Places to stay in Pleasant Prairie

10 Minutes from Downtown! The Highlands Hideaway

Relax at our peaceful Highlands hideaway, minutes from Downtown Milwaukee! Ideal for business travelers, families, and tourists, this cozy two-bedroom home includes comfortable queen beds, workspaces in each room, and a living room couch for two additional guests. It features a fully equipped kitchen and basement laundry for easy extended stays. Enjoy nearby fantastic restaurants, bars, stadiums, beaches, and more. Experience the best of the area from our inviting home. Book your stay today!

Private Cozy Cottage Lake Geneva, WI

Come stay at our top rated Bed & Breakfast, located two blocks from the beautiful Lake Geneva. Relax in our California king suites, each contains a spa tub and shower, with heated floors and towel rails in the bathroom. Your complimentary breakfast basket is placed in your fridge prior to arrival, as well as complimentary gift of wine & cheese. Free WIFI is available on the property. No Pets, ADULTS over 21 ONLY. *NOTE all guests are required to pay a 8% Lake Geneva Bed Tax at check in.

Updated luxury country getaway short walk to lake!

Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Red Lodge - Game Room, Hot Tub, Near Lake

Looking for a memorable Wisconsin vacation experience? The Red Lodge is the ideal blend of comfort and style. Super clean, fully stocked, with gorgeous outdoor green spaces and unique amenities, you'll love it here! Jeff - "The devil is in the details, and no detail is overlooked here." Kelsey - "We are obsessed! This is THE nicest Airbnb we've stayed in across the country.. There was something truly unique about each room." Alia - "Hands down the best Airbnb we have ever stayed in."

Captain’s Quarters Kenosha Wi

This special place is close to everything, making it easy to plan your visit. Located in the heart of downtown Kenosha within Kenosha’s lakefront district. Walking distance to Captain Mike’s (best burger of Kenosha) and so many great local bars and restaurants, as well as area museums and art galleries. A 10 min stroll to the nearby beaches, marina and weekend farmers markets. Perfect for foodies, anglers, business needs, families and more. Private Chef available upon request. The

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

Prairie Place

Enjoy a stylish experience at this lovely, centrally-located home. Perfect for graduations, family reunions, weekend getaways, or any other time you need a peaceful getaway. Close to the Naval base (10-15 min drive), Genesee Theater (walking distance), Lake Michigan (3 min drive), Gurnee/Great America (10-15 min drive) and more. Centrally located between Chicago and Milwaukee.

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster oven, TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here. Very central location close to all things Milwaukee.

Bright & stylish home in Bay View

Enjoy a stylish experience at this centrally-located place in the heart of Bayview! Steps away from Humboldt Park and its seasonal beer garden, plus numerous of fantastic local restaurants in this foodie mecca. Quick access to and from downtown, the airport and the lakeshore. Last but not least, just about 6 miles away from the baseball and basketball stadiums!