Holiday rentals with outdoor seating in Wauwatosa

4.93 out of 5 average rating, 191 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, 254 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.

4.99 out of 5 average rating, 225 reviews

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.

Home in Story Hill

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, 195 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.

4.82 out of 5 average rating, 187 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 McCarty Park

Designer Cottage-Parking, Patio, & New Kitchen

LOCATION, LOCATION! • Fast Fiber Internet TIME (MIN) 5-10 McCarty Park (Water Park, Trails, B-Ball Court) STATE FAIR TOSA 10-15 Brewers, Bucks Harley, 3rd Ward Breweries, Zoo ATTN MEDICAL Near All Hospitals PRIVATE PATIO & FENCED-BACKYARD • Seating for 4 w/ table • 🐶 can roam • Safe & secure kids play • Space for games & bags SAFE PARKING • Allows 2-4 vehicles inc. trucks & boats • 100FT off street • driveway widens LAUNDRY • W&D • Pods & D-Sheets • Util. Sink • Iron+Board

4.92 out of 5 average rating, 106 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.

4.87 out of 5 average rating, 371 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.

Flat 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.

4.8 out of 5 average rating, 316 reviews

The studio features hardwood floors and exposed wooden beams adding character. A spacious bed is centrally positioned, accompanied by soft bedding. A small dining table and kitchenette with essential appliances are visible. A modern light fixture provides illumination near a cozy reading chair.

Flat in West Allis

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!

4.87 out of 5 average rating, 172 reviews

The kitchen features dark cabinetry and modern appliances, complemented by a central wooden island with seating for two. Pendant lights hang above, illuminating the area. A window offers natural light, and open access to a hallway is visible in the background.

Townhouse in Story Hill

Central, Game Room, Quiet Walkable Area

Beautiful luxurious 4 bedroom (bonus sunroom) home central to everything Milwaukee has to offer. Located in sought after quiet community due to its proximity to all main attractions while providing safety and peace for residents and visitors. Our property is less than 10mins from heart of Milwaukee, walking distance to main attractions such as Brewers stadium and state fair. We do our absolute best to be exceptional hosts so hope you decide to stay with us

4.96 out of 5 average rating, 144 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.

4.81 out of 5 average rating, 116 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 major highways. Enjoy the Mexican theme decor along with all the natural woodwork throughout! Plenty of free off street parking available. Amenities include: WiFi, Roku TV with Hulu & HBO Max, Washer & Dryer, Fully Stocked Kitchen, Hair Dryer, Fresh Sheets and Towels, and much more!

5 out of 5 average rating, 292 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

Spring is here and it's time to share what we've been up to! Those of you staying with us after April will be treated to new kitchen counter tops, roof, windows and siding :) It'll still be the LGH, but with a little something more! We'll update the photos as soon as it's completed! 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 outdoor seating rentals in Wauwatosa

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.89 out of 5 average rating, 139 reviews

A paved driveway winds through a lush wooded area, bordered by greenery and tall trees. The home can be seen nestled in the distance, blending harmoniously with the natural surroundings.

Home in Muskego

Muskego Hideaway on 2 Acre Lot

4.95 out of 5 average rating, 243 reviews

A salt water hot tub is illuminated with soft blue lights, showcasing gentle water jets. Surrounding greenery and trees are visible in the background, providing a natural setting. A few metallic cups rest at the edge, enhancing the inviting atmosphere.

Home in Halyard Park

6BR house, yard, hot tub - 5 min drive downtown

4.97 out of 5 average rating, 116 reviews

Home in Murray Hill

Belleview House: Hot Tub, Backyard, Fire Table

4.92 out of 5 average rating, 143 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

4.82 out of 5 average rating, 102 reviews

The living area features large windows allowing natural light, with a mix of comfortable seating options, including a traditional sofa and an armchair. A coffee table holds decorative candles, while a dining area with a table and chairs is visible in the background.

Home in Concordia

Sadie’s Way House

4.97 out of 5 average rating, 271 reviews

A rustic kitchen area showcases exposed brick walls and wooden beams. A dark faucet and sink are paired with light countertop surfaces. A decorative sign reads 'Welcome to Brewers Hill', adding a welcoming touch to the space.

Home in Brewer's Hill

Brew City Hideaway - Historic Brewers Hill

4.88 out of 5 average rating, 102 reviews

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.

Home in Lincoln Park

Cozy 2-bedroom cottage close to everything!

4.89 out of 5 average rating, 415 reviews

A modern kitchen showcases green cabinetry complemented by a wooden island and bar stools. Stainless steel appliances are integrated into the space, while a dining area with a wooden table is visible in the background. Natural light filters through the nearby windows.

Home in Walker's Point

The Pony Store in Vibrant Walker’s Point

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 107 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.

Flat in Shorewood

Charming home w/ fire pit, walk to Lake Michigan

4.89 out of 5 average rating, 213 reviews

A dining area features a wooden table surrounded by six white chairs. Natural light pours through large bay windows, highlighting the warm wooden accents of the room. A cozy living space is visible in the background, adorned with potted plants and comfortable seating.

Flat in Riverwest

Spacious 2 Bedroom Flat in Heart of Milwaukee

4.97 out of 5 average rating, 318 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.

Flat in Upper East Side

East Side Home

4.85 out of 5 average rating, 343 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.

Flat in Saint Francis

Cozy Apartment Nestled Across from Lakefront!

5 out of 5 average rating, 122 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 Riverwest

WeilHaus: A Cozy Urban Retreat

4.78 out of 5 average rating, 100 reviews

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.

Flat in Lower East Side

6BR Penthouse Loft Above Bakery | AC | Pool Table

4.94 out of 5 average rating, 402 reviews

A bright living area showcases a comfortable seating arrangement with decorative cushions. Potted plants add greenery, and light streams in through the large windows. Artwork adorns the walls, while a mix of textures is provided by the rugs and furnishings.

Flat in Bay View

Bay View MKE Hideaway - with Parking!

4.98 out of 5 average rating, 198 reviews

A charming bungalow with a well-maintained exterior features a welcoming porch surrounded by lush greenery. Flower beds in vibrant colors line the pathway, leading to the entrance. A large umbrella is visible on the porch, providing shade, while steps lead up to the front door.

Flat in Bay View

Bay View Upper Parkside Gem

Apartment rentals with outdoor seating

Apartment in Lower East Side

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.

4.98 out of 5 average rating, 164 reviews

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.

Apartment in Wauwatosa

4.63 out of 5 average rating, 117 reviews

Stylistic Condo Hot Tub Tosa Village 2 blocks away

Private room in Milwaukee

3.75 out of 5 average rating, 4 reviews

Lovely 3 bedroom condo with cozy indoor fireplace.

Apartment in Brewer's Hill

An open-concept living area showcases polished hardwood floors and ample natural light. A cozy sectional sofa is positioned around a decorative area rug. The dining space, featuring a wooden table and chairs, is visible beside a modern kitchen equipped with stainless steel appliances.

4.89 out of 5 average rating, 53 reviews

Brewers Hill Belle • 2 bed, 2 bath, & balcony

4.93 out of 5 average rating, 307 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.

Apartment in Shorewood

English Tudor - Upper Flat blocks from the beach

4.98 out of 5 average rating, 251 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.

Apartment in Bay View

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

Apartment 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.

4.93 out of 5 average rating, 201 reviews

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