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Holiday Homes in Milwaukee

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Milwaukee holiday homes

A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

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

The Nohl | A Lake Effect Stay Near Brady Street
Lower East Side
The price is €238
includes taxes & fees
14 Oct - 15 Oct
The Nohl | A Lake Effect Stay Near Brady Street
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

2. Quiet House

Quiet House
Milwaukee
7.6 out of 10, Good, (22 reviews)
"The house was clean, the neighborhood was quiet. The house was very close to the Baird center and other places we wanted to visit."
United States
Steven
The price is €192
includes taxes & fees
26 Oct - 27 Oct
Quiet House
A modern living room with a sofa, a coffee table, and a TV with a mirror above it.

3. Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room

Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
Westown
10.0 out of 10, Exceptional, (1 review)
"Great location. Secure building. Well maintained and clean. Responsive host via text."
United States
Irvin J.
Serene 3-Bedroom Milwaukee Retreat Basketball Court & Fitness Room
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

4. 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.
The price is €358
includes taxes & fees
18 Oct - 19 Oct
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
A room with a wooden floor, a television on a stand, a white door, and a window with a view of buildings outside.

5. Best location in Milwaukee! Upper Duplex Unit

Best location in Milwaukee! Upper Duplex Unit
Downtown Milwaukee
8.6 out of 10, Excellent, (25 reviews)
"Overall good stay in a charming Milwaukee duplex. Primary bedroom could use some blackout curtains. Shower/tub is a little small."
United States
Laura R.
The price is €155
includes taxes & fees
14 Oct - 15 Oct
Best location in Milwaukee! Upper Duplex Unit
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

6. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (12 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is €251
includes taxes & fees
19 Oct - 20 Oct
Remodeled Home - Steps from Brady Street!
Interior

7. 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 €291
includes taxes & fees
2 Nov - 3 Nov
The Pink Lady - Stylish Walker’s Point Home
A spacious living room with a large TV, a wooden coffee table, and a gray sofa. There is a dining area with a table and chairs, and a kitchen area with a fridge and a microwave.

8. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (13 reviews)
"The house was a good location, clean and perfect for our stay during Summerfest."
United States
Brianna E.
The price is €332
includes taxes & fees
14 Oct - 15 Oct
Barclay House in Walker's Point
Private kitchen

9. 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, (7 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 €268
includes taxes & fees
1 Nov - 2 Nov
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

10. Three Bedroom Upper

Three Bedroom Upper
Riverwest
9.6 out of 10, Exceptional, (106 reviews)
"Close to everything in Milwaukee"
United States
Terri E.
The price is €211
includes taxes & fees
14 Oct - 15 Oct
Three Bedroom Upper
A modern living room with a sofa, a coffee table, and a television mounted on the wall.

11. Near Lake Michigan • Coffee Bar • Workspace

Near Lake Michigan • Coffee Bar • Workspace
Milwaukee
The price is €453
includes taxes & fees
14 Oct - 15 Oct
Near Lake Michigan • Coffee Bar • Workspace
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

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, (39 reviews)
"Great place to stay in Milwaukee! The house was clean and very well stocked with everything we could need! I didn’t realize someone lived upstairs, but there wasn’t any issues with it. The neighborhood was close to many great things to do We would definitely stay here again!"
United States
Jenna H.
The price is €393
includes taxes & fees
19 Oct - 20 Oct
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

13. 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, (44 reviews)
"Great location to Brady Street."
United States
Andrew C.
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
A dining area with a table set for two, a coffee maker, and a window with blinds.

14. 1BR Pro Flat + Office; near Hospitals. Garage + Yard

1BR Pro Flat + Office; near Hospitals. Garage + Yard
Fair Park
1BR Pro Flat + Office; near Hospitals. Garage + Yard
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

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

Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
Upper East Side
9.2 out of 10, Wonderful, (13 reviews)
"Great stay!The house was perfect for us with an excellent location."
United States
Mike G.
The price is €298
includes taxes & fees
14 Oct - 15 Oct
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A metal-framed table with a wooden top, mesh storage compartments, and a vase with flowers.

16. Quiet Bay View Getaway

Quiet Bay View Getaway
Town of Lake
8.0 out of 10, Very good, (1 review)
"Having to navigate the stairs to the basement at our age was a little difficult and could use a kitchen sink but other than that it was fine."
United States
Carl B.
Quiet Bay View Getaway
A courtyard with a wooden fence, a gravel path, and a variety of plants.

17. 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
9.4 out of 10, Exceptional, (75 reviews)
"Clean, strong communication, great location. Thank you!"
United States
Jenna L.
The price is €356
includes taxes & fees
14 Oct - 15 Oct
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A single-story house with a green exterior, a front porch, and a garage.

18. King Bed • Vintage Urban Oasis • Near MKE Airport

King Bed • Vintage Urban Oasis • Near MKE Airport
Town of Lake
"Small place perfect for a solo traveler or a small family. Cute mix of old and new furnishings and decor. Updated fixtures and appliances. Had everything needed in the kitchen space to grocery shop and eat it. I was traveling for work and needed a home away from home without much fuss and this place checked at the boxes.."
United States
Rachel C.
King Bed • Vintage Urban Oasis • Near MKE Airport
A Victorian-style house with a prominent front staircase, multiple windows, and lush greenery.

19. Classic Victorian with modern amenities in the heart of Downtown Milwaukee

Classic Victorian with modern amenities in the heart of Downtown Milwaukee
Downtown Milwaukee
8.8 out of 10, Excellent, (11 reviews)
"Perfect location had a great time "
United States
Andrew H.
Classic Victorian with modern amenities in the heart of Downtown Milwaukee
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

20. 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, (18 reviews)
"Beautiful house, excellent location, attentive host! It was a great stay! "
United States
Cary W.
The price is €497
includes taxes & fees
14 Oct - 15 Oct
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
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

Days Inn & Suites by Wyndham Milwaukee

Days Inn & Suites by Wyndham Milwaukee

10/10 Excellent
"I appreciated the luggage holding and shuttle services. Free breakfast was a standard continental type breakfast."
Angela 1-night trip
Posted 15 hours ago
Days Inn & Suites by Wyndham Milwaukee

Find out more about Milwaukee

Milwaukee Holiday Homes information

Number of reviews
261
Accommodation
342 Holiday Homes
Lowest Price
€155
Highest Price
€497