Holiday Homes in Milwaukee

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Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Milwaukee and around

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Beach nearby

Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park

10.0 out of 10, Exceptional, (5)
"Enjoyed our stay, beautiful home in a gorgeous neighborhood. A perfect home base to see the sites in Milwaukee."
Rare East Side Gem! Walk > Lake Michigan. Historic Flat by Beach, UWM, Lake Park
Green bean casserole
Private kitchen

Green bean casserole

Green bean casserole
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Property grounds

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

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is €334
includes taxes & fees
25 Aug - 26 Aug
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Charming 2-bedroom townhome in wonderful Milwaukee
Interior

Charming 2-bedroom townhome in wonderful Milwaukee

8.0 out of 10, Very good, (2)
"Nice property, convenient location, new appliances, very open and airy feel, good setup if you want some visual separation from your kids but still want to hear them (loft is not walled off). There were some issues with the door lock, but the property manager was quick to help out, and I think they will make sure to fix the problem ."
Charming 2-bedroom townhome in wonderful Milwaukee
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Fridge, microwave, oven, stovetop

Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady

10.0 out of 10, Exceptional, (1)
The price is €475
includes taxes & fees
18 Aug - 19 Aug
Brewers Hill sleeps 16 hot tub arcade theater 4 bathrooms near fiserv & Brady
Stunning Upscale Retreat - Steps From Everything
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is €463
includes taxes & fees
17 Aug - 18 Aug
Stunning Upscale Retreat - Steps From Everything
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (69)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is €205
includes taxes & fees
14 Aug - 15 Aug
Three bedrooms upstairs
Oak Park Bliss: 3BR, 2BA Gem
Private kitchen

Oak Park Bliss: 3BR, 2BA Gem

10.0 out of 10, Exceptional, (15)
"Had a great stay!! Property was awesome!! Nayeli was a fantastic host! 10/10"
Oak Park Bliss: 3BR, 2BA Gem
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
Interior

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (1)
"Host was very accommodating and house is newly remolded. Plenty of rooms! Very spacious, would go back for another visit. "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Exterior

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

9.8 out of 10, Exceptional, (24)
"Owners went the extra mile to make the stay comfy and cozy. Nice sheets, great beds, snacks to name a few! House was as pictured in photos and neighborhood was safe. "
The price is €339
includes taxes & fees
7 Sept - 8 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Fridge, microwave, oven, stovetop

4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront

10.0 out of 10, Exceptional, (2)
"Would stay there again. Very convenient to.downtown Milwaukee"
4 bedroom house near Fiserv Forum, Brady Street, Downtown and Lakefront
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Terrace/patio

Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

9.4 out of 10, Exceptional, (18)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee
Mi casa es su casa
Beach nearby

Mi casa es su casa

9.6 out of 10, Exceptional, (25)
"Retired parents visiting daughter. Needed a quiet home base for a few days. Very satisfied."
Mi casa es su casa
Central Tosa home near downtown, state fair, froedtert
Fridge, microwave, oven, stovetop

Central Tosa home near downtown, state fair, froedtert

10.0 out of 10, Exceptional, (21)
"House was clean and just perfect for our needs"
Central Tosa home near downtown, state fair, froedtert
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
Dining

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

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is €430
includes taxes & fees
8 Sept - 9 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Quiet House
Fridge, microwave, oven, stovetop

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is €219
includes taxes & fees
8 Sept - 9 Sept
Quiet House
Spacious Walkers Point Gem in Central Milwaukee
Dining

Spacious Walkers Point Gem in Central Milwaukee

9.6 out of 10, Exceptional, (21)
"We had a great time celebrating the bachelorette at this location. Close to a lot of great spots. Host was very communicative and easy to get in touch with. "
Spacious Walkers Point Gem in Central Milwaukee
Style and Luxury - Unbeatable Location
Fridge, microwave, oven, stovetop

Style and Luxury - Unbeatable Location

9.6 out of 10, Exceptional, (9)
"We really enjoyed the location being such a close drive to the lake and hiking was beautiful! "
The price is €435
includes taxes & fees
17 Aug - 18 Aug
Style and Luxury - Unbeatable Location
Cozy 4 Bedroom on Popular Historic Brady St
Private kitchen

Cozy 4 Bedroom on Popular Historic Brady St

9.0 out of 10, Wonderful, (6)
"Excellent location for bar hopping Brady St. Conveniently located to explore all of Milwaukee. We were there to visit Marquette University Law School"
Cozy 4 Bedroom on Popular Historic Brady St
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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Top Milwaukee Hotel Reviews

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

10/10 Excellent
"Nice location for my travel"
Annmarie 3-night trip
Posted 7 hours ago
Drury Plaza Hotel Milwaukee Downtown