Lake house holiday rentals in Milwaukee

5 out of 5 average rating, 25 reviews

Home in Shorewood

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, and top schools. 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

4.86 out of 5 average rating, 434 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.

4.87 out of 5 average rating, 140 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

4.9 out of 5 average rating, 10 reviews

Home in Bay View

Lake Home- Only Select Dates Remaining for 2025!

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.

4.91 out of 5 average rating, 45 reviews

Modern Family Lake Home: Sunflower House

Wish you had access to the quintessential WI family lake home? You do! Beautiful views. Kayaks. Fishing. Games. Firepit. BBQ. Ideal for 2-4 couples and multi-generation families. Offers old-school fun with comfortable, upgraded finishes. 3rd party BOAT RENTALS available May-Oct. Dock deposit required. HIGH SEASON JUN 15 - AUG 15: house rents weekly 4p Fri - 10a Fri Due to the 4th of July falling on a Friday in 2025, from 6/27-7/6/2025 CHECK IN/OUT ON 6/27, 7/2, 7/3, 7/6 ONLY No gaps!

4.82 out of 5 average rating, 90 reviews

Home in Bay View

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

Located in the heart of bay view, this sunny duplex is close to everything. You have the entire top unit of the duplex just blocks from South Shore Park. Two of the bedrooms have twin beds that convert to kings (just let us know which set up you prefer in advance). The third bedroom has a brand new super comfy nectar mattress. The living room sofa bed is a full queen and surprisingly comfortable. There is a 65" TV and washer and dryer in the basement. Great for families not for parties.

4.96 out of 5 average rating, 48 reviews

Cedar Point Retreat-Hot tub, Kayaks, Ice fishing

Relax in the serenity of Lake Tichigan in this newly remodeled get-a-way with beautiful lake views and sunsets. The home is situated directly on Lake Tichigan. Enjoy evenings at a bonfire, relax in the year round hot-tub, kayak on the lake, fish off the pier or rent a pontoon through us and enjoy a day of boating on the lake! Close to downtown Waterford, 20 minutes to Lake Geneva, 15 minutes to Milwaukee and 18 minutes to Alpine Valley for summer concerts or winter skiing and tubing.

4.96 out of 5 average rating, 54 reviews

Wow! Beautiful Lake Cottage Pontoon Boat&Fire Pit

Welcome to our newly renovated cottage with a breathtaking view! As you walk into our house, you'll immediately be taken away by the stunning vista and how close we are to the lake. The decor is meticulously designed, and we have plenty of seating for up to a family of six. With three bedrooms and two baths, you can enjoy your vacation or getaway in utmost comfort and peace. Get ready to unwind, relax, and be captivated by the beauty of the lake. Come and experience it for yourself!

4.86 out of 5 average rating, 88 reviews

Home in Lower East Side

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!

4.91 out of 5 average rating, 22 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.

4.95 out of 5 average rating, 43 reviews

Perfect Lake House Getaway!

Welcome to this beautifully remodeled 2 BR, 1 BA lake house located on Tichigan Lake & the Fox River in Waterford, WI. The perfect weekend get-away!! The house has a queen bed (BR1), a queen bunk bed with twin xl above (BR2), and 2 pullout couches (LR and Nook) to easily sleep up to 9 guests. New deck & patio completed in May, 2024! 30 minutes from downtown Milwaukee and/or Lake Geneva. A little over an hour from Chicago and/or Madison. Pontoon boat is available for rent.