Milwaukee Holiday Rentals

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Holiday Rentals in Milwaukee

Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (30)
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Bathtub, hair dryer, towels
10min to DT + Fire Pit + Home Gym + Shuffleboard
10.0 out of 10, Exceptional, (7)
"We were in MKE for an extended family gathering and this home was perfect for our party of six. Clean, well maintained, with everything we needed to feel comfortable. Good communication with hosts. We will stay here again when visiting the area. Highly recommend."
The price is NZ$772
per night
21 May - 22 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
Exterior
15 minutes to anywhere in and around Milwaukee.
10.0 out of 10, Exceptional, (14)
"Very clean and cozy. Perfect for two or three people. It is a basement apartment but nice windows so it doesn't feel totally under ground. The hosts live upstairs and are very nice! Nice area outside if you want to hang out outdoors. I will definitely stay here again."
The price is NZ$270
per night
19 May - 20 May
15 minutes to anywhere in and around Milwaukee.
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Fridge, microwave, oven, stovetop
Large, Private 3 Br Home | Ideal Location
10.0 out of 10, Exceptional, (14)
"I looked at a bunch of options before settling on this VRBO. It was just my adult daughter and I so we had plenty of room. The living room was a great place for us to spend most of our time together. We each had our own rooms for privacy. Didn't cook but we could have as the kitchen was well appointed. The bed was more comfortable than my bed at home. I loved the bedding. Didn't get that icky feeling when laying in the bed like at most other establishments. Just rested comfortably in the soft,...
The price is NZ$371
per night
2 Jun - 3 Jun
Large, Private 3 Br Home | Ideal Location
Fridge, microwave, oven, stovetop
Eclectic, Stylish, and Cozy Milwaukee Unit!
10.0 out of 10, Exceptional, (3)
"This is the second time we’ve stayed at this place. Roomy, fun, clean and nicely redone. Will definitely book here again on our next trip up Thank you!"
The price is NZ$560
per night
22 May - 23 May
Eclectic, Stylish, and Cozy Milwaukee Unit!
Property grounds
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
10.0 out of 10, Exceptional, (12)
"We enjoyed the games in the basement and easy walk to coffee shop and restaurants in Wauwatosa. Comfortable beds and lots of room to spread out."
The price is NZ$649
per night
19 May - 20 May
Safe location lively Wauwatosa and within 10 min of what Milwaukee has to offer.
Exterior
Booth Lower · Beautiful Victorian, Amazing View!
10.0 out of 10, Exceptional, (13)
"We had a lovely stay in MKE, the house was clean, roomy, well-decorated and in an amazing neighborhood. The owners left us a coffee cake upon arrival for breakfast, which was a super nice touch. Thank you for a great first time in your city! We will be back!"
Booth Lower · Beautiful Victorian, Amazing View!
Exterior
Booth Upper · Amazing view, Modern Space
10.0 out of 10, Exceptional, (25)
"Great view of the city, property was adequately stocked."
Booth Upper · Amazing view, Modern Space
Fridge, microwave, oven, stovetop
Walker's Point House Near Downtown Milwaukee
10.0 out of 10, Exceptional, (16)
"Easy clean and nice"
Walker's Point House Near Downtown Milwaukee
Smart TV
Cozy 5-Bedroom Home in Milwaukee
10.0 out of 10, Exceptional, (1)
"Very clean. Very spacious. Great location. Only issue only one bathroom. If you’re okay with that it’s a perfect place. A lot of space and many food options in walking distance close to the airport."
Cozy 5-Bedroom Home in Milwaukee
Private kitchen
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
10.0 out of 10, Exceptional, (3)
"We loved this property! Five of us stayed for the night and had everything we needed! The apartment is spacious, has a large variety of sleeping options and is extremely clean. The decor looks exactly like the photos (even better in person!) and has all the amenities you will need, including a washer and dryer if need be. Check in was simple and seamless. The neighborhood was clean and felt very safe. The host is wonderful. She communicates quickly and was able to answer all of our questions. We...
The price is NZ$826
per night
20 May - 21 May
Modern and Luxurious Milwaukee Home Centrally Located Near Local Amenities!
Fridge, microwave, oven, stovetop
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
10.0 out of 10, Exceptional, (1)
"The place was as advertised and was clean and great for our group."
The price is NZ$980
per night
22 May - 23 May
Spacious Home Perfect for Families & Groups: Near Fiserv Forum & Brady Street!
Property grounds
Sunny 3 BR Craftsman Bungalow | Bay View
10.0 out of 10, Exceptional, (13)
"My husband and our two kids, aged 21 and 18, stayed here for spring break. The house is beautiful. Exactly as advertised. The property managers were very helpful and repos we quickly to any questions. Check in and check out were easy. We stayed here for a Bucks game and the location was excellent to get to and from Fiserv center. Highly recommend."
Sunny 3 BR Craftsman Bungalow | Bay View
Fridge, microwave, dishwasher, coffee/tea maker
Retro, enjoyable home ready for your stay.
10.0 out of 10, Exceptional, (24)
"Loved the pool table"
Retro, enjoyable home ready for your stay.
Property grounds
Beautiful Waukesha Home
10.0 out of 10, Exceptional, (5)
"Perfect space for my friends & I! We had a great time. The pictures of the home is very accurate and the house was very clean. We enjoyed our stay & I would highly recommend booking."
The price is NZ$891
per night
19 May - 20 May
Beautiful Waukesha Home
Living area
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
10.0 out of 10, Exceptional, (13)
"Great place for the entire crew. Beautiful spot across from park, great access to our son’s wedding in Bayview and a great house. Owner Kyle was amazing and very accomodating."
The price is NZ$2,761
per night
31 May - 1 Jun
Schlitz Castle: Huge 5BR/4BA Sleeps 12 w/ Double Kitchens & Living Rooms
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (178)
"Lots to do, lots of space, very cool property"
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Exterior
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
9.8 out of 10, Exceptional, (52)
"Great communication and flexibility by owner. It had everything we needed to celebrate 80th bday. Definitely recommend for your next family gathering!!"
Step right up, step right up! Welcome to the grand, the unique, the unparalleled
Dining
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
9.8 out of 10, Exceptional, (218)
"Nice and clean lodging with great location to Downtown, Third Ward, East Side, and Lake front of Milwaukee!!"
Historic House, Frank Lloyd Wright-Designed House In Milwaukee, WI
Fitness facility
Urban Oasis minutes to Fiserv, Summerfest & more
9.8 out of 10, Exceptional, (7)
"This rental is gorgeous and spacious. The host was great with communication. Great stay."
The price is NZ$408
per night
20 May - 21 May
Urban Oasis minutes to Fiserv, Summerfest & more
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See all available properties in 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.

Other types of properties in Milwaukee you may be interested in

Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1627)
"Great hotel! Wonderful, interesting decor, always clean and comfortable. The staff is helpful and friendly. My home away from home when I travel to Milwaukee."
The price is NZ$255
per night
27 May - 28 May
Saint Kate - The Arts Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, (1296)
"We celebrated my wife's birthday with a high speed ferry trip from Muskegon to Milwaukee. We stayed at the Pfister. It was an outstanding experience from start to finish. We stayed on the historic side of the hotel. Rooms were beautiful, the staff most helpful, internal dining options outstanding and the amenities were top notch. Pool on the 23rd floor was a bonus. Location was perfect. Worth every penny. The experience was so nice that we stopped noticing that there were renovations going on....
The price is NZ$343
per night
17 May - 18 May
The Pfister Hotel
Front of property - evening/night
Hyatt Regency Milwaukee
4.0 star property
8.2 out of 10, Very good, (1183)
"Great hotel...friendly staff...nice room...Aloha and Theresa took great care of me....thx for the outstanding service..."
The price is NZ$206
per night
27 May - 28 May
Hyatt Regency 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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milwaukee holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milwaukee. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milwaukee. Seeing all the best attractions is bound to make you fall in love with Milwaukee. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milwaukee short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Milwaukee?

Yes, there are holiday rentals in Milwaukee close to Betty Brinn Children's Museum, 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 art scene and great live music. The lively festivals and fascinating museums 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?

Step right up, step right up! Welcome to the grand, the unique, the unparalleled: This highly rated holiday home rental in Milwaukee is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 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 an arcade/games room. Some other top choices in Milwaukee are Large, Private 3 Br Home | Ideal Location and Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description.

How many holiday rentals are there in Milwaukee?

Choose from 533 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 Veterans Park are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include American Family Field and Pabst Theater.

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.

Recent reviews of Milwaukee properties
Expedia verified reviews

Fairfield Inn & Suites by Marriott Milwaukee West

Fairfield Inn & Suites by Marriott Milwaukee West

5/5 Excellent
"Nice place. Walking distance to Miller Park, which is why we were in town."
A verified traveller stayed at Fairfield Inn & Suites by Marriott Milwaukee West
Posted 1 day ago
Fairfield Inn & Suites by Marriott Milwaukee West