Holiday Homes in Milwaukee

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Milwaukee holiday homes

Dining

Holiday Home in Milwaukee

Quiet House
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is €168
includes taxes & fees
2 Mar - 3 Mar
Quiet House
Dining

Holiday Home in Bay View

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
9.2 out of 10, Wonderful, (16 reviews)
"The property is extraordinarily charming and was perfect for a short family visit in mid/late September. It's close to Bayview and is generally a good location for having fun in Milwaukee.I'm bookmarking this place for future visits with family and friends."
United States
Alexander H.
The price is €194
includes taxes & fees
2 Mar - 3 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Dining

Holiday Home in Riverwest

Three bedrooms upstairs
9.6 out of 10, Exceptional, (82 reviews)
"We had a wonderful stay! The house is tucked in a quiet neighborhood but still a very short drive to downtown and anything you need. Ryan was more than accommodating."
United States
Ashleigh P.
The price is €199
includes taxes & fees
2 Mar - 3 Mar
Three bedrooms upstairs
Interior

Holiday Home in Lower East Side

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
9.8 out of 10, Exceptional, (24 reviews)
"Tonga was an exceptional host! He helped us out throughout our stay."
United States
Mike S.
The price is €367
includes taxes & fees
3 Mar - 4 Mar
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Outdoor dining

Holiday Home in Johnson Woods

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
9.8 out of 10, Exceptional, (27 reviews)
"Was a year place to stay. Super cute and cozy inside and close to American family field"
United States
Jeannie
The price is €277
includes taxes & fees
2 Mar - 3 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Fridge, microwave, oven, stovetop

Holiday Home in Downtown Milwaukee

Remodeled Home - Steps from Brady Street!
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is €222
includes taxes & fees
2 Mar - 3 Mar
Remodeled Home - Steps from Brady Street!
Room

Holiday Home in Bay View

KK lower · Funky 2BR in Prime Bay View - w/ Parking
10.0 out of 10, Exceptional, (8 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is €169
includes taxes & fees
18 Mar - 19 Mar
KK lower · Funky 2BR in Prime Bay View - w/ Parking
Interior

Holiday Home in Downtown Milwaukee

Best location in Milwaukee! Upper Duplex Unit
The price is €138
includes taxes & fees
2 Mar - 3 Mar
Best location in Milwaukee! Upper Duplex Unit
Smart TV, books, music library, stereo

Holiday Home in Bay View

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
10.0 out of 10, Exceptional, (27 reviews)
"This was our second time staying here and I can’t recommend it enough! The owners are so thoughtful and have left little treats or things for us each time we’ve stayed. They have everything you might need and then some, making it feel like home away from home. We will definitely stay here again. "
United States
Amber T.
The price is €371
includes taxes & fees
2 Mar - 3 Mar
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Microwave, oven, stovetop

Holiday Home in Fair Park

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
10.0 out of 10, Exceptional, (2 reviews)
"The apartment was super cute and in a quiet neighborhood. Lorinda was an absolutely wonderful host and regularly checked in to make sure everything was up to date! She was extremely kind and patient and I will be booking again in the future :)"
United States
Ares F.
The price is €277
includes taxes & fees
7 Mar - 8 Mar
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
Smart TV, computer monitors

Holiday Home in West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
9.6 out of 10, Exceptional, (4 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is €200
includes taxes & fees
2 Mar - 3 Mar
Charming 2-bedroom house with everything you need in the heart of West Allis
Smart TV, books

Holiday Home in Murray Hill

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
10.0 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay and appreciate the hospitality! While in town to visit family and our first trip with an infant, the house had everything we needed making it a comfortable and pleasant first trip! The location was fantastic and allowed for us to easily walk to restaurants, the market and enjoy the sights of the lake! "
United States
Christina T.
The price is €465
includes taxes & fees
5 Mar - 6 Mar
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Private kitchen

Holiday Home in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
The price is €317
includes taxes & fees
3 Mar - 4 Mar
Comfortable 3 Bedroom with King bed in Waukesha
Fridge, microwave, oven, stovetop

Holiday Home in Lower East Side

Stunning Upscale Retreat - Steps From Everything
9.8 out of 10, Exceptional, (31 reviews)
"It was a great place and close to Brady street! Definitely recommend. "
United States
Hugh L.
The price is €447
includes taxes & fees
2 Mar - 3 Mar
Stunning Upscale Retreat - Steps From Everything
Smart TV, fireplace, books, stereo

Holiday Home in Fifth Ward

Barclay House in Walker's Point
10.0 out of 10, Exceptional, (1 review)
"Loved everything about this stay. We did an overnight after a Bucks game. Enjoyed the hot tub and privacy. Everything was clean, new and in working order. Pictures don't do it justice. Host was very responsive! Highly recommend! "
United States
Amber B.
The price is €273
includes taxes & fees
31 Mar - 1 Apr
Barclay House in Walker's Point
Dining

Holiday Home in Lower East Side

Style and Luxury - Unbeatable Location
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is €439
includes taxes & fees
2 Mar - 3 Mar
Style and Luxury - Unbeatable Location
Fridge, microwave, oven, stovetop

Holiday Home in Lower East Side

Luxury Historic Home - Stellar Location
9.6 out of 10, Exceptional, (27 reviews)
"A lovely historic house with three large bedrooms, a very functional kitchen, beautiful dining room and family room areas and a super fun game room. Great for family get togethers!"
United States
Donna M.
The price is €471
includes taxes & fees
2 Mar - 3 Mar
Luxury Historic Home - Stellar Location
Interior

Holiday Home in Waukesha

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
10.0 out of 10, Exceptional, (26 reviews)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
The price is €252
includes taxes & fees
2 Mar - 3 Mar
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Terrace/patio

Holiday Home in Glendale

Beautiful riverside yard, hot tub, game room, large dining table!
10.0 out of 10, Exceptional, (5 reviews)
"Roomy and comfortable place for a large group. Will definitely come back if we're in the area again."
United States
Mark B.
The price is €390
includes taxes & fees
11 Mar - 12 Mar
Beautiful riverside yard, hot tub, game room, large dining table!
Dining

Holiday Home in Brewers Hill

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
The price is €396
includes taxes & fees
2 Mar - 3 Mar
Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
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

Potawatomi Hotel & Casino

Potawatomi Hotel & Casino

10/10 Excellent
"The room was nice and I ask for a little more space . The space and view was excellent, guest said they'll have to book a room. Thanks again poto staff"
Trimail 1-night trip
Posted 1 day ago
Potawatomi Hotel & Casino

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews
243
Accommodation
408 Holiday Homes
Lowest Price
€168
Highest Price
€471