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Featured Holiday Homes in Milwaukee

Three bedrooms upstairs

9.6 out of 10, Exceptional, (70)
"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 AU$468
includes taxes & fees
24 Aug - 25 Aug
Three bedrooms upstairs

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 AU$595
includes taxes & fees
3 Sept - 4 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is AU$621
includes taxes & fees
3 Sept - 4 Sept
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Beautiful three bedroom property located in a quiet neighborhood!

Beautiful three bedroom property located in a quiet neighborhood!

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

9.4 out of 10, Exceptional, (20)
"The farmhouse was so charming! We had a great experience!"
Historic Brookfield Farm Home ~ 14 Mi to Milwaukee

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

8.8 out of 10, Excellent, (8)
"Beautiful home, comfy beds, and great location- no complaints!! We loved it here"
The price is AU$1,028
includes taxes & fees
19 Sept - 20 Sept
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight

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

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

9.6 out of 10, Exceptional, (241)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is AU$843
includes taxes & fees
24 Aug - 25 Aug
Stunning Upscale Retreat - Steps From Everything

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is AU$393
includes taxes & fees
25 Aug - 26 Aug
Quiet House

Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

2.0 star property
6.8 out of 10, (6)
"My son and his wife and four children, ages 1-8, and I were thrilled to have a clean, spacious location right across the street from one of the fair grounds gate. It was clean, and had everything we needed to relax after a day at the Wisconsin State Fair!"
The price is AU$537
includes taxes & fees
24 Aug - 25 Aug
Charming 3-bedroom house with AC and WiFi in West Allis perfect for pets& family

Wonderful craftsman home in Wauwatosa

9.6 out of 10, Exceptional, (46)
"House was great and very clean. Owner was very easy to communicate with and quick to respond. Awesome location and walkable to many spots on North Ave. "
Wonderful craftsman home in Wauwatosa

Warm spacious midsize home w/ comfort and fun

8.4 out of 10, Very good, (5)
"We enjoyed the location, easy to walk to places. The property had a lot of room but needed to be professionally cleaned before renting."
Warm spacious midsize home w/ comfort and fun

Groups - Families - Pets - Backyard - Deck

10.0 out of 10, Exceptional, (23)
"We had a great time here. The house has plenty of space for sleeping a lot of people and is walking distance to a lot of restaurants and bars. Place was super clean and we had everything we needed to get checked in and out without any trouble. I'd stay again for sure. The deck and fire pit are a nice addition when the weather is nice, which it was. "
Groups - Families - Pets - Backyard - Deck

Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

10.0 out of 10, Exceptional, (19)
"Cozy bed comforters, beautiful well done kitchen and rooms are as needed for family of 5-6"
Cozy Pet Friendly Home w/ Private Yard & King Bed - Near Wauwatosa

Cozy Lofted Riverwest Apartment

7.6 out of 10, Good, (14)
"Would stay here again"
Cozy Lofted Riverwest Apartment

Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!

9.6 out of 10, Exceptional, (23)
"We went to watch some friends play in a basketball tournament for the weekend. The house was perfect for our group. Very clean and met our expectations. Would recommend!"
Your Milwaukee Getaway: Perfect for Families & Groups! 6 Minutes from Downtown!

Central Tosa home near downtown, state fair, froedtert

10.0 out of 10, Exceptional, (22)
"House was clean and just perfect for our needs"
Central Tosa home near downtown, state fair, froedtert

Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!

10.0 out of 10, Exceptional, (14)
"We had a great time celebrating a graduation and a birthday! "
Milwaukee Bungalow - Old World Charm w/Modern Amenities! Hot Tub!
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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