Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1108)
"Beautiful renovated hotel in quiet neighborhood. Will stay again. "
The price is NZ$341
includes taxes & fees
27 July - 28 July
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (87)
"Great place to stay! "
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
8.8 out of 10, Excellent, (8)
"Amazing property/location! Surrounding neighborhood and ambiance is very cool. Not a very upscale property/bedding/furniture. However, a fine tradeoff for price and ambience. The parking access during winter is also a nice touch"
The price is NZ$307
includes taxes & fees
30 July - 31 July
KLVG - Malt House

7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

9.8 out of 10, Exceptional, (207)
"Great place to stay! "
The price is NZ$1,677
includes taxes & fees
27 July - 28 July
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

9.6 out of 10, Exceptional, (240)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.4 out of 10, Very good, (42)
"Very clean and cozy!"
The price is NZ$324
includes taxes & fees
27 July - 28 July
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

9.0 out of 10, Wonderful, (2)
"We had an excellent family vacation at The Garden of Eden!!"
17-acre Private Oasis estate with, an indoor pool, and private lake, sleeps 16

KB - Prospec

3.0 star property
7.6 out of 10, Good, (7)
"Our stay was great. The property was at it was described and expected. The owner was available via text and communicated with me when I had questions. We would stay again!"
KB - Prospec

Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

The price is NZ$447
includes taxes & fees
6 Aug - 7 Aug
Charming 3-bedroom house with AC and WiFi in marvelous Milwaukee

Wooded Hills/Indoor Pool/Hot Tub/Arcade

9.8 out of 10, Exceptional, (47)
"We enjoyed our time there with the family very much! We wish the hot tub had been in place before our stay... the weather was nice enough. Seating around the pool would have been appreciated. All in all, a very nice place!!"
The price is NZ$3,247
includes taxes & fees
27 July - 28 July
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is NZ$881
includes taxes & fees
31 July - 1 Aug
Stunning Upscale Retreat - Steps From Everything

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (33)
"Great location and super comfortable "
The price is NZ$554
includes taxes & fees
27 July - 28 July
Downtown Eastside gem near Fiserv Forum Water St Brady St

Quiet House

9.0 out of 10, Wonderful, (2)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is NZ$409
includes taxes & fees
4 Aug - 5 Aug
Quiet House

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (12)
"We stayed here with family and had a great time. The home is lovely and well furnished! Neighborhood safe and close to all the popular spots!"
The price is NZ$910
includes taxes & fees
18 Aug - 19 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Washington Heights, Private basement room!

2.0 out of 10, (1)
"Booked the property and couldn’t reach the property manager. Didn’t return my emails and when I called number listed on the account it was the wrong number. Grateful that VRBO customer service managed to find me a hotel for the evening while I looked for another place to stay."
The price is NZ$185
includes taxes & fees
4 Aug - 5 Aug
Washington Heights, Private basement room!

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

2.0 star property
10.0 out of 10, Exceptional, (14)
"We had such a wonderful stay. The host included so many small details that made the house feel like a home. From the toiletries, to list of where everything was, to Carmel apples and Halloween to share with trick or treaters it felt like a such a comfortable space to be. "
The price is NZ$655
includes taxes & fees
4 Aug - 5 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Three bedrooms upstairs

9.6 out of 10, Exceptional, (66)
"Style is amazing I liked it, good place."
The price is NZ$435
includes taxes & fees
27 July - 28 July
Three bedrooms upstairs

Eclectic, Stylish, and Cozy Milwaukee Unit!

2.0 star property
9.8 out of 10, Exceptional, (22)
"very spacious!"
The price is NZ$654
includes taxes & fees
27 July - 28 July
Eclectic, Stylish, and Cozy Milwaukee Unit!

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

MKE Pleasure Paradyz - BDSM - Adult Themed Cottage

Rustic Riverside A-Frame Retreat: Secluded Charm.

10.0 out of 10, Exceptional, (12)
"Happy Place, immaculate, well designed, nice mattress, fun easy place with friends"
Rustic Riverside A-Frame Retreat: Secluded Charm.
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

Frequently asked questions

Are there holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Discovery World, or you can select a more secluded option if you're looking for a relaxing stay. Travellers who like culture and the arts give Milwaukee high marks for its great live music and acclaimed theatre scene. The fascinating museums and lively festivals are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Milwaukee has to offer?

Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10: This highly rated holiday home rental in Milwaukee is located next to a golf course, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. Some other top choices in Milwaukee are Charming 5-bedroom house in Cedarburg and 7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool.

How many holiday rentals are there in Milwaukee?

Choose from 561 Expedia holiday rentals in Milwaukee for a memorable holiday.

What can I see and do in Milwaukee?

Cultural attractions include Marcus Center for the Performing Arts and Riverside Theater, whereas Lake Michigan and Cathedral Square are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Pabst Theater and Milwaukee Public Market.

What’s a holiday rental in Milwaukee like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Milwaukee. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.