Southern Wisconsin Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Southern Wisconsin hotels

A hotel lobby with a reception desk, seating area with sofas and tables, and a large window providing natural light.

A hotel lobby with seating areas, a reception desk, and a view of the outdoors.

A gym with exercise equipment and a person lifting weights.

1. Gundersen Hotel & Suites

Powell-Poage-Hamilton

Cindy

2.928.641 ₫

3.367.937 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with wooden beams, clear glass windows, and a colorful airplane decoration.

A restaurant with multiple tables and chairs, a bar area, and a television screen.

An outdoor patio with metal tables and chairs, red umbrellas, and a white building in the background.

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

2. Cobblestone Suites Oshkosh

Oshkosh

Terry

1.935.994 ₫

2.226.394 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A bar area with a long counter, multiple chairs, and overhead lighting.

A hotel kitchen with a buffet, a clock, and a welcome sign.

A hotel lobby with a reception desk, seating area with sofas and chairs, a fireplace, and a television mounted on the wall.

A lobby with a reception desk, a sofa set, a fireplace, and a TV mounted on the wall.

3. AmericInn by Wyndham Waupun

Waupun

Ronda

2.661.690 ₫

3.021.018 ₫ total

includes taxes & fees

20 Sept - 21 Sept

A spacious lounge area with a sofa set, a coffee table, and a fireplace.

A hotel lobby with seating areas, a reception desk, and a bar/lounge area.

A spacious conference room with a long table, multiple chairs, and a modern chandelier.

An indoor swimming pool with a slide, a diving board, and a no diving sign.

4. Hampton Inn & Suites Madison-West

Madison

Michelle

2.282.008 ₫

2.635.720 ₫ total

includes taxes & fees

20 Sept - 21 Sept

An outdoor patio area with a stone fire pit, wooden chairs, and tables.

A modern hotel with a covered outdoor area, multiple entry points, and a well-lit facade.

A modern living room with a fireplace, a sectional sofa, a coffee table, and a bookshelf.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a lamp, and a window with curtains.

5. Country Inn & Suites by Radisson, La Crosse, WI

Northside

George

1.941.207 ₫

2.232.389 ₫ total

includes taxes & fees

28 Sept - 29 Sept

A Holiday Inn Express & Suites hotel with a brick facade, multiple windows, and a well-lit entrance.

An indoor swimming pool with a lifeguard sign, chairs, and a no diving sign.

A hotel lobby with a seating area, a fireplace, and a sign listing amenities.

A glass vase with red roses on a counter at Holiday Inn Express.

6. Holiday Inn Express & Suites Madison Central by IHG

Madison

Chris

2.818.260 ₫

3.255.090 ₫ total

includes taxes & fees

8 Sept - 9 Sept

A modern interior with a stone fireplace, seating area, and a flat-screen TV mounted above it.

A modern interior with a stone fireplace, large windows, and a flat-screen TV above it.

A spacious lobby with a staircase, seating area, and a stone fireplace.

A modern hotel with a flat roof, large windows, and a sign reading "The Watershed."

7. Watershed Hotel

Sheboygan

Nikolina

3.405.397 ₫

3.865.126 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A deck with outdoor seating, a fire pit, and a view of a river and bridge.

A modern hotel lobby with a reception desk, seating area, large windows, and decorative lighting.

A sunset view over a lake with a bench and ferns in the foreground.

A multi-story building with a parking lot in front.

8. Waterfront Hotel

Prairie Du Chien

WESTCOTT

3.499.340 ₫

3.901.986 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An outdoor seating area with wicker furniture and cushions, a glass door entrance, and a well-lit interior.

A hotel room with a large bed, a sofa, a desk with a TV, a lamp, and a view of the city through the window.

A hotel room with a sofa, armchair, coffee table, desk, and kitchenette.

An indoor swimming pool with clear glass walls, sun loungers, and a tiled floor.

9. AmericInn by Wyndham Brookfield

Brookfield

Robert

2.041.594 ₫

2.358.132 ₫ total

includes taxes & fees

7 Sept - 8 Sept

An indoor swimming pool with a stone wall, wooden beams, and a stone fireplace.

A log cabin-style room with a stone fireplace, a television, a sofa, a bed, and a bathtub.

A spacious lobby with a stone floor, wooden staircase, and a second-floor balcony.

A spacious lobby with a stone fireplace, wooden ceiling, and a patterned carpet.

10. Stoney Creek Hotel La Crosse - Onalaska

Onalaska

Gwen

2.693.004 ₫

3.056.768 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A spacious living area with a staircase leading to a balcony, a kitchen area, and a reception desk.

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

A reception desk with a sign reading "Quality by Choice Hotel," two computer monitors, a clock, and framed documents on the wall.

A spacious lobby with a staircase, a white sofa, a blue armchair, and a coffee table.

11. Quality Inn Oshkosh Aviation Park

Oshkosh

Patrick

2.085.920 ₫

2.398.808 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A modern hotel with a covered entrance, multiple floors, and a parking lot.

A modern hotel room with a wooden dining table, a sofa, and a TV mounted on the wall.

A spacious lounge area with seating and tables, large windows, and a kitchen area visible in the background.

An outdoor patio with wicker furniture, a fire feature, and a stone wall.

12. Hyatt Place Madison / Verona

Verona

Chelsea Carney

3.076.732 ₫

3.461.323 ₫ total

includes taxes & fees

13 Sept - 14 Sept

A modern indoor space with seating, a stone accent wall, and large windows.

A hotel room with two beds, a desk, a chair, a wardrobe, and a lamp.

A reception area with a stone wall, a wooden counter, and a sign that reads 'AmericInn by Wyndham.'

A restaurant with a fireplace, tables, chairs, and large windows.

13. AmericInn by Wyndham Madison West

Madison

melanie

1.685.737 ₫

1.947.026 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A modern reception area with a curved counter, a staircase, and a seating area with a large potted plant.

A bar area with a counter, bar stools, and a display of liquor bottles.

An indoor swimming pool with tiled flooring, wooden ceiling beams, and several chairs and tables around the pool area.

A hotel lobby with a sectional sofa, a small round table, and a yellow ottoman.

14. Baymont by Wyndham Madison West/Middleton WI West

Junction Ridge

Hunter

1.619.195 ₫

1.870.170 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A Country Inn & Suites hotel with a covered entrance, multiple balconies, and a landscaped front yard.

15. Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

Brown Deer

Jonathon

2.415.756 ₫

2.930.231 ₫ total

includes taxes & fees

30 Sept - 1 Oct

An outdoor patio with a fire pit, multiple seating areas, and a pergola with string lights.

A modern hotel lobby with a fireplace, seating area, and a bar.

A hotel with a covered entrance, a sign reading "HOME 2 SUITES," and a parking lot.

A hotel room with a kitchenette, two beds, a red ottoman, and a view of the city.

16. Home2 Suites by Hilton Madison Central Alliant Energy Center

Madison

Cathy

2.546.350 ₫

2.941.035 ₫ total

includes taxes & fees

7 Sept - 8 Sept

A log cabin interior with a stone fireplace, wooden walls, and a mounted deer head.

A hotel lobby with wooden beams, chandeliers, a stone wall, and a mounted elk head.

A lodge with a prominent entrance, stone pillars, and a red roof.

A hotel room with two beds, a desk, a chair, a fireplace, and a view of the parking lot.

17. The Lodge at Mauston

Mauston

Lisa and Travis

3.215.948 ₫

3.553.617 ₫ total

includes taxes & fees

6 Sept - 7 Sept

A lobby with a stone fireplace, a flat-screen TV, a reception desk, and comfortable seating.

A modern kitchen with a granite countertop, a stone backsplash, and a flat-screen TV mounted above the island. There are two wooden doors and a refrigerator in the background.

A hotel room with a large bed, a flat-screen TV, a desk with a lamp, and a window with curtains.

18. Cobblestone Inn & Suites-Fremont

Fremont

Sharon

2.090.209 ₫

2.448.011 ₫ total

includes taxes & fees

8 Sept - 9 Sept

An outdoor patio area with a circular fire pit surrounded by chairs, a brick building in the background, and string lights.

A modern living room with a large flat-screen TV, a gray sectional sofa, and a small coffee table.

A modern bar area with a central island, bar stools, yellow chairs, and a coffee machine.

An indoor swimming pool with a water slide, palm trees, and a seating area with tables and chairs.

19. Courtyard by Marriott Madison West Middleton

Middleton

Lisa Marie

2.722.126 ₫

3.089.613 ₫ total

includes taxes & fees

16 Sept - 17 Sept

A spacious living area with a fireplace, comfortable seating, and a modern kitchen in the background.

A two-story building with a brick facade, a balcony on the upper floor, and a large entrance with glass doors.

A hotel lobby with a wooden reception desk, several tables and chairs, a clock on the wall, and a Christmas tree.

An indoor swimming pool with clear depth markings, a lifeguard warning sign, and a covered seating area with chairs.

20. GrandStay Hotel & Suites

Historic Downtown La Crosse

matthew

2.841.745 ₫

3.268.007 ₫ total

includes taxes & fees

13 Sept - 14 Sept

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Holiday Rentals in Southern Wisconsin

Cottage

A cozy kitchen with a bar area, wooden walls, and a large window.

A kitchen with wooden cabinets, a black refrigerator, and a countertop.

A dining area with a wooden table and chairs, a foosball table, a dartboard, and a fireplace.

A living room with a flat-screen TV, a ceiling fan, a fireplace, and a kitchen area in the background.

Lake Wisconsin Resort

Poynette

"Love it here clean peaceful and excellent management …"

Aparthotel

A spacious living area with a fireplace, a sofa, and a dining area in the background.

A spacious dining area with multiple wooden tables and chairs, a ceiling fan, and a bar area in the background.

A hotel room with two beds, a sofa, a TV, and a dining table.

A swimming pool with a no diving sign, chairs around it, and a max pool capacity sign.

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

"Nice place and good breakfast"

Camping

A building with a stone facade, a paved driveway, and a flagpole with multiple flags.

A lodge with a porch and a fire pit area.

A covered outdoor deck with a table and chairs, wooden railings, and a view of a residential area with RVs.

A swimming pool area with a wooden building in the background, surrounded by trees.

Plymouth Rock Camping Resort

Plymouth

"Beautiful and well kept camping location. "

Cabin

A wooden cabin interior with a dining table, a chair, a hanging lantern, and a window with a view of trees.

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Wild Rose

"This is definitely a hidden gem and we will be back next year for some time away from the business of life."

Aparthotel

An indoor swimming pool with wooden walls and ceiling, surrounded by lounge chairs and potted plants.

A room with a large window overlooking a forested area, a small table with chairs, a fire extinguisher on the wall, and a sign with pool rules.

A hotel with a reflection in a pond, surrounded by trees and a stone wall.

A coffee bar with a stainless steel espresso machine, cups, and a sign that reads "Coffee Bar".

Mill Creek Hotel

Lake Geneva

"Worked perfectly for my son, grandson and I. Unfortunately we didn’t get to have the breakfast because we were fishing very early each day. Loved the location, close to restaurants and the lake."

Apartment

A modern building with a symmetrical facade, large windows, and a central courtyard.

A modern kitchen with stainless steel appliances, wooden cabinets, and a dining area with a view to the outside.

A modern lobby with a fireplace, seating area, and artwork on the walls.

A modern kitchen with a central island, large windows, and a balcony with outdoor seating.

Landing Apartments at Mayfair Collection

Wauwatosa

"Beautiful apartment, great lication"

Cabin

A beachside area with a sandy shore, a small dock, and several beach huts.

A wooden cabin interior with a loft bed, a wooden ladder, a couch, a microwave, and a door with windows.

A red kayak on calm water with a paddle, a cloudy sky, and buildings in the background.

Tiki Beach Campground

Campbellsport

"Me and my brother had an incredible time here. It was exactly what we were looking for. From the staff, to the property and the room itself. The natures walls close by. It was great and will be returning with more of the family again."

Holiday Home

A covered outdoor patio with metal tables and chairs, a basket of snacks, and a bottle of beer.

A dining area with a fireplace, a television above it, and a dining table with chairs.

A lakeside view with a building, trees, and a clear sky.

A spacious living room with a fireplace, a sofa set, a coffee table, and a staircase leading to the upper floor.

Tamarack Wisconsin Dells a Ramada by Wyndham

Wisconsin Dells

"Very affordable compared to other locations in surrounding areas. Has basic amenities that really helps save cost on vacation trips with larger families."

Condo

An indoor water park with multiple water slides and a pool area where people are floating on colorful tubes.

A hotel room with a large bed, a round table, a lamp, and a bathroom with a mirror and sink.

A cozy living room with a fireplace, leather sofas, a coffee table, and a stone accent wall.

A hotel bathroom with a sink, mirror, and towel rack.

Bluegreen Odyssey Dells

Lake Delton

"Nice and clean great location"

Condo

A swimming pool with a rock formation and a lifeguard chair.

A lakeside view from a balcony with a wooden deck, a sandy beach, and a boat docked on the water.

A modern kitchen with a central island, a dining area with a spiral staircase, and a living space with a large plant.

Caribbean Club Resort

Wisconsin Dells

"It was clean staff was excellent we got to extend our stay for two more days."

Aparthotel

An indoor water park with a 'Welcome' sign, slides, and a hot tub area.

A living room with a fireplace, a flat-screen TV mounted on the wall, a sofa, and a window with curtains.

A man sitting by a fire pit with children around him.

A lodge entrance with a sign reading "Timber Ridge Lodge".

Timber Ridge Lodge and Waterpark

Lake Geneva

"Fun place!"

Camping

A wooden deck with picnic tables and red umbrellas, overlooking a lake with boats and a dock.

A wooden cabin interior with a kitchen area, a dining table, and a bunk bed.

A lakeside dock with various boats and a tree.

A wooden cabin interior with a bunk bed, a window with curtains, and a door.

Fremont Campground

Fremont

"Think our cabin was missed on prep list to clean. Beds were very hard, Water slide out of order wish that was updated when booking that was a good reason we picked that location. Even with that said the lady at front was great. I would be willing to try it again because I think that campground had alot to explore."

Cabin

A compact RV kitchen with a built-in stove, microwave, and sink.

A wooden cabin interior with a kitchen area, a dining table, and a sofa.

A row of cabins with a covered porch, a paved driveway, and a basketball hoop.

Bonanza Camping Resort

Lake Delton

"Rv was super cute & clean. Check in staff super friendly. Great value for the location"

Aparthotel

A deck with a view of a lake, surrounded by various signs and advertisements.

A lakeside patio with outdoor seating and a dock.

A spacious living room with a blue sofa, a wooden coffee table, and a kitchen area with wooden cabinets and a refrigerator.

An indoor swimming pool with a wooden ceiling and large windows.

Victorian Inn Elkhart Lake Wisconsin

Elkhart Lake

"Perfect location, great amenities."

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Stay near popular Southern Wisconsin attractions

A baseball game in a stadium with a person holding a hot dog and a drink.

American Family Field

9.0/10 (2,832 reviews)

Catch an event at American Family Field during your trip to Milwaukee. Attend a baseball game or simply enjoy the lively breweries while you're in the area.

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A water park with a large Ferris wheel and a water slide.

Mt. Olympus Water and Theme Park

7.4/10 (1,284 reviews)

Bring the family to Mt. Olympus Water and Theme Park and have a fun-filled day at this theme park in Wisconsin Dells. Stroll along the area's lakeside or experience its entertainment choices.

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A cityscape with a variety of buildings, including a prominent white structure with a curved roof, a tall tower, and a mix of older and modern architecture.

Fiserv Forum

9.2/10 (2,312 reviews)

Catch an event at Fiserv Forum during your trip to Milwaukee. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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Kalahari Indoor Waterpark

8.8/10 (445 reviews)

Enjoy the rides and games at Kalahari Indoor Waterpark and see why this is a favourite theme park in Baraboo. Stroll along the riverfront or experience the entertainment choices in this family-friendly area.

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Noah's Ark Waterpark

8.4/10 (959 reviews)

Have a fun-filled day at Noah's Ark Waterpark and find out why this is a popular theme park in Wisconsin Dells. Stroll along the area's riverfront or experience its entertainment choices.

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Chula Vista Waterparks

7.6/10 (630 reviews)

Enjoy a stop at Chula Vista Waterparks, an entertaining place to visit in Wisconsin Dells. While you're in the area, stroll along the riverfront.

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The House on the Rock

9.4/10 (246 reviews)

You can find out about the history of Spring Green with a stop at The House on the Rock. You can enjoy the cafes while in the area.

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Learn more about Southern Wisconsin

Discover the local area in Southern Wisconsin as you check out popular sights like Kalahari Indoor Waterpark and Noah's Ark Waterpark.

See all hotels in Southern Wisconsin

Three colorful chairs on a dock overlooking a calm lake at sunset.

Top Southern Wisconsin Hotel Reviews

Dellshire Resort

10/10 Excellent

"Love this place very clean and brand new! But wish the water park was bigger! But overall we had a great time!"

Great Wolf Lodge Wisconsin Dells

8/10 Good

"Our room was spacious and the waterparks give something for all ages to do."

Harbor Shores on Lake Geneva

10/10 Excellent

"x"

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent

"Great room and convenient location. Breakfast was great. Staff very helpful. We will stay there again."

Mt. Olympus Water & Theme Park Resort

10/10 Excellent

"I really like the pool area and the hotel room is very fun and clean. but I dint like that at the front desk they give the room key at 4PM and they closed the pool area at 6PM, I also dint like that the check out time is at 10AM. And house keeping staff start knocking the doors at 9AM very early so you wake up very tired."

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"The staff was super helpful and friendly and the free shuttle service was great for getting downtown and out to the baseball stadium."

Best Western Baraboo Inn

10/10 Excellent

"Overall good hotel"

More cheap stays in Southern Wisconsin

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

1.619.195 ₫

1.870.170 ₫ total

4 Oct - 5 Oct

includes taxes & fees

8/10 Very good! (1,465 reviews)

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

1.647.355 ₫

1.902.695 ₫ total

16 Sept - 17 Sept

includes taxes & fees

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

1.824.980 ₫

2.107.852 ₫ total

4 Oct - 5 Oct

includes taxes & fees

Best Western Baraboo Inn

725 W Pine St Baraboo WI

1.861.684 ₫

2.113.011 ₫ total

14 Sept - 15 Sept

includes taxes & fees

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

2.633.474 ₫

3.052.196 ₫ total

20 Sept - 21 Sept

includes taxes & fees

Stoney Creek Hotel La Crosse - Onalaska

3060 S Kinney Coulee Rd Onalaska WI

2.693.004 ₫

3.056.768 ₫ total

6 Sept - 7 Sept

includes taxes & fees

9/10 Wonderful! (1,547 reviews)

Explore a world of travel with Expedia

Book Hotels in Southern Wisconsin on Expedia.com

Find hotels in Southern Wisconsin, WI from 1.384.030 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southern Wisconsin

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southern Wisconsin hotels

1. Gundersen Hotel & Suites

2. Cobblestone Suites Oshkosh

3. AmericInn by Wyndham Waupun

4. Hampton Inn & Suites Madison-West

5. Country Inn & Suites by Radisson, La Crosse, WI

6. Holiday Inn Express & Suites Madison Central by IHG

7. Watershed Hotel

8. Waterfront Hotel

9. AmericInn by Wyndham Brookfield

10. Stoney Creek Hotel La Crosse - Onalaska

11. Quality Inn Oshkosh Aviation Park

12. Hyatt Place Madison / Verona

13. AmericInn by Wyndham Madison West

14. Baymont by Wyndham Madison West/Middleton WI West

15. Country Inn & Suites By Radisson, Brown Deer - Milwaukee North

16. Home2 Suites by Hilton Madison Central Alliant Energy Center

17. The Lodge at Mauston

18. Cobblestone Inn & Suites-Fremont

19. Courtyard by Marriott Madison West Middleton

20. GrandStay Hotel & Suites

Holiday Rentals in Southern Wisconsin

Lake Wisconsin Resort

Grandstay Residential Suites Hotel - Sheboygan

Plymouth Rock Camping Resort

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Mill Creek Hotel

Landing Apartments at Mayfair Collection

Tiki Beach Campground

Tamarack Wisconsin Dells a Ramada by Wyndham

Bluegreen Odyssey Dells

Caribbean Club Resort

Timber Ridge Lodge and Waterpark

Fremont Campground

Bonanza Camping Resort

Victorian Inn Elkhart Lake Wisconsin

Stay near popular Southern Wisconsin attractions

American Family Field

Mt. Olympus Water and Theme Park

Fiserv Forum

Kalahari Indoor Waterpark

Noah's Ark Waterpark

Chula Vista Waterparks

The House on the Rock

Learn more about Southern Wisconsin

Top Southern Wisconsin Hotel Reviews

Dellshire Resort

Great Wolf Lodge Wisconsin Dells

Harbor Shores on Lake Geneva

Drury Plaza Hotel Milwaukee Downtown

Mt. Olympus Water & Theme Park Resort

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Best Western Baraboo Inn

More cheap stays in Southern Wisconsin

Baymont by Wyndham Madison West/Middleton WI West

Baymont Inn & Suites by Wyndham Madison

Comfort Suites Madison West - Middleton

Best Western Baraboo Inn

Holiday Inn Express Milwaukee-West Medical Center by IHG

Stoney Creek Hotel La Crosse - Onalaska

Explore a world of travel with Expedia

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