Holiday houses in Milwaukee

4.79 out of 5 average rating, 256 reviews

Home in Milwaukee

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.

4.95 out of 5 average rating, 329 reviews

Apartment in Bay View

Bay View MKE Hideaway - with Parking!

Cozy, inviting, one bedroom apartment in the heart of Bayview, literally steps away from some of Milwaukee's best restaurants, bars and shops! One of two Airbnb guest spaces in our house, this downstairs apartment is our home base when we're in Milwaukee, and we love sharing it with guests when we’re on the road! We are within five minutes of Summerfest grounds and East Side & Historic Third Ward districts, and within 10 minutes of the airport, downtown, Marquette University, and Miller Park.

Superhost

Apartment in West Allis

4.8 out of 5 average rating, 303 reviews

Kegel's Inn - Studio - Classic Apartment #3

Quaint little studio with lots of old-world character. This one-room studio has original hardwood floors, heavy wood ceiling beams and 1930's tile work in the bathroom. The apartment looks down on 59th street, which for the summer months between May and November, hosts the Kegels Beer Garden on the street! We're one of the last Authentic German restaurants and Inn's left in country and the studio apartment is right above it! We hope you love this place as much as we do!

5 out of 5 average rating, 106 reviews

Home in Milwaukee

Bright Eastside MKE cottage w/ FREE Parking

Welcome to our peaceful little cottage in the heart of Milwaukee. This adorable 2 bedroom, 1 bathroom home will meet all of your needs with 1 king bed, 1 queen bed, a fully stocked kitchen, wifi, driveway for off street parking, and bikes to use on the nearby Oak Leaf Trail. This is the perfect place to enjoy the friendly city of Milwaukee with a comfortable place to sleep at the end of the day. Enjoy all of the restaurants and shops on the Eastside of Milwaukee.

4.95 out of 5 average rating, 237 reviews

Home in West Allis

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

4.91 out of 5 average rating, 649 reviews

Historic Lower East Side Apartment with Lake Views

This is one unit in a historical mansion with lake views! Layout is shotgun, open concept with a SMALL functional kitchen. Definitely gives off a pied-à-terre vibe. You have direct access to the back patio and a dedicated parking space around the corner. This unit is in the heart of the lower east side- close to the art museum, cathedral square, Brady st, 3rd ward, as well as the best restaurants and bars in MKE .

Apartment in Walker's Point

4.98 out of 5 average rating, 177 reviews

Cozy Vibes Apt | City View | Gym | Free Parking

Cream City historical brick building with incredible views of signature landmarks of Walkers Point. Cozily designed space by interior designer to make a romantic getaway or personal solo retreat to concentrate on your higher purpose. Very safe building and walking distance from foodie restaurants, breweries, jazz clubs, and the famed Iron Horse hotel. A perfect getaway for you and yours.

4.99 out of 5 average rating, 165 reviews

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.

4.97 out of 5 average rating, 465 reviews

Guest suite in Milwaukee

Cozy Suite, Private Entrance, Spa-Like Shower.

Cozy efficiency studio suite. Gorgeous bathroom with walk-in slate and stone shower. Comfortable queen-size bed, adjustable frame, Nectar memory foam mattress. There is not a full kitchen but there is a small refrigerator, microwave, coffee maker, toaster oven, TV, WIFI. A/C and heat. LGBT-Welcome. ALL are welcome here. Very central location close to all things Milwaukee.

Superhost

Apartment in Walker's Point

4.88 out of 5 average rating, 231 reviews

King Bed | Walkers Point - Large 1BR w/Parking

Discover urban living at its best in this 1BR, 1BA Walkers Point Airbnb. High ceilings, oversized windows, and historic charm meet modern elegance. The kitchen, a culinary haven with stainless steel appliances, is a highlight. Located in a renovated historic building, it's not just a stay—it's an immersion into Cream City living. Book now to experience the Cream City.

4.96 out of 5 average rating, 215 reviews

Apartment in West Allis

Clean 1bd/1bath close to everything!

Charming 1 bedroom 1 bath with private entrance and parking. Close to downtown, Shopping malls, Zoo, Hospital, Airport,Main freeways. Full kitchen with stove, microwave, coffee pot, dishes. Unit has tv and wifi. Coin operated laundry is accessible on premis. Why stay at a hotel when you can feel at home in this lovely unit.

Superhost

4.94 out of 5 average rating, 442 reviews

Newly remodeled Chic-Hip apartment-Downtown area

Newly renovated, spacious with modern day gadgets and appliances. Our space is great for a comfortable and safe stay. We have created a space conducive to relaxing. We also support and practice proper sanitizing of the space. After each stay the entire unit is disinfected and sanitized for our guests’ health & safety.

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Stay near Milwaukee's top sights

Milwaukee Mitchell International Airport8 locals recommend

Milwaukee Art Museum122 locals recommend

Harley-Davidson Museum92 locals recommend

Other great holiday rentals in Milwaukee

4.66 out of 5 average rating, 539 reviews

Kasa | Central 1BD, Visit Westown | Milwaukee

VeronicaRating, 5 stars1 week ago

Loved our stay at Kasa in Westown Milwaukee. It was close to enough to get to the main attractions in under 15 minutes. The space is perfect for 2 people and worth getting the parking space at the building. Will stay again.

4.95 out of 5 average rating, 41 reviews

Apartment in Wauwatosa

Cozy Renovated Retreat in Tosa

KirstenRating, 5 stars5 days ago

Cutest space! Walking distance to grocery stores, parks, and restaurants! This was the easiest I’ve ever had for in and out of a professional sporting event. Drivable to American Family Field also can walk to catch a shuttle. Cutest town, cool restaurants, cozy space. Was the perfect weekend thanks to this space.

5 out of 5 average rating, 73 reviews

Home in Milwaukee

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

KateRating, 5 stars1 week ago

Amanda and Troy’s place was a great little bungalow for our first trip to Milwaukee. It was quick and easy to get to the highway, yet far enough to be situated it a quiet little neighborhood. Amanda and Troy really thought of everything! We took their recommendation and enjoyed walking to Blue’s Egg Cafe & Bakery. Would recommend their place for your next trip!

Apartment in Brewer's Hill

5 out of 5 average rating, 31 reviews

Palmer House MKE

VickiRating, 5 stars4 days ago

We enjoyed a lovely stay at Palmer House. It was super convenient to many attractions in MKE, many restaurants, coffee shops and grocers within walking distance…plus easy street parking. The flat is beautifully decorated and comfortable for 2-4 people. I felt we had found a “hidden gem” in the Brewers Hill district. We would definitely recommend.

4.91 out of 5 average rating, 215 reviews

Spacious 1BR Near Fiserv with Rooftop and Parking

DavidRating, 5 stars1 week ago

Terrific location! Very scenic and quiet. Bars and restaurants within earshot. A cool coffee place right down the street in a historic building and a bodega on the corner with everything you could want! We liked it a lot and plan to return soon!

5 out of 5 average rating, 11 reviews

Apartment in Riverwest

Quiet 2br Retreat Minutes to MKE Summer Fun

RobertRating, 5 stars6 days ago

Nice, sufficiently stocked home for nearly all your needs. Clean and uncluttered, nice smelling linens. Proactive and ample communication for check-in and check-out; friendly and helpful, albeit standard. Made use of the Collective Cafe 2 blocks away for breakfast and nearby playground for kids. Combined with the marked down price for a great value, this worked out great for us! Definitely recommended.

4.94 out of 5 average rating, 499 reviews

Loft in Walker's Point

Clock Tower Loft Close to Key Attractions

LauraRating, 5 stars1 week ago

My partner and I travel a decent amount; this is the first place we have ever stayed at a second time. It isn't the swankiest place we have ever stayed, but it's definitely one of our favorite places in the last few years. We like the neighborhood a lot and walked to coffee and restaurants daily. Regarding the location, it is also close enough to other attractions in MKE that even the places we drove to were usually <15 minutes away. The apartment has lots of nice touches, is clean and spacious, and seemed to have everything one might need to cook a meal (full disclosure, neither time we visited did we cook in this apartment but basics seem to be accounted for). This apartment would be perfect for a short-term stay if someone needed to be in MKE for a few weeks. We really like the thoughtful touches, location, cleanliness, and well-stocked ammenities that Scott's place offers.