Southern Wisconsin Holiday Rentals, Wisconsin: Private House Rentals

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Our top choices for Southern Wisconsin hotels

A hotel room with a wooden desk, a sofa, a coffee table, a large painting on the wall, a bathtub, and a lamp.

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

A spacious lobby with a fireplace, seating area, and a desk with a computer.

A hotel room with a bed, a sofa, a coffee table, a desk, and a painting on the wall.

1. Cobblestone Suites - Ripon

Ripon

Joan

Rp1.836.848

Rp2.066.364 total

includes taxes & fees

28 Sept - 29 Sept

A gym with exercise equipment and a person lifting weights.

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

A hotel entrance with a covered walkway, cars parked outside, and a clear sky.

2. Gundersen Hotel & Suites

Powell-Poage-Hamilton

Jean

Rp2.015.698

Rp2.318.054 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

An indoor swimming pool with clear views of the outdoors, a blue chair, and a wooden bench.

3. AmericInn by Wyndham Madison West

Madison

Ember

Rp1.293.492

Rp1.493.983 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

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

4. The Lodge at Mauston

Mauston

Lisa and Travis

Rp2.206.366

Rp2.438.031 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

5. Stoney Creek Hotel La Crosse - Onalaska

Onalaska

Joshua

Rp1.847.590

Rp2.097.157 total

includes taxes & fees

1 Oct - 2 Oct

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

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

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.

6. AmericInn by Wyndham Brookfield

Brookfield

Ben

Rp1.434.030

Rp1.656.304 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

7. Cobblestone Suites Oshkosh

Oshkosh

Nicholas

Rp1.595.157

Rp1.834.431 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A hotel lobby with a dining area, a reception desk, and a clock on the wall.

8. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Jordan

Rp1.595.336

Rp1.802.730 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

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

Rp1.915.621

Rp2.258.517 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

10. Hampton Inn & Suites Madison-West

Madison

Michelle

Rp1.702.933

Rp1.966.888 total

includes taxes & fees

4 Oct - 5 Oct

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

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.

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

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

Northside

Maggie

Rp1.278.095

Rp1.469.810 total

includes taxes & fees

4 Oct - 5 Oct

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

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

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

A modern building entrance with glass doors, a covered walkway, and a view of a green landscape.

12. Watershed Hotel

Sheboygan

Brian

Rp2.336.341

Rp2.651.747 total

includes taxes & fees

4 Oct - 5 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 living room with a view of the sea, a sofa, a wooden table, and a painting on the wall.

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

13. Lighthouse Inn

Two Rivers

Christine

Rp1.653.163

Rp1.876.413 total

includes taxes & fees

28 Sept - 29 Sept

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 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.

14. Quality Inn Oshkosh Aviation Park

Oshkosh

Howard

Rp1.333.594

Rp1.533.633 total

includes taxes & fees

28 Sept - 29 Sept

A spacious living room with a fireplace, comfortable seating, and a large bookshelf filled with books and decorative items.

A courtyard with a wooden staircase, a bench, and a garden area.

A hotel room with a bathroom, a bed, and a view of the outdoors.

A dining table with a plate of food, a glass of red wine, and a glass of beer.

15. The Ingleside Hotel

Pewaukee

Jill

Rp1.917.411

Rp2.166.674 total

includes taxes & fees

28 Sept - 29 Sept

A lobby with a beige sofa, a wooden chair, and a small table. There is a reception desk with a wooden counter and a decorative wall piece.

An indoor swimming pool with clear signage, a lifeguard chair, and a seating area with chairs and tables.

A corner market with a Naked beverage cooler, a Corner Market sign, and a refrigerator stocked with snacks.

16. Fairfield Inn & Suites by Marriott Milwaukee Airport

Oak Creek

Milunka

Rp1.734.801

Rp2.027.983 total

includes taxes & fees

2 Oct - 3 Oct

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

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

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

A hotel lobby with a bar area, seating, and vending machines.

17. Baymont by Wyndham Madison West/Middleton WI West

Junction Ridge

Hunter

Rp1.047.692

Rp1.210.084 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

18. AmericInn by Wyndham Beaver Dam

Beaver Dam

Julie

Rp1.719.583

Rp1.900.139 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

An indoor swimming pool with a tiled floor, a pool ladder, and a seating area with chairs and a table.

19. Hyatt Place Madison / Verona

Verona

Chelsea Carney

Rp2.273.681

Rp2.557.891 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a small bedside table with a lamp, and a wooden headboard.

A breakfast bar with a sign reading "HAPPY BREAKFAST STARTS HERE", a fruit basket, juice dispensers, and a menu board.

A gym with treadmills, dumbbells, and exercise balls.

A modern hotel room with a wooden desk, a flat-screen TV, a mirror, an orange chair, and a large window with a view.

20. Hampton Inn Lacrosse/Onalaska

Onalaska

Charlene

Rp1.600.170

Rp1.816.192 total

includes taxes & fees

29 Sept - 30 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 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.

A row of red cabins with picnic tables and a black sculpture in the foreground.

Lake Wisconsin Resort

Poynette

"Love it here clean peaceful and excellent management …"

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."

Aparthotel

A modern interior with a brown sofa, a round marble coffee table, and a decorative vase with flowers.

A modern building with a sign reading "The DYLIN" and a brick facade.

The Dylin

Downtown Madison

"The Dylan was a great location for us and we were very pleased with the garage parking, new modern finishes and the communication of the host. The unit had everything we needed for a super comfortable stay including a full kitchen and washer/dryer. No wasted space. Good arrangement in this two bedroom unit for 2 couples. Would stay here again and recommend."

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

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

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

Tamarack Wisconsin Dells a Ramada by Wyndham

Wisconsin Dells

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

Apartment

A modern kitchen with white cabinets, a granite countertop, and a central island with stools. There is a microwave, oven, and coffee maker on the countertop.

A residential outdoor area with a lawn, trees, and a house.

A living room with a light green sofa, a wooden coffee table, and a bookshelf.

A modern living room with a fireplace, a dining area with a table and chairs, and a seating area with sofas.

Lake Mills Retreat: 1 Mi to Beaches & Dining!

Lake Mills

"Our stay at this Lake Mills home was wonderful and relaxing! It provided exactly what was needed for a quiet getaway. The atmosphere was incredibly peaceful and it was easy to unwind each evening. The house was spotless, which was a relief – the cleanliness was truly impressive. The house felt instantly comfortable and like home. This is a perfect spot for anyone looking to melt away their worries and enjoy a tranquil escape!"

Aparthotel

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

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

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.

A modern kitchen with white cabinetry, stainless steel appliances, and wooden flooring.

The Plaza Hotel

Downtown Milwaukee

"Parking was reasonable and close by"

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

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

Timber Ridge Lodge and Waterpark

Lake Geneva

"Great place to bring kids."

Condo

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

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

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

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

Bluegreen Odyssey Dells

Lake Delton

"It was a great place to stay. Will do it again sometime"

Aparthotel

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

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".

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

Mill Creek Hotel

Lake Geneva

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

Aparthotel

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

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

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."

Condo

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.

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

Caribbean Club Resort

Wisconsin Dells

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

Condo

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

A modern bathroom with a glass shower, a white sink, and a towel hanging on the wall.

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

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

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

A sign for Atwater Park with rules, a flag, and a view of the ocean.

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

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."

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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

AmericInn by Wyndham Brookfield

10/10 Excellent

"Great place but the heater was not working unfortunately."

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"Wonderful, historic hotel with amazing staff!"

Best Western Plus InnTowner Madison

10/10 Excellent

"Breakfast was really good. I like the roll in shower. parking was convenient. It was difficult to introduce any fresh air into the room so that it had a slightly stale tint to the air. Complementary shuttle service to local venues was very useful."

Harbor Shores on Lake Geneva

8/10 Good

"The rooms are nice and mostly remodeled. At least there is no dreadful carpet in the rooms. The beds could use replacing (at least in our room). It's interesting how so many people keep their phones in their face even though they are customer service staff. I am to ask a question, it was answered by barely looking at me and keeping the phone right in front of their face. The rest of everything was quite nice. You could stream from your phone to the TV which was really nice."

Natura Vue Resort & Boathouse

10/10 Excellent

"We opted for the lake view and were glad we did. It was beautiful. All of the staff we interacted with was helpful and cheerful. We did not use the restaurant this time but have eaten there before and have been happy with it. The only downside was that we were required to wear a wristband the entire time even though we would not be using the pool area. The wristband is used in place of a key card for the room door. Neither one of us cared for that at all. It was uncomfortable to sleep in even though we kept it as loose as possible."

More cheap stays in Southern Wisconsin

Motel 6 Madison, WI - East

4202 E Towne Blvd Madison WI

Rp897.075

Rp1.036.121 total

4 Oct - 5 Oct

includes taxes & fees

Baymont by Wyndham Madison West/Middleton WI West

8102 Excelsior Dr Madison WI

Rp1.047.692

Rp1.210.084 total

11 Oct - 12 Oct

includes taxes & fees

Best Western Baraboo Inn

725 W Pine St Baraboo WI

Rp1.278.274

Rp1.450.841 total

5 Oct - 6 Oct

includes taxes & fees

8.2/10 Very good! (1,010 reviews)

Comfort Suites Madison West - Middleton

1253 John Q Hammons Dr Madison WI

Rp1.532.497

Rp1.770.034 total

18 Oct - 19 Oct

includes taxes & fees

Stoney Creek Hotel La Crosse - Onalaska

3060 S Kinney Coulee Rd Onalaska WI

Rp1.847.590

Rp2.097.157 total

1 Oct - 2 Oct

includes taxes & fees

Gundersen Hotel & Suites

1520 Clinic Court La Crosse WI

Rp2.015.698

Rp2.318.054 total

28 Sept - 29 Sept

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

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Book Hotels in Southern Wisconsin on Expedia.com

Find hotels in Southern Wisconsin, WI from Rp1.036.121

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. Cobblestone Suites - Ripon

2. Gundersen Hotel & Suites

3. AmericInn by Wyndham Madison West

4. The Lodge at Mauston

5. Stoney Creek Hotel La Crosse - Onalaska

6. AmericInn by Wyndham Brookfield

7. Cobblestone Suites Oshkosh

8. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

9. Hyatt Place Milwaukee Airport

10. Hampton Inn & Suites Madison-West

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

12. Watershed Hotel

13. Lighthouse Inn

14. Quality Inn Oshkosh Aviation Park

15. The Ingleside Hotel

16. Fairfield Inn & Suites by Marriott Milwaukee Airport

17. Baymont by Wyndham Madison West/Middleton WI West

18. AmericInn by Wyndham Beaver Dam

19. Hyatt Place Madison / Verona

20. Hampton Inn Lacrosse/Onalaska

Holiday Rentals in Southern Wisconsin

Lake Wisconsin Resort

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

The Dylin

Grandstay Residential Suites Hotel - Sheboygan

Tiki Beach Campground

Tamarack Wisconsin Dells a Ramada by Wyndham

Lake Mills Retreat: 1 Mi to Beaches & Dining!

The Plaza Hotel

Timber Ridge Lodge and Waterpark

Bluegreen Odyssey Dells

Mill Creek Hotel

Victorian Inn Elkhart Lake Wisconsin

Caribbean Club Resort

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

Beautiful Luxury Suite B Shorewood Home

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

AmericInn by Wyndham Brookfield

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Best Western Plus InnTowner Madison

Harbor Shores on Lake Geneva

Natura Vue Resort & Boathouse

More cheap stays in Southern Wisconsin

Motel 6 Madison, WI - East

Baymont by Wyndham Madison West/Middleton WI West

Best Western Baraboo Inn

Comfort Suites Madison West - Middleton

Stoney Creek Hotel La Crosse - Onalaska

Gundersen Hotel & Suites

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