Photo by Eric & Kristy's Adventures

South Milwaukee holiday homes

We found 560 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in South Milwaukee that are perfect for your trip. Whether you're travelling with a group or just with your pet, holiday homes have the best amenities for spending time at your holiday home, such as Wi-Fi and cable TV. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts – South Milwaukee

Showing deals for:8 Jan - 15 Jan

Dead Bird Brewery, only 3 blocks away — has vintage arcade games and vegan food.
Dining room has decorative fireplace, bar cart, and a variety of drinkware.
Front living room seating with view to front yard.
One of two bedrooms on main level, with two twin XL beds and closet.
Exceptional
(45 reviews)

Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side

Milwaukee

11% off
NZ$10,234
for 7 nights, 1 home
NZ$1,462 per night
includes taxes & fees
Spacious house, yard, hot tub & games — 1 mile to Downtown and the East Side
Living area
Terrace/patio
Exterior
Dining
Exceptional
(18 reviews)

Milwaukee Bayview Getaway with Private Hot Tub

Milwaukee

7% off
NZ$7,787
for 7 nights, 1 home
NZ$1,112 per night
includes taxes & fees
Milwaukee Bayview Getaway with Private Hot Tub
Dining
Outdoor dining
Interior
Exterior
Exceptional
(6 reviews)

Skyline House on the Hill - Downtown Milwaukee

Milwaukee

7% off
NZ$11,823
for 7 nights, 1 home
NZ$1,689 per night
includes taxes & fees
Skyline House on the Hill - Downtown Milwaukee
Living area
Living area
Dining
Room
Exceptional
(28 reviews)

Oak Park Bliss: 3BR, 2BA Gem

Milwaukee

7% off
NZ$5,381
for 7 nights, 1 home
NZ$769 per night
includes taxes & fees
Oak Park Bliss: 3BR, 2BA Gem
Cedar hot tub
Living area
Pool
Living area
Exceptional
(9 reviews)

Nautical Splash Pad, Spacious Home, Private Pool & Cedar Hot Tub.

Racine

7% off
NZ$11,124
for 7 nights, 1 home
NZ$1,589 per night
includes taxes & fees
Nautical Splash Pad, Spacious Home, Private Pool & Cedar Hot Tub.
Interior
Living area
Terrace/patio
Private kitchen
Exceptional
(41 reviews)

Newly renovated 3 bedroom home

Franklin

7% off
NZ$4,050
for 7 nights, 1 home
NZ$579 per night
includes taxes & fees
Newly renovated 3 bedroom home
Interior
Living area
Private kitchen
Exterior
Exceptional
(26 reviews)

Green Valley Homes - 2 BDRM Lower Apartment

Milwaukee

7% off
NZ$1,769
for 7 nights, 1 home
NZ$253 per night
includes taxes & fees
Green Valley Homes - 2 BDRM Lower Apartment
Dining
Exterior
Room
Living area
Exceptional
(34 reviews)

The Gem of Brewers Hill with hot tub and seasonal pool

Milwaukee

7% off
NZ$3,511
for 7 nights, 1 home
NZ$502 per night
includes taxes & fees
The Gem of Brewers Hill with hot tub and seasonal pool
Private kitchen
Terrace/patio
Room
Dining
Exceptional
(8 reviews)

Brady St Retreat! 4BR House w Patio & Fenced Yard

Milwaukee

6% off
NZ$3,187
for 7 nights, 1 home
NZ$455 per night
includes taxes & fees
Brady St Retreat! 4BR House w Patio & Fenced Yard
Private kitchen
Living area
Dining
Room
Exceptional
(17 reviews)

Spacious house, 8 mins downtown Sleeps 8 guests. Backyard

Milwaukee

7% off
NZ$5,177
for 7 nights, 1 home
NZ$740 per night
includes taxes & fees
Spacious house, 8 mins downtown Sleeps 8 guests. Backyard
Private kitchen
Dining
Exterior
Living area
Exceptional
(17 reviews)

Whole House in Bay View + Fenced-in Yard + Parking

Milwaukee

11% off
NZ$3,000
for 7 nights, 1 home
NZ$429 per night
includes taxes & fees
Whole House in Bay View + Fenced-in Yard + Parking
Interior
Interior
Dining
Lobby
Exceptional
(18 reviews)

Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking

Milwaukee

7% off
NZ$3,565
for 7 nights, 1 apartment
NZ$509 per night
includes taxes & fees
Huge condo in historic hotel near Lake Michigan/Parks/Festivals w/parking
Interior
Terrace/patio
Living area
Room
Exceptional
(17 reviews)

Spacious 3BR/2BA Townhome w/ Private Parking & Walkable East Side

Milwaukee

7% off
NZ$4,445
for 7 nights, 1 home
NZ$635 per night
includes taxes & fees
Spacious 3BR/2BA Townhome w/ Private Parking & Walkable East Side
New Paint!!!
Twilight!!
Dining Area
NEW!! 7 person hot tub
Exceptional
(233 reviews)

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

Caledonia

7% off
NZ$4,021
for 7 nights, 1 home
NZ$574 per night
includes taxes & fees
7 1/2 Acre Estate, Awesome Farm House with Heated Pool, Hot tub, Fishing Pond
Room
Living area
Private kitchen
Terrace/patio
Exceptional
(11 reviews)

Barclay House in Walker's Point

Milwaukee

8% off
NZ$3,489
for 7 nights, 1 home
NZ$498 per night
includes taxes & fees
Barclay House in Walker's Point
Private kitchen
Exterior
Interior
Bathroom
Exceptional
(5 reviews)

Stylish Studio in Walkers Point

Milwaukee

11% off
NZ$1,600
for 7 nights, 1 apartment
NZ$229 per night
includes taxes & fees
Stylish Studio in Walkers Point
Cozy living room with leather sofa, wood floors, and stylish dark accents
Exterior
Private kitchen
Cozy lounge corner beside a bright, stylish kitchen
Exceptional
(5 reviews)

Stylish Apt in Walker's Point

Milwaukee

11% off
NZ$2,107
for 7 nights, 1 apartment
NZ$301 per night
includes taxes & fees
Stylish Apt in Walker's Point

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the riverfront landscape of South Milwaukee

Enjoy the theatre scene and other features of South Milwaukee. This city's riverfront, bird watching and beaches draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in South Milwaukee

Are you looking for top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that South Milwaukee has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Henry W. Maier Festival Park (8.5 mi / 13.6 km)
  • Milwaukee Mile Speedway (10.8 mi / 17.3 km)
  • Milwaukee County Zoo (12.4 mi / 19.9 km)
  • Milwaukee County Sports Complex (7.1 mi / 11.4 km)
  • Crystal Ridge (7.6 mi / 12.2 km)
  • Racine Zoological Gardens (11.8 mi / 19 km)

Exploring the natural landscape of South Milwaukee

Whether you're looking for fun outdoor activities or just want to appreciate the scenery, South Milwaukee is a great place to get out in nature. These are some of the area's most enchanting natural features, all within 30 miles (48.2 km) of the city centre:

  • Boerner Botanical Gardens (8.8 mi / 14.1 km)
  • Mitchell Park Horticultural Conservatory (9.1 mi / 14.6 km)
  • Veteran's Park (9.3 mi / 15 km)
  • Cathedral Square (9.4 mi / 15.1 km)
  • North Beach Park (12.5 mi / 20.1 km)
  • Grant Park Beach (1 mi / 1.6 km)

Transport to and around South Milwaukee

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 3.4 mi (5.4 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Waukesha, WI (UES-Waukesha County), which is 21 mi (33.8 km) away.

Frequently asked questions

What is the best area to stay in South Milwaukee when booking a holiday rental?
When considering a holiday rental in South Milwaukee, a popular area to stay in is near the lakeside neighbourhoods, where you can enjoy a pleasant atmosphere and scenic views. This area features a variety of properties, from charming cottages to modern apartments, providing plenty of options for different preferences and budgets.Staying close to the shores of Lake Michigan offers easy access to beautiful parks and recreational areas. Notably, Grant Park is a local gem, boasting lovely walking trails, picnic spots, and even a stunning beach during the warmer months. Another highlight of the area is the South Milwaukee Performing Arts Centre, which showcases a range of cultural events and performances, making it a great spot for those interested in the arts.Additionally, the nearby downtown area is vibrant, featuring local shops and restaurants that reflect the community's spirit.
What is the most popular type of holiday rental accomodation in South Milwaukee?
In South Milwaukee, holiday houses and condos are the most popular types of holiday rentals, with several options available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and comfortable living areas for relaxation. Many rentals also include outdoor spaces such as patios or gardens, ideal for enjoying the pleasant Wisconsin weather. The proximity to local attractions, including the scenic shores of Lake Michigan and nearby parks, adds to the appeal of these accommodations, making them suitable for both families and groups looking to explore the area.
Are there any remote work holiday rentals in South Milwaukee?
In South Milwaukee, there are several holiday rentals suitable for remote work. Many properties in the area come equipped with essential amenities such as free Wi-Fi and internet access, ensuring a productive working environment. The neighbourhood boasts a mix of residential charm and convenient access to local attractions, making it a pleasant place to stay.Travellers can expect comfortable living spaces, often featuring dedicated work areas, which are ideal for those who need to balance work and leisure. Furthermore, the proximity to parks and recreational areas allows for breaks in nature, enhancing the overall experience of remote working in this vibrant community. To help narrow your search, insert your dates and apply the "WiFi" filter on Bookabach.
What are popular rental amenities in South Milwaukee?
In South Milwaukee, popular rental amenities include well-equipped kitchens, which allow travellers to prepare their own meals during their stay. Many properties also offer onsite parking, making it convenient for those who arrive by car. Additionally, rentals often feature decks or patios, providing outdoor spaces to relax and enjoy the surroundings. Given the area's proximity to the lake, some accommodations boast lakefront locations, allowing guests easy access to water activities and scenic views.
When is the best time to visit South Milwaukee for a holiday rental?
The best time to visit South Milwaukee for a holiday rental is during the peak season from May to July, with July being particularly popular. This vibrant period attracts families and outdoor enthusiasts eager to enjoy the area's beautiful parks and lakeside activities. The warm summer climate, typically ranging from 20 to 30 degrees Celsius, creates a friendly space for exploring the scenic trails and enjoying picnics by Lake Michigan.During these months, you'll find a range of events and festivals, providing ample opportunities for sightseeing and community engagement. Local attractions, such as the iconic South Milwaukee Performing Arts Centre, host a variety of performances that add to the lively summer vibe.If you're looking for a more budget-friendly option, consider visiting in January. While this month may be quieter, it offers a unique charm, allowing for peaceful winter walks and a chance to experience the area's local culture without the crowds.Ultimately, whether you prefer the bustling energy of summer or the tranquillity of winter, South Milwaukee has something to offer every traveller.
What are the top attractions in South Milwaukee?
In South Milwaukee, visitors can enjoy a variety of attractions that highlight the city's charm and natural beauty. The picturesque Lake Michigan shoreline is a key feature, with parks such as Grant Park offering scenic views, walking trails, and picnic areas. The park is known for its stunning ravines and proximity to the beach, making it a great spot for outdoor activities.The South Milwaukee Historical Society Museum provides insight into the local history and heritage, showcasing artefacts and exhibits that reflect the city's past. For those interested in local events, the city's downtown area often hosts community gatherings and festivals, enhancing the sense of community spirit.Additionally, the nearby South Milwaukee Performing Arts Centre offers cultural events and performances, making it a focal point for entertainment within the city.
Are all fees included in the South Milwaukee holiday homes prices shown on Bookabach?
Bookabach provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any South Milwaukee holiday homes with parking?
Bookabach offers a wide selection of holiday homes in South Milwaukee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for South Milwaukee holiday homes?
You can find great discounts on holiday homes in South Milwaukee on Bookabach, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my South Milwaukee holiday home booking on Bookabach?
To find South Milwaukee holiday rentals with free cancellation, just use Bookabach's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in South Milwaukee?
A long-stay holiday home in South Milwaukee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a South Milwaukee holiday home?
Book your South Milwaukee holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in South Milwaukee?
Prices for holiday homes in South Milwaukee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in South Milwaukee to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.