House vacation rentals in Greendale

Find and book unique houses on Airbnb

Top-rated house rentals in Greendale

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

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Guest favorite

Home in Racine

4.91 out of 5 average rating, 217 reviews

“Rustic Farmhouse Retreat” at a working farm

A charming little farmhouse filled with antiques & eclectic artwork from all over the world. It is situated in the middle of a working farm that raises a plethora of exotic fruits, vegetables, shiitake mushrooms, and flowers for local gourmet restaurants. The house interior has a unique design decorated with beautiful hand crafted stonework accented with exotic driftwood trim from old wooden shipwrecks. Try our outdoor Neapolitan wood fired oven for the best pizza ever. A truly unique getaway!

Aug 21 – 28

G$30,842 GYD per night

Guest favorite

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!

Oct 17 – 24

G$45,539 GYD per night

Guest favorite

Home in Milwaukee

4.96 out of 5 average rating, 135 reviews

Bay View Beau - Near 3rd Ward, Summerfest, Fiserv

Beautifully appointed 2 bedroom, 1 bath with all of the comforts of home! Fast internet, private space, great for remote working. Lower unit in duplex, built in 1906, has been lovingly updated to reflect current design sensibilities while preserving the house’s historic character. Perfect for groups or a couple that wants to stretch out. Great location, next to Humboldt Park and short walk to all that Bayview has to offer. Short drive to 3rd Ward, Fiserv, Festival Park. Sorry No Parties please.

May 27 – Jun 3

G$33,367 GYD per night

Guest favorite

Home in Wales

4.92 out of 5 average rating, 146 reviews

Beautifully Restored Historic Victorian

Whether this is for a single, couple, or small group, your stay at this historic home will truly be memorable. You’ll love the MBR suite featuring a gas fireplace, whirlpool tub, and double walk-in custom tile shower. There is an additional very nice full bath/shower on the main floor. The finished lower level has two separate rooms, each with a quality double futon with bedding available for your guests. For this attractive price, the upper 4 bedrooms are locked but may be opened for more

Jan 16 – 23

G$31,927 GYD per night

Guest favorite

Home in Wauwatosa

4.89 out of 5 average rating, 207 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.

Jan 4 – 11

G$33,985 GYD per night

Superhost

Home in Cudahy

4.81 out of 5 average rating, 105 reviews

Make Yourself At Home! Close to Lake & Airport!

I want you to be able to do things here that you can't do in a hotel. If you're grillilng out, having a bonfire or watching movies all night long, you can turn up that volumn as loud as you want all night long! I posted my listing under "entire home" as you do get so much more than just renting "a room". When I have guests I stay in my office or bedroom so my guests feel more comfortable utalizing entire home & yard. In fact, if you don't ask for breakfast, you may not even see me at all.

Sep 22 – 29

G$17,224 GYD per night

Guest favorite

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!

Jan 10 – 17

G$27,136 GYD per night

Guest favorite

Home in Milwaukee

4.94 out of 5 average rating, 127 reviews

Quiet Bay View Bungalow, Extended Family Stay

Need a quiet getaway? This sunny and peaceful upper of a Bay View bungalow provides you with a relaxing atmosphere! A corner property built in 1924, this diverse neighborhood offers perfect opportunities for a stroll through tree-lined streets and rolling hills. Bike or walk the quiet neighborhood or find a peaceful park just blocks away. We want you to feel at home during your getaway and hope it is as special to you as it is to our family.

Jun 2 – 9

G$20,321 GYD per night

Guest favorite

Home in Muskego

4.98 out of 5 average rating, 142 reviews

3 Bedroom Muskego Home

Be our guest in a Country like 1,800 sq ft home nestled in a wetlands setting with a 1 car garage. Sleeps 6 in a master suite and 2 smaller bedrooms. Home has 2 full bathrooms with 2 showers. Full kitchen with a refrigerator and a dishwasher. Has a Laundry room with washer and dryer. A gas stone fireplace graces the family room. A Large deck is out back with an outdoor gas grill. Also, a 220 Volt EV charger is available for your use

Nov 30 – Dec 7

G$33,691 GYD per night

Guest favorite

Home in Milwaukee

4.88 out of 5 average rating, 99 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.

Sep 23 – 30

G$20,358 GYD per night

Guest favorite

Home in West Allis

4.97 out of 5 average rating, 161 reviews

Near to all Milwaukee favorites/ Free Parking/WiFi

Make yourself, family or friends at home in this Cozy comfortable upper 2 bedroom, 1 bathroom house with Wisconsin charm! It’s a great location in the city of West Allis just a short drive to everywhere in Milwaukee. I appreciate that you considered my Airbnb listing! Please feel free to contact me on how I can improve your stay. Also, please take a moment to review my house rules. Can wait to host you, thanks!!!

Jan 21 – 28

G$18,208 GYD per night

Guest favorite

Home in Milwaukee

4.98 out of 5 average rating, 190 reviews

Brew City Hideaway - Historic Brewers Hill

Built of Cream City brick in 1858, this is truly one of the oldest standing houses in Milwaukee. It’s just one block north of the original Schlitz Brewery and about .8 miles from the Fiserv Forum! The home also has a fenced in yard with a stamped concrete patio which is shared with the other unit on the property. Also, one off-street parking spot.

Jan 12 – 19

G$33,101 GYD per night