Book Holiday Homes in Greendale

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Featured Holiday Homes in Greendale

Quiet House

Quiet House

Milwaukee WI
The price is AU$271 per night from 25 May to 26 May
AU$271
25 May - 26 May
includes taxes & fees
With a stay at this vacation home in Milwaukee, you'll be within a 5-minute drive of Marquette University and Fiserv Forum.
Opens in a new windowQuiet House
Three bedrooms upstairs

Three bedrooms upstairs

Milwaukee WI
The price is AU$363 per night from 10 June to 11 June
AU$363
10 June - 11 June
includes taxes & fees
With a stay at this vacation home in Milwaukee (Riverwest), you'll be a 5-minute drive from University of Wisconsin-Milwaukee and 6 minutes from Lake ...
Opens in a new windowThree bedrooms upstairs
Welcome to the Charming Stone Haven, a beautiful three bedroom property.

Welcome to the Charming Stone Haven, a beautiful three bedroom property.

Milwaukee WI
With a stay at this vacation home in Milwaukee, you'll be within a 10-minute drive of American Family Field and Milwaukee County Zoo.
Opens in a new windowWelcome to the Charming Stone Haven, a beautiful three bedroom property.
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Charming Vintage Farmhouse 3 Bedroom Oasis

Charming Vintage Farmhouse 3 Bedroom Oasis

Milwaukee WI
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.
Opens in a new windowCharming Vintage Farmhouse 3 Bedroom Oasis
Bayview Family-Friendly Stay

Bayview Family-Friendly Stay

Milwaukee WI
The price is AU$655 per night from 17 May to 18 May
AU$655
17 May - 18 May
includes taxes & fees
With a stay at this vacation home in Milwaukee (Bay View), you'll be a 5-minute drive from Lake Michigan and 6 minutes from Marquette University.
Opens in a new windowBayview Family-Friendly Stay
Modern Lux Home, Sleeps 12, Walk to Brady St Fun

Modern Lux Home, Sleeps 12, Walk to Brady St Fun

Milwaukee WI
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.
Opens in a new windowModern Lux Home, Sleeps 12, Walk to Brady St Fun
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee WI
The price is AU$419 per night from 14 June to 15 June
AU$419
14 June - 15 June
includes taxes & fees
With a stay at this vacation home in Milwaukee (Johnson Woods), you'll be within a 5-minute drive of American Family Field and Milwaukee County Zoo.
Opens in a new windowHouse in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan

Waterford WI
Located in Waterford, this vacation home is on the waterfront, within a 15-minute drive of Edgewood Golf Course and Jean Jacobson Dog Park.
Opens in a new windowCottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan
Historic house on tree lined red brick street of historic homes.

Historic house on tree lined red brick street of historic homes.

Racine WI
With a stay at this vacation home in Racine, you'll be a 4-minute walk from Lake Michigan and 7 minutes by foot from Ascension All Saints - Wisconsin ...
Opens in a new windowHistoric house on tree lined red brick street of historic homes.
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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
480 Holiday Homes
Lowest Price
AU$180
Highest Price
AU$655
Popular accommodation
Quiet House, Three bedrooms upstairs , Welcome to the Charming Stone Haven, a beautiful three bedroom property., Charming Vintage Farmhouse 3 Bedroom Oasis, Bayview Family-Friendly Stay, Modern Lux Home, Sleeps 12, Walk to Brady St Fun, House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!, Cottage On The Canal - An All Seasons Getaway - Waterford - Lake Tichigan, Historic house on tree lined red brick street of historic homes.

Top trending hotels in Greendale

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$242 per night from 18 May to 19 May
AU$242
18 May - 19 May
includes taxes & fees
With a stay at Potawatomi Hotel & Casino in Milwaukee (Menomonee River Valley), you'll be steps from Marquette University and a 2-minute drive from Harley-Davidson ...
Opens in a new windowPotawatomi Hotel & Casino
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$278 per night from 14 June to 15 June
AU$278
14 June - 15 June
includes taxes & fees
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.
Opens in a new windowThe Pfister Hotel
The Iron Horse Hotel

The Iron Horse Hotel

4 out of 5
500 W Florida Street Milwaukee WI
Fully refundableReserve now, pay when you stay
The price is AU$309 per night from 31 May to 1 June
AU$309
31 May - 1 June
includes taxes & fees
In the heart of Milwaukee, The Iron Horse Hotel is within a 5-minute drive of Harley-Davidson Museum and Baird Center.
Opens in a new windowThe Iron Horse Hotel
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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$180 per night from 25 May to 26 May
AU$180
25 May - 26 May
includes taxes & fees
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.
Opens in a new windowDrury Plaza Hotel Milwaukee Downtown
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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.

Top Picks

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^Subject to availability and chosen travel dates.