Waterfront holiday rentals in Milwaukee County

Milwaukees most coveted street! MKE Lake Life

Welcome to the Premier Lake View home located in Bay View, brought to you by NCL Properties. 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 home, just 2 blocks from South Shore Park, 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.

Charming home w/ fire pit, walk to Lake Michigan

Welcome to our home in a quiet neighborhood, a short walk to gorgeous views over Lake Michigan and two blocks to restaurants, shopping, and nightlife. Gather around the fire pit and grill dinner in the back patio. Listen to our vinyl collection or stream your own music while playing board games next to the smart TV. Super-fast internet, a fully equipped kitchen with coffee & tea, and in-unit laundry. Two comfy queen beds + a sleeper sofa. Here with kids? We have toys, a Pack n' Play, & more.

Let’s walk to the lake! Perfect4BR, Chef’s kitchen

This massive unit resides in the best location in the Upper East Side! Welcome to this gorgeous open concept contemporary duplex boasting 4 beds/2 bath + loft + full basement with dining table/chairs, real wood fireplace, full kitchen with Viking appliances, central AC/heat, vaulted ceilings! Accommodates up to 10 adults! Steps to the lakefront, Downer Ave, Bradford beach, and summerfest grounds. So close to art museum, trendy bars, wonderful restaurants, and many more that MKE has to offer!

Bay View - Lake View on the Park w/Secret Lounge

Our 3 bedroom parkside condo in a beautiful historic renovated home is unique, peaceful, and near everything Bay View has to offer. Enjoy views of Lake Michigan from the front porch and dining room. Secret Vintage Lounge downstairs with antiques from all over the world is the perfect unique space - there is nothing else like this in Milwaukee! This 1st floor condo has perfect proximity to South Shore Park on Lake Michigan - Just a minute walk away from South Shore Beach and a lakefront trail.

Lake Dr Mansion

Downtown ~ Art Museum ~ Lake Experience a piece of Milwaukee’s rich history at an outstanding location on the prestigious N. Lake Drive on the vibrant Eastside. Nestled amongst beautiful single family mansions, this very spacious property is sure to please. Minutes from Fiserv forum, Summerfest, downtown, Art Museum, Discovery World, Harley Davidson museum, and many other city attractions. Short walk to Bradford Beach, Veteran’s Park, Lake Park, restaurants, cafes, Whole Foods, and much more.

Close to Lake with Great Ammenities & Breakfast!

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.

Waterfront Riverwest• KING Beds • 10 mins Downtown

Welcome to Riverwest Vienna, a 2-bedroom WATERFRONT condo (LOWER) located in the Riverwest neighborhood 4 outdoor spaces (SHARED) • Large deck overlooking the Milwaukee river ☀️ • Patio with picnic table ☕ 🍺 • Front porch • Back grassy lawn Space is newly rehabbed inc. A/C + Tempur-Pedic KING beds + Free Parking + all of the essentials you need Breweries, coffee shops, restaurants all within walking distance. Central to Fiserv Forum, Summerfest, Downtown, Lake Michigan, 3rd Ward, UWM

The Crows Nest Camper

Enjoy the lovely setting of this romantic spot in nature. you have a private pond with a little Trail to walk through still close to the city and feel so far away in nature.Perfect for relaxation or active fun! Just 5 minutes away is The Rock Sports Complex, offering top-tier activities like Topgolf, minor league baseball, an umbrella bar, hiking trails, and more. Whether you’re seeking tranquility or adventure, our cottage provides the ideal getaway for both.BOAT TOUR AVAILABLE to 11people

Glendale Riverfront Townhouse | 10M To Downtown

Escape to this 3-level riverside townhouse just 10 min from downtown Milwaukee! Perfect for families or groups, enjoy 3 cozy bedrooms with smart TVs, a full kitchen, indoor wood-burning fireplace, basement w/ additional trundle bed, game room, and outdoor gas firepit. Spot turkeys and birds from the backyard or unwind with city attractions nearby like Fiserv Forum and American Family Field. Fast Wi-Fi, free parking, and nature views make this the perfect mix of comfort and convenience.

The Castor House. A hip riverside warehouse loft.

The Castor House is nestled above the popular cocktail joint Boone & Crockett and local music venue The Cooperage in the heart of Milwaukee's Harbor District. Walking distance from a diverse offering of bars and restaurants in the neighborhood, and central to various other popular bar districts within the City, our spacious warehouse loft is a perfect home base for taking in all that Milwaukee has to offer. If nightlife, great bites and local entertainment is your jam... you are here.

English Tudor - Upper Flat blocks from the beach

Sophisticated 100 Yr Old English Tudor Upper Flat with hardwood floors, crown moldings, sunken living room, natural fireplace, built-in bookcases, and fully furnished. Spacious 2200 sq. foot 2nd-floor unit. Safe and QUIET neighborhood just blocks from Atwater beach. Cats are on the property and do not go any guest space. Make sure you have the correct number of guests on your reservation request. Bookings on a Friday or Saturday are required to include both nights.

Historic Hawthorne House

Nestled just steps from Grant Park Beach & Lake Michigan, the scenic Seven Bridges Trail, and the lush Grant Park Golf Course, this unique rental offers a blend of history, charm and comfort. Only a 10 minute drive to Mitchell International Airport and an easy 20 min drive to downtown Milwaukee. Whether you're here to unwind in nature, explore the local parks, enjoy a peaceful lakeside stay, or enjoy the best that Milwaukee has to offer this home has everything you need.