Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

The Plaza Hotel
Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1050)
"Cool little hotel! Old style building but clean and well maintained! Really great, quiet stay!!"
The price is AU$285
includes taxes & fees
26 Nov - 27 Nov
The Plaza Hotel
Kasa Westown Milwaukee
Fireplace
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is AU$154
includes taxes & fees
2 Dec - 3 Dec
Kasa Westown Milwaukee
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
Charming Riverwest Retreat
Living area
Charming Riverwest Retreat
9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (67)
"The house was very roomy and lots of places to hang out with family and friends. It was awesome that it was close to the lake. The owner had forgotten we were coming and didn’t have the refrigerator cleaned out and our check-in process was a little awkward because we didn’t have the keypad information. "
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Fridge, microwave, oven, stovetop
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (14)
"The property was a good place to stay at! I will say it was what we needed for everyone to stay and have a place to sleep. The only issue with was trying to fit a vehicle in the garage. We took my friends Tahoe and it was a tough spot to fit in the garage, which we can tell it’s meant for smaller vehicles. And there were a pair of eyelashes set out on the coffee table. But overall for anyone with a bigger family or group of friends that need somewhere to stay I would recommend this location!"
The price is AU$821
includes taxes & fees
24 Nov - 25 Nov
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
Exterior
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
8.0 out of 10, Very good, (9)
"We were unable to check in until several hours after the check in time due to a plumbing issue the host did not proactively communicate about. Host did not use the entry keypad code they requested we set. The listing indicated 7 bedrooms for a total of 2 king beds, 1 queen, 10+ twin beds, and additional futons. On arrival there was only 1 double bed, 10 twin beds, a couple of futons. We had to make alternate accommodations for half our group. The host did not respond to outreach at all the first...
The price is AU$1,299
includes taxes & fees
25 Nov - 26 Nov
Sleeps up to 30 people comfortably, there's karaoke pool table and so much more.
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.6 out of 10, Exceptional, (232)
"Communication with the property manager was excellent. Fabulous opportunity to experience a FLW home. The property could be challenging for seniors because there are no handrails associated with the steps in and outside the house."
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Fridge, microwave, oven, stovetop
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
9.6 out of 10, Exceptional, (53)
"Home was large and well appointed. Great central location for all the Milwaukee activities we did. "
The price is AU$619
includes taxes & fees
25 Nov - 26 Nov
Stunning Vintage/Modern Brady St Home! Very Walkable, Deck, Fire Pit, Great Find
Booth Upper · Amazing view, Modern Space
Exterior
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (35)
"Loved everything about this place. Spacious, nice, well stocked, great view of the city. Really liked how it was close enough to the city to get there in 10 minutes, but far enough to have some quiet and privacy. Not sure if I’ll ever visit Milwaukee again but I will definitely look for this place again if I do."
Booth Upper · Amazing view, Modern Space
Urban Oasis minutes to Fiserv, Summerfest & more
Interior
Urban Oasis minutes to Fiserv, Summerfest & more
8.8 out of 10, Excellent, (13)
"Great location, lovely, plant-filled space. Bummer that the shampoo and soap were empty in bathroom and there was nothing complimentary in kitchen beyond salt and pepper. Coffee filters, but no coffee or tea or anything. Very minimalist. Clean a d super comfortable."
The price is AU$362
includes taxes & fees
25 Nov - 26 Nov
Urban Oasis minutes to Fiserv, Summerfest & more
Nice three 3 bedroom unit with free parking and wi-fi
Fridge, microwave, oven, stovetop
Nice three 3 bedroom unit with free parking and wi-fi
6.0 out of 10, (18)
"Could use updated, but was clean and comfortable."
The price is AU$311
includes taxes & fees
20 Dec - 21 Dec
Nice three 3 bedroom unit with free parking and wi-fi
15 minutes to anywhere in and around Milwaukee.
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (29)
"Each summer two of my adult children and I go on a baseball excursion to a baseball stadium we haven't been to before. This was walking distance from American Family Park. Our hosts were friendly and helpful and our stay was comfortable. We had easy access by car to restaurants and entertainment venues. It was a great place to stay., "
15 minutes to anywhere in and around Milwaukee.
Walker's Point House Near Downtown Milwaukee
Outdoor dining
Walker's Point House Near Downtown Milwaukee
9.8 out of 10, Exceptional, (31)
"We were all very pleased with the property and the owner was very helpful. "
Walker's Point House Near Downtown Milwaukee
Location, Location in cedarburg
TV, fireplace
Location, Location in cedarburg
9.6 out of 10, Exceptional, (20)
"My sister and I enjoyed a day away, and it was the perfect spot for two 40-something moms looking to relax and connect. We spent most of our time walking to shops and restaurants in Cedarburg. Back at the house, we enjoyed its quiet location and slept very well. We hope to return! "
Location, Location in cedarburg
MKE Mansion - Both Wings
Outdoor dining
MKE Mansion - Both Wings
9.8 out of 10, Exceptional, (12)
"The house is exactly as listed. There were some small functional issues with the house that the landlord responded to immediately. All around great stay. "
The price is AU$2,295
includes taxes & fees
22 Dec - 23 Dec
MKE Mansion - Both Wings
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Terrace/patio
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
9.2 out of 10, Wonderful, (23)
"As listed, clean and perfect communication. Located a short walk from the shops on 68th and Wells, and a short drive to Marquette and downtown Milwaukee. "
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
Property grounds
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
10.0 out of 10, Exceptional, (22)
"Pleasant stay at a comfortable home. Thank you. "
Pewaukee Lake Home: Sunsets, Dogs & Good Vibes
Quaint Three-Bedroom Upper Level Duplex Apartment
Fridge, microwave, oven, stovetop
Quaint Three-Bedroom Upper Level Duplex Apartment
9.6 out of 10, Exceptional, (15)
"Unit was good size and clean. Enjoyed our trip!"
Quaint Three-Bedroom Upper Level Duplex Apartment
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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Other types of properties in Milwaukee you may be interested in

Hilton Milwaukee
Lobby
Hilton Milwaukee
4.0 star property
8.2 out of 10, Very good, (1024)
"Loved Millie and Katie Miller Pub and Grill was very welcoming Superb location"
The price is AU$175
includes taxes & fees
22 Dec - 23 Dec
Hilton Milwaukee
Saint Kate - The Arts Hotel
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1969)
"The property had a great vibe. The lounge area had really good entertainment all weekend."
The price is AU$233
includes taxes & fees
22 Dec - 23 Dec
Saint Kate - The Arts Hotel
The Pfister Hotel
Lobby
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1524)
"The Pfister never disappoints. Hotel is managed well as you always see the same friendly faces year after year. Special shout out to Dimorco, Dragonica, and Vlad. Super comfortable beds, quiet, and clean!"
The price is AU$267
includes taxes & fees
15 Dec - 16 Dec
The Pfister Hotel
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.
Beautiful view of the beach with palm trees

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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 acclaimed theatre scene and fascinating museums. The great live music 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?

Amazing Five Bedroom Milwaukee Vacation Home!!: This highly rated holiday home rental in Milwaukee offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a garden. Some other top choices in Milwaukee are Heated Pool, Hot Tub, Fishing Pond, Game Room, Weddings,Events!!Read Description and Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities! .

How many holiday rentals are there in Milwaukee?

Choose from 518 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 Veteran's Park 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.