Vacation rentals with outdoor seating in Milwaukee County

4.8 out of 5 average rating, 166 reviews

The living area features a cozy seating arrangement with a dark brown sofa and two black chairs. A wooden coffee table is positioned near a flat-screen TV mounted on the wall. Natural light enters through two windows, illuminating the carpeted floor.

Apartment in Milwaukee

Eastside 4BR w 2 Garage Spots

Welcome to Milwaukee's East Side. This 4BR, 1BA unit offers everything for a wonderful fun stay in MKE. Enjoy the L-shaped balcony facing in front + a smaller balcony in rear. Good sized rooms w high ceilings, main BR has desk. Use (at your own risk) grill/fire table. CHILDREN MUST BE SUPERVISED. Bike rental w/in 3 block walk, tour local parks, lakefront, and nightlife on nearby Brady St. A variety of nearby restaurants + coffee shops await your visit. We look forward to hosting your stay!

4.97 out of 5 average rating, 112 reviews

The living area features a stone fireplace and a flat-screen TV mounted above it. Two dark armchairs and a comfortable sofa create a cozy seating arrangement. Natural light enters through multiple windows, highlighting the original woodwork and a vibrant area rug on the hardwood floor.

Apartment in Milwaukee

Spacious & Private 2 bdrm in the heart of Bayview

Beautiful 2 bedroom first floor buglalow in trendy Bayview with original details, updated kitchen & updated bathroom. Spacious open floor plans. Perfect to host families, groups of friends or a couple. Access to a private fenced backyard with fire pit, Infrared Sauna and grill. Add'l front seating on the cozy front porch. Perfect for relaxing with morning coffee or quiet dinners staying in. Easy street parking. Laundry in unit. Steps away from public transportation. Walkable restaurants/bars.

Superhost

The spacious living area features a modern design highlighted by tall ceilings and large windows. A comfortable sectional sofa is positioned around a decorative area rug, with a warm fireplace framed by artistic decor. Lush greenery adds a touch of nature to the inviting space.

4.89 out of 5 average rating, 231 reviews

Historic Home Sleeps 16 in MKEs Best Neighborhood

MAX of 16 guests! This luxury home has been designed especially for groups to gather and connect in-person. The huge second floor has ample space to gather everyone around a chef's kitchen and walk-out patio, while floors 1 & 3 are for sleeping Walk or bike everywhere! Minutes to Downtown, Third Ward, Bay View, Summerfest, and the best restaurants, breweries, trails, and music/sports venues. Just 5 blocks from easy freeway access and 12 minutes from airport! 2 driveway parking spots included

4.89 out of 5 average rating, 219 reviews

The interior of the motorhome features warm wooden cabinetry and a yellow refrigerator. A cozy kitchen area includes a sink and stove, with sunlight coming through the windows. A comfortable lounge space with a plush couch is visible, creating an inviting atmosphere.

Camper/RV in Milwaukee

70s City Glamping RV By Lake, Unique Boho Retreat

My 70s GMC Motorhome "Painted Desert" has been renovated to offer my guests a glimpse into the past with a clean, warm, updated bohemian feel with all the amenities of home. There is an ample amount of windows for fresh air, light, and that cozy cabin feel. It is filled games, books, and art! Also a private yard featuring a picnic table, grill, & chiminea fireplace with tons of fresh chopped wood & kindle for you! There is nothing like this in Mke, a truly unique stay as central as it gets!

4.96 out of 5 average rating, 124 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

Superhost

A spacious wooden deck is featured, with a metal table and several chairs arranged for seating. The area allows for views of the surroundings, highlighted by nearby buildings and a cloudy sky. The deck provides ample space for relaxation or socializing.

Condo in Milwaukee

4.82 out of 5 average rating, 131 reviews

Large Condo w/Patio/ Old World 3rd next toFiserv

Our 1876 historic building is fully renovated! Located on the first floor is soon to be Sweet Connies bakery and breakfast location opening in 2024! Less than 1 block to the new Fiserv Forum. Enjoy the amazing patio. Lots of fun restaurants & bars on our street that run free shuttles to Brewers games. 1/2 block from the Riverwalk. Anticipate an electric, energetic night life. 1 parking spot behind the building can be rented if available for you stay. We do have a private garage a block away.

An outdoor seating area features a sectional sofa with cushions in vibrant orange, surrounding a central fire bowl. The deck is enclosed by wooden railings, with trees visible in the background, creating a peaceful outdoor space for relaxation.

5 out of 5 average rating, 218 reviews

Gorgeous Bayview 2Story Loft w/Upper Deck/Firebowl

Located right on South Shore Park with views of Lake Michigan. Just a 3 minute walk to South Shore Beach and the Oak Leaf Trail, and just a 6 minute drive to downtown Milwaukee. This two story treetop loft occupies the upper two levels of a large historic house and has a large 400 sqft 2nd story deck overlooking the park and lake with a 4' natural gas fire bowl. Also features indoor bioethanol fireplace and full bar with a wine-chiller. The perfect place to kick back and relax with friends!

4.98 out of 5 average rating, 114 reviews

A spacious outdoor patio is highlighted by a set of wooden lounge chairs and an umbrella-shaded table. Steps lead up to the entrance of the home, surrounded by a wooden fence that provides privacy. The area is well-lit by natural sunlight.

Condo in Milwaukee

Private East Side Milwaukee flat with fenced yard

Enjoy the best that the East Side and downtown have to offer in this second floor standalone home on the Oak Leaf Trail with no shared walls, private fenced-in yard with spacious deck and patio, and private parking lot. This historic cream city brick building was constructed in 1897 and completely renovated in 2017 with custom features throughout. Gas fireplace, 70" TV in living room with custom hi-fi built-in stereo system, tons of natural light. Double guest suites with amenities galore.

Bungalow in West Milwaukee

4.96 out of 5 average rating, 171 reviews

Adorn Abode

Charming upper level hygge bungalow (2 unit home total). Ten minutes from anywhere. Tucked away in the quiet village of West Milwaukee. Full of natural light and curated vintage decor. Walking distance to a few restaurants and bars, as well as the American Family Field. Enjoy a cocktail on the front balcony and watch the sunset while indulging in a classic vinyl collection. Small balcony off of the kitchen to watch the sunrise and enjoy a cup of coffee. Perfect for adventuring or relaxing.

An outdoor porch area features a seating arrangement with two black wicker chairs and a glass coffee table atop a patterned rug. Decorative pillows are placed on the chairs, and greenery is visible beyond the railing, enhancing the urban view.

4.97 out of 5 average rating, 100 reviews

Blair House 1890

Amazing location! Beautiful, newly renovated 2BR upper floor of a duplex built in 1890 is your cozy launch pad to explore Milwaukee. Only steps from the many breweries, restaurants and shops on historic Brady St, this house is tucked away on a safe and quiet street with easy street parking. Relax outside under the shaded pergola or enjoy city views from the front porch. The location, great natural light, comfy bedrooms, and stylish decor- sets this house apart!

A spacious living area features a comfortable, beige sectional sofa with patterned cushions. A large wooden coffee table sits at the center, complemented by a textured area rug. Natural light streams through multiple windows adorned with light curtains, illuminating the blue walls and tiled flooring.

4.93 out of 5 average rating, 213 reviews

Large Victorian in Perfect Location!

My place is less then a block from Brady street and a 15 minute walk to the lake. Walking distance to over 75 restaurants and bars, many stores, 3 grocery stores and 2 pharmacies. A cheap uber ride to all Milwaukee activities and popular locations. 10 minute walk to a local bar that has a shuttle to Brewers games and summer fest. A huge and interestingly laid out victorian house with lots of amenities. Great place to host large groups, pets always welcome!

The exterior of a renovated duplex is shown with a warm-toned siding and large windows. The inviting entryway features a wooden door, surrounded by lush greenery. Inside, a dining area is visible, furnished with a large table and dark chairs, while the outdoor patio offers a serene space with hedges.