Fitness-friendly holiday rentals in Milwaukee County

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.

The Main Nest

This spacious property is ideal for families, offering ample room for enjoyment. We provide an exercise gym and a sauna, which guests are welcome to use at their own discretion. Additionally, there is a large two-acre backyard with a fire pit available for your use. You will also find an extensive outdoor dining area featuring two grilling stations, one located on the upper deck and another on the side of the house. The property also has a basketball court, pickleball, boat tours available

Stylish Westown 2BR Retreat 10 min to Fiserv Forum

Enjoy a relaxing stay in downtown Milwaukee’s energetic Westown neighborhood. This spacious apartment has an inviting open-concept layout, comfortable bedrooms, and a floor-to-ceiling glass wall with a city view and fills the space with natural light. Spend your days exploring nearby Milwaukee attractions, breweries, cafés, and nearby entertainment venues, all just minutes away. An ideal downtown Milwaukee home base for families, business travelers, concertgoers, sports fans, and groups.

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.

Hot Tub Victorian Garden Home

JACUZZI/Hot Tub, fireplace, a grill and fire pit on the lit up patio and fully fenced in yard. Comfy 5 bedroom, 9 beds, including an air mattress and a twin sofa sleeper. 3 full bathrooms! Main bedroom en suite. Bring your friends or whole family to enjoy this HUGE house. Excellent location in trendy Shorewood with tons of amenities. 5 minutes from the beach, just steps away from restaurants, bars, coffee shops, Walgreens, and a massive grocery store! Small kitchen fully stocked.

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.

Summerfest Brady St Suite w/ Rooftop Lounge & Gym

Welcome to Keystone on Brady ✨ A stylish city suite in the heart of Brady St—steps to top dining, cafes & nightlife. Enjoy floor-to-ceiling windows, a plush king bed 🛏️ (privacy curtain), Smart TV + workspace 📺, and a fully equipped kitchen 🍳. Unwind on the rooftop BBQ 🔥 or stay active in the fitness center 💪, fast Wi-Fi, and seamless self-check-in 🔐—perfect for elevated city stays, whether weekend or extended.

King Bed Retreat with MKE Views + Parking

Practical conveniences are included to make your stay seamless. Included off-site parking is available nearby, and detailed instructions will be provided before your arrival. High-speed WiFi, secure floors through fob access, and self check-in ensure the experience is smooth and stress-free. The building itself reflects Milwaukee’s industrial roots while offering the safety and comfort that modern travelers expect.