Fitness-friendly holiday rentals in Milwaukee County

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.

Sleeps 16|HotTub|Arcade|4bath|KingBeds|ChefKitchen

Spacious 4BR, 4BA home perfect for families & groups! Sleeps 16 with 11 beds. Enjoy a chef’s kitchen w/ 48” oven and everything you need to host the perfect meal, hot tub, game room, BBQ, smoker, patio, & 85” TV w/ surround sound. Plenty of space for all in group with cozy nooks for quiet conversations, group gathering spaces and play spaces. 2 dedicated work spaces. Modern upgrades throughout. TV in each room. Great for reunions, retreats, or getaways—comfort, space, and fun all in one place!

The Bake House

Your family will be close to everything when you stay at this centrally-located house situated minutes from all attractions in the Milwaukee area. - 2 miles from the Wisconsin State Fair - 1.5 miles from the Brewers Stadium - 12 minutes from downtown Milwaukee, Lakefront, and Summerfest - 2.5 miles to the Milwaukee Zoo - 2 miles from the Pettit National Ice Center - Located next to Archie's Flat Top, West Allis Cheese & Sausage Shoppe, Wild Roots, Station No 06, Becher Meats, and The Bake Sale

The Host with the Most

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 & stretching equipment, 2 TV’s w/ DirecTV, ESPN+, Xbox Series X, 2 drumsets, board games & nerf guns. 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.

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.

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 Loft | King Bed + Free 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.

MKE#205 -Milwaukee's Prize near Fiserv/3rd Ward/DT

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, and high ceilings. Community amenities include a fitness center with on-demand workout classes, a club room, skywalk connection, 1 parking space provided, 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.

Riverside SkySuite | Chic • Bright • Free Parking

🌆 Luxury RiverView Apartment | Sleeps 8 | Balcony & Garage — Stunning 5th-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! ✨