Vacation rentals in Wauwatosa

Guest suite in Brookfield

A two-story home is surrounded by vibrant autumn foliage, featuring large trees displaying rich yellow and orange leaves. A gravel driveway leads up to the house, with fallen leaves carpeting the ground. A garage is visible in the background, adding to the serene neighborhood setting.

5 out of 5 average rating, 238 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax “in the Canopy” of beautiful maples! If you’re looking for party central…this isn’t it. But if you want a comfortable place in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer, you’re in luck! Perfect location for quick access to the city—or to Lake Country to the west. Quiet, comfortable, safe, surrounded by beautiful gardens. We’re in a perfect launching spot to visit Summerfest, Brewers/Bucks games, or Milwaukee's western suburbs. Bring the kids!

4.78 out of 5 average rating, 258 reviews

A vibrant orange sectional sofa is paired with colorful accent pillows. A glass coffee table sits in front, displaying various magazines and brochures. Light enters the room, highlighting the modern artwork on the wall and the wooden doors in the background.

Home in Mount Mary

Private Milwaukee Home-Great Location, Entire Unit

This private upper level unit is only 3 miles from Froedtert Hospital, 1.1 miles from Mayfair Mall, and only steps away from Mount Mary University; bordering Wauwatosa, a suburb with great places to roam! This home is spacious, yet cozy. Offers a secure bedroom for 2, living room with a comfy sofa bed that sleeps one, dining area, bathroom, & full kitchen with all the necessities. A Key Less entry makes your check-in quick and easy! Minutes from the highway, making getting anywhere a breeze.

4.97 out of 5 average rating, 232 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 Charm

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 well-appointed bedroom features a spacious bed adorned with soft linens and decorative pillows. A blue velvet headboard and artwork above add a touch of elegance. Natural light enters through a window draped with turquoise curtains, paired with a bedside lamp for evening ambiance.

4.87 out of 5 average rating, 101 reviews

King Bed | Near Froedtert | Tosa Village | Parking

This apartment is perfect for medical travelers, business travelers, singles, or couples looking for a clean, affordable location close to all the action. Businesses are welcome to book for their employees. This 1 bedroom apartment has everything you need to feel at home with a location second to none. You will be staying directly on State St in the village of Wauwatosa - a wonderfully walkable neighborhood with amazing bars & restaurants, shops, and great proximity to Froedtert hospital!

Superhost

A living area features a wooden futon adorned with colorful cushions, accompanied by a striped armchair. A flat-screen TV is positioned on a dark wood desk. Natural light filters through the window, highlighting the hardwood floor and a textured area rug in multiple colors.

Apartment in Enderis Park

4.88 out of 5 average rating, 164 reviews

MKE Bungalow, Driveway Parking, Long-Stays Welcome

Welcome to our comfortable 2 BR, 4-bed private upper unit bungalow apartment with an easy keypad for self check-in and off-street parking. There are 3 window AC units , one in both bedrooms and one in the living room. Only 12 min to downtown, 7 min to Miller Park, 9 to Froedtert Hospital, and a 3 minute ride (half-mile walk) to all that North Ave and East Tosa have to offer. Great for long term stays and families. We provide a stroller, a high-chair, a pack’n’play, board games and more.

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.

4.98 out of 5 average rating, 356 reviews

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, Miller park, Milwaukee County Zoo, Downtown, Harley Museum, Milwaukee Art Museum & Summerfest/lakefront festival grounds. 1 space off street parking. Bublr & bus stop nearby.

4.95 out of 5 average rating, 188 reviews

A spacious sleeping area is furnished with a large bed, complimented by soft white linens. A wooden dresser and a chair provide storage and seating options. Natural light filters through a nearby door, enhancing the welcoming ambiance of the room.

Bungalow in Wauwatosa

Tosa Respite (second floor, private suite)

Beautiful, private, second floor suite nestled in a quaint Wauwatosa neighborhood, Tosa Respite is a getaway within the city. Tosa Respite is conveniently located a stone’s throw from Interstate 94, Froetdert Hospital, The Medical College of WI, the Ronald McDonald House, State Fairgrounds, and biking/walking trails. Also walking distance to shops, cafés, restaurants, with a Bublr hub around the corner. Owner lives on premise and operates a private studio on the first floor.

A light-filled living area showcases a round black dining table with two wooden chairs. A cozy seating area features a simple beige couch, and a wooden shelf displays decorative baskets and glassware. Natural light illuminates the space through a large window, enhancing the minimalist design.

4.96 out of 5 average rating, 45 reviews

Cozy Renovated Retreat in Tosa

Welcome to our charming renovated retreat nestled in the heart of Wauwatosa! This cozy oasis is the perfect getaway for those seeking a blend of modern comfort and classic charm. Step into a thoughtfully designed space where every detail has been carefully curated to ensure a delightful stay. The small yet stylish interior boasts a seamless combination of contemporary aesthetics and historic charm, creating an inviting atmosphere that feels like home from the moment you arrive.

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.

4.86 out of 5 average rating, 332 reviews

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.

4.9 out of 5 average rating, 145 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.

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.

4.97 out of 5 average rating, 116 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 hot tub is positioned on a wooden deck with a view of a fenced backyard, featuring charming seating areas surrounded by lush greenery. Potted plants line the space, and a geometric-patterned rug adds a pop of color beneath outdoor furniture.

5 out of 5 average rating, 260 reviews

The Little Gray House

Time to plan your fall and winter getaways! Stay with us and enjoy all the amenities of the Little Gray House including a shed bar with food truck style windows and TV, hot tub, comfortable bedrooms and more! We've also just added a tankless water heater - never run out of hot water! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

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Popular amenities for Wauwatosa vacation rentals

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Private space in quiet neighborhood

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, 6 reviews

Beautiful safe quiet home in great location

Superhost

Private room in Avenues West

4.87 out of 5 average rating, 302 reviews

Foote Manor MKE - Browning Rm

Private room in Wauwatosa

4.98 out of 5 average rating, 130 reviews

Spacious Room *** ½ mile from MRMC, MCW, Childrens

5 out of 5 average rating, 30 reviews

The living room features a comfortable teal sofa positioned near a modern coffee table. A large flat-screen TV is mounted on a white wall, above a decorative fireplace. Natural light floods the space through large windows adorned with sheer curtains, complemented by a leafy indoor plant.

Home in Cooper Park

Cozy, Colorful 2 Bedroom Bungalow

Private room in Brookfield

A bright living room features a mix of comfortable seating, including a spacious sofa and armchairs. Large windows allow natural light to fill the space, showcasing wooden flooring and a tasteful arrangement of decor and plants. A cozy area rug anchors the seating arrangement.

4.93 out of 5 average rating, 147 reviews

Blissful Abode I

A well-equipped kitchen features rich wooden cabinetry, complemented by polished granite countertops. Stainless steel appliances, including a range and sink, enhance functionality. Natural light filters through sheer curtains, creating a bright and inviting atmosphere, while a unique pendant light adds a modern touch.