Lake house holiday rentals in Milwaukee

4.87 out of 5 average rating, 455 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, 147 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

4.78 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.

4.86 out of 5 average rating, 7 reviews

Home in Muskego

Lake House w/ Secluded Backyard & Incredible Views

Enjoy our 2700 sf lakeside home in Muskego. 3 bed, 2.5 bath house with recent upgrades and cozy furnishings. Fully equipped kitchen. Backyard features two-level deck with fencing and creek border for privacy. Deck includes grill and fire pit. Steps from Little Muskego Lake with public boat launch across the street. Idle Isle nearby for picnics. Great for summer watersports or winter ice fishing. Experience Wisconsin lake living in this tranquil retreat, perfect for family and friends.

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.

4.87 out of 5 average rating, 91 reviews

Lux 3BR w/Sauna, Office, & Parking. Walk Anywhere!

Best of all worlds! This property is a fully updated 3bd/1ba with a sauna, soaking tub, and large shower. Perfect for the professional, it also features a comfortable office space with high speed internet (300mbps down/up). Located 1 block off North Ave, you can walk anywhere! Dozens of restaurants, bars, Whole Foods, Oak Leaf Trail, and St Mary's Hospital all within 5 minutes walk. Bradford Beach, Lake Michigan, and Brady Street all within 10 minutes walk. Parking Onsite!

4.92 out of 5 average rating, 24 reviews

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

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, 6 reviews

Home in Bay View

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!

4.83 out of 5 average rating, 99 reviews

Home in Bay View

Bright 3BR w/ Garage in Bayview (The Owl House)

Sunny upper duplex with AC in the heart of Bay View, just blocks from South Shore Park. Enjoy the entire top unit with 3 bedrooms (queen in master, 2 rooms with twin-to-king beds), a spacious living room, fully stocked kitchen, and washer/dryer. One-car garage included. Walk to restaurants, bars, coffee shops, and public transit. Perfect for families, no parties. Not handicap accessible (one flight of stairs).