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.
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Milwaukee
The price is AU$880 per night from 29 Dec to 30 Dec
AU$880
includes taxes & fees
29 Dec - 30 Dec
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.
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Milwaukee
The price is AU$621 per night from 1 Jan to 2 Jan
AU$621
includes taxes & fees
1 Jan - 2 Jan 2025
With a stay at this vacation home, you'll be centrally located in Milwaukee, within a 5-minute drive of Fiserv Forum and Lake Michigan.
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓

Milwaukee
With a stay at this vacation home in Milwaukee (Honey Creek Parkway), you'll be a 4-minute drive from American Family Field and 8 minutes from Fiserv Forum.
𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓
Eclectic Hubertus Home w/ Game Room & Fire Pit!

Eclectic Hubertus Home w/ Game Room & Fire Pit!

Hubertus
Located in Hubertus, this vacation home is within a 15-minute drive of Heiliger Huegel Ski Club and Holy Hill.
Eclectic Hubertus Home w/ Game Room & Fire Pit!
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 Fiserv Forum.
Charming Vintage Farmhouse 1 bedroom Garden Oasis
Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly

Waterford
The price is AU$726 per night from 26 Dec to 27 Dec
AU$726
includes taxes & fees
26 Dec - 27 Dec
When you stay at this vacation home in Waterford, you'll be on the waterfront and 13 minutes by car from Edgewood Golf Course.
Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly
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 8 minutes from Harley-Davidson Museum.
Sunny 3 BR Craftsman Bungalow | Bay View
MKE Riverwest Retreat - Newly Renovated

MKE Riverwest Retreat - Newly Renovated

Milwaukee
With a stay at this vacation home in Milwaukee (Riverwest), you'll be within a 5-minute drive of Fiserv Forum and Lake Michigan.
MKE Riverwest Retreat - Newly Renovated
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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
376 Holiday Homes
Lowest Price
AU$170
Highest Price
AU$880
Popular accommodation
Relaxing Waterfront Home on Elm Island Great Fishing on Lake Tichigan/Fox River, Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities! , Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find, 𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓, Eclectic Hubertus Home w/ Game Room & Fire Pit!, Charming Vintage Farmhouse 1 bedroom Garden Oasis, Newly Renovated Lakefront Cottage, Peaceful, Cozy Modern Farmhouse ~Dog Friendly, Sunny 3 BR Craftsman Bungalow | Bay View, MKE Riverwest Retreat - Newly Renovated

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$194 per night from 5 Jan to 6 Jan
AU$194
includes taxes & fees
5 Jan - 6 Jan 2025
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 refundableReserve now, pay when you stay
The price is AU$170 per night from 24 Dec to 25 Dec
AU$170
includes taxes & fees
24 Dec - 25 Dec
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$279 per night from 12 Jan to 13 Jan
AU$279
includes taxes & fees
12 Jan - 13 Jan 2025
With a stay at The Pfister Hotel, you'll be centrally located in Milwaukee, within a 5-minute drive of Lake Michigan and Fiserv Forum.
The Pfister Hotel
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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$244 per night from 13 Jan to 14 Jan
AU$244
includes taxes & fees
13 Jan - 14 Jan 2025
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
Don't see what you're looking for?
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.