Holiday Homes in Milwaukee County

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Our top choices for Milwaukee County holiday homes

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was great and fit our family of five perfectly. The basement game room was a hit with the kids and the beds were comfortable. The location was in a good neighborhood and everything we needed was available. "
United States
Patrick G.
The price is AU$476
includes taxes & fees
20 Dec - 21 Dec
Family Paradise 3 bedroom, Cozy Home + Game Room.
9.6 out of 10, Exceptional, (67)
"It was clean and close to our wedding venue. "
United States
Kathy H.
The price is AU$663
includes taxes & fees
18 Dec - 19 Dec
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
9.2 out of 10, Wonderful, (42)
"Staying with Lindsey was a pleasure. The location was perfect, the home was cozy and clean, and Lindsey was always available to answer our questions we had prior to arriving ! Check in/out was super easy ! No issues occurred during our stay !! Highly recommended!"
United States
Emily K.
Charming Vintage Farmhouse 1 bedroom Garden Oasis
8.0 out of 10, Very good, (4)
"Love the indoor pool and the movie room!"
United States
JOE C.
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
10.0 out of 10, Exceptional, (5)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is AU$403
includes taxes & fees
18 Dec - 19 Dec
Remodeled Home - Steps from Brady Street!
8.0 out of 10, Very good, (2)
"Perfect property!!!!"
United States
Carl W.
Brady St Retreat! 4BR House w Patio & Fenced Yard

Holiday Home in Honey Creek Parkway

Charming 3-bedroom house Close to All in Milwaukee
10.0 out of 10, Exceptional, (6)
"Great place."
United States
Vishal P.
The price is AU$554
includes taxes & fees
21 Dec - 22 Dec
Charming 3-bedroom house Close to All in Milwaukee

Holiday Home in Milwaukee

Mi casa es su casa
9.6 out of 10, Exceptional, (26)
"Great location, everything you need for a home away from home!"
United States
Kelsie D.
Mi casa es su casa
9.8 out of 10, Exceptional, (31)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is AU$820
includes taxes & fees
25 Dec - 26 Dec
Stunning Upscale Retreat - Steps From Everything
9.6 out of 10, Exceptional, (253)
"This spacious house is a true gem, lovingly preserved. Really enjoyed our stay!!!!"
United States
Lynne W.
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10
10.0 out of 10, Exceptional, (26)
"Very comfortable and convenient to everything downtown."
United States
Reddemann R.
The price is AU$637
includes taxes & fees
21 Dec - 22 Dec
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Holiday Home in Wauwatosa

Relax Near Everything in Milwaukee
10.0 out of 10, Exceptional, (48)
"Stayed with family for a short getaway to visit relatives. The home was pleasant and the yard was nice to bbq and catch up. "
United States
Samantha S.
Relax Near Everything in Milwaukee
9.2 out of 10, Wonderful, (20)
"Everything was nice and clean! We enjoyed our stay very much!!"
United States
Penny A.
Charming Vintage Farmhouse 3 Bedroom Oasis
10.0 out of 10, Exceptional, (11)
"Loved fenced in backyard for dogs!"
United States
Mary E.
The price is AU$599
includes taxes & fees
19 Dec - 20 Dec
Whole House in Bay View + Fenced-in Yard + Parking

Holiday Home in Lower East Side

Brady St Retreat Front House - Sleeps 8 & Pets
10.0 out of 10, Exceptional, (3)
"Nice place "
United States
Jason G.
Brady St Retreat Front House - Sleeps 8 & Pets
10.0 out of 10, Exceptional, (22)
"Nice place to be with family"
United States
Rachelle D.
The Gem of Brewers Hill with hot tub and seasonal pool

Holiday Home in Downtown Milwaukee

Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine
9.8 out of 10, Exceptional, (19)
"Great neighborhood to stay. "
United States
Alex N.
The price is AU$825
includes taxes & fees
9 Jan - 10 Jan 2026
Deluxe Dwelling 4Br, 2Ba| Sunlit, Spacious, Serine

Holiday Home in Franklin

Newly renovated 3 bedroom home
10.0 out of 10, Exceptional, (23)
"This was such a cute house! We came for the State Fair and it was a perfect location. Everything was clean and hosts were very responsive to us. Great house for our family with both kids and grandparents included. "
United States
Jen M.
Newly renovated 3 bedroom home
10.0 out of 10, Exceptional, (3)
"Perfect house for a getaway. The hot tub was great and the house is conveniently located. The house is clean and has everything you need. I’d recommend to anyone and we would definitely stay here again. "
United States
Ryan and Emily K.
Updated 2BR, 2.5BA. Hot tub, fenced in yard, modern updates.
9.6 out of 10, Exceptional, (16)
"Beds very comfortable"
United States
John O.
Executive Brown Deer Home with 4 Bedrooms 6 Beds 2.5 Baths Big Screen Media Room
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 County Hotel Reviews

Find out more about Milwaukee County

Milwaukee County Holiday Homes information

Number of reviews
577
Accommodation
336 Holiday Homes
Lowest Price
AU$403
Highest Price
AU$825

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