse: Fire Pit & View
Living area

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!
Property grounds

Happys Haven Cabin w/ Gas Grill & Fire Pit!

3.0 star property
Happys Haven Cabin w/ Gas Grill & Fire Pit!
MILLION DOLLAR VIEW LAKE BOAT HOUSE
Miscellaneous

MILLION DOLLAR VIEW LAKE BOAT HOUSE

MILLION DOLLAR VIEW LAKE BOAT HOUSE
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
Spacious & Secluded Madison Home Near Dtwn!
Outdoor dining

Spacious & Secluded Madison Home Near Dtwn!

3.0 star property
Spacious & Secluded Madison Home Near Dtwn!
Pet-friendly Deforest Getaway w/ Backyard!
Living area

Pet-friendly Deforest Getaway w/ Backyard!

3.0 star property
Pet-friendly Deforest Getaway w/ Backyard!
Vacation cottage on Lake Waubesa
Beach

Vacation cottage on Lake Waubesa

Vacation cottage on Lake Waubesa
Family-friendly Lake Waubesa Home: Boat + Swim!
Living area

Family-friendly Lake Waubesa Home: Boat + Swim!

3.0 star property
Family-friendly Lake Waubesa Home: Boat + Swim!
Okee Bay House on Lake Wisconsin w/ Private Dock!
Miscellaneous

Okee Bay House on Lake Wisconsin w/ Private Dock!

3.0 star property
Okee Bay House on Lake Wisconsin w/ Private Dock!
On-site Ice Fishing: Winter Retreat Near Ski Hills
Living area

On-site Ice Fishing: Winter Retreat Near Ski Hills

3.0 star property
On-site Ice Fishing: Winter Retreat Near Ski Hills
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

A Pleasant Retreat- No Cleaning Fee & New Discounts
Street view of front yard

A Pleasant Retreat- No Cleaning Fee & New Discounts

10.0 out of 10, Exceptional, (219)
"We stayed two nights on a weekend to celebrate with family and our college graduate. We had 7 stay comfortably using the sunroom bed. The house was amazing and had everything we needed throughout the weekend. The backyard is very nice. We really loved everything about the house. The hosts were excellent, very helpful and extremely easy to communicate with. The neighborhood is very quiet and the location gives easy access to Madison. An amazing weekend! We would highly recommend!"
The price is SAR 845
SAR 1,082 total
includes taxes & fees
3 Jan - 4 January 2025
A Pleasant Retreat- No Cleaning Fee & New Discounts
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Lodi Vacation Rental | 2BR | 2BA | 1,300 Sq Ft | Stairs Required for Access

‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!

10.0 out of 10, Exceptional, (45)
"You could not imagine a more perfect location to stay. The privacy, views of the lake and the well appointed home were all provided the perfect makings for a glorious vacation. "
‘Happy’s Haven’ Cabin w/ Gas Grill & Fire Pit!
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to Downtown!
Outdoor dining

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

9.8 out of 10, Exceptional, (31)
"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 SAR 958
SAR 1,949 total
includes taxes & fees
2 Jan - 3 January 2025
Madison Lakefront Oasis in the Heart of Madison - Central, Minutes to 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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