Southern Wisconsin Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Southern Wisconsin hotels

A spacious kitchen with dark blue cabinets, a coffee machine, and a large island.

A swimming pool with a large frog sculpture, wooden beams, and large windows.

A spacious hotel lobby with a wooden floor, a reception desk, a staircase, and a balcony with chairs.

A modern hotel room with a large bed, a desk, a chair, a bathroom with a bathtub, and a balcony with a view.

1. AmericInn by Wyndham Beaver Dam

Beaver Dam

Julie

฿3,210

฿3,548 total

includes taxes & fees

25 Oct - 26 Oct

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.

2. Gundersen Hotel & Suites

Powell-Poage-Hamilton

Jean

฿3,729

฿4,288 total

includes taxes & fees

27 Sept - 28 Sept

A hotel with a row of single-story buildings, a parking lot, and a well-lit sign.

A hotel room with a bed, a TV, a desk, a chair, and a window with curtains.

A hotel lobby with leather sofas, a reception desk, and a dining area.

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

3. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Jordan

฿2,951

฿3,335 total

includes taxes & fees

29 Sept - 30 Sept

A living room with a fireplace, a television, and a kitchen area with a refrigerator and coffee maker.

A vending machine and an ice dispenser in a hallway.

A hotel room with a bed, a television on a dresser, a bathtub, and a window with blinds.

A reception desk with a wooden counter, a clock, and a computer monitor.

4. Prairie Inn and Suites Holmen/La Cross

Holmen

Leighton

฿2,057

฿2,273 total

includes taxes & fees

27 Sept - 28 Sept

A hot tub with a waterfall feature, a seating area with tables and chairs, and a window providing natural light.

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

A hotel with a covered entrance, multiple floors, and a sign indicating it is a Comfort Suites hotel.

5. Comfort Suites Johnson Creek Conference Center

Johnson Creek

BreAnna

฿2,759

฿3,131 total

includes taxes & fees

14 Oct - 15 Oct

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

An indoor swimming pool with a basketball hoop, multiple windows, and seating areas.

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.

6. The Lodge at Mauston

Mauston

Lisa and Travis

฿4,082

฿4,510 total

includes taxes & fees

27 Sept - 28 Sept

A modern coffee station with espresso machines and a self-serve coffee dispenser.

A stone fireplace with a mantel, a wooden staircase, and a patterned carpet.

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

An indoor swimming pool with clear blue water, a tiled deck, and a blue and white color scheme.

7. Quality Inn & Suites Lodi I-90

Lodi

Ellen

฿2,360

฿2,490 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A modern hotel lobby with a seating area, a counter with a coffee machine, and a decorative wall.

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

8. AmericInn by Wyndham Brookfield

Brookfield

Ben

฿2,653

฿3,064 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with wooden ceiling beams, a poolside lounge area, and large windows offering a view of the sunset.

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

A multi-story hotel with a modern facade, a covered entrance, and a flagpole.

A lobby with a reception desk, seating area with sofas and chairs, and a decorative wall with a light fixture.

9. Hyatt Place Milwaukee Airport

Holler Park

Julie

฿3,510

฿4,138 total

includes taxes & fees

30 Sept - 1 Oct

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

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

A hotel with multiple buildings, parking lot, and snow on the ground.

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

10. Cobblestone Suites Oshkosh

Oshkosh

Nicholas

฿2,924

฿3,363 total

includes taxes & fees

27 Sept - 28 Sept

A modern restaurant with wooden and stone accents, multiple dining areas, and a view of the street.

An outdoor patio area with tables and chairs, a brick building with a sign reading "WISCONSIN CHOPHOUSE," and a covered seating area.

A hotel room with a large bed, two bedside tables with lamps, a window with curtains, and a wall-mounted air conditioner.

A modern living room with a stone wall, two sofas, a coffee table, and a flat-screen TV.

11. Cobblestone Hotel & Suites - Appleton International Airport

Neenah

Carol

฿3,453

฿3,971 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with wooden walls and ceiling, surrounded by chairs and tables.

A hotel lobby with a staircase, seating area, and a large window.

A neatly made bed with white linens, two bedside tables with lamps, and a framed picture on the headboard.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and framed pictures on the walls.

12. Super 8 by Wyndham La Crosse

Northside

Christan

฿2,385

฿2,742 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with multiple lanes, lounge chairs, and a bar area.

A spacious lobby with a high ceiling, wooden paneling, a central staircase, and a seating area with a brown sofa and patterned carpet.

A brick building with a covered entrance and a parking lot.

A hotel room with a large bathtub, a bedside table with a lamp, a mirror, and a small wooden cabinet.

13. Cedarberry Inn

Sauk City

Michele

฿3,676

฿4,099 total

includes taxes & fees

27 Sept - 28 Sept

A Sleep Inn & Suites building with a brick facade, large windows, and a covered entrance.

A hotel room with a bed, a sofa, a blue ottoman, a nightstand, and wall art.

A modern kitchen with a central island, a coffee station, and a breakfast sign.

An indoor swimming pool with a basketball hoop, lounge chairs, and a seating area with tables.

14. Sleep Inn & Suites Oregon - Madison

Oregon

james

฿2,582

฿2,930 total

includes taxes & fees

25 Oct - 26 Oct

A hotel lobby with a reception desk, seating area, staircase, fireplace, and a wall-mounted television.

A modern bathroom with a bathtub, a shower, and a toilet.

A large indoor pool with a wooden ceiling, a blue jacuzzi, and a view of the outside.

A multi-story hotel with a central entrance, large windows, and a parking lot in front.

15. Country Inn & Suites by Radisson, Fond du Lac, WI

Fond du Lac

Rebecca

฿3,269

฿3,710 total

includes taxes & fees

7 Oct - 8 Oct

A view from a window overlooking a coastal area with a pathway leading to a building with a balcony.

A modern building with large windows, a pathway lined with rocks, and a view of the sea.

A restaurant with wooden tables and chairs, large windows with a view of the sea, and hanging pendant lights.

A living room with a view of the sea, a sofa, a wooden table, and a painting on the wall.

16. Lighthouse Inn

Two Rivers

Christine

฿3,058

฿3,471 total

includes taxes & fees

28 Sept - 29 Sept

A lobby with two armchairs, a small table, a fireplace, a TV screen, and a reception desk.

A modern kitchen with wooden cabinets, a microwave, and a variety of appliances.

17. Comfort Inn & Suites New Lisbon

New Lisbon

Alexander

฿1,677

฿1,853 total

includes taxes & fees

14 Oct - 15 Oct

A restaurant with tables set for dining, large windows offering a city view, and a modern ceiling design.

A modern hotel room with a large bed, a bathroom with a large mirror and sink, and a view of buildings outside.

The exterior of Hotel Goodwin with a classic stone facade, large glass windows, and a prominent entrance with a black awning.

A modern bathroom with a glass-enclosed shower, a vanity with a mirror, and a towel rack.

18. Hotel Goodwin

Beloit

Sheryl

฿5,070

฿5,755 total

includes taxes & fees

27 Sept - 28 Sept

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

A hotel lobby with a reception desk, seating area, and a coffee station.

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

19. Cobblestone Inn & Suites-Fremont

Fremont

Jamie

฿2,653

฿3,107 total

includes taxes & fees

5 Oct - 6 Oct

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

An indoor swimming pool with wooden beams, tiled flooring, and a lifeguard chair.

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

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

20. Quality Inn Oshkosh Aviation Park

Oshkosh

Howard

฿2,467

฿2,837 total

includes taxes & fees

27 Sept - 28 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 row of red cabins with picnic tables and a black sculpture in the foreground.

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

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

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 GrandStay hotel with a modern design, featuring a prominent entrance and a clear view of the parking area.

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

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

Grandstay Residential Suites Hotel - Sheboygan

Downtown Sheboygan

"Nice place and good breakfast"

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

"We liked everything during our stay and we'll definitely be back."

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 sunset over a calm lake with a wooden dock and a metal structure in the foreground.

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

A swimming pool surrounded by a fence, with lounge chairs and a shaded area.

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

Tamarack Wisconsin Dells a Ramada by Wyndham

Wisconsin Dells

"Very clean and nice, fireplace grill and patio! Would definitely stay again."

Aparthotel

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

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

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

A golf course with a pond, multiple fountains, and a large building complex in the background.

Timber Ridge Lodge and Waterpark

Lake Geneva

Aparthotel

A bedroom with a bed, bedside table, nightstand, ceiling fan, potted plant, window with blinds, and artwork on the wall.

A well-lit living room with a sofa, armchairs, a coffee table, and a patterned rug. There are two windows with curtains, a chandelier, and wall sconces.

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

A hotel lobby with a 'OPEN' sign, a 'PLEASE WAIT TO BE SEATED' sign, and a 'Paza' sign on the counter.

The Plaza Hotel

Downtown Milwaukee

"Parking was reasonable and close by"

Condo

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

A hotel entrance with a covered walkway, multiple buildings in the background, and a clear sky.

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

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

Bluegreen Odyssey Dells

Lake Delton

"Great experience and staff!"

Condo

A sandy beach with a kayak and chairs, a boat on the water, and a forested shoreline.

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

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

Caribbean Club Resort

Wisconsin Dells

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

Aparthotel

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

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

A lakeside patio with outdoor seating and a dock.

An aerial view of a residential area with houses, a clear view of the water, and surrounding greenery.

Victorian Inn Elkhart Lake Wisconsin

Elkhart Lake

"Perfect location, great amenities."

Aparthotel

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

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

A covered porch with a view of a green landscape, a wicker chair, and a door with blinds.

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

Mill Creek Hotel

Lake Geneva

"Super friendly staff, perfect hotel for romantic gateway."

Condo

A beach with a lifeguard tower, sandy shore, and a clear sky.

A modern kitchen with white cabinetry, a large island, and a window with a view of greenery.

A Coffee Mill storefront with outdoor seating and a garden area.

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

Heaven on Earth! 2 BDR Fontana Flat, Walk to Lake

Fontana

"Excellent property to stay at, very quite and relaxing. We stay here out of the summer season but there is still plenty to do. There is a coffe shop within a stones throw of this property. While in season, there is an ice cream shop and chocolate shop right under you. This will probably bring more noise to your stay in the summer season but most things quite down by 8 PM around this property. "

Apartment

A kitchen with wooden cabinets, a stainless steel dishwasher, and a black tiled floor.

A two-story building with a white facade and a red door, surrounded by trees and a well-maintained lawn.

A living room with a fireplace, a dining area with a round table and chairs, a leather sofa, and a large mirror on the wall.

Beautiful Luxury Suite B Shorewood Home

Shorewood

"What an absolutely lovely place to stay! It was perfect for our visit. The apartment is well kept, perfectly located and exceptionally comfortable. We enjoyed our stay immensely."

Apartment

A cozy cabin interior with a wooden floor, a sofa, a dining table, and a ceiling fan.

A wooden cabin with a front porch and a staircase leading to the entrance.

A cozy wooden room with a bed, a ceiling fan, a window with blinds, and a wall wreath.

Adventure Basecamp! Three Bears Resort Retreat

Warrens

"It was the perfect accommodation for a weekend. The backyard for a fire with the new chairs provided was a hit."

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Stay near popular Southern Wisconsin attractions

A sign for Miller Park, home of the Milwaukee Brewers, with a baseball and stars.

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 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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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 stone archway with inscriptions and statues, surrounded by greenery.

Camp Randall Stadium

9.0/10 (1,067 reviews)

Catch an event at Camp Randall Stadium during your trip to Madison. 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)

Bring the family to Noah's Ark Waterpark and have a fun-filled day at this 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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Baird Center

8.2/10 (522 reviews)

Learn about the events happening in Baird Center during your trip to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're 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 American Family Field.

See all hotels in Southern Wisconsin

A large domed building with a fountain in front.

Top Southern Wisconsin Hotel Reviews

Saint Kate - The Arts Hotel

10/10 Excellent

"Fitted bottom sheets would be a great upgrade!!!"

The Madison Concourse Hotel and Governor's Club

10/10 Excellent

"Very comfy bed and rooms!"

Natura Vue Resort & Boathouse

8/10 Good

"Very nice location! Beautiful view of the Wisconsin river. Walking distance to everything. Bathrooms definitely need an upgrade."

Mt. Olympus Water & Theme Park Resort

8/10 Good

"You check in at one building and then may have to drive 10 minutes or more to wherever your actual building you are staying is located."

Timber Ridge Lodge and Waterpark

10/10 Excellent

"Booked 2 of the 2 bedrooms and they were completely spacious. Great for my family size. The rooms were clean and didn’t have an odor. The waterpark had everyone’s attention. Had something for everyone to do."

Dellshire Resort

10/10 Excellent

"It is a very pleasant place to stay!! Rooms are clean and comfortable. Staff was very helpful and knowledgeable on the area."

Motel 6 Madison, WI - East

8/10 Good

"Keep your expectations reasonable. You can't beat the price, but of course, you get what you pay for. The vending machines have no diet options. It may smell like either cigarettes or weed at the times, and you may hear your neighbors getting it on, but at the end of the day, the beds are comfortable, the shower works great, you get nice clean towels, and I would definitely come back. As a solo traveler, I would say it's probably better for solo travelers or even couples looking to save a few bucks and have a comfortable place to sleep."

More cheap stays in Southern Wisconsin

Baymont Inn & Suites by Wyndham Madison

2810 Coho Street Madison WI

฿2,093

฿2,417 total

4 Oct - 5 Oct

includes taxes & fees

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

฿2,244

฿2,592 total

11 Oct - 12 Oct

includes taxes & fees

Best Western Baraboo Inn

725 W Pine St Baraboo WI

฿2,365

฿2,684 total

30 Sept - 1 Oct

includes taxes & fees

8.2/10 Very good! (1,006 reviews)

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

฿2,637

฿3,045 total

20 Oct - 21 Oct

includes taxes & fees

8.2/10 Very good! (622 reviews)

Holiday Inn Express Milwaukee-West Medical Center by IHG

11111 W North Ave Milwaukee WI

฿3,309

฿3,835 total

25 Oct - 26 Oct

includes taxes & fees

Stoney Creek Hotel La Crosse - Onalaska

3060 S Kinney Coulee Rd Onalaska WI

฿3,418

฿3,880 total

1 Oct - 2 Oct

includes taxes & fees

9/10 Wonderful! (1,518 reviews)

Explore a world of travel with Expedia

More ways to book

Book Hotels in Southern Wisconsin on Expedia.com

Find hotels in Southern Wisconsin, WI from ฿1,853

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. AmericInn by Wyndham Beaver Dam

2. Gundersen Hotel & Suites

3. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

4. Prairie Inn and Suites Holmen/La Cross

5. Comfort Suites Johnson Creek Conference Center

6. The Lodge at Mauston

7. Quality Inn & Suites Lodi I-90

8. AmericInn by Wyndham Brookfield

9. Hyatt Place Milwaukee Airport

10. Cobblestone Suites Oshkosh

11. Cobblestone Hotel & Suites - Appleton International Airport

12. Super 8 by Wyndham La Crosse

13. Cedarberry Inn

14. Sleep Inn & Suites Oregon - Madison

15. Country Inn & Suites by Radisson, Fond du Lac, WI

16. Lighthouse Inn

17. Comfort Inn & Suites New Lisbon

18. Hotel Goodwin

19. Cobblestone Inn & Suites-Fremont

20. Quality Inn Oshkosh Aviation Park

Holiday Rentals in Southern Wisconsin

Lake Wisconsin Resort

Grandstay Residential Suites Hotel - Sheboygan

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Tiki Beach Campground

Tamarack Wisconsin Dells a Ramada by Wyndham

Timber Ridge Lodge and Waterpark

The Plaza Hotel

Bluegreen Odyssey Dells

Caribbean Club Resort

Victorian Inn Elkhart Lake Wisconsin

Mill Creek Hotel

Heaven on Earth! 2 BDR Fontana Flat, Walk to Lake

Beautiful Luxury Suite B Shorewood Home

Adventure Basecamp! Three Bears Resort Retreat

Stay near popular Southern Wisconsin attractions

American Family Field

Fiserv Forum

Mt. Olympus Water and Theme Park

Camp Randall Stadium

Kalahari Indoor Waterpark

Noah's Ark Waterpark

Chula Vista Waterparks

Baird Center

Learn more about Southern Wisconsin

Top Southern Wisconsin Hotel Reviews

Saint Kate - The Arts Hotel

The Madison Concourse Hotel and Governor's Club

Natura Vue Resort & Boathouse

Mt. Olympus Water & Theme Park Resort

Timber Ridge Lodge and Waterpark

Dellshire Resort

Motel 6 Madison, WI - East

More cheap stays in Southern Wisconsin

Baymont Inn & Suites by Wyndham Madison

Baymont by Wyndham Madison West/Middleton WI West

Best Western Baraboo Inn

Comfort Suites Madison West - Middleton

Holiday Inn Express Milwaukee-West Medical Center by IHG

Stoney Creek Hotel La Crosse - Onalaska

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