Chalets in Southwest Wisconsin
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A lake surrounded by lush green hills and a rocky cliff.

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Our top choices for Southwest Wisconsin chalets

A log cabin with a stone chimney, a balcony, and a stone foundation.

A spacious log cabin interior with a large living area, a kitchen with a bar, and a fireplace.

A spacious living area with a blue sofa, a patterned rug, and large windows offering a view of the outdoors.

A log cabin bedroom with a bed, a desk, and a large window.

1. Peace + Quiet · Hot Tub · Fire Pit · 5 Acres

Peace + Quiet · Hot Tub · Fire Pit · 5 Acres

Wisconsin Dells

The price is NZ$1,820

NZ$1,820

includes taxes & fees

9 Nov - 10 Nov

Peace + Quiet · Hot Tub · Fire Pit · 5 Acres

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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Learn more about Southwest Wisconsin

Discover the family-friendly area of Southwest Wisconsin—water parks, festivals and top sights like Kalahari Indoor Waterpark.

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Top reviews in Southwest Wisconsin

A modern hotel with a glass facade, multiple floors, and a prominent entrance.

A modern interior with a spherical light fixture, wooden flooring, and two rectangular planters with water features.

A modern lobby with a curved sofa set, a round coffee table, and a decorative floor lamp.

A bar area with a long counter, multiple shelves with bottles, glasses, and a flat-screen TV. There are four bar stools with green cushions.

Embassy Suites By Hilton Madison Downtown

Downtown Madison

10/10 Excellent

Beautiful

Brad

Reviewed August 11, 2026Reviewed August 11, 2026

Embassy Suites By Hilton Madison Downtown

A Hampton Inn & Suites hotel with a brick facade, multiple windows, and a clear sky.

A modern restaurant with green and brown chairs, a coffee shop sign, and a brick wall with a TV.

A poolside area with lounge chairs, a 'NO DIVING' sign, and a pool.

A reception area with a 'Welcome to Hampton' sign, a framed picture of a bridge, and a snack shop named 'Hilton Honors'.

Hampton Inn & Suites La Crosse Downtown

Historic Downtown La Crosse

10/10 Excellent

An excellent property with very friendly staff. The breakfast was really good

Anonymous traveller

Reviewed October 16, 2019Reviewed October 16, 2019

Hampton Inn & Suites La Crosse Downtown

A modern hotel with a glass facade, multiple floors, and a prominent entrance with outdoor seating.

An indoor swimming pool with a red and white color scheme, seating areas, and large windows.

A room with a fireplace, two armchairs, and a mascot statue.

Hampton Inn & Suites Madison / Downtown

Downtown Madison

10/10 Excellent

The staff and this property were great.The lobby, tables, couches, TV's fireplace all day coffee and tea just made it very relaxing and comfortable environment. Would never stay anywhere else if in Madison after staying here recently.

Tim

Reviewed January 19, 2026Reviewed January 19, 2026

Hampton Inn & Suites Madison / Downtown

A multi-story hotel with a curved facade, large windows, and a ground-level restaurant.

A hotel room with a large window, a flat-screen TV, a sofa, two armchairs, and a small round table.

A large indoor swimming pool with clear water, surrounded by a tiled floor and a glass railing.

A balcony with a view of buildings and a river.

Best Western Premier Park Hotel

Downtown Madison

10/10 Excellent

excellent location. love the pool

Colleen

Reviewed August 1, 2024Reviewed August 1, 2024

Best Western Premier Park Hotel

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Viola Hotels
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Reedsburg Hotels
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Hotels near Kalahari Indoor Waterpark
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Wisconsin Dells Hotels
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Avoca Hotels
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Hotels near Tower Hill State Park
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Elroy Hotels
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Hotels near Ho-Chunk Casino
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Hotels near Crystal Grand Music Theater
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Hotels near Timbavati Wildlife Park
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Spring Brook Hotels
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La Valle Hotels
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Hillsboro Hotels
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Prairie du Sac Hotels
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Lake Delton Hotels
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Wilton Hotels
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Hotels near Top Secret
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Hotels near Noah's Ark Waterpark
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Blue River Hotels
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Kendall Hotels
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Richland Center Hotels
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Hotels near Paul Bunyan's Northwoods Lumberjack Show
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Motels in Middleton
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B&B in Middleton
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Apartments in Gotham
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Hostels in Southwest Wisconsin
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Motels in Blue River
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Cottages in Blue River
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Caravan Parks in Oxford
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Cabin Rentals in Portland
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Villas in Lancaster
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Cabin Rentals in Hustler
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Cottages in Plain
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Cabin Rentals in Wisconsin Dells
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Cottages in Boscobel
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Cabin Rentals in Viroqua
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Cabin Rentals in Lake Delton
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Apartments in Adams
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Resort in New Lisbon
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Cabin Rentals in Spring Green
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Caravan Parks in Lyndon Station
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Resort in Waunakee
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Caravan Parks in Merrimac
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Caravan Parks in Rockland
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Cabin Rentals in Portage
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Villas in Belmont
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Resort in Dane
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Guest Houses in Dane
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B&B in Highland
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Romantic Hotels in Wisconsin Dells
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Cheap Hotels in Wisconsin Dells
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Marriott Hotels & Resorts in Viroqua
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Flights to Southwest Wisconsin
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Flights to Wisconsin Dells
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Flights to West Baraboo
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Visit Arena
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Visit Lyndon Station
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Visit Wisconsin Dells
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Visit Dodgeville
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Visit Reedsburg
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Visit Soldiers Grove
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Woodside Wisconsin Dells Center Dome
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Timbavati Wildlife Park
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Timber Falls Adventure Park
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Mt. Olympus Water and Theme Park
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Adare Go Carts
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Glacial Lake Wisconsin
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Devil's Lake State Park
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Big Sky Drive-In
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Crystal Grand Music Theater
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Wild West Waterpark
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Wisconsin Dells Holidays
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Dodgeville Holidays
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Ochsner Zoo
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Car hire Wisconsin Dells
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Car hire Baraboo
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Car hire Viola
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National Car Rental Rental Cars in Wisconsin Dells
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Firefly Rental Cars in Southwest Wisconsin
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Search Chalets in Southwest Wisconsin

Change your mind

Treat yourself

Be picky

Find holiday rentals that suit your style

Check prices for these dates

Our top choices for Southwest Wisconsin chalets

1. Peace + Quiet · Hot Tub · Fire Pit · 5 Acres

Learn more about Southwest Wisconsin

Top reviews in Southwest Wisconsin

Embassy Suites By Hilton Madison Downtown

10/10 Excellent

Explore a world of travel with Expedia