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Top Holiday Rentals in Milwaukee

The Plaza Hotel

3.0 star property
8.8 out of 10, Excellent, (1123)
"Excellent location. "
The price is £141
includes taxes & fees
1 Sept - 2 Sept
The Plaza Hotel

Kasa Westown Milwaukee

4.0 star property
9.0 out of 10, Wonderful, (92)
"Property was clean and well appointed. We enjoyed our stay."
Kasa Westown Milwaukee

KLVG - Malt House

4.0 star property
9.0 out of 10, Wonderful, (9)
"Loved the uniqueness, location and cleanliness of the unit."
KLVG - Malt House

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

8.0 out of 10, Very good, (4)
"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

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

9.8 out of 10, Exceptional, (209)
"Great place to stay! "
The price is £639
includes taxes & fees
1 Sept - 2 Sept
7 1/2 Acre Estate, Fishing Pond, Events! Discounts! Weddings, Heated pool

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

Downtown Eastside gem near Fiserv Forum Water St Brady St

9.2 out of 10, Wonderful, (40)
"Great location and super comfortable "
The price is £253
includes taxes & fees
25 Aug - 26 Aug
Downtown Eastside gem near Fiserv Forum Water St Brady St

Newly Remodeled Home!! Five minutes from Downtown Milwaukee

8.2 out of 10, Very good, (43)
"House was clean and was very spacious."
The price is £148
includes taxes & fees
25 Aug - 26 Aug
Newly Remodeled Home!! Five minutes from Downtown Milwaukee

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

2.0 out of 10, (1)
"The doorbell was ripped off and there's a realtor's lock on the doorknob. The house was double booked and people that had it booked for Friday & Saturday were already there - I had it booked for Saturday night only. I was charged for the full amount & then got a partial refund, and the owner booked me for the following 2 nights after I had already driven home! After a call to VRBO, I did get a full refund and the other reservations were unauthorized and canceled. Be aware!"
The price is £186
includes taxes & fees
25 Aug - 26 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, (48)
"House was clean and spacious. Pool and extra amenities were great!"
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Three bedrooms upstairs

9.6 out of 10, Exceptional, (71)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is £225
includes taxes & fees
25 Aug - 26 Aug
Three bedrooms upstairs

Cozy 2 Bedroom Downtown Milwaukee Apartment

9.4 out of 10, Exceptional, (3)
"Cute apartment, good location. Less kitchenware than expected and it was scratched nonstick. Air conditioning is glorious - not throttled to lukewarm like some short term rentals. Owners are part of the no-topsheet trend, which has fans and non-fans. Mattresses are very comfortable. "
Cozy 2 Bedroom Downtown Milwaukee Apartment

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

2.0 star property
10.0 out of 10, Exceptional, (18)
"Wonderful stay - the hosts provided everything we could possibly need, and the home was in a great location. We will be back!"
The price is £299
includes taxes & fees
25 Aug - 26 Aug
Charming Bungalow / ❤️ of Bay View / Parking - Central Air - Deck - Washer/Dryer

Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

9.0 out of 10, Wonderful, (2)
"Everything was great!"
The price is £105
includes taxes & fees
14 Sept - 15 Sept
Cream City 2BR Apt - Just 3 Blocks to Fiserv with Gym and Parking

Stunning Upscale Retreat - Steps From Everything

9.8 out of 10, Exceptional, (27)
"Great location and super clean property. Highly recommend."
The price is £405
includes taxes & fees
25 Aug - 26 Aug
Stunning Upscale Retreat - Steps From Everything

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

9.6 out of 10, Exceptional, (241)
"Great property. Great host. "
Frank Lloyd Wright-Designed House In Milwaukee, WI, 4 Bed 2.5 Bath, Sleep10

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

9.4 out of 10, Exceptional, (61)
"Great house for 6 adults and 2 babies for a long weekend stay! An easy walk to shops, grocery stores and restaurants on Brady St and slightly longer but very nice walk to downtown and the riverwalk. Ample space, quiet surroundings and everything we needed for a nice weekend! "
The price is £286
includes taxes & fees
3 Sept - 4 Sept
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find

Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

10.0 out of 10, Exceptional, (2)
"Easy to work with and beautiful home! "
Spacious 5-bedroom house in awesome River Hills with an INDOOR POOL!

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

2.0 star property
9.8 out of 10, Exceptional, (13)
"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 £359
includes taxes & fees
27 Aug - 28 Aug
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

Quiet House

8.0 out of 10, Very good, (4)
"Great stay for attending Summerfest. Short trip to the festival. Place was tidy and comfortable."
The price is £189
includes taxes & fees
25 Aug - 26 Aug
Quiet House
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 lively festivals. The fascinating museums and acclaimed art scene 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?

Green bean casserole: This highly rated holiday home rental in Milwaukee has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Some other top choices in Milwaukee are Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find and Stunning Upscale Retreat - Steps From Everything.

How many holiday rentals are there in Milwaukee?

Choose from 564 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.