Holiday rentals in Greendale

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Greendale

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

Guest favourite
Home in Wauwatosa
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!
6–13 Sep
$263 SGD per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Guest suite in Brookfield
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!
10–17 May
$124 SGD per night
4.99 out of 5 average rating, 179 reviews
Guest favourite
Home in Wales
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
24–31 Mar
$141 SGD per night
4.92 out of 5 average rating, 141 reviews

Popular amenities for Greendale holiday rentals

Stay near Greendale's top sights

Southridge Mall15 locals recommend
The Rock Sports Complex3 locals recommend
Ricardo's Pizza6 locals recommend
Panther Pub & Eatery3 locals recommend
Joey Gerard's - A Bartolotta Supper Club5 locals recommend
Blüm Coffee Garden3 locals recommend

Other great holiday rentals in Greendale

Guest favourite
Guest suite in Sussex
The Loft @ The Butler Place. 1846 homestead.
22–29 Oct
$118 SGD per night
4.96 out of 5 average rating, 234 reviews
Guest favourite
Home in Greendale
The Robin's Roost LLC
1–8 Nov
$194 SGD per night
4.97 out of 5 average rating, 65 reviews
Guest favourite
Home in Greendale
A Showplace of Greendale History on Apple Court
6–13 Dec
$194 SGD per night
5.0 out of 5 average rating, 36 reviews
Guest favourite
Townhouse in Greendale
Entire home, ideal for families & pets.
14–21 Oct
$163 SGD per night
4.86 out of 5 average rating, 42 reviews
Superhost
Home in Greendale
Cozy, historic home in walkable Greendale village
18–25 Feb
$211 SGD per night
4.91 out of 5 average rating, 11 reviews
Guest favourite
Townhouse in Greendale
Historic Greendale, Milwaukee Attractions
23–30 Aug
$97 SGD per night
4.79 out of 5 average rating, 58 reviews
Superhost
Home in Greendale
Designer Home in Walkable Historic Greendale
10–17 Jun
$250 SGD per night
4.82 out of 5 average rating, 50 reviews
Guest favourite
Townhouse in Greenfield
Spacious 3-Bedroom Townhouse
3–10 Apr
$133 SGD per night
4.94 out of 5 average rating, 18 reviews
Guest favourite
Guest suite in Greenfield
Newly Updated Private Bungalow
12–19 Sep
$95 SGD per night
4.89 out of 5 average rating, 57 reviews
Superhost
Home in Cudahy
Make Yourself At Home! Close to Lake & Airport!
10–17 Oct
$91 SGD per night
4.79 out of 5 average rating, 95 reviews
Guest favourite
Guest suite in Cudahy
RARE Private Butler’s Suite in Historic Home
14–21 Oct
$92 SGD per night
4.94 out of 5 average rating, 66 reviews
Guest favourite
Home in Milwaukee
Charming Milwaukee Bungalow Apartment
8–15 Nov
$71 SGD per night
4.95 out of 5 average rating, 66 reviews

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