Waterfront holiday rentals in Milwaukee

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.

Massive 4BR Chef’s kitchen,walk to lake/restaurant

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!

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.

Exhale, rest

Exhale. The perfect combination. This home is right in the village of Menomonee Falls with great shopping and restaurants within walking distance. Close to the highway, it’s also a mere half an hour to anything Milwaukee so games, museums, festivals are all also at your fingertips. At the end of dead end road with views of the river, access to trails, and a secluded deck and fire pit, there is definitely also a rural feel. This location has it all. Go out, live life, come back, exhale and rest.

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 Charm- 2 King Beds- Incredible Views

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.

The Crows Nest Cottage 1

Welcome to our charming 1-bedroom cottage by a serene pond. This cozy retreat features a unique basketball/pickleball court, multiple outdoor patios, and a delightful treehouse lounge area. 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,ski hills.Whether you’re seeking tranquility or adventure, our cottage provides the ideal getaway for both. washer,dryer unit

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.

Riverwest 2BR • Outdoor Oasis • King Beds

Welcome to Riverwest Vienna, a 2-bedroom WATERFRONT condo (UPPER) located in the Riverwest neighborhood. 4 outdoor spaces (SHARED) • Large deck overlooking the Milwaukee river ☀️ • Patio with picnic table ☕ 🍺 • Front porch • Large back 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

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.