Waterfront holiday rentals in Milwaukee

MKE Lake Life- Snag the last of the Summer Dates!

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.

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.

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!

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.

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.

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.

Bass & Sparrow - Spa Retreat on the MKE River

Offering my personal peaceful Milwaukee home on the Milwaukee river just minutes from downtown. Wanna get your healing and nature on while visiting Milwaukee? Fish right from the backyard. Have a fire inside or out, hot tub it, infrared sauna, outdoor shower, watch the deer, river otters, mink, beaver, bald eagles, and song birds galore. All this just a $20 Uber ride to downtown for dinner and drinks. And to add to your relaxing escape, you can also book an in house massage.

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.

Retro Riverside Retreat, Backyard Oasis, Hot Tub

Escape to the retro riverside retreat! This large home sleeps 16+ and offers an incredible outdoor area with a hot tub, fire-pit, and river access. Your outdoor oasis and awaits. Inside, enjoy 6 bedrooms, 3 bathrooms, a huge dining table, and a game room. Perfect for large groups, family gatherings, or a peaceful oasis. Just a short 15-minute drive to vibrant Milwaukee attractions. Experience relaxation and adventure in our remarkable riverside getaway.