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.

EKO Stays - Your Home Away From Home!

Experience comfort, and a home away from home at our stunning Airbnb property in the heart of Wauwatosa. Our elegant home features 2 bedrooms with a private bathroom, a fully equipped kitchen, and a spacious living room with a pull-out couch for extra guests. Our prime location is just minutes away from downtown Tosa & Milwaukee, MRMC, Bucks stadium, Brewers stadium, and lots of restaurants and bars within walking distance. Book your stay with us and indulge in the ultimate Airbnb experience!

The Distinguished Getaway

This unique home is private & close to the freeway. New features as of 10/25 include a completed game room, high end massage chair, updated kitchen & an outdoor dining patio. Also features an infrared sauna, weights & exercise equipment, 2 big screen TV’s w/ Xbox Series X and a classic game room on the lower level. Also available upon request is a grill/smoker, fire pit, lounge chairs & super soakers. 3 bedrooms & 2 full baths sleeps 6 adults comfortably, guests 7 & 8 by provided blow-up bed.

Executive Brown Deer Home

Large open concept home. Great WIFI 1000 mbps! Family room, formal living room, zen room and office. Eat in kitchen with long open counter top & desk area. 1st floor laundry room. Large yard with beautiful mature trees and fire pit. Near Mequon Public Market. Just minutes from River Club, Brown Deer, Missing Links, Mee-Kwon Golf Parks. Take a short 10-15 minute drive to ride along side beautiful Lake Michigan shoreline and 15-20 minutes to downtown Milwaukee. Nearby bike and walking trails.

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.

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.

2BR Rooted in Character, Refreshed for Today

Classic bones and modern comfort make this your ideal stay in Milwaukee. This inviting 1927 upper duplex has seen almost a century of life and while it carries the charm of its age, it’s been thoughtfully updated with a renovated bathroom, new appliances, and stylish furnishings. Enjoy two bedrooms plus a third room converted into a closet with a desk that doubles nicely as a home office. Whether you’re here for work or leisure, this is the perfect mix of charm and convenience.

Bright Corner Studio Loft | King Bed + Parking

Welcome to your stylish Milwaukee retreat! This large corner studio 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.

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.

Classic Riverwest 3BR Upper Apartment

Clean and quiet 3 bedroom 1,500sq.ft upper flat. Amenities include: front balcony, Netflix, apple tv, 4k 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, (1)Twin Bunk Bed, (1)Futon, Air Mattresses with Sheet & Pillow can be provided upon request.

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.

Sky Suite Lux | Sleeps 8 | Modern | Free Parking

🌆 Luxury RiverView Apartment | Sleeps 8 | Balcony & Garage — Stunning 4th-floor sky suite with floor-to-ceiling windows, huge balcony with seating for 8, and breathtaking city + river views! Features include secure garage parking, modern kitchen, smart TVs, shared gym, club room & BBQ area. Perfect for family trips, group stays & upscale getaways in the heart of the city! ✨