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Top cities in Milwaukee County

A lighthouse at sunset with a calm sea and a pier extending into the water.
Vacation Rentals

Oak Creek

Oak Creek

Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Milwaukee County holiday rentals

An outdoor patio area with tables and chairs, surrounded by lush green ivy walls, and a brick building in the background.

1. The Plaza Hotel

The Plaza Hotel
3.0 star property
Downtown Milwaukee
8.8 out of 10, Excellent, (1,266 reviews)
"This place was very comfortable an cozy an the food in the cafe was amazing definitely worth the money an ill be staying there again"
United States
Savannah
The price is £110
includes taxes & fees
1 Dec - 2 Dec
The Plaza Hotel
A multi-story building with a prominent entrance, large windows, and a flag.

2. Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5

Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
Downtown Milwaukee
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and quiet. Out host communicated very well in advance and during our stay."
United States
David B.
The price is £124
includes taxes & fees
18 Nov - 19 Nov
Luxury Downtown Apt with Parking, Gym, and Lap Pool · Sleeps 4-5
A modern kitchen with a large island, built-in appliances, and ample natural light.

3. East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4

East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
Downtown Milwaukee
10.0 out of 10, Exceptional, (3 reviews)
"We enjoyed our stay at East Side Luxury apartments. Everything was as advertised and it was great staying close to Brady St. We would definitely stay here again."
United States
Greg W.
The price is £98
includes taxes & fees
16 Nov - 17 Nov
East Side Luxury 1BR Apt - Near Brady St with Balcony and Lounge | Sleeps 4
A spacious indoor area with a high ceiling, metal beams, and a central seating area with sofas.

4. Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8

Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
Westown
9.0 out of 10, Wonderful, (8 reviews)
"Great location & would stay again next in town!"
United States
Mary W.
The price is £103
includes taxes & fees
16 Nov - 17 Nov
Cream City Industrial Loft Near Fiserv with Parking | Suite 4 | Sleeps 8
A modern kitchen with a large island, dark cabinetry, stainless steel appliances, and a city view through large windows.

5. Modern Luxury 1BR Apt with Rooftop, Gym, and Parking

Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
Westown
9.6 out of 10, Exceptional, (15 reviews)
"Great place, easy stay, awesome to have a parking spot, we can't wait to stay again!"
United States
Nicole S.
The price is £103
includes taxes & fees
22 Nov - 23 Nov
Modern Luxury 1BR Apt with Rooftop, Gym, and Parking
A modern urban street with multi-story buildings, a traffic light, and a crosswalk.

6. Downtown Eastside gem near Fiserv Forum Water St Brady St

Downtown Eastside gem near Fiserv Forum Water St Brady St
Downtown Milwaukee
8.8 out of 10, Excellent, (68 reviews)
"Very nice condo, clean and spacious. Loved spending time on the balcony watching the busy street. Host was very responsive and nice. Lots of near by shops and fun things. Very secure building, overall nice stay."
United States
Jenna N.
The price is £242
includes taxes & fees
15 Nov - 16 Nov
Downtown Eastside gem near Fiserv Forum Water St Brady St
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a table and chairs.

7. Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird
Westown
9.2 out of 10, Wonderful, (9 reviews)
"Nice place great location"
United States
Kevin
The price is £95
includes taxes & fees
16 Nov - 17 Nov
Deer District Studio Apt - One Block from Fiserv and Baird
A modern kitchen with white cabinets, a stainless steel stove, and a wooden countertop.

8. Remodeled Home - Steps from Brady Street!

Remodeled Home - Steps from Brady Street!
Downtown Milwaukee
10.0 out of 10, Exceptional, (13 reviews)
"Nice place, close to Brady Street."
United States
Kevin M.
The price is £197
includes taxes & fees
18 Nov - 19 Nov
Remodeled Home - Steps from Brady Street!
A modern living room with a sofa, armchairs, a coffee table, and a TV.

9. Westown Studio Apt Near Fiserv, Baird, and Theater District

Westown Studio Apt Near Fiserv, Baird, and Theater District
Westown
9.6 out of 10, Exceptional, (8 reviews)
"Great location, clean, comfortable, highly recommend."
United States
Patrick H.
The price is £94
includes taxes & fees
14 Dec - 15 Dec
Westown Studio Apt Near Fiserv, Baird, and Theater District
A hotel room with a bed, a sofa, a chair, a TV, a desk, and a balcony with a view of buildings.

10. Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6

Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
Fifth Ward
10.0 out of 10, Exceptional, (9 reviews)
"Loved our stay here! Clean, comfortable, and very easy!"
United States
Erin G.
The price is £119
includes taxes & fees
17 Nov - 18 Nov
Walker`s Point Designer 2BR · Prime Location with Balcony and Gym · Sleeps 6
A modern living room with two sofas, a coffee table, and a floor lamp.

11. Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable

Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
Downtown Milwaukee
9.0 out of 10, Wonderful, (9 reviews)
"Great spot in Milwaukee! Everything was smooth and easy. Definitely would stay here again."
United States
Matt G.
The price is £128
includes taxes & fees
15 Dec - 16 Dec
Downtown Luxe 2BR Loft Apt | Sleeps 8 | Walkable
A modern kitchen with a central island, stainless steel appliances, and bar stools.

12. Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4

Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
Bay View
10.0 out of 10, Exceptional, (2 reviews)
"We adored this property. The area was great."
United States
Nicole W.
The price is £99
includes taxes & fees
19 Nov - 20 Nov
Bay View Designer 1BR · Best Location with Balcony, Gym, and Terrace · Sleeps 4
A modern living room with leather sofas, a round coffee table, and a large potted plant.

13. Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4

Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
Downtown Milwaukee
8.4 out of 10, Very good, (6 reviews)
"Well located and convenient. Great communication! Relaxing and easy!"
United States
Tanya
The price is £98
includes taxes & fees
15 Nov - 16 Nov
Third Ward Apt Near Summerfest with Gym and Balcony | Sleeps 4
A beach with people walking and swimming, a lifeguard tower, and a clear sky.

14. 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 £194
includes taxes & fees
15 Nov - 16 Nov
2bed 1.5bath House, Lower Eastside, King Bed, Fire Pit, Sleeps 6
A wooden structure with a black latch, partially covered in snow, against a brick wall.

15. Spacious Studio near Brady St

Spacious Studio near Brady St
Lower East Side
10.0 out of 10, Exceptional, (1 review)
"It was fine"
United States
M E.
The price is £141
includes taxes & fees
30 Nov - 1 Dec
Spacious Studio near Brady St
A modern kitchen with white cabinets, stainless steel appliances, and a bar area with stools.

16. Monthly Stays in Historic MKE | 3BR + Parking

Monthly Stays in Historic MKE | 3BR + Parking
Downtown Milwaukee
10.0 out of 10, Exceptional, (34 reviews)
"Fantastic location next to Brady St. Great host!"
United States
Michael R.
The price is £323
includes taxes & fees
15 Nov - 16 Nov
Monthly Stays in Historic MKE | 3BR + Parking
A casino interior with neon lighting, slot machines, and a sign for Potawatomi Casino Hotel.

17. Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath

Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
Brewers Hill
10.0 out of 10, Exceptional, (4 reviews)
"It was a great stay. The home is super clean, in a good location and it has everything you need! "
United States
Michele S.
The price is £177
includes taxes & fees
19 Nov - 20 Nov
Stunning Brewers Hill Retreat with 2 bedrooms & 1 bath
A hotel room with a bed, a TV mounted on the wall, a wooden door, and a small table with a plant.

18. Walk to Tosa Village | Cafés & Shops | King Bed

Walk to Tosa Village | Cafés & Shops | King Bed
Wauwatosa
8.6 out of 10, Excellent, (17 reviews)
"Very clean and comfortable in an ideal location"
United States
Margaret M.
The price is £250
includes taxes & fees
16 Nov - 17 Nov
Walk to Tosa Village | Cafés & Shops | King Bed
A modern kitchen with white cabinets, a wooden island with stools, pendant lighting, and a view of the outdoors.

19. Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.

Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
Lower East Side
9.6 out of 10, Exceptional, (19 reviews)
"Overall amazing stay, so grateful for the host and would go again. Amazing place, great location and good parking nearby. "
United States
Thiago B.
The price is £314
includes taxes & fees
16 Nov - 17 Nov
Cozy place on Brady St. Short distance to Fiserv Forum, Summer Fest, Lake Front.
A courtyard with a wooden fence, a gravel path, and a variety of plants.

20. 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 £290
includes taxes & fees
17 Nov - 18 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
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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Find holiday rentals that suit your style

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Aparthotels
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Top Milwaukee County Hotel Reviews

A multi-story hotel with a prominent sign at the top.
Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown

Drury Plaza Hotel Milwaukee Downtown
Downtown Milwaukee

10/10 Excellent

The staff are always great
United Kingdom
Christopher
Reviewed June 19, 2026
Drury Plaza Hotel Milwaukee Downtown

Find out more about Milwaukee County

Everything you need to know about Milwaukee County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milwaukee County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milwaukee County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Milwaukee County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukee County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milwaukee County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milwaukee County holiday rentals we have selected for you start as low as £110 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Milwaukee County rentals

At Expedia, we put the best Milwaukee County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Milwaukee County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milwaukee County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milwaukee County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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