Book Holiday Homes in Pewaukee

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Featured Holiday Homes in Pewaukee

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
Located in Waterford, this vacation home is on the waterfront, within a 15-minute drive of Jean Jacobson Dog Park and Green Meadows Petting Farm.
Opens in a new windowRelaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Brady St Retreat! 4BR House w Patio & Fenced Yard

Brady St Retreat! 4BR House w Patio & Fenced Yard

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 windowBrady St Retreat! 4BR House w Patio & Fenced Yard
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Milwaukee
With a stay at this vacation home in Milwaukee (Burnham Park), you'll be within a 5-minute drive of The Rave-Eagles Club and Marquette University.
Opens in a new windowFrank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
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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 Mayfair Mall and American Family Field.
Opens in a new windowWonderful craftsman home in Wauwatosa
Bayview Family-Friendly Stay

Bayview Family-Friendly Stay

Milwaukee
The price is AU$687 per night from 3 Nov to 4 Nov
AU$687
3 Nov - 4 Nov
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
Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location

Milwaukee
The price is AU$812 per night from 3 Nov to 4 Nov
AU$812
3 Nov - 4 Nov
includes taxes & fees
With a stay at this vacation home in Milwaukee (Lower East Side), you'll be within a 5-minute drive of Lake Michigan and University of Wisconsin-Milwaukee.
Opens in a new windowStyle and Luxury - Unbeatable Location
Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!

Milwaukee
The price is AU$409 per night from 3 Nov to 4 Nov
AU$409
3 Nov - 4 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowRemodeled Home - Steps from Brady Street!
Charming 2-bedroom Lake House

Charming 2-bedroom Lake House

Hartford
With a stay at this vacation home in Hartford, you'll be within a 5-minute drive of Aurora Medical Center Washington County and Hartford City Hall.
Opens in a new windowCharming 2-bedroom Lake House
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Milwaukee
The price is AU$1,154 per night from 29 Nov to 30 Nov
AU$1,154
29 Nov - 30 Nov
includes taxes & fees
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
Opens in a new windowDeluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
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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
483 Holiday Homes
Lowest Price
AU$151
Highest Price
AU$1,154
Popular accommodation
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, Brady St Retreat! 4BR House w Patio & Fenced Yard, Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10, Wonderful craftsman home in Wauwatosa, Bayview Family-Friendly Stay, Style and Luxury - Unbeatable Location, Remodeled Home - Steps from Brady Street!, Charming 2-bedroom Lake House, Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

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$185 per night from 3 Nov to 4 Nov
AU$185
3 Nov - 4 Nov
includes taxes & fees
Located in Pewaukee, The Ingleside Hotel is within a 10-minute drive of Waukesha County Expo Center and The Corners of Brookfield.
Opens in a new windowThe Ingleside Hotel
Wildwood Lodge

Wildwood Lodge

2.5 out of 5
N14 W24121 Tower Place, Pewaukee, WI
Fully refundable
Located in Pewaukee, Wildwood Lodge is in the business district, a 4-minute drive from Waukesha County Expo Center and 12 minutes from Milwaukee County Zoo.
Opens in a new windowWildwood Lodge
Hilton Milwaukee

Hilton Milwaukee

4 out of 5
509 W Wisconsin Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 9 Nov to 10 Nov
AU$151
9 Nov - 10 Nov
includes taxes & fees
With a stay at Hilton Milwaukee, you'll be centrally located in Milwaukee, just a 3-minute walk from Marquette University and 10 minutes by foot from Fiserv ...
Opens in a new windowHilton Milwaukee
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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$248 per night from 11 Nov to 12 Nov
AU$248
11 Nov - 12 Nov
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
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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.