Holiday houses 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

Home in Wauwatosa

4.99 out of 5 average rating, 184 reviews

The Little Gray House

If you are looking to book for the RNC, please contact us via Airbnb if you have any additional questions. Spring is almost here and we're busy making plans for the garden-nights are still chilly, so book a stay and have an evening in the hot tub. Our Little Gray House has attained rave reviews from travelers around the world for its comfort, cleanliness, and convenience. For 2024 we've added a outdoor movie screen and projector, new bedroom furniture, new fiber internet and a high tech bidet!

10–17 Oct

$456 NZD per night

Guest favourite

Home in Wauwatosa

4.89 out of 5 average rating, 208 reviews

Cozy old Charm in Tosa

Wauwatosa, Wisconsin Entire house- 3 bedrooms "Charming house in the desireable Wauwatosa community walkable to shops, restaurants, parks, Menomonee river parkway, downtown Tosa; with 5 min drive to Children's Hospital of Wisconsin and Froedtert Hospital. Just 12 min away from Downtown Milwaukee and 7 minutes from Miller Park Stadium, Miller Park Brewery, and Harley Davison Brewery. Our fully furnished 3 bed, 2 bath house is clean, comfortable, cozy. Great for individuals, families, groups.

4–11 Jan

$339 NZD per night

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 184 reviews

In the Canopy (beautiful Brookfield/Milwaukee)

Relax "in the Canopy" of beautiful maples! We’re a Superhosted, verified Guest Favorite, available for the GOP Convention! A comfortable retreat in a tree-filled neighborhood, just a few minutes from all the best Milwaukee has to offer. 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!

16–23 Sep

$286 NZD per night

Guest favourite

Apartment in Wauwatosa

5.0 out of 5 average rating, 127 reviews

Bungalow Retreat in the Heart of Wauwatosa

Welcome to the Bungalow Retreat where you will find comfort & style throughout the cozy upper flat with private balconies. 2BR/1BA & updated kitchen, this space is perfect for families, couples, long term stays, business travelers, or weekend getaways. Nestled in the heart of Wauwatosa; grocery, restaurants/bars, shops, & parks within walking distance. Located 10min from Downtown MKE, Lake Michigan, Fiserv Forum, Summerfest; 8min to Brewers Stadium. Parking on site. DM for extended stay info.

24–31 Jul

$468 NZD per night

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 178 reviews

Wauwatosa/Milwaukee 10 Minutes from Downtown

Great location near all Milwaukee attractions. Cozy upper two bedroom duplex with keyless entry in quiet Tosa. Extras such as ironed sheets, snacks and personal items are included. Walk to popular bars and restaurants 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 of WI. Near Am Fam Field (Brewers stadium) and the lakefront. 4 miles to downtown Milwaukee. COME STAY WITH US!

10–17 Jan

$274 NZD per night

Guest favourite

Apartment in Wauwatosa

4.98 out of 5 average rating, 298 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.

8–15 Jul

$631 NZD per night

Guest favourite

Guest suite in Sussex

4.99 out of 5 average rating, 125 reviews

Garden Retreat in law Suite

Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

18–25 Jun

$242 NZD per night

Guest favourite

Apartment in Wauwatosa

4.83 out of 5 average rating, 264 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.

17–24 Sep

$156 NZD per night

Guest favourite

Guest suite in Brookfield

4.88 out of 5 average rating, 107 reviews

Family Friendly - Entire Guest suite

The lower level of our single family home is perfect for families of all kinds . It will give you all the comforts of home, including a spacious backyard, free parking, full-size kitchen, trampoline, fire pit, and a basketball hoop! Our home is 10 mins or less from: the Milwaukee County Zoo, Am Fam Field, STATE FAIR PARK; 15-25 min to downtown, Lake Michigan, numerous inland lakes including Pewaukee; 20 mins to airport; 35 mins to Alpine Valley & 15 MINS TO SUMMERFEST!

9–16 Aug

$241 NZD per night

Guest favourite

Apartment in West Allis

4.91 out of 5 average rating, 255 reviews

The Cheese House

Large well appointed two bedroom, living room, dining room, kitchen, and private balcony. Apartment is located on the second floor right above the award winning West Allis Cheese & Sausage Shoppe. Each stay includes 4 breakfast sandwiches and house coffee vouchers for the cheese store cafe. The rental is centrally located minutes from Pettit National Ice Center, Milwaukee County Zoo, Wisconsin State Fair, and Brewers Stadium not to mention local restaurants.

25 Sep – 2 Oct

$225 NZD per night

Guest favourite

Apartment in Milwaukee

4.89 out of 5 average rating, 138 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. Only 12 min to downtown, 7 min to Miller Park, 9 to Froedtert Hospital & The Medical College of Wisconsin, 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.

21–28 Nov

$238 NZD per night

Guest favourite

Home in Milwaukee

4.88 out of 5 average rating, 101 reviews

Cheerful-Quiet 2-bedroom Bungalow

Kick back and relax in this calm, stylish space. Walking distance to North Ave as well as W. Vliet st. with lots of coffee and restaurant options for any taste. 5 minute drive to Wauwatosa Village and 10 minutes to downtown Milwaukee and Lake Michigan! Great stay for Brewers game, American family field, State Fair grounds, Close to downtown Fiserv Forum. Close to the Rave. Great stay for the RNC. Close to Wauwatosa and the Village.

23–30 Sep

$216 NZD per night