Lake house holiday rentals in Milwaukee

4.87 out of 5 average rating, 457 reviews

Home in Hubertus

Bark Lake, Entire Home, Private Lake Frontage 50ft

A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

4.88 out of 5 average rating, 148 reviews

Home in Milwaukee

Blue Storefront|2ksqft | Arcade,Pooltable,Foosball

Exclusive 2000sqft renovated home that was historically a neighborhood grocery store in the 1950s. Perfect entertainment home 70inch 4K flat screen, Billards Poolt Table foosball table, 9ft dining table & custom arcade with over 1100 different classic games, over 25 gameboard games. Party friendly. Extra Family Room. Quiet family neighborhood. Fully equipped kitchen. Spacious backyard. AC in each bedroom. Free Access to Washer/Dryer. Walking distance from State Fair's ground, Blue Eggs & Gillys

4.92 out of 5 average rating, 12 reviews

Sunrise Over The Lake- Located on Desirable St

Welcome to the Premier Lake View home located in Bay View. This gem is located on one of Milwaukee's most coveted streets with its absolutely stunning views of the lake, harbor and skyline. Experience the modern and vintage charm of this Bay View Milwaukee home, just 2 blocks from South Shore Park, Bay View Beach and the beer garden. Enjoy direct, unobstructed views of Lake Michigan, the marina, and the city skyline. Also enjoy many near by walkable restaurants, bars and shopping in the area.

Top guest favourite

5 out of 5 average rating, 12 reviews

Hoan Hideout

The Hoan Hideout is the first floor of 2-unit home in the bustling Milwaukee neighborhood of Bayview! 3 of Milwaukee's most popular watering holes are located right on this block, and the South Shore Terrace/Beachside Beer Garden is just 3 blocks east. Super-easy access to the 794 Hoan Bridge freeway puts you minutes from Summerfest, Discovery World, and the rest of all the excitement the downtown Milwaukee area has to offer. This home has a kids room, shared laundry, and TVs in each bedroom.

4.78 out of 5 average rating, 153 reviews

Home in Cudahy

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

4.87 out of 5 average rating, 91 reviews

Home in Lower East Side

East Side MKE |3BR | Walkable | Sauna | Parking

Welcome to your cozy Milwaukee getaway! Stay in a charming East Side maple hardwood floors, modern amenities, and a private sauna. Relax on the patio, then walk to dining, nightlife, and coffee shops on North Ave and Brady St. The lakefront with walking & biking paths is minutes away. Includes one off-street parking spot plus street parking. Close to UWM, St. Mary’s Hospital, and free shuttle pickup to American Family Field. Quick rides to Summerfest, Fiserv Forum, the Art Museum & more!

Top guest favourite

Home in Shorewood

5 out of 5 average rating, 36 reviews

4 Mins Walk Lake Michigan Atwater Park Beach. Pets

Charming property nestled in a vibrant neighborhood that is less than 5 min walk from Lake Michigan. Enjoys a prime location in a sought-after Shorewood Milwaukee neighborhood. Situated amidst tree-lined streets, it offers a peaceful ambiance while being just steps away from bustling cafes, shops, parks etc. With easy access to amenities and a great community vibe, it's the perfect blend of convenience and charm. 1 closed and 2 driveway parking, free street parking, pets OK with fee.

4.84 out of 5 average rating, 25 reviews

Home in Lower East Side

MKE Mansion. Ideal for large groups visiting MKE.

MKE Mansion is Ideal for large groups and family gatherings. Comprised of an East Wing and West Wing Home you get two private home under one roof. This beautiful Tudor revival mansion features modern interior design and is is set one block away from Lake Michigan. Located 2 blocks from the free downtown tram. 10 minutes walk to all the Milwaukee main attractions such as Bradford Beach, Art Museum, Summerfest, Brady St, Water St, 3rd Ward, Milwaukee Yacht Club, Pfizer Forum.

4.88 out of 5 average rating, 68 reviews

Home in Lower East Side

Brady St | Firepit | ChicVictorian | Secret Garden

Welcome to the Cambridge House! Locally world famous Brady Street is buzzing with energy just a few blocks away, and don’t miss all the activity of Downtown, Water Street, Old World Third Street, the Third Ward and Fiserv Forum. Relax in our tranquil backyard garden with patio! Enjoy numerous breweries, delicious eateries, trails that wind over the river and through the city to parks and beaches, all within walking distance, what more could you ask for!!!

5 out of 5 average rating, 7 reviews

Panoramic Lake Views | Walk to Beach | Sleeps 20

Lakeside Escape with Unmatched Views in Bay View. Wake up to stunning views of Lake Michigan and the South Shore Yacht Club in this cozy 4-bedroom retreat, steps from South Shore Beach. Nestled in Milwaukee’s Bay View neighborhood walk to local gems like Honeypie Café, The Mothership, Colectivo Coffee, and the South Shore Beer Garden. Whether biking the Oak Leaf Trail or lounging lakeside, enjoy the best of Bay View in one unforgettable stay.

4.83 out of 5 average rating, 6 reviews

Home in Muskego

Relax at Muskego Lakehouse – 30 mins to Downtown!

Unwind with the whole family at this charming Cape Cod-style lake house! With plenty of beds and ample outdoor seating, it's the perfect spot to relax by the water, soak in the fresh air, or cozy up indoors with stunning lake views. The property features a private dock and a small beach area for endless fun. Cast a line off the pier, take in the breathtaking sunset from the spacious deck, and create unforgettable memories by the lake!