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

Home in Wauwatosa

4.99 out of 5 average rating, 183 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!

19–26 Sep

$305 SGD per night

Guest favourite

Home in Wauwatosa

4.97 out of 5 average rating, 33 reviews

Quiet/Comfy 2 Bedroom Upper-Modern Mid-Century

In Tosa, this location gives you the best of both worlds. The charm of North Ave, as well as, a quick jaunt to downtown MKE. This sun drenched upper unit, has Mid Century features with modern conveniences. This space offers cooking equipment ,comfy bedding and exceptional cleaning after every stay. A few blocks from BelAir and Camp Bar makes this space a great hub for local social life! 4 people max Street parking-register you car online via city of Wauwatosa Police Department (15 nights max)

22–27 Apr

$115 SGD per night

Guest favourite

Home in Wauwatosa

4.89 out of 5 average rating, 204 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.

18–25 Dec

$212 SGD per night

Guest favourite

Guest suite in Brookfield

4.99 out of 5 average rating, 182 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!

30 May – 6 Jun

$155 SGD per night

Guest favourite

Home in Wauwatosa

4.98 out of 5 average rating, 177 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!

22–29 Jan

$177 SGD per night

Guest favourite

Guest suite in Wauwatosa

4.88 out of 5 average rating, 32 reviews

Private Tosa Guest Suite, Hidden Gem in Paradise

Come and recharge at this peaceful and centrally-located unit. Not the place for a party, but rather a quiet retreat with beautiful gardens and wildlife. Neighborhood is a walking paradise! Easy freeway access to highways 94 and 41 with hardly more than a 20 minute drive to anywhere in the Milwaukee Metro area. 3.5 miles to Children's & Froedtert Hospital, 1 mile to Mayfair Mall, 4.0 Miles to Milwaukee Zoo, 5.5 miles to WI State Fair, 11 miles to Summerfest, 7 miles to Brewers Stadium.

30 Jun – 7 Jul

$173 SGD per night

Guest favourite

Flat in Wauwatosa

4.82 out of 5 average rating, 262 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.

5–12 Aug

$121 SGD 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

$173 SGD per night

Superhost

Flat in West Allis

4.79 out of 5 average rating, 154 reviews

Station No 06 Inn

Very spacious two bedroom condo style apartment completely remolded and updated. Located behind Wild Roots restaurant which offers fine dining in a casual setting. The Award Wining West Allis Cheese & Sausage Shoppe (deli & cafe), Station No 06 beer garden, and Becher Meats are across the street. Once you arrive you won't need to leave, and you get two free breakfast sandwiches and house coffee per adult per stay at the cheese shop are amazing!

7–14 Nov

$128 SGD per night

Guest favourite

Flat 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.

8–15 May

$113 SGD per night

Guest favourite

Home in Wauwatosa

4.86 out of 5 average rating, 21 reviews

The Swan Dive | Tosa Art Loft

Enjoy an inspiring stay at an artist loft in a charming 1927 Wauwatosa bungalow. A perfect base for exploring the area, the loft is walking distance to great bars, restaurants, cafes (fresh donuts just across the street!), and shops in Tosa, and a short 12-min drive to downtown MKE and 20-min to the airport. Featuring a cozy fireplace, newly remodeled bathroom, curated artwork by local artists, comfy new king bed, and a secret library lounge!

29 Apr – 6 May

$152 SGD per night

Guest favourite

Home in Milwaukee

5.0 out of 5 average rating, 13 reviews

Entire Cozy Cottage! Pet Friendly, No Cleaning Fee

Welcome to our charming and cozy cottage in the heart of Milwaukee! Nestled between Milwaukee, Wauwatosa, and West Allis, the cottage is in a tranquil neighborhood located just off the freeway. Our property is an ideal retreat for those seeking a peaceful stay while remaining close to key attractions. Our cottage offers a private and inviting space and boasts great amenities - perfect for both short and longer-term stays.

8–15 Dec

$184 SGD per night