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

Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (8 reviews)
"Very relaxing and peaceful "
United States
Laterrance G.
The price is NZ$322
includes taxes & fees
2 Mar - 3 Mar
Quiet House
Dining

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking

Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Bay View
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 NZ$382
includes taxes & fees
2 Mar - 3 Mar
Potter Lower · Funky 2.5BR in the Heart of Bay View - w/ Parking
Dining

Three bedrooms upstairs

Three bedrooms upstairs
Riverwest
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 NZ$392
includes taxes & fees
2 Mar - 3 Mar
Three bedrooms upstairs
Interior

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
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 NZ$727
includes taxes & fees
3 Mar - 4 Mar
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Outdoor dining

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
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 NZ$550
includes taxes & fees
10 Mar - 11 Mar
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Fridge, microwave, oven, stovetop

Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
9.8 out of 10, Exceptional, (6 reviews)
"Enjoyed stay at this nice home "
United States
Eduardo P.
The price is NZ$444
includes taxes & fees
2 Mar - 3 Mar
Remodeled Home - Steps from Brady Street!
Room

KK lower · Funky 2BR in Prime Bay View - w/ Parking

KK lower · Funky 2BR in Prime Bay View - w/ Parking
Bay View
10.0 out of 10, Exceptional, (8 reviews)
"Charming apartment, convenient location"
United States
Ashton G.
The price is NZ$326
includes taxes & fees
24 Mar - 25 Mar
KK lower · Funky 2BR in Prime Bay View - w/ Parking
Interior

Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
The price is NZ$264
includes taxes & fees
2 Mar - 3 Mar
Best location in Milwaukee! Upper Duplex Unit
Smart TV, books, music library, stereo

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

Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Bay View
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 NZ$729
includes taxes & fees
9 Mar - 10 Mar
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer
Microwave, oven, stovetop

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee

Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
Fair Park
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 NZ$546
includes taxes & fees
7 Mar - 8 Mar
Cozy & Quiet, dog-friendly 2-bedroom Upper in Central Milwaukee
Smart TV, computer monitors

Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis
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 NZ$394
includes taxes & fees
2 Mar - 3 Mar
Charming 2-bedroom house with everything you need in the heart of West Allis
Smart TV, books

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly

Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Murray Hill
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 NZ$928
includes taxes & fees
5 Mar - 6 Mar
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
Private kitchen

Comfortable 3 Bedroom with King bed in Waukesha

Comfortable 3 Bedroom with King bed in Waukesha
Waukesha
The price is NZ$622
includes taxes & fees
3 Mar - 4 Mar
Comfortable 3 Bedroom with King bed in Waukesha
Fridge, microwave, oven, stovetop

Stunning Upscale Retreat - Steps From Everything

Stunning Upscale Retreat - Steps From Everything
Lower East Side
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 NZ$891
includes taxes & fees
8 Mar - 9 Mar
Stunning Upscale Retreat - Steps From Everything
Smart TV, fireplace, books, stereo

Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
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 NZ$389
includes taxes & fees
2 Mar - 3 Mar
Barclay House in Walker's Point
Dining

Style and Luxury - Unbeatable Location

Style and Luxury - Unbeatable Location
Lower East Side
9.6 out of 10, Exceptional, (13 reviews)
"Great location!"
United States
Mike G.
The price is NZ$872
includes taxes & fees
2 Mar - 3 Mar
Style and Luxury - Unbeatable Location
Fridge, microwave, oven, stovetop

Luxury Historic Home - Stellar Location

Luxury Historic Home - Stellar Location
Lower East Side
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 NZ$942
includes taxes & fees
2 Mar - 3 Mar
Luxury Historic Home - Stellar Location
Interior

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Waukesha
10.0 out of 10, Exceptional, (26 reviews)
"host was responsive and we enjoyed our stay. "
United States
ashley m.
The price is NZ$499
includes taxes & fees
2 Mar - 3 Mar
Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub
Terrace/patio

Beautiful riverside yard, hot tub, game room, large dining table!

Beautiful riverside yard, hot tub, game room, large dining table!
Glendale
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 NZ$781
includes taxes & fees
11 Mar - 12 Mar
Beautiful riverside yard, hot tub, game room, large dining table!
Dining

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8

Luxury 3-bedroom retreat with Hot Tub! I Steps away from downtown MKE I Sleeps 8
Brewers Hill
The price is NZ$1,044
includes taxes & fees
15 Mar - 16 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

The Pfister Hotel

The Pfister Hotel

10/10 Excellent
"Check in was great. Very friendly. Clean room. Good location. "
CLARE 1-night trip
Posted 12 hours ago
The Pfister Hotel

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews
243
Accommodation
408 Holiday Homes
Lowest Price
NZ$322
Highest Price
NZ$729