Fitness-friendly holiday rentals in Milwaukee

Gorgeous space with huge porch.

This beautifully remodeled 2 bedroom with a king bed, queen bed and a sofa bed in the living room. unit is located on the desirable east side of Milwaukee in Cambridge Woods - directly across from the Milwaukee River w/ easy access to trails! The home is styled to perfection with an open concept kitchen and spacious living room and enclosed porch. It is within walking distance to bars, restaurants, coffee, UW-Milwaukee, and the Oak Leaf Trail! Also close to area hospitals. 1 full bathroom.

A Large Rustic Farmhouse In Bay View, Wisconsin

Built in 1892, this Bay View original is one of the neighborhood’s oldest farmhouses—and it’s full of personality. Expect quirks, creaky floors, and a maze of rooms that always seem to surprise you. This isn’t a polished hotel experience, but a home with soul, charm, and plenty of space for your stay in Milwaukee. Unwind on the porches, explore Bay View’s coffee shops and restaurants, or stay in and make use of the treadmill, boxing setup, or workspace. A true Bay View experience—this is it.

The Distinguished Getaway

This unique home is private & close to the freeway. New features as of late 2025 include a completed game room, high end massage chair, updated kitchen & an outdoor dining patio. Also features an infrared sauna, weights & exercise equipment, 3 TV’s w/ gaming & streaming, and a classic game room on the lower level. Also available upon request are 2 grill types, fire pit, lounge chairs & super soakers. 3 bedrooms & 2 full baths sleeps 6 adults comfortably, guests 7 & 8 by provided blow-up bed.

Spacious Ranch Home Oak Creek close to Airport

Chalet style ranch home is fully furnished and offers 2400 square feet of private usable space. The 3 bedrooms, living room, dining room, family room, 1 1/2 bathrooms, kitchen, and kitchen table area are all located on one floor. You will love waking up in the morning in this quiet suburban neighborhood and looking out the many windows at the park across the street. Close to the heart of Oak Creek Drexel Town Square, 4.6 miles from the airport, & 15 minutes from Downtown Milwaukee.

AVL-Entire Home-MKE/Tosa (next to Hart Park)

*Home is located in the heart of the Wauwatosa village! *One block walking distance to full service grocery store and numerous bars and pubs. *Charming patio with tables and gas grill . *Includes 2-car garage. Free off-street parking available. *Very quiet residential neighborhood with quick accessibility to highway. *2.3 miles to Miller Park or Miller Brewery. *12 minute drive to Milwaukee->Fiserv Forum, The Rave, Eastside, Brady Street, 3rd Ward, Summerfest grounds and Lake Michigan.

Classic Riverwest 3BR Upper Apartment

Clean, quiet and comfortable 3 bedroom located in the Riverwest neighborhood. American Family Field 14min, Summerfest 12min, Fiserv/Downtown 9 min, Shorewood 3min. Amenities include: front balcony, 65" TV, 120" projector, office area, guest wifi, security system, street parking, real chef's kitchen and great hospitality. Use of laundry room available upon request. (2)Full Size Beds, (1)Queen Size Bed, (2)Twin Size Bed & (5)Air Mattresses with Sheet & Pillow can be provided upon request.

6 bdrm house, quiet, spacious, great for groups

Welcome to my cozy and spacious 6 bedrooms, 9 beds house! While I am out of town, you can enjoy all the comforts of home away from home. The kitchen is fully equipped, so you can cook and dine together at your convenience while saving money on restaurants. The fenced-in private yard and two level deck add convenience and privacy, a tankless water heater assures that noone in your group will have to take a cold shower in the morning. Please message me for quantities 16+.

6BR house, yard, hot tub - 5 min drive downtown

My spacious home spreads out over three levels on 1/3 acre in a quiet residential neighborhood, and is about one mile from most downtown restaurants, bars, breweries, and entertainment venues. Having easy access to the freeway and downtown it's a perfect location from which to explore the city, or to relax and have fun in the home with its many included amenities. Don’t forget your swimsuits so you can enjoy the new salt water hot tub with moto massage seats.

On the park! Pet friendly upper near everything

Beautiful upper duplex right on Humboldt Park, in the heart of Bay View. ~1200 sq ft, with huge bedrooms, dining room, living room, full kitchen, and bonus 3 season porch - the best room in the entire house. Small gym in the basement as well as laundry. Neighborhood is very quiet. The entrance is private on the side of house. Fast 5g WIFI. Beer garden across the street, 94/43/794 very close, 10 min from airport, 10 min downtown, 10 min walk to the lake.

Charming 1BR Loft • Parking + Walkable Location

Welcome to your stylish Milwaukee retreat! This 1BR loft blends historic Cream City charm with modern comfort. Soaring 15-ft ceilings, exposed brick, and oversized windows create a bright, open space. Enjoy a spacious king bed, fully stocked kitchen, and free off-street parking — rare in this neighborhood. Walk to the Third Ward, Walker’s Point, and Milwaukee’s best restaurants, breweries, shops, and the vibrant riverfront. Perfect for both work and play.

MKE#245-Milwaukee's Choice! near Fiserv, 3rd Ward

Enjoy your new home along historic Wisconsin Avenue; Just 100 feet from the river. Plankinton Clover features wood flooring, stainless steel appliances, quartz counter tops, in-unit washer and dryers, high ceilings, over-sized windows. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, ample parking, and access to 3rd Street Market Hall!

Lakeview Downtown Milwaukee Condo

This charming one bedroom offers a full kitchen, king bed, private full bathroom, dining and living room area. Conveniently located in Milwaukee's East Side - close proximity to lake paths and trails, Juneau park, Brady Street, Fiserv Forum, the Art Museum and Summerfest grounds! Stay here and start your day with a beautiful sunrise in one of the best locations Milwaukee has to offer.