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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Milwaukee holiday homes

A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

1. 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 £196
includes taxes & fees
28 Sept - 29 Sept
Remodeled Home - Steps from Brady Street!
A spacious hallway with wooden flooring, a central dining table with chairs, a chandelier, and a bookshelf with books.

2. 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 £167
includes taxes & fees
23 Sept - 24 Sept
Three Bedroom Upper
A spacious living room with a spiral staircase, wooden flooring, a large potted plant, and a modern air conditioning unit.

3. 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, (41 reviews)
"Nice location"
United States
Lyndsay K.
The price is £313
includes taxes & fees
23 Sept - 24 Sept
Fun, style & comfort Eastside downtown 4 bedroom townhome near attractions
A courtyard with a wooden fence, a gravel path, and a variety of plants.

4. 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 £297
includes taxes & fees
28 Sept - 29 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
A living room with a blue sofa, a round coffee table, and a view of a blue house through a large window.

5. 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 £407
includes taxes & fees
23 Sept - 24 Sept
Central location, newly remodeled, Backyard, Firepit, Hot Tub, A/C, Pet-Friendly
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

6. 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 £356
includes taxes & fees
24 Sept - 25 Sept
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
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.

7. Barclay House in Walker's Point

Barclay House in Walker's Point
Fifth Ward
10.0 out of 10, Exceptional, (11 reviews)
"Very nice and comfortable home."
United States
Tom L.
The price is £282
includes taxes & fees
1 Oct - 2 Oct
Barclay House in Walker's Point
A ping pong table in a room with a wooden floor, white walls, and a ceiling light fixture.

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

Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
Downtown Milwaukee
9.2 out of 10, Wonderful, (16 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.
The price is £398
includes taxes & fees
17 Oct - 18 Oct
Tranquil Downtown Haven | 3-Bed, 2-Bath Delight
A Victorian-style house with a prominent front staircase, multiple windows, and lush greenery.

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

Classic Victorian with modern amenities in the heart of Downtown Milwaukee
Downtown Milwaukee
8.6 out of 10, Excellent, (10 reviews)
"Perfect location had a great time "
United States
Andrew H.
The price is £465
includes taxes & fees
23 Sept - 24 Sept
Classic Victorian with modern amenities in the heart of Downtown Milwaukee
A living room with a ceiling fan, a sofa, a coffee table, and a dining area with a table and chairs.

10. 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)
"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 £327
includes taxes & fees
28 Sept - 29 Sept
Charming Bungalow / Heart of Bay View / Parking - Central Air - Deck
A beach with volleyball courts and people.

11. Rare East Side-2 min walk to UWM-Garage-Lake Mich

Rare East Side-2 min walk to UWM-Garage-Lake Mich
Upper East Side
9.8 out of 10, Exceptional, (8 reviews)
"A very comfortable, clean and peaceful environment."
United States
Joe C.
The price is £228
includes taxes & fees
23 Sept - 24 Sept
Rare East Side-2 min walk to UWM-Garage-Lake Mich
A living room with a sofa, a TV, a small table, and a chair.

12. A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex
3.0 star property
Milwaukee
The price is £518
includes taxes & fees
23 Sept - 24 Sept
A Quiet Escape Minutes From Downtown Milwaukee 3 Bedroom Duplex

13. 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 £225
includes taxes & fees
27 Sept - 28 Sept
The Bentley - Frida's Reign, Heart of Walkers Point w/Garage,Yard
A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

14. Quiet House

Quiet House
Milwaukee
7.8 out of 10, Good, (20 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 £159
includes taxes & fees
29 Sept - 30 Sept
Quiet House
A sculpture of a human figure made of interconnected metal pieces, placed on a concrete base with a view of the sunset over the sea.

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, (13 reviews)
"Great location and the host is fabulous!"
United States
Holly G.
The price is £228
includes taxes & fees
27 Sept - 28 Sept
Peaceful East Side-2 min UWM-Dining-Coffee-Parking

16. Large Victorian in Perfect Location!

Large Victorian in Perfect Location!
Downtown Milwaukee
10.0 out of 10, Exceptional, (34 reviews)
"Very nice house managed by very nice people. Will stay here again. "
United States
Robert S.
The price is £1,044
includes taxes & fees
24 Sept - 25 Sept
Large Victorian in Perfect Location!
A living room with a flat-screen TV, two sofas, a coffee table, and a large window with wooden frames.

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.
The price is £248
includes taxes & fees
23 Sept - 24 Sept
Sunny & Spacious 4BR East Side Stay ¦ Balcony ¦ Family-Friendly
A bedroom with a wooden bed, a nightstand, a dresser, and a painting on the wall.

18. EKO Stays | Downtown MKE Group Retreat Near Fiserv

EKO Stays | Downtown MKE Group Retreat Near Fiserv
Fifth Ward
8.0 out of 10, Very good, (1 review)
"The inside of the house was very nice and allowed our party of 10 (5 couples) plenty of room to hang out and sleep in five beds. We stayed at this location because of its close proximity to the third ward and various establishments that shuttle to the Brewer’s games. We were able to walk to the third ward and Fiserv Forum from the house. The host had great communication which made checking in and out very easy."
United States
Peter
The price is £669
includes taxes & fees
4 Oct - 5 Oct
EKO Stays | Downtown MKE Group Retreat Near Fiserv
A modern kitchen with light wood cabinets, a stainless steel refrigerator, a stove, and a marble countertop.

19. 3-bedroom bungalow with WiFi vibrant Milwaukee

3-bedroom bungalow with WiFi vibrant Milwaukee
Milwaukee
9.6 out of 10, Exceptional, (14 reviews)
"Beautiful property! We had a great stay!"
United States
VJ P.
The price is £346
includes taxes & fees
23 Sept - 24 Sept
3-bedroom bungalow with WiFi vibrant Milwaukee
A bedroom with a bed, a dresser, and a door.

20. Superb cozy 4-bedroom building in vibrant Milwaukee

Superb cozy 4-bedroom building in vibrant Milwaukee
Milwaukee
9.0 out of 10, Wonderful, (2 reviews)
"Place was good, it just needs a little bit more cleaning, things where dusty"
United States
Antonio A.
The price is £198
includes taxes & fees
5 Oct - 6 Oct
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

Saint Kate - The Arts Hotel

Saint Kate - The Arts Hotel

10/10 Excellent
"Great hotel! Great location!"
Susan 3-night trip
Posted 12 hours ago
Saint Kate - The Arts Hotel

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