Holiday rentals with a patio in Milwaukee County

A spacious living area features a cozy tufted sofa adorned with decorative pillows, complemented by a circular glass coffee table. A vibrant area rug with floral patterns enhances the warm wood floors. Colorful artwork decorates the walls, adding a playful touch to the room.

4.91 out of 5 average rating, 164 reviews

2BR Sunny Upper in Prime Bay View - w/ Parking

Perfectly located on the main strip of KK in Milwaukee’s eclectic Bay View directly next to bars, restaurants, and shopping. Minutes from downtown, Summerfest, art museum. You’ll have the entire 2nd floor of this sunny duplex. Stylishly designed - 2 bedrooms with Casper mattresses, a bright kitchen with seating area, a work space in the master, and a comfy living room with a smart TV. The space has 2 patio spaces, a small backyard area, an in-unit washer & dryer as well as 1 free parking space.

A stylish living room is furnished with a striped sofa and two cream-colored reclining chairs, complemented by a wooden coffee table. Soft lighting from side lamps creates a cozy ambience, while natural light filters through the window blinds. A large piece of abstract art adorns the wall.

4.99 out of 5 average rating, 227 reviews

Best stay for Brewers/AmFam private home w/parking

Private home- no shared spaces with owners or other groups. Ultra clean, stylish yet cozy 3 bedroom home with mid century modern retro decor. Sleeps up to 8 in 3 bedrooms- incl. rollaway beds. Brewers stadium/AmFam Field 2 mi. away (free shuttle 1 block away). Downtown - Fiserv Forum, Rave, Wis. Ctr, Lakefront, Summerfest, Zoo, Med College, Casino within 5 mi. Please no smoking indoors, no pets, no parties, no more than 8 ppl allowed onsite without permission. Free parking in long driveway.

An open concept kitchen features a large white island with seating, accompanied by modern cabinetry. The living space extends into a bright dining area, enhanced by natural light from a window. Decorative artwork and a wall clock add character to the surroundings.

4.94 out of 5 average rating, 181 reviews

Downtown Oasis: Hot Tub, Garage, 2 King Huge yard!

Bring the whole family to this great place with lots of room for fun. A rock throw away to Milwaukee central featuring the city's best restaurants, bars, shops, and attractions. This exclusive 1800sqft Ranch 3 bedrooms, 9 beds, 2 full and 1 half bathrooms to sleep up to 14 guests. It features everything your family & friends need: Large Kitchen, Wash/Dry, Outdoor Patio, large back yard and a 8 person Hot Tub! Walking to the Fiserv Forum and downtown. Attached Garage w/ Driveway. 1 Gig Internet

A vibrant living room features a yellow sofa adorned with colorful throw pillows, paired with unique armchairs. A large mural in bold colors occupies one wall. Natural light filters through sheer curtains, illuminating plants and decorative shelves, creating an inviting atmosphere.

4.98 out of 5 average rating, 224 reviews

INSTA-worthy 2 Br Downtown Home Sleeps 8 Walkable!

Looking for a fun and vibrant place to stay in Milwaukee? The Pink Lady is the perfect rental for your next girl's weekend, bachelorette party, or birthday celebration. With an open-concept living space, pink kitchen, champagne bar, and private patio, you'll have everything you need for a fun-filled stay. With easy access to top restaurants, breweries, and cultural spots, come experience the best of Milwaukee with us. Book now and immerse yourself in the charm and excitement of Milwaukee!

4.98 out of 5 average rating, 126 reviews

Belleview House: Hot Tub, Backyard, Fire Table

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

4.99 out of 5 average rating, 135 reviews

A cozy living area features a distinctive two-tone sofa facing a television. Large windows are adorned with flowing curtains, allowing natural light to brighten the space. A wooden bookshelf and a mid-century style chair complement the warm wooden flooring and charming wall decor.

Flat in Milwaukee

WeilHaus: A Cozy Urban Retreat

Welcome to our WeilHaus (we pronouce that "wheel" in Milwaukee). This cozy 2-bed apartment is centrally located on the southern end of Riverwest, close to the East Side, freeways, downtown, parks, bike trails and all the hip neighborhood goodness that Riverwest has to offer you. WeilHaus is one unit in a four-unit building with tons of old-fashioned charm. Enjoy a colorful, stylish retreat, with special books to read, art to enjoy, and thoughtful touches everywhere to help you feel at home.

4.92 out of 5 average rating, 150 reviews

A well-equipped kitchen features white cabinetry, stainless steel appliances, and green tile backsplash. The space is illuminated with recessed lighting and includes a dining area with a wood table. An open doorway leads to another room, enhancing the overall flow of the layout.

Home in Shorewood

Shorewood house - near shops w/ WiFi & parking

Just down the road from Lake Michigan, this charming duplex upper is the perfect space for a relaxing getaway. After a day of shopping, eating good food, and exploring Milwaukee, look forward to kicking back in the cozy living room, or on the patio. This duplex has 2 bedrooms; a King bed master, and one bedroom with two Twins. There is one charming bathroom with a bathtub. Well stocked kitchen, and plenty of backyard space. The lower tenant is respectful of guests.

A bright living area showcases a cozy blue sofa adorned with patterned cushion covers. A round area rug is centered on the hardwood floor, with a plush orange armchair positioned nearby. Floor-to-ceiling curtains frame the window, creating a warm ambiance.

4.94 out of 5 average rating, 165 reviews

Swan City Cozy Boho in Bay View

Welcome to Swan City located in the heart of Bay View. With beautiful hardwood floors and a cozy boho-inspired decor, our space is designed to make you feel right at home from the moment you arrive. Centrally located, we are within walking distance of several restaurants, bars, and co-ops. This community is known for its lively atmosphere and friendly locals, and there's always something exciting to see, or an event to attend in the neighborhood.

4.99 out of 5 average rating, 170 reviews

Townhouse in Milwaukee

Historic Gem|Steps to UWM|Lake Mich|Free Parking

🔹 5-Star Rated | Superhost Quality | Fast Wi-Fi | Free Parking 🔹 🏡 Experience a Slice of Milwaukee’s History in a 100-Year-Old Home! Step inside this charming first-floor retreat—a beautifully preserved prairie-style home blending historic elegance with modern convenience. Located right across from UWM, this top-rated Airbnb is perfect for visiting students, faculty, families, and travelers looking for a relaxing, walkable neighborhood.

A comfortable living area features a black leather sofa and an accent chair, complemented by a long ottoman. A decorative lamp stands on a glass side table, and large windows allow natural light to fill the room. A television is mounted on the wall.

4.94 out of 5 average rating, 140 reviews

Charming Bayview House, steps from MKE Merriment!

You will be in the heart of the Bayview neighborhood, centrally-located, three blocks from the vibrant restaurant and bar scene on historic Kinnickinnic Avenue. Enjoy a walk through Humboldt Park. Easily explore the eclectic, independent, and creative hub that makes Bayview so special. You are a 10-minute ride from the airport, and a 10-minute ride to the MKE Public market. Our cozy home and all-embracing neighborhood are waiting for you.

A cozy living room is centered around a modern fireplace framed by built-in shelves filled with decorative items and books. Light-colored sofas surround a glass coffee table atop a patterned rug. A ceiling fan provides airflow while natural light streams through nearby windows.