Windsor Holiday Rentals, Madison: Private House Rentals

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

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Our top choices for Windsor hotels

An indoor swimming pool with clear blue water, surrounded by lounge chairs and a table.

A Days Inn hotel with a covered entrance, brick pillars, and a parking lot.

A gym with treadmills, elliptical machines, and free weights.

A hotel room with a large bed, a desk with a computer, a chair, a window with curtains, and a painting on the wall.

1. Days Inn by Wyndham Madison NE/Windsor

Windsor

TARA

1.670.944 ₫

1.762.845 ₫ total

includes taxes & fees

8 Nov - 9 Nov

A hotel room with a bed, desk, chair, and a large painting on the wall.

A bathroom with a granite countertop sink, a mirror, and a towel rack.

A Whirlpool washer and dryer set in a laundry room with a Pepsi sign on the wall.

A motel with a Super 8 sign and a Topp's Mideaway sign.

2. Super 8 by Wyndham Windsor/Madison North

Windsor

Oswaldo

1.630.188 ₫

1.834.091 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A modern hotel room with a bed, a desk, a chair, and a sofa.

A modern room with a blue wall, a wooden desk, a yellow office chair, a blue sofa, and a floor lamp.

A compact hotel bathroom with a sink, mirror, and a small refrigerator.

A conference room with a long table, blue chairs, a flat-screen TV, and a kitchenette.

3. Holiday Inn Express Deforest (Madison Area) by IHG

De Forest

William

2.406.468 ₫

2.659.277 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with a fountain, lounge chairs, and a sunshade.

A bar area with a marble countertop, bar stools, a refrigerator stocked with beverages, and a clock on the wall.

A hotel room with a blue sofa, a brown ottoman, a white bathtub, and a large mirror.

A hotel room with a bed, a blue sofa, two small tables, a lamp, and two framed pictures on the wall.

4. Comfort Inn & Suites Madison North

De Forest

Kimberly

2.152.051 ₫

2.378.015 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a high ceiling, a reception desk, and a display of various items on the wall.

A spacious lobby with a bar area, seating arrangements, and a decorative partition.

An indoor swimming pool with clear markings for non-diving and diving areas, surrounded by lounge chairs and tables.

A modern building with a glass facade, a covered entrance, and a flagpole.

5. DoubleTree by Hilton Madison East

Greater Sandburg

Humberto

2.736.105 ₫

3.160.201 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A spacious lobby with a high ceiling, a large chandelier, and a reception desk.

An indoor swimming pool with clear glass ceilings, lounge chairs, and a view of the outdoors.

A lobby with a fireplace, two armchairs, and two small tables.

A modern hotel room with a large bed, a separate bathroom with a bathtub, and a blue accent wall.

6. La Quinta Inn & Suites by Wyndham Madison American Center

Madison

Caroline

2.071.867 ₫

2.393.123 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A multi-story hotel with a prominent 'CAMBRIA' sign, featuring a brick facade, large windows, and a covered entrance area.

A spacious lobby with a stone wall, large windows, and comfortable seating areas.

An indoor swimming pool with clear depth markings, safety signs, and a lifeguard on duty.

An outdoor patio with tables and chairs, large windows, and a view of the surrounding greenery.

7. Cambria Hotel Madison East

Madison

Kathleen

2.176.624 ₫

2.514.001 ₫ total

includes taxes & fees

22 Nov - 23 Nov

A Holiday Inn hotel with a glass entrance canopy, brick facade, and green lighting.

A breakfast setting with two plates of eggs, bacon, and toast, a bowl of fruit, and a glass of orange juice.

A hotel corridor with striped chairs, potted plants, and a framed picture on the wall.

An indoor swimming pool with a stone wall, a seating area with chairs, and a sign indicating no lifeguard on duty.

8. Holiday Inn Madison at The American Center by IHG

Madison

Shua

1.940.700 ₫

2.241.510 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a bed, bedside lamps, a nightstand, a window with curtains, and a view of the outside.

9. Hampton Inn by Hilton Deforest

De Forest

Phillip

3.309.023 ₫

3.656.470 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An indoor swimming pool with multiple lounge chairs and a sign indicating no lifeguard on duty.

A spacious lobby with a fireplace, seating area, and a bar.

A hotel room with a bed, a desk with a telephone, a television on a wooden stand, and a small plant.

A hotel lobby with multiple seating areas, a bar, and a fireplace.

10. Fairfield Inn & Suites by Marriott Madison East

Madison

Brian

2.304.661 ₫

2.661.884 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a high ceiling, a reception desk, seating area, and a TV screen.

A hotel room with a large bed, a desk, and a chair. There is a window with a view of the city.

A modern lobby with a white sofa, blue armchair, and green armchairs. There is a fireplace, a desk with two monitors, and a large abstract painting on the wall.

A hotel reception area with a coffee station, a TV screen displaying a news program, and a counter with various food items.

11. Hilton Garden Inn Madison Sun Prairie

Sun Prairie

Dawn

3.497.141 ₫

3.934.283 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A modern restaurant with a bar area, large windows with a city view, and a unique ceiling light fixture.

A modern hotel lobby with a fireplace, comfortable seating, and a view of a historic building.

A hotel room with a bed, a bedside table with a bottle of champagne, glasses, and a tray.

12. The Madison Concourse Hotel and Governor's Club

Downtown Madison

Lori

3.057.249 ₫

3.531.122 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk, a chair, a flat-screen TV, and a window with a view.

A coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

A modern kitchen area with a coffee station, a chalkboard menu, and a buffet counter with food displays.

A conference room with tables and chairs, a carpeted floor, and framed artwork on the wall.

13. Holiday Inn Express & Suites Madison by IHG

Madison

christy

2.612.466 ₫

3.017.398 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a view of a cityscape, including a prominent dome building.

A conference room with a long table, chairs, and a carpeted floor.

A gym with exercise equipment, a wall of dumbbells, and large windows.

A conference room with multiple tables and chairs, arranged in a grid pattern.

14. DoubleTree by Hilton Madison Downtown

Downtown Madison

ZOE

2.905.099 ₫

3.355.389 ₫ total

includes taxes & fees

19 Nov - 20 Nov

A waterfront hotel with outdoor seating and a view of the sunset over the water.

A spacious restaurant with high ceilings, pendant lighting, and large windows offering views of the city.

A spacious bedroom with a large bed, a sitting area with a chair, and a view of the sea through large windows.

A spacious room with a large window, a sofa, a coffee table, and a lamp.

15. The Edgewater

Downtown Madison

Javier

5.100.160 ₫

6.548.194 ₫ total

includes taxes & fees

15 Nov - 16 Nov

An indoor swimming pool with clear glass walls, red chairs, and a table with chairs.

A modern dining area with multiple tables and booths, red and brown patterned chairs, and large windows providing natural light.

A hotel room with a large bed, a desk, a chair, and a wardrobe.

A Hampton Inn hotel with a modern facade, a covered entrance, and a parking lot.

16. Hampton Inn Madison East Towne Mall Area

Greater Sandburg

Cami

2.617.357 ₫

3.023.048 ₫ total

includes taxes & fees

29 Oct - 30 Oct

An outdoor patio area with wicker furniture, a central fire pit, and a building with a brick facade in the background.

A hotel room with a large bed, a sitting area with a red sofa, a small table, and a bathtub.

A modern hotel lobby with a bar area, seating, and a large screen displaying a video.

A modern lobby with a sofa, ottoman, and seating area with tables.

17. Courtyard by Marriott Madison East

Madison

scott

2.538.436 ₫

2.931.894 ₫ total

includes taxes & fees

9 Nov - 10 Nov

A modern building with a sign reading 'Highland Corner Grill.'

A pool area with a hot tub, seating, and a view through large windows.

A restaurant with a buffet, wooden ceiling, and large windows overlooking the street.

A gym with exercise equipment, large windows, and a view of the outside.

18. Best Western Plus InnTowner Madison

Regent

Nichole

2.926.317 ₫

3.379.896 ₫ total

includes taxes & fees

1 Nov - 2 Nov

An indoor swimming pool with wooden beams, clear poolside chairs, and a lifeguard chair.

A gym with cardio machines, weight machines, and a mirrored wall.

A dining area with wooden tables and chairs, a kitchen in the background, and a clock on the wall.

A living room with a sofa, armchairs, a coffee table, and a rug. There are large windows and a brick wall.

19. Quality Inn & Suites Sun Prairie Madison East

Sun Prairie

Michael

1.758.888 ₫

1.978.749 ₫ total

includes taxes & fees

22 Nov - 23 Nov

An indoor swimming pool with two separate sections, one with clear water and the other with a whirlpool feature. There are lounge chairs and umbrellas around the pool area, and large windows providing views of the outside.

A sunlit patio area with cushioned seating, a table, and a large umbrella.

A spacious lobby with a high ceiling, a large chandelier, and a seating area with patterned chairs and a sofa.

A modern building with a covered entrance, large windows, and a visible address sign.

20. Best Western East Towne Suites

Madison

Kerry

2.198.351 ₫

2.539.096 ₫ total

includes taxes & fees

22 Nov - 23 Nov

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Stay near popular Windsor attractions

Mousehouse Cheesehaus

9.0/10 (12 reviews)

Enjoy an outing to Mousehouse Cheesehaus during your stay in Windsor. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.

See properties

Learn more about Windsor

Bike the scenic Lake Windsor Park trails before cooling off at the splash pad on hot summer days. Families gather at Token Creek County Park just outside Windsor for fishing, picnicking, and exploring the natural springs.

See all hotels in Windsor

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

8/10 Good

"It’s downtown. Easy to walk to either lake."

Best Western Premier Park Hotel

10/10 Excellent

"Have stayed there before it’s always nice"

DoubleTree by Hilton Madison East

10/10 Excellent

"Great property and helpful staff."

AmericInn by Wyndham Madison West

10/10 Excellent

"Very clean hotel. The staff were very nice and helpful. The breakfast was awesome! Will start again when we have to go back down to UW Madison hospital."

Hampton Inn & Suites Madison-West

8/10 Good

"It was clean and spacious and good for the one night we stayed. You could hear through the walls and into the hallway quite easily, so I would not want to stay here for a long period or if I knew I would be in the hotel a lot."

Tru by Hilton Madison West, WI

10/10 Excellent

"The room, while not large, was well thought out. The shower was large and you could step right into it. There were safety bars in good locations and the shower faucet was easy to use and regulate. The sink had a nice amount of space around it. Ice could be gotten from an ice machine in the lobby. There was a water machine next to it so that you could fill your water bottle with ice then water. Breakfast was free with pancakes you could make yourself, scrambled eggs, sausage, bagels, and oatmeal. The desk staff was welcoming and helpful."

Baymont by Wyndham Madison West/Middleton WI West

10/10 Excellent

"It’s very clean and well served breakfast at our stay thanks and we will for sure come again."

Days Inn & Suites by Wyndham Madison

10/10 Excellent

"everything was perfect"

Cambria Hotel Madison East

10/10 Excellent

"The facility was amazing with the great price."

More cheap stays in Windsor

Motel 6 Madison, WI - East

4202 E Towne Blvd Madison WI

1.137.845 ₫

1.314.211 ₫ total

22 Nov - 23 Nov

includes taxes & fees

6.2/10 (1,052 reviews)

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

1.594.479 ₫

1.841.624 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Econo Lodge Madison East

4726 E Washington Ave Madison WI

1.597.226 ₫

1.845.022 ₫ total

22 Nov - 23 Nov

includes taxes & fees

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

1.693.584 ₫

1.956.089 ₫ total

1 Nov - 2 Nov

includes taxes & fees

8/10 Very good! (1,492 reviews)

Super 8 by Wyndham Madison South

1602 W Beltline Hwy Madison WI

1.697.466 ₫

1.960.572 ₫ total

8 Nov - 9 Nov

includes taxes & fees

7.2/10 Good! (1,007 reviews)

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

1.778.896 ₫

2.054.624 ₫ total

22 Nov - 23 Nov

includes taxes & fees

8.2/10 Very good! (641 reviews)

Hotels in Windsor with star rating

Frequently asked questions

What's the weather like in Windsor?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Windsor are January, December, March and November, with each month seeing an average of 22 cm of snowfall.

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Find hotels in Windsor, WI from 1.314.211 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Windsor

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Windsor hotels

1. Days Inn by Wyndham Madison NE/Windsor

2. Super 8 by Wyndham Windsor/Madison North

3. Holiday Inn Express Deforest (Madison Area) by IHG

4. Comfort Inn & Suites Madison North

5. DoubleTree by Hilton Madison East

6. La Quinta Inn & Suites by Wyndham Madison American Center

7. Cambria Hotel Madison East

8. Holiday Inn Madison at The American Center by IHG

9. Hampton Inn by Hilton Deforest

10. Fairfield Inn & Suites by Marriott Madison East

11. Hilton Garden Inn Madison Sun Prairie

12. The Madison Concourse Hotel and Governor's Club

13. Holiday Inn Express & Suites Madison by IHG

14. DoubleTree by Hilton Madison Downtown

15. The Edgewater

16. Hampton Inn Madison East Towne Mall Area

17. Courtyard by Marriott Madison East

18. Best Western Plus InnTowner Madison

19. Quality Inn & Suites Sun Prairie Madison East

20. Best Western East Towne Suites

Stay near popular Windsor attractions

Mousehouse Cheesehaus

Learn more about Windsor

Top Windsor Hotel Reviews

The Madison Concourse Hotel and Governor's Club

Best Western Premier Park Hotel

DoubleTree by Hilton Madison East

AmericInn by Wyndham Madison West

Hampton Inn & Suites Madison-West

Tru by Hilton Madison West, WI

Baymont by Wyndham Madison West/Middleton WI West

Days Inn & Suites by Wyndham Madison

Cambria Hotel Madison East

More cheap stays in Windsor

Motel 6 Madison, WI - East

Baymont Inn & Suites by Wyndham Madison

Econo Lodge Madison East

Baymont by Wyndham Madison West/Middleton WI West

Super 8 by Wyndham Madison South

Comfort Suites Madison West - Middleton

Hotels in Windsor with star rating

Frequently asked questions

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