House holiday rentals in Milwaukee

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Top-rated house rentals in Milwaukee

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home

4.97 out of 5 average rating, 128 reviews

Quaint & Cozy Town Cottage Desirable N. Shore

Adorable small Town Cottage walkable to coffee shops, restaurants, parks & the riverwalk…bring the pup and experience something sweet. Everything you need to get away, business trip or extended stay. Well appointed kitchen, 2 small but cute baths with heated floors(1) and fast WiFi. Urban-like walk-ability w/ small town charm! Walk to (excellent) authentic Himalayan food at the Cheel or a glass of wine at Glaze and paint a new coffee mug! Go out or kick back with the fire/grill and s’mores!

Guest favourite

Home

4.95 out of 5 average rating, 111 reviews

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.

Guest favourite

Home

4.79 out of 5 average rating, 233 reviews

Private Milwaukee Home-Great Location, Entire Unit

This private upper level unit is only 3 miles from Froedtert Hospital, 1.1 miles from Mayfair Mall, and only steps away from Mount Mary University; bordering Wauwatosa, a suburb with great places to roam! This home is spacious, yet cozy. Offers a secure bedroom for 2, living room with a comfy sofa bed that sleeps one, dining area, bathroom, & full kitchen with all the necessities. A Key Less entry makes your check-in quick and easy! Minutes from the highway, making getting anywhere a breeze.

Guest favourite

Home

4.99 out of 5 average rating, 166 reviews

Centrally located private 3 bedroom home w/parking

Private, pristine, stylish yet cozy 3 bedroom home with mid century modern retro decor. Sleeps up to 8 including couches. Three bedrooms. Brewers stadium/AmFam Field 2 mi. away (free shuttle 1 block away). Fiserv Forum, Rave, Wis. Ctr, Lakefront, Summerfest, Zoo, Med College, Casino within 5 mi. Big yard w/patio, fire pit, yard games & gas grill. No smoking, no pets, no local parties, no more than 8 ppl allowed onsite without permission. Free onsite parking. Garage available upon request.

Guest favourite

Home

4.98 out of 5 average rating, 204 reviews

Wauwatosa/Milwaukee “Inglewood Place”Best Location

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants in the village and along North Ave. Full kitchen and new beds make this a home away from home. 10 min to Froedtert & The Medical College of WI & Children’s Hospital of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH U

Guest favourite

Home

5 out of 5 average rating, 225 reviews

The Little Gray House

The holidays are upon us - just a couple of weekends still available! Stay with us while visiting loved ones and enjoy the heated mats and robes that make using the hot tub oh so nice. Maybe a fire and s'mores are more your style? Our Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. For 2024 we've added a outdoor movie screen/projector, new bedroom furniture, fiber internet and a high tech bidet!

Guest favourite

Home

4.89 out of 5 average rating, 177 reviews

Historic East Side Duplex, 3BD. No Cleaning Fee!

Minutes from downtown Milwaukee by car or bus, the whole group will enjoy easy access to the city from this central location less than a mile from the UWM campus. A block from the Urban Ecology Center and Oak Leaf Trail access and easy walking distance to North Avenue's restaurants, bars, and the Oriental Theater, there's no shortage of activities, entertainment, and dining options around this historic and charming East Side abode. Or stay in with our grill and fire pit.

Guest favourite

Home

4.92 out of 5 average rating, 144 reviews

Quiet Bay View Bungalow, Extended Family Stay

Need a quiet getaway? This sunny and peaceful upper of a Bay View bungalow provides you with a relaxing atmosphere! A corner property built in 1924, this diverse neighborhood offers perfect opportunities for a stroll through tree-lined streets and rolling hills. Bike or walk the quiet neighborhood or find a peaceful park just blocks away. We want you to feel at home during your getaway and hope it is as special to you as it is to our family.

Guest favourite

Home

4.85 out of 5 average rating, 101 reviews

Modern, Comfortable and Updated in Shorewood!

Walking distance to bars, restaurants, coffee shops, parks and best of all... Lake Michigan! Extensive contemporary remodel with comfortable furniture and plush beds. If you'll need to get some work done we have a large desk and fast WIFI. Laundry is available for your use, located in the basement of home. Free & convenient street parking available in front of the home, always available!

Guest favourite

Home

4.97 out of 5 average rating, 145 reviews

The Peacock Place

This 3 bedroom, 1 bath, open concept lower unit of a duplex is located in Brewer's Hill. This unit has tons of natural light, original hard wood floors, pocket doors and claw foot soaking tub. This pet friendly unit has off street parking for 2 vehicles or motorcycles, and a private yard with patio and BBQ grill for your use. Walking distance to Brady Street, downtown and Fiserv Forum.

Guest favourite

Home

4.99 out of 5 average rating, 217 reviews

Sunny Upper Flat in Shorewood Near UWM & Downtown

Beautiful two bedroom upper flat in Shorewood with great light. New carpet, pillow top mattresses, coffee brewer, and many more amenities. 5 minutes from UWM and close to lakefront, downtown, I43 and much more. A short ride to Summerfest grounds. Close to many restaurants of many different styles. You will feel at home in our cozy two bedroom flat.

Guest favourite

Home

4.99 out of 5 average rating, 198 reviews

Guesthouse on Clover - Historic Greendale

Guesthouse on Clover is located in the Historic Village of Greendale, just a few minute's walk from downtown, which boasts a truly unique shopping and dining experience. Enjoy the friendly village atmosphere as you refresh and revitalize in this well-appointed home decorated like an artist's cottage.