Book Holiday Homes in Greendale

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Featured Holiday Homes in Greendale

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Caledonia
The price is AU$863 per night from 1 Apr to 2 Apr
AU$863
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Caledonia, you'll be on the beach, within a 15-minute drive of Lake Michigan and Ascension SE Wisconsin Hospital - Franklin ...
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool
3-bedroom vacation home just a short walk to Lake Michigan

3-bedroom vacation home just a short walk to Lake Michigan

Racine
The price is AU$345 per night from 5 Apr to 6 Apr
AU$345
includes taxes & fees
5 Apr - 6 Apr
With a stay at this vacation home in Racine, you'll be within a 10-minute walk of Lake Michigan and North Beach Park.
3-bedroom vacation home just a short walk to Lake Michigan
Charming Vintage Farmhouse 1 bedroom Garden Oasis

Charming Vintage Farmhouse 1 bedroom Garden Oasis

Milwaukee
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 1-minute drive from Lake Michigan and 8 minutes from Marquette University.
Charming Vintage Farmhouse 1 bedroom Garden Oasis
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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 Potawatomi Bingo Casino.
Wonderful craftsman home in Wauwatosa
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2 out of 5
West Allis
The price is AU$545 per night from 1 Apr to 2 Apr
AU$545
includes taxes & fees
1 Apr - 2 Apr
With a stay at this vacation home in Milwaukee, you'll be a 1-minute drive from Wisconsin State Fair Park and 6 minutes from American Family Field.
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family
Charming 2-bedroom townhome in wonderful Milwaukee

Charming 2-bedroom townhome in wonderful Milwaukee

Milwaukee
With a stay at this vacation home in Milwaukee (Fifth Ward), you'll be within a 5-minute drive of Lake Michigan and Harley-Davidson Museum.
Charming 2-bedroom townhome in wonderful Milwaukee
Warm spacious midsize home w/ comfort and fun

Warm spacious midsize home w/ comfort and fun

Glendale
With a stay at this vacation home in Milwaukee (Glendale), you'll be a 3-minute drive from Lake Michigan and 8 minutes from University of ...
Warm spacious midsize home w/ comfort and fun
Charming Vintage Farmhouse 3 Bedroom Oasis

Charming Vintage Farmhouse 3 Bedroom Oasis

Milwaukee
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 1-minute drive from Lake Michigan and 8 minutes from Marquette University.
Charming Vintage Farmhouse 3 Bedroom Oasis
Modern and Convenient Waukesha 3BR home with 2 King Beds

Modern and Convenient Waukesha 3BR home with 2 King Beds

Waukesha
The price is AU$518 per night from 9 Apr to 10 Apr
AU$518
includes taxes & fees
9 Apr - 10 Apr
With a stay at this vacation home in Waukesha, you'll be within a 15-minute drive of Milwaukee County Zoo and Wisconsin State Fair Park.
Modern and Convenient Waukesha 3BR home with 2 King Beds
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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
482 Holiday Homes
Lowest Price
AU$208
Highest Price
AU$863
Popular accommodation
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool, 3-bedroom vacation home just a short walk to Lake Michigan, Charming Vintage Farmhouse 1 bedroom Garden Oasis, Wonderful craftsman home in Wauwatosa, Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family, Charming 2-bedroom townhome in wonderful Milwaukee , Warm spacious midsize home w/ comfort and fun, Charming Vintage Farmhouse 3 Bedroom Oasis, Modern and Convenient Waukesha 3BR home with 2 King Beds

Top trending hotels in Greendale

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

3 out of 5
700 N. Water Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 6 Apr to 7 Apr
AU$208
includes taxes & fees
6 Apr - 7 Apr
A stay at Drury Plaza Hotel Milwaukee Downtown places you in the heart of Milwaukee, within a 15-minute walk of Baird Center and Marquette University.
Drury Plaza Hotel Milwaukee Downtown
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$354 per night from 20 Apr to 21 Apr
AU$354
includes taxes & fees
20 Apr - 21 Apr
A stay at The Pfister Hotel places you in the heart of Milwaukee, within a 15-minute walk of Lake Michigan and Henry W. Maier Festival Park.
The Pfister Hotel
Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

4.5 out of 5
1611 West Canal Street, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$291 per night from 1 Apr to 2 Apr
AU$291
includes taxes & fees
1 Apr - 2 Apr
With a stay at Potawatomi Hotel & Casino in Milwaukee, you'll be near the airport, just steps from Marquette University and a 2-minute drive from Harley-Davidson ...
Potawatomi Hotel & Casino
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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$277 per night from 21 Apr to 22 Apr
AU$277
includes taxes & fees
21 Apr - 22 Apr
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
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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.