Vacation rentals with outdoor seating in Wauwatosa

4.98 out of 5 average rating, 388 reviews

A living area features large windows with natural light filtering through sheer curtains. Comfortable seating includes a plush sofa with red accent pillows, a matching armchair, and an ottoman. A textured area rug adds visual interest to the hardwood floor.

Apartment in Wauwatosa

Great Location, Wauwatosa (upper unit)

This bright & super clean upper (19 stairs) 2 bedroom duplex is in the heart of East Tosa. ( Bel Air Cantina, Cranky Al's, Rocket Baby, Rosebud Theater, il Mito, North Ave. Grill, Camp Bar and micro brewery within 1/2 a block to 4 blocks of this house) Centrally located for quick access to Medical College/Froedert, Am Fam Field, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking.(Owner does live on the property)

4.93 out of 5 average rating, 198 reviews

Home in Waukesha

Pet-Friendly Retreat•Sleeps 8•Huge Yard•Fire pit

Wake up to sunrise over a peaceful backyard and enjoy your morning coffee on the private balcony. Evenings are perfect by the fire pit under a starry sky. Just a 5 minute drive from Pewaukee Lake Pet-friendly home with a large yard and fire pit - ideal for relaxing and spending time together. Open-concept living, kitchen, and dining area creates a warm, inviting space to gather. Sleeps up to 8 and is best suited for small families or close-knit groups who prefer a more cozy, intimate layout.

4.93 out of 5 average rating, 204 reviews

The exterior of a charming house is showcased, featuring a welcoming front porch adorned with string lights. Lush greenery surrounds the home, with a flower garden displaying purple blooms. A pathway leads to the entrance, enhancing the inviting atmosphere of the property.

Home in Menomonee Falls

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.

4.98 out of 5 average rating, 264 reviews

The exterior of a two-story brick duplex is shown, featuring a welcoming entrance. Lush green lawns are bordered by manicured flower beds. Steps lead to the front door, flanked by hanging flower baskets and illuminated by wall-mounted lanterns. A concrete pathway curves gently through the yard.

Bungalow in Wauwatosa

Wauwatosa/MKE “Inglewood Place” Historic Place

Great location! Near all Milwaukee attractions and village of Wauwatosa.Cozy, upper two-bedroom duplex with keyless entry in quiet east Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular restaurants and bars 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. Near AmFam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee.

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, 229 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.

Bungalow in West Milwaukee

A dining area features a round table surrounded by black chairs with plush white cushions. Sunlight filters through large windows, highlighting the vintage sideboard and plant. An inviting living space is visible through an archway, showcasing a blend of decor and natural light.

4.97 out of 5 average rating, 199 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.

4.86 out of 5 average rating, 190 reviews

Home in West Allis

KING BED/Amazing Location/Free parking/Wi-Fi

Enjoy a fun and relaxing stay with family or friends in this stylish, cozy, and comfortable lower unit, which features: 2 bedrooms (1 king, 1 queen ) 1 bathroom Fully equipped kitchen with dining table and designated coffee bar Living room with a 65” smart TV (Netflix included) Home office space Free parking spot Located just a short drive (4 min) from I94, this home offers easy access to all the city's major attractions * the ideal base for exploring the best of Milwaukee

4.92 out of 5 average rating, 113 reviews

A single-story ranch-style home is presented, featuring a well-maintained exterior with a light-colored stone façade. Green grass surrounds the property, complemented by neatly trimmed bushes and a paved walkway leading to the front door. The roof is covered with gray shingles under a partly cloudy sky.

Home in Wauwatosa

Relax close to everything in Milwaukee

Ranch Style home in a quiet Neighborhood. You will feel at home and comfortable! The home is well maintained and very clean. In the winters you could cozy up to a nice fire upstairs and relax with a glass of wine. Downstairs is a second fireplace you have going and play a game of pool. In The summer you can enjoy the three seasons room, with looking a cup of coffee and look at the planted flower garden. Close to the Wauwatosa village down town. Even closer to Elm Grove Village.

4.8 out of 5 average rating, 121 reviews

A spacious dining area is furnished with a large wooden table surrounded by woven chairs. Natural light filters through multiple windows framed by cream-colored curtains. Decorated with a centerpiece of fruits, the room features warm wood paneling and a decorative chandelier overhead.

Home in West Allis

✺ La Casita ✺ 3 Bedrooms ✺ Spacious Parking ✺

La Casita is a 1930’s two-story bungalow home located in West Allis, WI. Short walking distance from Wisconsin State Fair Park, Pettit National Ice Center, and close to major highways. Enjoy the Mexican theme decor along with the natural woodwork throughout! Plenty of free off street parking available. Amenities include: Self Check-In, WiFi, Roku TV with Hulu & HBO Max, Fully Stocked Kitchen, Hairdryer, Fresh Sheets and Towels, Washer and Dryer, Reading Material, and much more!

4.87 out of 5 average rating, 379 reviews

A spacious bed is dressed in neutral linens, complemented by a decorative striped blanket and a pillow with 'relax' text. A wooden bedside table with a lamp rests nearby, and wall art is mounted above the bed, enhancing the room's inviting ambiance.

Apartment in Wauwatosa

Tosa Village Studio Apartment

Tosa Village Studio. (Wauwatosa is the first suburb west of Milwaukee). Walk to the Village and explore the boutique shops, restaurants and bars. Enjoy summer concerts in Hart Park. Miller Park (Milwaukee County Stadium - Home of the Brewers) only 3.5 miles away. Close to the Medical Complex, Froedert and Children's Hospitals. 6.5 miles to the Fiserv Forum (Home of the Milwaukee Bucks). Six miles to downtown Milwaukee. Enjoy Summerfest at the Lake Michigan shore.

4.96 out of 5 average rating, 152 reviews

A spacious dining area features a wooden table surrounded by six chairs, complemented by an archway leading to a cozy living room. Natural light filters through large windows, illuminating the elegant combination of exposed brick and light-toned walls.

Home in Wauwatosa

Historic on The Avenue

Entire Home- 3 bedrooms This beautiful historic home is centrally located in the heart of Wauwatosa! Steps from the quaint village with restaurants, bars, coffee shops and boutiques! This property marries old world charm with modern amenities. Less than 15 minutes via freeway to downtown Milwaukee, the lakefront, Marquette University, less than 10 minutes to American Family Field, 5 minutes to the Milwaukee Zoo and Froedtert/Children's hospital.

5 out of 5 average rating, 301 reviews

A secluded outdoor patio is highlighted by a well-equipped hot tub, surrounded by lush greenery and wooden fencing. Comfortable seating is arranged nearby, with a patterned rug beneath a shaded area. Decorative plants and a charming umbrella enhance the relaxing atmosphere.

Home in Wauwatosa

The Little Gray House

Summer time in the 414! We've got a few small openings left this summer, maybe they work for you? Time to start thinking about booking for fall and winter so you can get in on the best little Airbnb around! All the home upgrades are done, and we'l be posting photos within the next couple of weeks. The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

Popular amenities for Wauwatosa outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A welcoming living area is furnished with a light-colored sofa adorned with decorative pillows. Two armchairs are positioned beside a round coffee table, with a TV mounted on the wall across from them. Soft lighting enhances the cozy ambiance, and large windows allow natural light to fill the space.

4.89 out of 5 average rating, 119 reviews

Cozy Modern Retreat, 5min to DT, Newly Refurbished

A cozy living area is captured, featuring two patterned armchairs and a blue sofa arranged around a light coffee table. A stone fireplace anchors the space, complemented by a colorful floral artwork on the wall. Natural light filters through the windows, enhancing the inviting ambiance.

4.9 out of 5 average rating, 203 reviews

Happy Days Home close to all MKE attractions

A cozy living area is presented with two dark leather sofas, accompanied by bright red cushions. A glass coffee table occupies the center, while light enters through two large windows adorned with navy blue curtains. A stylish lamp and a decorative piece complete the room.

4.9 out of 5 average rating, 328 reviews

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

4.99 out of 5 average rating, 135 reviews

The living room features a comfortable sectional sofa and a light-colored couch, accented with colorful pillows. A round wooden coffee table sits at the center, complemented by a decorative rug. Natural light filters through large windows with stained glass detailing.

Home in Shorewood

The Menlo Guesthouse

4.83 out of 5 average rating, 193 reviews

A cozy living area features a spacious sofa against a vibrant, textured wall. A colorful area rug adds warmth to the hardwood floor, while framed artwork decorates the surrounding walls. Access to the kitchen and stairway is visible in the background.

Home in West Allis

Designer Cottage-Parking, Patio, & New Kitchen

A modern kitchen is presented with a blend of white upper cabinets and navy blue lower cabinets. Stainless steel appliances, including an oven and dishwasher, are visible. A light-colored countertop complements the space. Open shelves display minimal decor, and a woven rug adds texture.

4.86 out of 5 average rating, 151 reviews

Brewers Hill cottage, newly renovated near FiServ!

An open living area features a modern style with a gray sofa and a wooden coffee table at the center. A dining space with a dark table and chairs is visible to the left, while a staircase leads to the upper level in the background.

4.89 out of 5 average rating, 106 reviews

Cozy 2-bedroom cottage close to everything!

4.92 out of 5 average rating, 145 reviews

The living room features a stylish tan sofa accompanied by a textured throw and decorative pillows. A round mirror hangs on the wall, reflecting the room's layout. A light fixture hangs overhead, and colorful artwork is displayed. A modern coffee table is positioned on a striped rug.

Home in Bay View

Funky 2BR in Prime Bay View - w/ Parking

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 111 reviews

A spacious living area features a large smart TV mounted on the wall, with modern furniture arranged for comfort. A sectional sofa and accent chair provide seating options. Natural light streams through the windows, and artistic touches enhance the welcoming atmosphere.

Apartment in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

4.98 out of 5 average rating, 160 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 Bay View

Spacious & Private 2 bdrm in the heart of Bayview

4.97 out of 5 average rating, 395 reviews

A calming bedroom features a dark wooden headboard with a collection of textured pillows in various colors placed on a neatly made bed. A bedside table holds a lamp, with a small photo frame beside a potted plant, providing a touch of greenery.

Apartment in Cedarburg

Prime location in the heart of it all

4.97 out of 5 average rating, 323 reviews

A spacious living area features a mix of seating options, including a leather couch and armchairs. Large windows allow natural light to brighten the room, highlighting the hardwood floors and area rug. A coffee table sits centrally, providing a functional gathering space.

Apartment in Milwaukee

East Side Home

4.84 out of 5 average rating, 355 reviews

The exterior of a two-story apartment building is presented, featuring a combination of red and gray siding. A welcoming deck area with white furniture overlooks a snow-dusted parking lot, captured under soft evening light. Decorative string lights add a warm touch to the ambiance.

Apartment in St. Francis

Cozy Apartment Nestled Across from Lakefront!

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.

Apartment in Riverwest

WeilHaus: A Cozy Urban Retreat

Apartment in Lower East Side

The exterior of the multi-story building is characterized by a traditional design, featuring brick and ornate detailing. The inviting entrance showcases large windows with a corner location, enhancing the urban atmosphere.

4.79 out of 5 average rating, 105 reviews

6BR Penthouse Loft Above Bakery | AC | Pool Table

4.99 out of 5 average rating, 298 reviews

A charming two-story building is visible, featuring light green siding and yellow shutters. A welcoming entrance with a wooden door is centered at the front. The nearby buildings reflect a variety of colors and architectural styles, creating an inviting streetscape in historic downtown Cedarburg.

Apartment in Cedarburg

Creekside Apartment

Condo rentals with outdoor seating

4.98 out of 5 average rating, 174 reviews

A spacious living area features a light-colored sectional sofa adorned with decorative pillows, positioned around a wooden coffee table. Exposed wooden beams add character to the ceiling, while framed artwork lines the walls, contributing to the well-lit and inviting atmosphere.

Condo in Lower East Side

Private East Side Milwaukee flat with fenced yard

A spacious deck is furnished with a dining table beneath a sun umbrella, alongside several lounge chairs. A hot tub is positioned on one side, with a view of the backyard and a garage in the distance under clear skies.

Condo in Wauwatosa

4.63 out of 5 average rating, 117 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

4.92 out of 5 average rating, 65 reviews

A charming two-story building is presented with white siding and a grey shingled roof. Large black awnings identify the Education & Conference Center and Virtual Office Suites. The entrance is framed by lush greenery, with outdoor seating areas featuring tables and chairs along the front.

Condo in Delafield

DElafield Rivers Gateway Luxurious Condo

4.93 out of 5 average rating, 311 reviews

The exterior of a brick building features a raised balcony adorned with a decorative banner. The structure displays a mix of rustic brick and stone arches, framed by green trim. Natural light illuminates the scene, creating a welcoming view of the entrance.

Condo in Shorewood

English Tudor - Upper Flat blocks from the beach

4.98 out of 5 average rating, 256 reviews

The well-appointed kitchen features wooden cabinetry, stainless steel appliances, and a sleek black countertop. A dining table with vibrant red chairs accommodates a gathering, while a striking light fixture adds a modern touch. Natural light fills the space through multiple windows.

Condo in Bay View

Bay View - Lake View on the Park w/Secret Lounge

Condo in Historic Third Ward

An intimate living area features a comfortable sofa adorned with decorative pillows, paired with a wooden dining table. An open kitchen area with sleek cabinetry is visible in the background. Six tall windows allow natural light to brighten the space, with a patterned rug underfoot.

4.91 out of 5 average rating, 209 reviews

Third Ward - High End 1 Bedroom up to 6 + Parking

4.68 out of 5 average rating, 50 reviews

The view captures a modern neighborhood featuring a mix of contemporary buildings and greenery. Streetlights line the bustling street, and soft hues of sunset fill the sky, reflecting a serene ambiance in the urban landscape.

Condo in Lower East Side

Downtown Eastside gem near Fiserv Forum Bucks!