House holiday rentals in Wauwatosa

4.79 out of 5 average rating, 184 reviews

A cozy living room is highlighted by a light gray sofa adorned with decorative cushions. A small blue coffee table sits in front, complemented by a candle and a framed picture. Natural light enters through a window, brightening the neutral-colored walls.

Home in West Allis

★Cozy Beach Themed Home★2 Beds★Spacious Parking★

Cozy and quaint two bedroom beach themed home located in the heart of West Allis. Close to public transportation and a few minutes driving to State Fair Park, Milwaukee County Zoo, Potawatomi Hotel & Casino, bars, restaurants, and more! Peaceful and quiet residential spot with plenty of parking on premises (up to 3 cars.) Amenities include: Spacious Parking, Smart TV, WiFi, Self Check in, Fresh Sheets & Towels, Hairdryer, Fully Stocked Kitchen, Washer & Dryer, Reading Material and much more!

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.

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

4.98 out of 5 average rating, 127 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

4.87 out of 5 average rating, 123 reviews

A spacious living area features a blue sectional sofa and a yellow accent chair, offering an inviting seating arrangement. A brown coffee table sits on a patterned rug, while large windows allow for natural light. A desk with a chair is positioned nearby for work or leisure.

Home in West Allis

West Allis Oasis

Welcome to our cozy 2-bedroom, 1-bathroom home on a quiet street in a fantastic neighborhood. Dog-friendly and perfect for families or solo travelers, enjoy easy access to I-94 and the State Fair Park just a few blocks away. Our home offers a peaceful retreat with comfortable furnishings, a fully equipped kitchen, cozy bedrooms, and large fenced in yard. Relax and unwind in a tranquil environment after a day of exploring. Book your stay today for the perfect blend of comfort and convenience!

4.99 out of 5 average rating, 133 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

A vintage, lower flat in a 100-year-old duplex with modern comforts and conveniences. Perfect for short or long stays while visiting Milwaukee. Situated in the walkable/bikeable Milwaukee neighborhood of Shorewood. The flat is located just a few blocks north of UWM and a few blocks east of the Oak Leaf Trail. Three minutes from Atwater Beach. Ten minutes or less to Bradford Beach, museums, and Summer Fest. Fifteen minutes or less to Fiserv Forum, Panther Arena, and American Family Field.

A spacious living area features a cozy seating arrangement with a dark blue sofa and two patterned armchairs around a glass coffee table. A decorative rug lies on the hardwood floor, while a modern light fixture hangs from the ceiling. A fireplace and TV are positioned on the wall.

4.89 out of 5 average rating, 123 reviews

Entire Wauwatosa Home!

Private, Renovated Home in Wauwatosa w/ Master Bedroom Suite, Workspace, Free Parking, Full Kitchen & Fitness Area 6 guests, 4 beds, 3 bedrooms, 2 full baths In walking distance of local restaurants & bars Near Hospitals 3.6 mi to State Fair Park 4.6 mi to Fiserv Forum 6.3 mi to Miller High Life Theater 6.9 mi to Summerfest Grounds -Washer & Dryer -WIFI -Smart TV -Fitness bike & equipment -Coffee bar -Towels -Toiletries -Dishes, Dishwasher -Games -Security System -Fenced Yard

A bright living area is featured with large front windows allowing natural light to fill the space. A cozy seating arrangement is provided by a blue sofa and armchair, complemented by a round coffee table showcasing magazines. A flat-screen TV is mounted on the wall opposite.

4.92 out of 5 average rating, 167 reviews

AVL-Entire Home-MKE/Tosa (next to Hart Park)

*Home is located in the heart of the Wauwatosa village! *One block walking distance to full service grocery store and numerous bars and pubs. *Charming patio with tables and gas grill . *Includes 2-car garage. Free off-street parking available. *Very quiet residential neighborhood with quick accessibility to highway. *2.3 miles to Miller Park or Miller Brewery. *12 minute drive to Milwaukee->Fiserv Forum, The Rave, Eastside, Brady Street, 3rd Ward, Summerfest grounds and Lake Michigan.

A newly remodeled kitchen features wooden cabinetry and a dark countertop, paired with modern appliances. A large sink and a stovetop are highlighted, along with a window that provides a view of the outside. The flooring is made of warm wood, enhancing the overall design.

4.98 out of 5 average rating, 212 reviews

Spacious Wauwatosa Home In Prime Location

We just finished remodeling the kitchen and all 3 bathrooms in our unique tri-level mid-century modern home. There are 4 bedrooms offering an array of accommodations as well as a couch with a pull-out queen bed. If you like to cook, our new kitchen is amazing! There is a fireplace room with a lovely view outside, a laundry room and a TV with cable, a DVR, and streaming apps like Netflix. WIFI is available. This is a quiet family neighborhood. No parties and please be respectful.

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.

4.92 out of 5 average rating, 113 reviews

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.

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.

4.96 out of 5 average rating, 152 reviews

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.

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.

5 out of 5 average rating, 299 reviews

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 house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A historic Victorian-style home is showcased with a blue exterior and ornate architectural details. Bright green foliage frames the entrance, leading to the front steps. The sky is clear, enhancing the home's inviting appearance.

4.94 out of 5 average rating, 185 reviews

Brewers Hill Gem w/hot tub & seasonal shared pool

4.86 out of 5 average rating, 81 reviews

An aerial view captures the spacious outdoor area featuring a heated pool surrounded by lounge chairs. A fully stocked fishing pond is visible alongside a grassy yard, with a trampoline and fire pit area situated near the residence. Lush trees add to the greenery.

Home in Caledonia

7 1/2 Acre Private Estate w/inground pool, hot tub

5 out of 5 average rating, 14 reviews

A spacious outdoor patio surrounds the inviting swimming pool, featuring lounge chairs, umbrellas, and shaded seating areas. Lush greenery and trees frame the scene, enhancing the tranquil atmosphere. The bright blue sky is dotted with clouds, offering a relaxing space for sunbathing or gathering.

Home in Mequon

Vacation home: heated inground pool on 4+ acres

4.78 out of 5 average rating, 160 reviews

An outdoor patio space is presented, featuring a paved area surrounded by various seating options, including green chairs and a red umbrella. A grilling station is visible, and the background includes a garage with an open door. Lush greenery provides a natural border.

Home in Cudahy

Close to Lake with Great Ammenities & Breakfast!

A charming duplex stands with a triangular roof, featuring a colorful facade and multiple balconies. Stairs lead up to the front porch, where seating areas are present. Lush greenery and colorful flowers are visible in front of the stone boundary wall, complementing the vibrant exterior.

4.96 out of 5 average rating, 230 reviews

The Peacock Place w/ Shared Seasonal Outdoor Pool

Superhost

Home in River Hills

4.67 out of 5 average rating, 9 reviews

Luxury 5BR | Indoor Pool + Theater | Sleeps 12+

A spacious backyard is featured, showcasing a circular swimming pool surrounded by a wooden deck. Lush green grass covers the ground, and several trees provide a natural border. A stone patio offers a picturesque view of the outdoor area, complemented by blooming flowers.

Home in Sussex

HARLEY RIDERS WELCOME!! 30min from all dealers

Weekly house rentals

4.95 out of 5 average rating, 111 reviews

Brew City Inn with Hot Tub | Summerfest House

A comfortable living room is depicted, featuring a tan leather sofa and a matching accent chair. A coffee table sits on a light area rug, and natural light filters through large windows. A wooden piano and wall art add character to the space.

5 out of 5 average rating, 67 reviews

Beautiful safe quiet home in great location

The exterior of a two-story house is shown, featuring a dark grey facade and a striking bright green front door. A covered porch is visible, adorned with a potted plant and a bench. Lush green grass frames the walkway leading to the entrance.

4.93 out of 5 average rating, 87 reviews

Brew City Boho - Wauwatosa

5 out of 5 average rating, 18 reviews

Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10

The living room features two sofas, one in a soft gray and the other in a vibrant yellow. A coffee table sits in the center, adorned with a decorative book. A gas fireplace is positioned beneath a wall-mounted television, with natural light filtering through the windows.

5 out of 5 average rating, 53 reviews

Meticulously Restored Tosa Village Historic Home

An intimate loft space features a cozy sectional sofa with a light grey hue, accompanied by a round coffee table in the center. Sky lights allow natural light to illuminate the deep blue walls, while a framed horse print adds a touch of character. A separate sleeping area can be glimpsed through a doorway.

4.94 out of 5 average rating, 50 reviews

The Auburn Place: Cozy 3BR Home in Wauwatosa

Superhost

New place to stay

Tosa Boho Inn - Classic + Long Stay Discount!

A light-filled family room showcases large windows and a spacious sectional sofa adorned with decorative pillows. A flat screen TV is mounted on a white console, while a textured area rug and a striped armchair add subtle design elements to the hardwood floor.

4.94 out of 5 average rating, 71 reviews

Stunning remodeled family home in Tosa/MKE!

Private house rentals

4.92 out of 5 average rating, 50 reviews

Lower flat “Casa de Lloyd “ Washington Highlands

4.94 out of 5 average rating, 18 reviews

Firefly Cottage - Private 4BR Retreat

A spacious living room features a large, gray sectional sofa with a decorative throw. A smart TV is mounted on the wall above an orange fireplace. Natural light enters through large windows, complemented by modern shelving and a leafy plant in one corner.

5 out of 5 average rating, 26 reviews

Spacious, Stylish Retreat. Cozy and Quiet.

4.91 out of 5 average rating, 98 reviews

A sleek kitchen features a marble countertop with a modern sink and a glass tile backsplash. Two white upholstered chairs are positioned at the counter, and various kitchen appliances are neatly arranged in the background.

Home in West Allis

3 Bedroom, 2 bath home, with gazebo By stadium

Superhost

4.75 out of 5 average rating, 190 reviews

Brew City | Game Room | Fenced Yard | 2 king beds

4.95 out of 5 average rating, 19 reviews

Walk to Brewers • Dog Friendly • Fire Pit Yard!

A modern living area features a gray sectional sofa, accompanied by a patterned armchair. A small white coffee table sits centrally, with a laptop placed on it. Natural light enters through dual windows, illuminating the space and highlighting tasteful decor elements.

4.93 out of 5 average rating, 56 reviews

The Hadley House

A cozy living room features a spacious leather sectional sofa and two upholstered chairs. A large area rug lies beneath a coffee table. Light enters through a window, and a television is mounted on the wall, creating an inviting space for relaxation.