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Holiday Homes in Milwaukee

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Milwaukee holiday homes

Dining

1. Quiet House

Quiet House
Milwaukee
8.0 out of 10, Very good, (18 reviews)
"Great stay . Love the location "
United States
Laterrance G.
The price is €185
includes taxes & fees
31 Aug - 1 Sept
Quiet House
Private kitchen

2. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Great stay and great communication throughout. Would stay again, thank you!"
United States
David M.
The price is €236
includes taxes & fees
14 Sept - 15 Sept
Remodeled Home - Steps from Brady Street!
Interior

3. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (24 reviews)
"This property suited what we needed for our trip to Milwaukee"
United States
Janice B.
The price is €149
includes taxes & fees
31 Aug - 1 Sept
Best location in Milwaukee! Upper Duplex Unit
Room

4. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is €236
includes taxes & fees
31 Aug - 1 Sept
The Nohl | A Lake Effect Stay Near Brady Street
Interior

5. The Pink Lady - Stylish Walker’s Point Home

The Pink Lady - Stylish Walker’s Point Home
Fifth Ward
9.6 out of 10, Exceptional, (9 reviews)
"Great time. Fun place to stay"
United States
syed a.
The price is €273
includes taxes & fees
31 Aug - 1 Sept
The Pink Lady - Stylish Walker’s Point Home
Private kitchen

6. The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard

The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Fifth Ward
10.0 out of 10, Exceptional, (6 reviews)
"Loved our stay - owner thought of everything - toiletries, coffee, snacks, cell phone chargers and so much more! Will stay here again."
United States
Holly B.
The price is €249
includes taxes & fees
31 Aug - 1 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
Beach

7. 2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6

2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Downtown Milwaukee
10.0 out of 10, Exceptional, (1 review)
"Overall had the best stay with me and my 3 kids! The house was even better than the pictures. Cute decor, comfy beds, great kitchen amenities to make your stay feel right at home. The host provided clear, easy house and parking instructions! And a grocery store is a close, 5 minute for easy shopping trips. "
United States
Kristen M.
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
Interior

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

Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Lower East Side
9.6 out of 10, Exceptional, (37 reviews)
"Nice location"
United States
Lyndsay K.
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
Dining

9. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (102 reviews)
"Great stay comfortable place I would most definitely come back "
United States
Crystiana H.
The price is €203
includes taxes & fees
1 Sept - 2 Sept
Three Bedroom Upper
Living area

10. 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, (18 reviews)
"Had a great weekend stay. House was clean and cute and our host was very accommodating!"
United States
Renee W.
The price is €210
includes taxes & fees
7 Sept - 8 Sept
Charming 2-bedroom house with everything you need in the heart of West Allis
Property grounds

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

Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Lower East Side
9.6 out of 10, Exceptional, (73 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is €344
includes taxes & fees
31 Aug - 1 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Living area

12. Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck

Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Bay View
10.0 out of 10, Exceptional, (38 reviews)
"Home is immaculate and fully stocked. Hosts were so accomodating and thoughtful about treats, where things are located and making our stay stress-free."
United States
Pamela M.
The price is €376
includes taxes & fees
31 Aug - 1 Sept
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
Private kitchen

13. Modern 4BR Retreat w/ Workspace + Coffee Bar

Modern 4BR Retreat w/ Workspace + Coffee Bar
Milwaukee
6.0 out of 10, (2 reviews)
"The condo was very clean. Had a very nice coffee bar. Beds were comfortable. The internet was terrible. We count on it for work and we could not access it for the first 5 days of our day. Contacted the management company early in our stay & they were not able to help us. The initial 2 people that I dealt with had no idea where the router was located. Very frustrating! By the time we were able to access it & reboot it is was late in our stay. Even then the signal was weak. Left a day early. If...
United States
Joan B.
The price is €383
includes taxes & fees
1 Sept - 2 Sept
Modern 4BR Retreat w/ Workspace + Coffee Bar
Room

14. Workspace + Fireplace + Coffee Bar + Sleeps 12

Workspace + Fireplace + Coffee Bar + Sleeps 12
Milwaukee
2.0 out of 10, (1 review)
"Do NOT stay at this property! It is cheap but there is a reason! It is DIRTY and the only thing luxurious about this place is the decor they stuck in this place. The cleaners closely is the bare minimum with a couple dirty brooms in it. The entire place is cleaned with some prayers and clorox wipes which are in random dirty cabinets with open bags of sugar. Don't let the pictures fool you. It's not worth the cheap price. They didn't inform us that the main tv didn't have a remote and even with...
United States
Kristiana H.
The price is €378
includes taxes & fees
1 Sept - 2 Sept
Workspace + Fireplace + Coffee Bar + Sleeps 12
Property grounds

15. Peaceful East Side-2 min UWM-Dining-Coffee-Parking

Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Upper East Side
10.0 out of 10, Exceptional, (11 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
Peaceful East Side-2 min UWM-Dining-Coffee-Parking
Living area

16. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
9.8 out of 10, Exceptional, (10 reviews)
"Very nice and comfortable home."
United States
Tom L.
The price is €352
includes taxes & fees
19 Sept - 20 Sept
Barclay House in Walker's Point
Living area

17. Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.0 out of 10, Wonderful, (12 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Games room

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

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Downtown Milwaukee
9.2 out of 10, Wonderful, (15 reviews)
"Perfect family home in a quiet, picturesque neighborhood, close to all that Milwaukee has to offer (Fiserv, museums, restaurants and bars, and a nice grocery store). Ideal for Marquette Family Weekend or Graduation. Host is super gracious and responsive."
United States
Quinn M.
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Outdoor dining

19. House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!

House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Johnson Woods
9.6 out of 10, Exceptional, (43 reviews)
"Quite neighborhood located close to so many activities and venues it made our stay very enjoyable. The house was great, plenty of rooms for us to have our own privacy along with a great back yard to have a cook out and fire - look forward to staying there again next time we come to the Milwaukee area."
United States
Mark K.
The price is €398
includes taxes & fees
25 Sept - 26 Sept
House in Quaint Neighborhood near Downtown Milwaukee Pet-Friendly!
Private kitchen

20. Superb cozy 4-bedroom building in vibrant Milwaukee

Superb cozy 4-bedroom building in vibrant Milwaukee
Milwaukee
The price is €295
includes taxes & fees
29 Sept - 30 Sept
Superb cozy 4-bedroom building in vibrant Milwaukee
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

AmericInn by Wyndham Glendale/Milwaukee

AmericInn by Wyndham Glendale/Milwaukee

10/10 Excellent
"Had a great stay, after having to change plans the moment we got to Milwaukee. Thank the manger on site for all his help accommodating us in an emergency, with only one room left. The hotel breakfast was amazing, room, parking and wait staff did an excellent job. Again thank you for stepping up for the customer, I give you 5 Stars !"
Ricardo 2-night trip
Posted 3 hours ago
AmericInn by Wyndham Glendale/Milwaukee

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews
344
Accommodation
342 Holiday Homes
Lowest Price
€149
Highest Price
€398