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Holiday houses in Wauwatosa

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Quick stats about holiday rentals in Wauwatosa

  • Total holiday rentals

    Explore 210 holiday rentals in Wauwatosa

  • Nightly prices starting at

    Wauwatosa holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 9,420 verified reviews to help you choose

  • Family-friendly holiday rentals

    150 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 70 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    200 of Wauwatosa holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Wauwatosa rentals

  • 4.8 Average rating

    Wauwatosa stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated holiday rentals in Wauwatosa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
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
4.98 out of 5 average rating, 396 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, 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)

LocationValueBeach

Top Guest favourite
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
4.98 out of 5 average rating, 271 reviews

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.

LocationFamilyView

Top Guest favourite
A well-lit living area features a large sectional sofa adorned with decorative pillows. A natural wooden coffee table is positioned on a soft area rug. Sunlight filters through the wooden blinds of the windows, illuminating the neutral-colored walls and the minimalist decor.
Apartment in Wauwatosa
4.94 out of 5 average rating, 110 reviews

Charming Newly Renovated 2 BR in Village of Tosa

Come stay at this newly renovated upper bungalow duplex in the Village of Wauwatosa. Enjoy the many bars, restaurants, coffee shops and local establishments within walking distance in the vibrant and bustling Tosa Village. In addition to the easy access to local businesses, you can enjoy a stroll in Hart Park a walk, bike, or rollerblade down scenic Menomonee Parkway. Accessibility to many surrounding communities like downtown Milwaukee, Brookfield, Waukesha, Menomonee Falls, New Berlin.

FamilyValueParking

Guest favourite
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.
Home in Wauwatosa
4.89 out of 5 average rating, 124 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

LocationFamilyIndoor spaces

Top Guest favourite
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
4.96 out of 5 average rating, 259 reviews

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.

ValueFamilyHospitality

Top Guest favourite
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.
Home in Wauwatosa
4.98 out of 5 average rating, 217 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.

LocationValueBarbecue

Top Guest favourite
The living area features a cozy seating arrangement with a light beige sofa and a patterned armchair. A wooden coffee table sits on a vibrant area rug, while a small dining table with white chairs is positioned nearby. A bookshelf with decorative plants and art enhances the space's inviting atmosphere.
Apartment in Wauwatosa
4.97 out of 5 average rating, 76 reviews

Oliver's Traveler Oasis

Welcome to Oliver’s Traveler Oasis—a cozy, sunny 2BR retreat in Wauwatosa. Walk to coffee, parks, and restaurants, or drive 10 min to downtown MKE. You're also minutes away from AmFam Field and Froedtert. Enjoy a full kitchen, comfortable living and dining area, smart TV, shared backyard, gym, and laundry. We’re a friendly, active family downstairs with two sweet kids under 3. Perfect for couples, families, or work trips. Come relax, explore, and feel right at home!

FamilyLocationPool

Top Guest favourite
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
4.87 out of 5 average rating, 389 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.

LocationValueDecor

Superhost
A welcoming front porch features a rocking chair beside a small table. A decorative doormat lies at the entryway, and potted flowers add color to the space. The glass door allows natural light to enter, framing the comfortable indoor setting.
Townhouse in Wauwatosa
4.87 out of 5 average rating, 100 reviews

Central Location, Private Patio, Walkable, Quiet

Fun quiet central location. Space offers 2BRs 2 Baths & 2 living areas. Fiber internet and two working areas. Note that second space is in finished basement. Patio w/ fire pit. Kitchen fully stocked, stove, refrig, dishwsher & microwave (All Stainless steel). Washer and Dryer. Quiet neighborhood and walking distance to coffee shop, top restaurants, sports pubs, walking trail and more. Bus line right outside or 8 min by Uber to downtown Milwaukee. Parking available

LocationValueLayout

Top Guest favourite
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
4.96 out of 5 average rating, 161 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.

ValueFamilyQuiet

Top Guest favourite
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.
Home in Wauwatosa
5 out of 5 average rating, 312 reviews

The Little Gray House

The Little Gray House is better than ever! This spring we completed many upgrades inside and out - check out our photos! We've got a few small openings left this summer, maybe they work for you? Time to book for fall and winter holidays so you can get in on the best little Airbnb around! The Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. Happy to have you!

LocationValueTV

Superhost
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.
Apartment in Wauwatosa
4.83 out of 5 average rating, 128 reviews

Tosa Village | King Bed | Froedtert | Parking

This 1 bedroom 2nd Floor 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. ✔ King Bed ✔ Fully Equipped Kitchen ✔ High-Speed Wi-Fi ✔ Free underground Parking ✔ Dedicated Workspace ✔ Roku Smart TVs ✔Parking + Elevator

ValueLocationAmenities

Popular amenities for Wauwatosa holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Wauwatosa's top sights

American Family Field

304 locals recommend

Milwaukee County Zoo

199 locals recommend

Wisconsin State Fair Park

93 locals recommend

Mayfair

105 locals recommend

Froedtert Hospital

21 locals recommend

Vennture Brew Co

36 locals recommend

Other great holiday rentals in Wauwatosa

Guest favourite
Home in Wauwatosa
4.92 out of 5 average rating, 51 reviews

Lower flat “Casa de Lloyd “ Washington Highlands

FamilyLocationLaundry

Superhost
Home in Wauwatosa
5 out of 5 average rating, 4 reviews

Firefly Cottage - Private 2BR Retreat

LocationFamilyCleanliness

Top Guest favourite
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.
Home in Wauwatosa
5 out of 5 average rating, 79 reviews

Beautiful safe quiet home in great location

FamilyLocationOutdoor spaces

Superhost
Home in Wauwatosa
4.85 out of 5 average rating, 67 reviews

Tosa Boho Inn - Modern + No Service/Cleaning Fee!

ValueLocationAccess

Guest favourite
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.
Home in Wauwatosa
4.94 out of 5 average rating, 93 reviews

Brew City Boho - Wauwatosa

LocationFamilyQuiet

Guest favourite
Home in Wauwatosa
5 out of 5 average rating, 25 reviews

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

FamilyLocationIndoor spaces

Top Guest favourite
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.
Home in Wauwatosa
5 out of 5 average rating, 59 reviews

Meticulously Restored Tosa Village Historic Home

FamilyLocationParks

Top Guest favourite
A living room is showcased with a leather sectional couch accompanied by a cozy green armchair. A round coffee table is positioned in front of the couch. The walls are adorned with patterned wallpaper, and large windows invite natural light, while an electric fireplace adds warmth to the ambiance.
Apartment in Wauwatosa
5 out of 5 average rating, 32 reviews

Vintage Details w/ Modern Touch | Private Parking!

LocationFamilyGetting around

When is the best time to visit Wauwatosa?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$187 NZD$191 NZD$211 NZD$210 NZD$222 NZD$262 NZD$257 NZD$237 NZD$199 NZD$213 NZD$205 NZD$210 NZD
Avg. temp-4°C-3°C3°C8°C14°C20°C23°C22°C18°C12°C5°C-1°C

Frequently Asked Questions

  • What are the best places to stay in Wauwatosa?

    Wauwatosa has stays in neighborhoods like East Tosa, the Village area, and around the Menomonee River Parkway, each bringing different local flavors. Many guests seek spots near local parks, markets, or boutique shopping to blend comfort with convenience.

  • What are the best things to do in Wauwatosa with kids?

    Explore playgrounds and gardens in Hoyt Park, visit animal exhibits at Milwaukee County Zoo, and wander children’s sections at local libraries. Public art, splash pads, and nature walks are often recommended for families.

  • What are some of the best things to do in Wauwatosa?

    Wauwatosa has walking trails along the Menomonee River, locally owned boutiques in the Village area, and gardens at the Milwaukee County Zoo. Exploring coffee shops and outdoor spaces around Hart Park is frequently suggested.

  • How is the weather in Wauwatosa?

    Wauwatosa has snowy winters around 17–36°F (-8–2°C), and mild to warm summers near 65–82°F (18–28°C). Spring and fall bring moderate temperatures and blooming or colorful foliage, so layered clothing is often useful.

  • When is the best time to visit Wauwatosa?

    Late spring through early fall is often recommended for comfortable temperatures and outdoor activities. These months usually feature festivals, markets, and lively neighborhood events.

  • What are the best places to visit in Wauwatosa?

    Frequently suggested places include the Milwaukee County Zoo, Hart Park, and the Village, where local shops and dining await. Gardens and walking paths along the Menomonee River Parkway are also popular for a relaxed visit.

  • What are some hiking trails in Wauwatosa?

    Explore paved and natural trails in Hoyt Park, Menomonee River Parkway, and Hart Park, all known for scenic walks and river views. Family-friendly nature paths and birdwatching spots are common around the city’s green spaces.

  • What are some family activities we can do in Wauwatosa?

    Families often explore the playgrounds at Hoyt Park, engage with wildlife exhibits at Milwaukee County Zoo, and enjoy seasonal community markets in the Village. Outdoor recreation areas and family-friendly eateries add to the local experience.

  • What are some of the best day trip ideas from Wauwatosa?

    Many travelers explore Milwaukee’s lakefront, museums, and cultural neighborhoods just outside Wauwatosa. Visiting botanical gardens, state parks, or local brewery tours around the area are also frequently suggested for day adventures.

  • Are there any pet friendly accommodations available in Wauwatosa?

    Several stays in East Tosa, neighborhoods near Hart Park, and around the Menomonee River Parkway welcome pets. Local parks and walking trails make it easy to explore Wauwatosa together.

  • What are some local tips for visiting Wauwatosa?

    Take time to explore community markets, try locally roasted coffee, and check neighborhood event boards for pop-up gatherings. Walking paths along the river and seasonal festivals bring local flavor to your visit.

  • What is Wauwatosa known for?

    Wauwatosa is known for its historic village area, scenic parks, and locally rooted dining. Many remember it for community events, vibrant gardens, and easy access to the Milwaukee County Zoo.

  • What are the best hidden gems to explore in Wauwatosa?

    Discover neighborhood murals, tucked-away gardens in Hart Park, and cozy local bakeries around East Tosa. The farmers market and independent boutiques in the Village area are often regarded as distinctive highlights.

  • What are the best foods to try in Wauwatosa?

    Often recommended foods include locally made custard, traditional bratwurst, and fresh bakery treats from neighborhood shops. Many guests also enjoy craft burgers, farm-to-table dishes, and Wisconsin cheese platters.

  • What should I bring for a trip to Wauwatosa?

    Pack layers for changing weather, comfortable walking shoes for exploring parks and markets, and a reusable water bottle. A lightweight rain jacket is useful, especially in spring or summer.

  • What is the nightlife in Wauwatosa like?

    Wauwatosa has neighborhood bars, locally owned restaurants, and occasional live music around the Village and East Tosa. Guests often find a relaxed, welcoming atmosphere and spots to enjoy craft beverages.

  • What are the most popular events or festivals in Wauwatosa?

    The Tosa Farmers Market in warmer months and neighborhood festivals around Labor Day weekend are frequently suggested. Seasonal outdoor concerts and art walks highlight local music, food, and culture.

  • Are there family friendly vacation rentals in Wauwatosa?

    Family friendly rentals are found in neighborhoods like East Tosa and the Village area, often featuring easy access to parks and family activities. Guests frequently look for homes near playgrounds and local shops.

Destinations to explore