Compare Milwaukee Vacation Rentals

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Milwaukee Rentals

The Plaza Hotel

The Plaza Hotel

3 out of 5
1007 N Cass Street Milwaukee WI
0.42 mi from city center
The price is $214 total per night
$214 total
per night
Jun 21 - Jun 22
Guests of The Plaza Hotel enjoy free WiFi in public areas, meeting rooms, and laundry facilities. Self parking is available for USD 15.00 per night. The 24-hour front desk has staff standing by to help with tours/tickets and luggage storage. This smoke-free aparthotel also has a vending machine.
Kitchen
Pet friendly
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond

Caledonia WI
15.19 mi from city center
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this beach vacation home include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Kasa Westown Milwaukee

Kasa Westown Milwaukee

4 out of 5
840 West Juneau Avenue Milwaukee WI
0.95 mi from city center
The price is $241 total per night
$241 total
per night
Jun 21 - Jun 22
Guests staying at Kasa Westown Milwaukee enjoy a gym, a rooftop terrace, and free WiFi in public areas. Self parking is available for USD 13 per night. Additional amenities include a business center, an arcade/game room, and express check-out.
Kitchen
Washer
17-acre hunting/fishing grounds, indoor pool, hot tub, private lake, sleeps 18

17-acre hunting/fishing grounds, indoor pool, hot tub, private lake, sleeps 18

New Berlin WI
14.03 mi from city center
Guests of this vacation home enjoy features like an indoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities, barbecue grills, and a garden.
Pool
Hot Tub
Quiet House

Quiet House

Milwaukee WI
2.07 mi from city center
The price is $209 total per night
$209 total
per night
Jun 22 - Jun 23
This vacation home is a smoke-free vacation home.
Kitchen
Fireplace
Deer District Studio Apt - One Block from Fiserv and Baird

Deer District Studio Apt - One Block from Fiserv and Baird

Milwaukee WI
Free Cancellation
0.51 mi from city center
The price is $170 total per night
$170 total
per night
Jun 18 - Jun 19
Guests staying at this apartment enjoy a gym, an arcade/game room, and laundry facilities.
Kitchen
Washer
Cozy Modern Apartment w/ Parking – Close to Downtown

Cozy Modern Apartment w/ Parking – Close to Downtown

Milwaukee WI
1.82 mi from city center
The price is $170 total per night
$170 total
per night
Jun 22 - Jun 23
At this apartment, guests have access to features like laundry facilities.
Kitchen
Washer
Luxury 5BR Retreat w/ Indoor Pool, Theater Room, Massive Kitchen – Sleeps 12+

Luxury 5BR Retreat w/ Indoor Pool, Theater Room, Massive Kitchen – Sleeps 12+

River Hills WI
10.48 mi from city center
At this vacation home, guests have access to features like laundry facilities.
Pool
Washer
Rustic Riverside A-Frame Retreat: Secluded Charm.

Rustic Riverside A-Frame Retreat: Secluded Charm.

Racine WI
18.08 mi from city center
Guests staying at this cabin have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment

Beautiful English Mansion, 1/4 mile from Lake and close to Arts & Entertainment

Milwaukee WI
2.64 mi from city center
Guests of this vacation home enjoy features like a gym, a hot tub, and an arcade/game room. Transportation is made easy with limo/town car service. Other amenities at this family-friendly vacation home include laundry facilities, local meal delivery service, and barbecue grills.
Hot Tub
Kitchen
Wooded Hills/Indoor Pool/Hot Tub/Arcade

Wooded Hills/Indoor Pool/Hot Tub/Arcade

Sussex WI
16.29 mi from city center
Guests staying at this vacation home enjoy an indoor pool, a sauna, and a hot tub. Additional amenities include laundry facilities, a garden, and barbecue grills.
Pool
Hot Tub
Landing Apartments at Mayfair Collection

Landing Apartments at Mayfair Collection

4 out of 5
11221 Synergy Dr Ste 100 Milwaukee WI
7.85 mi from city center
Guests of Landing Apartments at Mayfair Collection enjoy a 24-hour gym, free WiFi in public areas, and coffee in a common area. Free parking is included with your stay. If you like to take your furry friend along on your adventures, this pet-friendly property offers an off-leash area and pet grooming services.
Kitchen
Washer
Don't see what you're looking for?
See all available properties in Milwaukee
View all properties
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.

Milwaukee Large Group Rentals

How to Book Vacation Rentals in Milwaukee



🏠 What is the best price for Milwaukee vacation rentals?

Milwaukee vacation rentals range in price, starting at $170 per night.


🏠 What types of vacation rentals in Milwaukee can I rent?

Orbitz offers a wide range of Milwaukee rentals so you can plan the perfect vacation. Whether you're on a budget or looking for luxury, our rentals include spots for families, couples, activities, leisure, summer, winter, and more. Explore unique property types available such as cabins, cottages, private vacation homes, and Milwaukee condo rentals.


🏠 Is it free to cancel my Milwaukee vacation rental with Orbitz?

Most vacation rentals are free to cancel when you do so before the cancellation deadline. However, cancellation policies vary by property. Non-refundable bookings will not receive a refund. We recommend booking with free cancellation in case your plans change.


🏠 How do I find the best deals to rent a Milwaukee vacation rental with Orbitz?

There are many different options for finding the best deal to suit your needs. Choose exclusive offers on rentals in various locations in Milwaukee. You can filter by price range, guest rating, property type, neighborhood, and more to customize your search and view the best deals for you.


🏠 How can I cancel my vacation rental booking through Orbitz?

Change of plans? We get it. You can cancel most vacation rentals bookings by getting in touch with the property manager. Sign in to your account and navigate to ‘My Trips’. Choose ‘Itinerary’ to view the property’s contact details. For questions and concerns, you can always visit our customer service portal.


🏠 What are the advantages of booking a vacation rental in Milwaukee?

Vacation rentals are your home away from home, offering a different kind of experience than traditional hotels. They’re often the best option if you're looking for more space, more privacy, and a place to make your own. Find homes for all kinds of stays with Orbitz. Plan group vacations with short-term rentals or choose from our Milwaukee apartments and enjoy an extended stay.


🏠 Why should I book my vacation rental with Orbitz in Milwaukee?

Orbitz offers incredible deals and offers on a large selection of vacation rentals as your one-stop-shop for travel. You’ll get rewards back with every booking, and when you book your stay along with a rental car, flight, or activity, our Milwaukee package deals will get you even more savings.