Book Holiday Homes in Milwaukee

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Featured Holiday Homes in Milwaukee

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!

Milwaukee
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!
Spacious Home Perfect for Families & Groups:  Near Fiserv Forum & Brady Street!

Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!

Milwaukee
With a stay at this vacation home in Milwaukee (Brewers Hill), you'll be a 3-minute drive from Fiserv Forum and 6 minutes from Lake Michigan.
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool

Caledonia
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 ...
New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool
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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
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
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

Milwaukee
With a stay at this vacation home in Milwaukee (Johnson Woods), you'll be a 4-minute drive from American Family Field and 7 minutes from Fiserv Forum.
House in Quaint Neighborhood near Downtown Milwaukee Pet-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
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
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
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
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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.

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

Holiday houses in Milwaukee 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 Milwaukee 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 Milwaukee adventures, obvs.

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

Milwaukee Holiday Homes essential information

Accommodation
330 Holiday Homes
Lowest Price
AU$184
Highest Price
AU$281
Popular accommodation
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities! , Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!, New Years!! Hot Tub, Fishing Pond, Events! Winter Discounts! Weddings, Pool, Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find, House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!, Sunny 3 BR Craftsman Bungalow | Bay View, 𖤓The Blue Store 2000sqft 5BD/2BT Arcade, Pool Table, Foosball, BBQ State Fair𖤓, MKE Riverwest Retreat - Newly Renovated, Charming Vintage Farmhouse 1 bedroom Garden Oasis

Top trending hotels in Milwaukee

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$245 per night from 26 Jan to 27 Jan
AU$245
includes taxes & fees
26 Jan - 27 Jan
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
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$192 per night from 16 Jan to 17 Jan
AU$192
includes taxes & fees
16 Jan - 17 Jan
A stay at Hilton Milwaukee places you in the heart of Milwaukee, within a 15-minute walk of Fiserv Forum and Harley-Davidson Museum.
Hilton Milwaukee
Hyatt Regency Milwaukee

Hyatt Regency Milwaukee

4 out of 5
333 W Kilbourn Ave, Milwaukee, WI
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 20 Jan to 21 Jan
AU$184
includes taxes & fees
20 Jan - 21 Jan
With a stay at Hyatt Regency Milwaukee, you'll be centrally located in Milwaukee, within a 10-minute walk of Fiserv Forum and Milwaukee Public Museum.
Hyatt Regency Milwaukee
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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$281 per night from 27 Jan to 28 Jan
AU$281
includes taxes & fees
27 Jan - 28 Jan
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
Don't see what you're looking for?
See all available properties in Milwaukee
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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.