Southeast Wisconsin Holiday Rentals, Wisconsin: Private House Rentals

A modern architectural building with a unique design, featuring a prominent tower and curved structures.

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Our top choices for Southeast Wisconsin hotels

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.

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

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

1. AmericInn by Wyndham Brookfield

Brookfield

Ben

Rp1.427.222

Rp1.648.521 total

includes taxes & fees

27 Sept - 28 Sept

An indoor swimming pool with a wooden ceiling, tiled floor, and a wheelchair-accessible area.

A kitchen with blue cabinets, a coffee machine, a toaster, and a refrigerator.

A modern living room with a fireplace, a staircase, and a blue sofa.

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

2. Country Inn & Suites by Radisson, West Bend, WI

West Bend

Lon

Rp1.532.170

Rp1.739.037 total

includes taxes & fees

28 Sept - 29 Sept

A hotel room with a blue sofa, a bed, a desk, a lamp, and a framed abstract artwork.

A Holiday Inn Express building with a parking lot, marked handicapped spaces, and a landscaped area with trees.

A coffee station with two espresso machines, a coffee press, and various coffee cups and containers.

An indoor swimming pool area with multiple lounge chairs and tables, a pool with clear blue water, and a view of the outdoors through large windows.

3. Holiday Inn Express & Suites Delafield by IHG

Delafield

Muna

Rp2.102.524

Rp2.375.852 total

includes taxes & fees

28 Sept - 29 Sept

A modern hotel building with a prominent 'Avid' sign, large windows, and a covered entrance area.

A modern lounge area with grey upholstered sofas, a central coffee table, and a flat-screen TV mounted on the wall.

A modern reception desk with a wooden finish, a refrigerated beverage display, and a sign indicating the market area.

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

4. avid hotel Milwaukee West Waukesha by IHG

Pewaukee

Christopher

Rp1.802.291

Rp2.036.589 total

includes taxes & fees

27 Sept - 28 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.

5. Fairfield Inn & Suites by Marriott Milwaukee Airport

Oak Creek

Rp1.760.418

Rp2.057.930 total

includes taxes & fees

23 Oct - 24 Oct

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.

6. Hyatt Place Milwaukee Airport

Holler Park

Julie

Rp1.870.890

Rp2.205.779 total

includes taxes & fees

30 Sept - 1 Oct

A spacious hotel lobby with a high ceiling, circular lighting fixtures, a central seating area, and a bar with a granite countertop.

A spacious lobby with a central seating area, a bar, and a staircase leading to upper floors.

A hotel room with a sofa, armchair, a flat-screen TV, a bookshelf, and a large window offering a city view.

A spacious lobby with a central seating area, multiple floors, and a modern design.

7. Embassy Suites by Hilton Milwaukee Brookfield

Brookfield

Armando

Rp2.177.003

Rp2.514.439 total

includes taxes & fees

1 Oct - 2 Oct

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

A hotel room with a flat-screen TV, a large window with curtains, a white bathtub, a colorful artwork on the wall, and a bedside table with a lamp.

A hotel room with a striped sofa, a coffee table, a TV, a desk with a lamp, and a bathroom visible through a glass door.

A spacious lobby with a stone wall, a fireplace, a reception desk, and a seating area.

8. Best Western Germantown Inn

Village of Germantown

Don

Rp1.574.042

Rp1.755.056 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with two beds, a nightstand, a lamp, and two large wall art pieces.

A hotel lobby with patterned chairs, a reception desk, and a decorative vase.

A hotel lobby with a self-service kiosk, seating area with chairs and tables, artwork on the walls, and a trash can.

9. Super 8 by Wyndham Milwaukee Airport

Holler Park

Naomi C Sorenson

Rp1.075.316

Rp1.267.798 total

includes taxes & fees

12 Oct - 13 Oct

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

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.

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

10. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

Delafield

Jordan

Rp1.587.762

Rp1.794.171 total

includes taxes & fees

27 Sept - 28 Sept

A hotel lobby with a stone fireplace, comfortable seating, a flat-screen TV, and a dining area.

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

A gym with treadmills, elliptical machines, and weight benches.

A hotel lobby with a seating area, a flat-screen TV mounted on the wall, and a fireplace.

11. Staybridge Suites Milwaukee West-Oconomowoc by IHG

Oconomowoc

Robert

Rp1.835.254

Rp2.073.837 total

includes taxes & fees

11 Oct - 12 Oct

An indoor swimming pool with lounge chairs and umbrellas, surrounded by large windows.

A hotel room with two beds, a red armchair, a television, and a window with curtains.

A spacious lobby with a reception desk, seating area, fireplace, and a staircase with ornate railings.

A brick building with a sign reading "Country Inn & Suites by Radisson."

12. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

Brookfield

Heather

Rp1.763.626

Rp2.036.987 total

includes taxes & fees

2 Oct - 3 Oct

A buffet with various food items, including omelets and cheese.

A Holiday Inn Express building with a modern architectural design, featuring a mix of brick and glass facades, and a covered entrance area.

A reception desk with a Holiday Inn Express sign, a digital kiosk, and a welcome brochure.

A hotel room with a bed, a blue sofa, a desk, a TV, and a framed picture on the wall.

13. Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

Brookfield

Rp2.102.524

Rp2.428.415 total

includes taxes & fees

11 Oct - 12 Oct

A spacious living area with a stone fireplace, comfortable seating, a television, and a staircase leading to an upper level.

A spacious lobby with a reception desk, a staircase, and seating areas.

An indoor swimming pool with clear water, metal railings, and a tiled floor.

A spacious living area with a wooden staircase, two blue armchairs, a lamp, and a door leading to another room.

14. Comfort Suites Milwaukee Airport

Oak Creek

Alfred

Rp1.691.285

Rp1.977.112 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a tiled deck, a lifeguard chair, and a sunshade.

A hotel reception area with a coffee machine, a scale, a microwave, and a refrigerator.

A hotel room with a brown sofa, a beige armchair, a small round table, and a green accent wall.

An outdoor patio with a grill, tables, and chairs, adjacent to a building with a brick facade and large windows.

15. Sleep Inn & Suites Milwaukee Airport

Town of Lake

Tamara

Rp1.397.109

Rp1.647.193 total

includes taxes & fees

15 Oct - 16 Oct

A modern living room with a fireplace, comfortable seating, and a large TV.

A Fairfield by Marriott Inn & Suites building with a modern design, featuring a prominent entrance with a covered area and a stone accent wall.

A hotel room with a bed, a desk, a TV, a coffee maker, and a window with a view of greenery.

A modern kitchen area with a brick wall, wooden cabinets, and a coffee machine.

16. Fairfield Inn & Suites by Marriott Milwaukee West

West Milwaukee

Hiram

Rp2.309.747

Rp2.700.093 total

includes taxes & fees

28 Sept - 29 Sept

An indoor swimming pool with a view of the sunset through large windows, surrounded by lounge chairs.

A beach with people sunbathing and swimming, a pier with boats, and a building in the background.

A hotel room with a balcony overlooking a body of water, a table with a bottle and glass, and a view of boats and a tree.

An aerial view of a marina with numerous boats docked, surrounded by buildings and greenery.

17. Harbor Shores on Lake Geneva

Lake Geneva

Christopher

Rp2.203.552

Rp2.895.879 total

includes taxes & fees

27 Sept - 28 Sept

A modern hotel with a flat roof and a large entrance area.

A bar area with a wooden counter, bar stools, and a shelf with various bottles.

A modern lobby with a seating area, a bar, and a large window providing a view of the city at night.

A hotel room with two beds, a desk, a lamp, and a view of the city at night.

18. SpringHill Suites by Marriott Kenosha

Kenosha

Denis

Rp2.180.923

Rp2.475.348 total

includes taxes & fees

1 Oct - 2 Oct

A stone fireplace with a framed sign above it, two armchairs, a basket, and a bowl of fruit on the floor.

A modern lobby with a brown leather sofa, wooden dining table, and a mounted TV.

A hotel with a stone facade, multiple windows, and outdoor seating with green chairs.

An indoor swimming pool with clear water, surrounded by lounge chairs and a stone-tiled deck.

19. Wildwood Lodge

Pewaukee

Hope

Rp1.485.841

Rp1.679.000 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel with a prominent entrance, multiple floors, and a well-lit facade.

An outdoor patio with tables and chairs, a glass wall, and string lights.

A modern hotel lobby with a sectional sofa, teal armchairs, and a dining area with wooden accents.

A modern hotel lobby with a bar area, seating, and large windows offering a view of the outside.

20. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Brookfield

Kara

Rp1.884.788

Rp2.176.931 total

includes taxes & fees

1 Oct - 2 Oct

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Holiday Rentals in Southeast Wisconsin

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.

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

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

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

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

Timber Ridge Lodge and Waterpark

Lake Geneva

"Great place to bring kids."

Apartment

A modern dining area with a wooden table, white upholstered chairs, and a blue accent wall with a painting.

A modern living room with a wooden entertainment unit, a sofa, a coffee table, and a TV.

A modern living room with a blue accent wall, a flat-screen TV, and a fireplace.

Cozy Milwaukee Apartment w/ Deck, 2 Mi to Airport!

Milwaukee

"Place was good clean and have good amount of"

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

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

Apartment

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

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

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

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."

Condo

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

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

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

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

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. "

Cottage

A lakeside setting with wooden chairs and a dock with boats.

A wooden-paneled room with a dining table, chairs, a 'WELCOME' sign, a framed picture, and a shelf with decorative items.

A room with large windows, a bed, and a view of a tree and a lake.

A kitchen with white cabinets, a granite countertop, a sink, a stove, a microwave, and a window with a view of greenery.

Delavan Retreat w/ Patio on Turtle Lake!

Delavan

"Beautiful location, kitchen was equipped with everything I could think of, the view out my window was spectacular! And right across the street from a bar and grill! Beds were luxurious! We would definately do this again!"

Cottage

A spacious living room with wooden walls, a fireplace, and a large sectional sofa.

A bedroom with a large bed, two bedside tables, a bench, and a wardrobe.

A cozy living room with a wooden paneled wall, a tufted sofa, a bookshelf, and a vintage telephone.

A large, white, two-story house with a wrap-around porch, surrounded by a well-maintained lawn and trees.

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Brookfield

"The"

Apartment

A front entrance with a gray door, a Christmas tree, and a Santa Claus figure inside.

A living room with patterned sofas, a red patterned rug, and framed artwork on the walls.

A hallway with a bench, a framed quote on the wall, and a door at the end.

A compact kitchen with white cabinets, a stainless steel refrigerator, a sink, and a window with blinds.

1 Mi to Lake Michigan! Urban Racine Apartment

Racine

"Great value for a small group or family if you want a kitchen, separate rooms and comforts of home. The couple who own and manage it were very nice and accommodating. It may not work for you if stairs are a problem and the streets can be noisy at night. We felt very safe though and would come back again."

Cottage

A living room with a blue sofa, white sofa, and a coffee table. There are framed pictures on the walls and a ceiling fan.

A spacious living room with a white sofa, a dining area with a table and chairs, and a white door.

A kitchen with white cabinets, a ceiling fan, and a dining area with a table and chairs.

A house with a covered patio, a small deck, and a lawn.

Family-friendly Twin Lakes Home Near Lake Mary!

Twin Lakes

"Beautiful property and plenty of room for all of us to be there in a relaxing quiet neighborhood and lots of fun activities nearby."

Cottage

A two-story house with a front porch, surrounded by trees and a well-maintained lawn.

A bedroom with a bed, two blue chairs, a small table, and a window with a view.

A dining area with a long table set for six, surrounded by chairs. There is a bookshelf to the left, a lamp to the right, and a window with curtains.

A two-story house with a porch, a front yard, and a mailbox.

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

Genoa City

Cottage

A lakeside property with a house, dock, and boat.

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

A modern room with large windows, a wooden chair, a small table, and a potted plant.

A covered outdoor dining area with a table and chairs, large windows, and a view of a body of water.

'pleasant Point Lake House' Dock & Fire Pit!

West Bend

"Pricey stay but lovely home. Bathrooms were small and not updated."

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Stay near popular Southeast 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 cathedral at night with a large clock tower, surrounded by street lamps and a wet pavement.

Marquette University

8.8/10 (968 reviews)

Explore the campus of Marquette University during your visit to Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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A calm lake with sailboats docked on the left, surrounded by mountains and a clear sky.

Lake Como

8.8/10 (214 reviews)

Commune with nature and explore the great outdoors at Lake Como during your travels in Lake Geneva. Amble around this relaxing area's lakeside and enjoy its top-notch restaurants.

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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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The Rave-Eagles Club

8.0/10 (699 reviews)

You can enjoy a show at The Rave-Eagles Club 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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Mayfair Mall

8.4/10 (878 reviews)

You can search for that perfect souvenir at Mayfair Mall during your stay in Milwaukee. Attend a sporting event or simply enjoy the lively breweries while you're in the area.

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Learn more about Southeast Wisconsin

Great live music, lively festivals and top sights from American Family Field to Lake Michigan—discover Southeast Wisconsin, a destination also famous for its lake views.

See all hotels in Southeast Wisconsin

Top Southeast Wisconsin Hotel Reviews

Lake Lawn Resort

8/10 Good

"Very nice resort Everything can be reached via covered walkways Had several activities including nice pool and area around pool, many quiet lounges, several restaurants/bar and several kids' activities areas. Nice playroom for kids and fun arcade. Parking is close and open flat lot. We didn't golf but heard from others that course is nice. Right on the Lake good setting. Several lake cruise offered. 1878 restaurant service was excellent and prime rib was one of best I ever had. Room very good size Overall very nice resort on the Lake room for couples and families. Close to Lake Geneva downtown also. All staff very friendly and helpful If you have mobility issues the walk to restaurants/ pool can be long depending on room location . Ask for room closer to center of hotel."

Sheraton Milwaukee Brookfield Hotel

10/10 Excellent

"Clean, easy and bar was nice"

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent

"Love it definitely try again"

The Brewhouse Inn & Suites

8/10 Good

"I would give this five stars except for the parking. I was lucky and I was able to get a spot on the street, but if you’re not that lucky, you have to park at a garage that’s a block away and it’s expensive."

Saint Kate - The Arts Hotel

10/10 Excellent

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

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."

More cheap stays in Southeast Wisconsin

Motel 6 Milwaukee, WI - Glendale

5485 N Port Washington Rd Milwaukee WI

Rp908.540

Rp1.053.044 total

1 Oct - 2 Oct

includes taxes & fees

6.2/10 (1,285 reviews)

Clarion Pointe Racine - Mount Pleasant

1154 Prairie Dr Mount Pleasant WI

Rp1.337.241

Rp1.517.769 total

1 Oct - 2 Oct

includes taxes & fees

8.6/10 Excellent! (1,001 reviews)

Best Western Executive Inn Kenosha/Pleasant Prairie

7220 122nd Ave Kenosha WI

Rp1.363.790

Rp1.636.992 total

1 Oct - 2 Oct

includes taxes & fees

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

7011 122nd Ave Kenosha WI

Rp1.499.385

Rp1.701.802 total

11 Oct - 12 Oct

includes taxes & fees

Hampton Inn Milwaukee/Brookfield

575 N Barker Rd Brookfield WI

Rp1.790.887

Rp2.023.703 total

4 Oct - 5 Oct

includes taxes & fees

8.8/10 Excellent! (1,004 reviews)

The Marc Hotel

640 North 6th Street Milwaukee WI

Rp1.774.726

Rp2.092.402 total

22 Oct - 23 Oct

includes taxes & fees

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Book Hotels in Southeast Wisconsin on Expedia.com

Find hotels in Southeast Wisconsin, WI from Rp1.053.044

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Southeast Wisconsin

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Southeast Wisconsin hotels

1. AmericInn by Wyndham Brookfield

2. Country Inn & Suites by Radisson, West Bend, WI

3. Holiday Inn Express & Suites Delafield by IHG

4. avid hotel Milwaukee West Waukesha by IHG

5. Fairfield Inn & Suites by Marriott Milwaukee Airport

6. Hyatt Place Milwaukee Airport

7. Embassy Suites by Hilton Milwaukee Brookfield

8. Best Western Germantown Inn

9. Super 8 by Wyndham Milwaukee Airport

10. La Quinta Inn & Suites by Wyndham Milwaukee Delafield

11. Staybridge Suites Milwaukee West-Oconomowoc by IHG

12. Country Inn & Suites by Radisson, Milwaukee West (Brookfield), WI

13. Holiday Inn Express & Suites Milwaukee - Brookfield by IHG

14. Comfort Suites Milwaukee Airport

15. Sleep Inn & Suites Milwaukee Airport

16. Fairfield Inn & Suites by Marriott Milwaukee West

17. Harbor Shores on Lake Geneva

18. SpringHill Suites by Marriott Kenosha

19. Wildwood Lodge

20. Hilton Garden Inn Milwaukee Brookfield Conference Center, WI

Holiday Rentals in Southeast Wisconsin

The Plaza Hotel

Timber Ridge Lodge and Waterpark

Cozy Milwaukee Apartment w/ Deck, 2 Mi to Airport!

Mill Creek Hotel

Beautiful Luxury Suite B Shorewood Home

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

Delavan Retreat w/ Patio on Turtle Lake!

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

1 Mi to Lake Michigan! Urban Racine Apartment

Family-friendly Twin Lakes Home Near Lake Mary!

Powers Lake Home w/ Patio - 9 Mi to Lake Geneva!

'pleasant Point Lake House' Dock & Fire Pit!

Stay near popular Southeast Wisconsin attractions

American Family Field

Fiserv Forum

Marquette University

Lake Como

Baird Center

The Rave-Eagles Club

Mayfair Mall

Learn more about Southeast Wisconsin

Top Southeast Wisconsin Hotel Reviews

Lake Lawn Resort

Sheraton Milwaukee Brookfield Hotel

Days Inn & Suites by Wyndham Milwaukee

The Brewhouse Inn & Suites

Saint Kate - The Arts Hotel

Timber Ridge Lodge and Waterpark

More cheap stays in Southeast Wisconsin

Motel 6 Milwaukee, WI - Glendale

Clarion Pointe Racine - Mount Pleasant

Best Western Executive Inn Kenosha/Pleasant Prairie

Country Inn & Suites by Radisson Kenosha - Pleasant Prairie

Hampton Inn Milwaukee/Brookfield

The Marc Hotel

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