Holiday rentals in Wauwatosa

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Top-rated holiday rentals in Wauwatosa

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

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Guest favourite
Flat in Wauwatosa
4.88 out of 5 average rating, 112 reviews

Tosa Village | King Bed | Froedtert | Parking

This apartment is perfect for health care travelers, business travelers, singles, or couples looking for a hygenic, 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

Guest favourite
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
4.94 out of 5 average rating, 163 reviews

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.

Top guest favourite
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.
Guest suite in Brookfield
5 out of 5 average rating, 251 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!

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, 244 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.

Guest favourite
A spacious living room features a vintage-inspired green velvet sectional sofa paired with plush pillows. A glass coffee table rests on a soft area rug, with natural sunlight illuminating the room. Decorative plants and a round mirror add to the inviting atmosphere.
Flat in Bay View
4.95 out of 5 average rating, 844 reviews

Beautiful Bay View MKE Flat - w/parking!

This is a bright, sunny apartment on the upper level of a sweet little 1870's "Polish Flat" in the heart of Bay View, one of the city's most desirable neighborhoods! We are just steps away from some of Milwaukee's best restaurants, bars, taprooms, boutiques and coffee shops. The space features an efficiency kitchenette, living room, beautiful bedroom and renovated bathroom with walk-in shower! Close to East Side, Walker’s Point, Historic Third Ward, Summerfest, Mitchell Park and the airport.

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
4.88 out of 5 average rating, 106 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

Guest favourite
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.
Flat in Enderis Park
4.89 out of 5 average rating, 171 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.

Top guest favourite
A light-filled living room features a cozy fireplace and a contemporary desk workspace. Two chairs with geometric patterns and a dark sofa provide comfortable seating. The space opens to an outdoor area through glass doors, enhancing the connection with nature.
Home in Honey Creek Parkway
5 out of 5 average rating, 25 reviews

Ravenswood Retreat

This 1,237 square foot home is located on a generous corner lot. The home is minutes away from many medical facilities and within walking distance to coffee, restaurants, a yoga studio, and full grocery store. Wauwatosa ('Tosa) is a city filled w/unique shops and local restaurants and situated 15 minutes West of downtown Milwaukee. The neighborhood in which this home is located is Ravenswood, known for being a tightknit community of health care professionals and well maintained homes.

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
4.95 out of 5 average rating, 218 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.

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
4.97 out of 5 average rating, 198 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.

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.
Flat in Wauwatosa
4.86 out of 5 average rating, 352 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.

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
4.97 out of 5 average rating, 127 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.

Popular amenities for Wauwatosa holiday rentals

When is the best time to visit Wauwatosa?

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Frequently Asked Questions

  • Are there apartment rentals with a dedicated workspace in Wauwatosa?

    Yes! Work meets play with ease at over 30 apartment rentals in Wauwatosa featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Wauwatosa have air conditioning?

    Absolutely! We offer over 50 apartment rentals with air conditioning in Wauwatosa. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Wauwatosa have free parking?

    Absolutely! We offer over 100 house rentals with free parking in Wauwatosa. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Wauwatosa?

    Make yourself at home in Wauwatosa by choosing from our most frequently booked neighborhoods. We have over 550 vacation rentals in Honey Creek Parkway, over 180 vacation rentals in Arlington Gardens, and over 180 vacation rentals in Columbus Park.

  • What are the most popular amenities for House Rentals in Wauwatosa?

    Enhance your stay in our House Rentals with the most popular amenities: over 110 homes with air conditioning, over 110 homes with a kitchen, over 110 homes with wifi, over 100 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Wauwatosa?

    Experience the best of Wauwatosa with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Wauwatosa?

    Wauwatosa has more than 80 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly apartment rentals in Wauwatosa?

    Four-legged friends are welcome in Wauwatosa. Choose from more than 10 apartment rentals for guests traveling with pets.

  • Do apartment rentals in Wauwatosa have wifi?

    Absolutely! We offer over 50 apartment rentals with wifi in Wauwatosa. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wauwatosa have a kitchen?

    Absolutely! We offer over 50 apartment rentals with a kitchen in Wauwatosa. Enjoy a tailored experience with all the comforts you desire.

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 £15 per night before taxes and fees

  • Verified guest reviews

    Over 8,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    200 of Wauwatosa holiday rentals include wifi 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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