Holiday houses in Wauwatosa
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Top-rated holiday rentals in Wauwatosa
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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)
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Vintage Details w/ Modern Touch | Private Parking!
Step into a storybook setting featuring a classic pocket door, gallery picture rails & vintage woodwork. From the lovingly preserved details to the thoughtfully chosen modern finishes, every corner whispers a tale. Let the soothing melodies of vinyl records create the perfect backdrop for your stay. Ideal for creating memories during cozy family or friends trip. Experience the tranquil ambiance of suburban living, with the vibrant energy of city life just a short drive away. Your getaway awaits!
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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.
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The Distinguished Getaway
This unique home is private & close to the freeway. New features as of 10/25 include a completed game room, high end massage chair, updated kitchen & an outdoor dining patio. Also features an infrared sauna, weights & exercise equipment, 2 big screen TV’s w/ Xbox Series X and a classic game room on the lower level. Also available upon request is a grill/smoker, fire pit, lounge chairs & super soakers. 3 bedrooms & 2 full baths sleeps 6 adults comfortably, guests 7 & 8 by provided blow-up bed.
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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.
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Stunning remodeled family home in Tosa/MKE!
Ideally located steps from the Village of Wauwatosa, highly-coveted Froedtert Hospital, and the rest of the Greater Milwaukee Area is this 3-bedroom/2.5-bath gem. After undergoing major renovations, this home now offers 3 spacious levels of modern + original features and stylish furnishings. Set on a charming tree-lined street just off the esteemed Watertown Plank Road, it's truly the perfect home-away-from-home for anyone looking to enjoy all that this sought-after location has to offer.
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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!
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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.
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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.
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Brew City Boho - Wauwatosa
Step inside Brew City Boho. Newly renovated throughout, our comfortable bohemian vibe 3-bedroom, 1-bath home boasts wonderful natural light, hardwood floors, & a wonderful front porch complete with a porch swing. This home can sleep up to 6 guests and has a driveway that can fit at least 3 cars. Fall in love with the updated bathroom & kitchen, perfect for your stay! Walking distance to many places in Wauwatosa and close to Milwaukee attractions.
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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!
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Quiet Tosa Gem| 5 Min to Brewers & Zoo |Sleeps 10
5 min to American Family Field (Brewers Stadium), Wisconsin State Fair Park, Milwaukee County Zoo & 15 min to Summerfest! Spacious 3BR/2.5BA colonial sleeps 10 in a quiet, safe Wauwatosa neighborhood. Enjoy a fenced backyard with paver patio, fire pit & BBQ — perfect for families. Finished basement game room, 2-car garage, full kitchen & in-unit laundry. Walk to Froedtert & Medical College of Wisconsin. Your ideal Milwaukee home base!
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Popular amenities for Wauwatosa holiday rentals
Stay near Wauwatosa's top sights
Other great holiday rentals in Wauwatosa
1BR king bed/Free Parking /Wi-Fi /Central Location
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Cooper Park gem—near Tosa & MKE!
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Beautiful safe quiet home in great location
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500 House - Unit D
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Charming, cozy and central upper unit in MKE.
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Meticulously Restored Tosa Village Historic Home
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Central Location, Private Patio, Walkable, Quiet
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Tosa Boho Inn - Classic + Long Stay Discount!
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When is the best time to visit Wauwatosa?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $156 AUD | $159 AUD | $175 AUD | $166 AUD | $161 AUD | $211 AUD | $214 AUD | $197 AUD | $166 AUD | $177 AUD | $170 AUD | $174 AUD |
| Avg. temp | -4°C | -3°C | 3°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 12°C | 5°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.
Quick stats about holiday rentals in Wauwatosa
Total holiday rentals
Explore 200 holiday rentals in Wauwatosa
Nightly prices starting at
Wauwatosa holiday rentals start at $28 AUD per night before taxes and fees
Verified guest reviews
Over 9,060 verified reviews to help you choose
Family-friendly holiday rentals
140 properties offer extra space and kid-friendly amenities
Pet-friendly accommodation
Find 60 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!
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