Waterfront vacation 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!

Newly restored Victorian

A classic Milwaukee East Side house, but with parking! Beautiful gardens filled with native Midwest plants, so pollinator spotting from the porch is common. We are within a 15 min walk from Bradford beach, bars, restaurants, coffee shops, small business shopping, and a riverside nature center with trails. Pack and play baby crib available on site and pets allowed. We live right upstairs with our two dogs, so if you need anything or want some recommendations of things to do we are happy to help!

Private Sauna Retreat • Cozy Boho Lake Escape

Unwind in your private cedar sauna retreat—one of the area’s most unique stays near Milwaukee. This stylish boho hideaway features a peaceful outdoor lounge, curated interiors, cozy seating, and relaxing vibes perfect for recharging. Steps from Lake Michigan and minutes to downtown, Summerfest, Fiserv Forum, dining, nightlife, and beaches. Includes a stocked kitchen, fast Wi-Fi, smart TV, plush beds, coffee bar, and cozy touches. Perfect for couples, concerts, weekend escapes, and lakeside fun.

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.

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.

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

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.

HUGE 6BR, Luxe Single Family Home, Best Location!

Welcome to the Love Shack! It was completely gut-rehabbed down to the studs and transformed into a chic, modern home. You will find this place is ideal for weddings, bachelor/bachelorette groups, families, reunions, and business travelers. This home combines an upper, lower, and basement unit with interior doors to connect the spaces that make it live like a large single family home. Each level has a has a kitchen, living room, and laundry. The house totals 6 BR and 4.5 baths.

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.