Book Holiday Homes in Greendale

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Featured Holiday Homes in Greendale

Eclectic, Stylish, and Cozy Milwaukee Unit!

Eclectic, Stylish, and Cozy Milwaukee Unit!

Milwaukee
The price is AU$530 per night from 4 Jun to 5 Jun
AU$530
per night
4 Jun - 5 Jun
With a stay at this vacation home in Milwaukee (Downtown Milwaukee), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.
Eclectic, Stylish, and Cozy Milwaukee Unit!
Large, Private 3 Br Home | Ideal Location

Large, Private 3 Br Home | Ideal Location

Milwaukee
The price is AU$414 per night from 5 Jun to 6 Jun
AU$414
per night
5 Jun - 6 Jun
With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and Fiserv Forum.
Large, Private 3 Br Home | Ideal Location
Unique and Charming Private Quarters

Unique and Charming Private Quarters

Racine
The price is AU$164 per night from 4 Jun to 5 Jun
AU$164
per night
4 Jun - 5 Jun
With a stay at this vacation home in Racine, you'll be within a 10-minute drive of Lake Michigan and Colonial Park.
Unique and Charming Private Quarters
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Sunny 3 BR Craftsman Bungalow | Bay View

Sunny 3 BR Craftsman Bungalow | Bay View

Milwaukee
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 3-minute drive from Lake Michigan and 7 minutes from Milwaukee Art Museum.
Sunny 3 BR Craftsman Bungalow | Bay View
Wonderful craftsman home in Wauwatosa

Wonderful craftsman home in Wauwatosa

Wauwatosa
Located in Milwaukee (Wauwatosa), this vacation home is within a 10-minute drive of American Family Field and Mayfair Mall.
Wonderful craftsman home in Wauwatosa
Spacious Walkers Point Gem in Central Milwaukee

Spacious Walkers Point Gem in Central Milwaukee

Milwaukee
With a stay at this vacation home in Milwaukee (Fifth Ward), you'll be within a 5-minute drive of Harley-Davidson Museum and Marquette University.
Spacious Walkers Point Gem in Central Milwaukee
Contemporary Upper Level Studio in Duplex

Contemporary Upper Level Studio in Duplex

Milwaukee
The price is AU$197 per night from 9 Jun to 10 Jun
AU$197
per night
9 Jun - 10 Jun
With a stay at this vacation home in Milwaukee (Downtown Milwaukee), you'll be within a 5-minute drive of Fiserv Forum and Henry W. Maier Festival Park.
Contemporary Upper Level Studio in Duplex
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River

Waterford
With a stay at this vacation home in Waterford, you'll be on the waterfront, and 22.7 mi (36.5 km) from Lake Michigan and 24.2 mi (38.9 km) from American Family ...
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Booth Upper · Amazing view, Modern Space

Booth Upper · Amazing view, Modern Space

Milwaukee
With a stay at this vacation home in Milwaukee (Riverwest), you'll be within a 5-minute drive of Fiserv Forum and Marquette University.
Booth Upper · Amazing view, Modern Space
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Greendale Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Greendale vacation homes are the perfect way for you to wing it.

Holiday houses in Greendale let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Greendale in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Greendale adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Greendale with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Greendale vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Greendale Holiday Homes essential information

Accommodation
345 Holiday Homes
Lowest Price
AU$164
Highest Price
AU$530
Popular accommodation
Eclectic, Stylish, and Cozy Milwaukee Unit!, Large, Private 3 Br Home | Ideal Location, Unique and Charming Private Quarters, Sunny 3 BR Craftsman Bungalow | Bay View, Wonderful craftsman home in Wauwatosa, Spacious Walkers Point Gem in Central Milwaukee, Contemporary Upper Level Studio in Duplex, Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, Booth Upper · Amazing view, Modern Space

Top trending hotels in Greendale

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

4 out of 5
139 E Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$313 per night from 5 Jun to 6 Jun
AU$313
per night
5 Jun - 6 Jun
With a stay at Saint Kate - The Arts Hotel, you'll be centrally located in Milwaukee, within a 10-minute walk of Riverside Theater and Fiserv Forum.
Saint Kate - The Arts Hotel
The Pfister Hotel

The Pfister Hotel

4.5 out of 5
424 E Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$284 per night from 4 Jun to 5 Jun
AU$284
per night
4 Jun - 5 Jun
A stay at The Pfister Hotel places you in the heart of Milwaukee, within a 15-minute walk of Lake Michigan and Milwaukee Art Museum.
The Pfister Hotel
Hilton Milwaukee City Center

Hilton Milwaukee City Center

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$196 per night from 30 Jun to 1 Jul
AU$196
per night
30 Jun - 1 Jul
With a stay at Hilton Milwaukee City Center, you'll be centrally located in Milwaukee, just a 3-minute walk from Marquette University and 10 minutes by foot ...
Hilton Milwaukee City Center
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Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Fully refundable
The price is AU$164 per night from 30 Jun to 1 Jul
AU$164
per night
30 Jun - 1 Jul
With a stay at Hyatt Regency Milwaukee, you'll be centrally located in Milwaukee, within a 10-minute walk of Fiserv Forum and Milwaukee Public Museum.
Hyatt Regency Milwaukee
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.