Book Holiday Homes in Pewaukee

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Featured Holiday Homes in Pewaukee

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
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$540 per night from 7 Apr to 8 Apr
AU$540
includes taxes & fees
7 Apr - 8 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
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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
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
Cozy Single Family Home Away

Cozy Single Family Home Away

Milwaukee
With a stay at this vacation home in Milwaukee, you'll be within a 15-minute drive of Milwaukee County Zoo and American Family Field.
Cozy Single Family Home Away
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Shorewood
With a stay at this vacation home in Milwaukee (Shorewood), you'll be within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & 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.

Pewaukee 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 Pewaukee vacation homes are the perfect way for you to wing it.

Holiday houses in Pewaukee 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 Pewaukee 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 Pewaukee adventures, obvs.

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

Pewaukee Holiday Homes essential information

Accommodation
475 Holiday Homes
Lowest Price
AU$183
Highest Price
AU$540
Popular accommodation
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, Cozy Single Family Home Away, Cozy family & pet friendly Shorewood townhome near Bike Trail, Beach & downtown

Top trending hotels in Pewaukee

The Ingleside Hotel

The Ingleside Hotel

4 out of 5
2810 Golf Road, Pewaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 13 Apr to 14 Apr
AU$193
includes taxes & fees
13 Apr - 14 Apr
Located in Pewaukee, The Ingleside Hotel is within a 10-minute drive of Waukesha County Expo Center and The Corners of Brookfield.
The Ingleside Hotel
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place, Pewaukee, WI
Fully refundable
The price is AU$183 per night from 30 Mar to 31 Mar
AU$183
includes taxes & fees
30 Mar - 31 Mar
With a stay at Wildwood Lodge in Pewaukee, you'll be 12.1 mi (19.5 km) from Wisconsin State Fair Park and 13.8 mi (22.3 km) from American Family Field.
Wildwood Lodge
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$347 per night from 27 Apr to 28 Apr
AU$347
includes taxes & fees
27 Apr - 28 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
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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$208 per night from 3 Apr to 4 Apr
AU$208
includes taxes & fees
3 Apr - 4 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
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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.