Milwaukee holiday homes

We found 1,224 holiday rentals — enter your dates for availability
Find the perfect place for you stay in Milwaukee by choosing from 553 houses, 320 apartments and other holiday rentals. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. No matter what you're looking for, you're sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts – Milwaukee (and vicinity)

Showing deals for:27 Nov - 4 Dec

Entryway. 2 closets. 1 full bath. access to garage and basement(off limits)
Kitchen. high end appliances. microwave, crock pot, dishes, cooking utensils
Living area
Tree House Fun.  With two swings underneath
Exceptional
(25 reviews)

Hot tub relaxing retreat. Large group gatherings! Business travel.

Kenosha

8% off
NZ$9,484
for 7 nights, 1 home
NZ$1,355 per night
includes taxes & fees
Hot tub relaxing retreat. Large group gatherings! Business travel.
Living area
Living area
Pool
Private kitchen
Exceptional
(10 reviews)

Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle

Oconomowoc

9% off
NZ$41,251
for 7 nights, 1 home
NZ$5,893 per night
includes taxes & fees
Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle
Dining
Lake
Private kitchen
Living area
Exceptional
(15 reviews)

"Five Bedroom Luxury by the River "

Milwaukee

8% off
NZ$14,378
for 7 nights, 1 home
NZ$2,054 per night
includes taxes & fees
"Five Bedroom Luxury by the River "
Living area
Outdoor dining
Exterior
Interior
Exceptional
(5 reviews)

Skyline House on the Hill - Downtown Milwaukee

Milwaukee

7% off
NZ$11,274
for 7 nights, 1 home
NZ$1,611 per night
includes taxes & fees
Skyline House on the Hill - Downtown Milwaukee
Living area
Terrace/patio
Dining
Room
Exceptional
(7 reviews)

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

Milwaukee

6% off
NZ$4,106
for 7 nights, 1 home
NZ$587 per night
includes taxes & fees
Brady St Retreat! 4BR House w Patio & Fenced Yard
Room
Outdoor dining
Private kitchen
Exterior detail
Exceptional
(10 reviews)

Gorgeous space with huge porch.

Milwaukee

7% off
NZ$2,618
for 7 nights, 1 home
NZ$374 per night
includes taxes & fees
Gorgeous space with huge porch.
Living area
Private kitchen
Interior
Interior
Exceptional
(24 reviews)

Cottage near Mt. Mary College

Milwaukee

7% off
NZ$3,338
for 7 nights, 1 cottage
NZ$477 per night
includes taxes & fees
Cottage near Mt. Mary College
Room
Private kitchen
Property grounds
Private kitchen
Wonderful
(6 reviews)

Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths

Milwaukee

17% off
NZ$2,367
for 7 nights, 1 home
NZ$338 per night
includes taxes & fees
Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths
Bedroom 4: 2 queen beds, 1 queen couch pull out bed.
Estabrook park
Living Room with 75" Google TV, Queen Size couch pull out bed.
Bedroom-3. King size bed and 3rd floor balcony.
Exceptional
(27 reviews)

4 Minutes Walk to Lake Michigan Atwater Park Beach Balconies Family Pet Friendly

Milwaukee

8% off
NZ$5,311
for 7 nights, 1 home
NZ$759 per night
includes taxes & fees
4 Minutes Walk to Lake Michigan Atwater Park Beach Balconies Family Pet Friendly
Dining
Exterior
Private kitchen
Terrace/patio
Exceptional
(18 reviews)

Milwaukee Bayview Getaway with Private Hot Tub

Milwaukee

7% off
NZ$7,314
for 7 nights, 1 home
NZ$1,045 per night
includes taxes & fees
Milwaukee Bayview Getaway with Private Hot Tub
Dining
Living area
Interior
Exterior
Exceptional
(25 reviews)

Green Valley Homes - 2 BDRM Lower Apartment

Milwaukee

7% off
NZ$1,935
for 7 nights, 1 home
NZ$276 per night
includes taxes & fees
Green Valley Homes - 2 BDRM Lower Apartment
Private kitchen
Living area
Room
Living area
Exceptional
(27 reviews)

Oak Park Bliss: 3BR, 2BA Gem

Milwaukee

7% off
NZ$5,527
for 7 nights, 1 home
NZ$790 per night
includes taxes & fees
Oak Park Bliss: 3BR, 2BA Gem
Room
Living area
Interior
Private kitchen
Exceptional
(13 reviews)

Charming 3-bedroom lake house in serene Richfield!

Hubertus

8% off
NZ$4,215
for 7 nights, 1 home
NZ$602 per night
includes taxes & fees
Charming 3-bedroom lake house in serene Richfield!
Outdoor spa tub
Exterior
Room
Living area
Exceptional
(32 reviews)

The Gem of Brewers Hill with hot tub and seasonal pool

Milwaukee

8% off
NZ$3,491
for 7 nights, 1 home
NZ$499 per night
includes taxes & fees
The Gem of Brewers Hill with hot tub and seasonal pool
Roku T.V. in Living Room.
House in Fall/Winter.
Master Bedroom with Ensuite Bath.
Sliding Glass Doors leading to Deck.
Exceptional
(18 reviews)

Whitefish Bay 3Bedroom Entire House Sleeps 4

Milwaukee

15% off
NZ$3,417
for 7 nights, 1 home
NZ$488 per night
includes taxes & fees
Whitefish Bay 3Bedroom Entire House Sleeps 4
Private kitchen
Living area
Exterior
Interior
Exceptional
(5 reviews)

Tosa Village Bungalow: Cozy, Charming, Walk to Tosa Village, Parks, and Stores

Milwaukee

7% off
NZ$4,016
for 7 nights, 1 home
NZ$574 per night
includes taxes & fees
Tosa Village Bungalow: Cozy, Charming, Walk to Tosa Village, Parks, and Stores
Interior
Living area
Room
Private kitchen
Excellent
(23 reviews)

Spacious 4-bedroom home in quiet neighborhood

Milwaukee

8% off
NZ$2,055
for 7 nights, 1 home
NZ$294 per night
includes taxes & fees
Spacious 4-bedroom home in quiet neighborhood
Exterior
Living area
Private kitchen
Dining
Exceptional
(16 reviews)

Spacious house, 8 mins downtown Sleeps 8 guests. Backyard

Milwaukee

7% off
NZ$4,863
for 7 nights, 1 home
NZ$695 per night
includes taxes & fees
Spacious house, 8 mins downtown Sleeps 8 guests. Backyard
Pool
Living area
Cedar hot tub
Interior
Exceptional
(8 reviews)

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

Racine

7% off
NZ$10,449
for 7 nights, 1 home
NZ$1,493 per night
includes taxes & fees
Nautical Splash Pad, Spacious Home, Private Pool & Cedar Hot Tub.
Dining
Private kitchen
Room
Private kitchen
Exceptional
(15 reviews)

Family Fun! 17,000 Game Arcade, Sleeps 12, Walk to the Lake

Port Washington

8% off
NZ$4,834
for 7 nights, 1 home
NZ$691 per night
includes taxes & fees
Family Fun! 17,000 Game Arcade, Sleeps 12, Walk to the Lake
Living area
Private kitchen
Dining
Room
Exceptional
(44 reviews)

3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.

Milwaukee

10% off
NZ$1,944
for 7 nights, 1 home
NZ$278 per night
includes taxes & fees
3 BR-2Q 2T Beds, 1 bath home walk to State Fair, close to Brewers, & Zoo.
Terrace/patio
Interior
Dining
Room
Exceptional
(20 reviews)

The Brickmason’s House

Racine

8% off
NZ$3,939
for 7 nights, 1 home
NZ$563 per night
includes taxes & fees
The Brickmason’s House
Beach
Private kitchen
Interior
Room
Exceptional
(55 reviews)

The Graduate: Lakeside Charm in Downtown

Racine

12% off
NZ$2,253
for 7 nights, 1 apartment
NZ$322 per night
includes taxes & fees
The Graduate: Lakeside Charm in Downtown
Room
Terrace/patio
Private kitchen
Living area
Exceptional
(17 reviews)

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

Milwaukee

7% off
NZ$4,848
for 7 nights, 1 home
NZ$693 per night
includes taxes & fees
Spacious 3BR/2BA Townhome w/ Private Parking & Walkable East Side
  • 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

Head to the arty city of Milwaukee

Come and experience Milwaukee and its museums, art galleries and live music. This city's festivals, theatres and riverfront draw many visitors. American Family Field and Lake Michigan are just a couple of the must-see attractions. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Sightseeing in and around Milwaukee

Are you hoping to discover top things to see and do while you're in the area? Venture out of your cosy holiday rental and experience everything that makes Milwaukee a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Henry W. Maier Festival Park (0.7 mi / 1.2 km)
  • Milwaukee Mile Speedway (5.4 mi / 8.7 km)
  • Milwaukee County Zoo (6.8 mi / 10.9 km)
  • Ray's MTB Indoor Mountain Bike Park (10.3 mi / 16.6 km)
  • Walter Schroeder Aquatic Center (10.5 mi / 16.9 km)
  • Cedar Creek Winery (18.6 mi / 29.9 km)

Exploring the natural landscape of Milwaukee

Whether you're looking for adventure or just want to take in the scenery, Milwaukee is a great place to get outside. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Veteran's Park (0.6 mi / 0.9 km)
  • Mitchell Park Horticultural Conservatory (2.2 mi / 3.5 km)
  • Bradford Beach (2.3 mi / 3.7 km)
  • Lake Park (2.8 mi / 4.5 km)
  • Boerner Botanical Gardens (9.4 mi / 15.2 km)
  • Frame Park Formal Gardens (16.1 mi / 25.9 km)

Transport options to and around Milwaukee

The nearest airport is in Milwaukee, WI (MKE-General Mitchell Intl.), located 6.3 mi (10.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Waukesha, WI (UES-Waukesha County), which is 16.8 mi (27 km) away.

If you prefer to travel by train, Milwaukee Intermodal Station, Milwaukee Airport Station and Sturtevant Station are the main stations that serve the city. Consider catching a ride on the metro at Michigan & Jackson Tram Stop or Clybourn & Jefferson Tram Stop and easily see more of the city.

Frequently asked questions

What is the best area to stay in Milwaukee when booking a holiday home?
Westown is among the most sought-after neighbourhoods to secure a holiday home in Milwaukee. While you're here, explore famous attractions such as Fiserv Forum and Riverside Theatre.
What is the most popular type of holiday home accommodation in Milwaukee?
The most popular types of holiday homes in Milwaukee are apartments. Prefer something different? Bookabach has a variety of options to match our guests' diverse needs, so you'll see properties in lots of sizes and shapes. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Milwaukee?
Season, length of stay and property type are among the factors that can influence the price of a holiday home. Simply enter your travel dates to find your perfect match. From cosy cabins to expansive luxury villas, all Bookabach holiday homes provide incredible value.
How much does it cost to rent a beach house in Milwaukee?
The average price for a holiday home near the beach in Milwaukee will depend on when you'll be there and the size and style of property you want. Find prices easily and quickly on Bookabach by entering the dates you'll be travelling. Then use the filters to pick the number of bedrooms and amenities that you prefer, such as air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Milwaukee?
With 405 properties that welcome pets, your furry buddy can join in on your Milwaukee getaway. Use our filter tool to browse our pet-friendly holiday homes and find a stay that'll set tails wagging on Bookabach.
Can I rent a house with a pool in Milwaukee?
Grab your swimwear and goggles, because there are 56 houses with a private pool in Milwaukee. Unwind at one of these superb holiday homes and every day can be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular home amenities in Milwaukee?
A barbecue grill, a firepit and a nearby river are the most popular home amenities in Milwaukee. Whether you're taking to the road alone, with a partner or a group of dear friends, Bookabach will help you find a holiday home that fits your style with all the options you need.
Are there large group holiday homes in Milwaukee?
With 46 properties that can sleep 10 or more people in Milwaukee, there's no need to leave anyone off your guest list. From holidays with the extended family to special events like Christmas and birthday parties, Bookabach can help you find a large group home to match the occasion.
Are there holiday homes in Milwaukee that welcome kids?
With 401 family-friendly holiday homes to select from in Milwaukee, now is an awesome time to introduce your little ones to the thrills of travel. Check our "Properties good for families" filter to view stays that feature conveniences perfect for families on the move, such as living rooms, private pools, bunk beds and hot tubs.
What are the top attractions for families in Milwaukee?
Keeping the kids occupied during your holiday in Milwaukee is a cinch with these family-friendly attractions:
  • Harley-Davidson Museum
  • Milwaukee County Zoo
  • Milwaukee Public Museum
Are there one-bedroom holiday homes in Milwaukee?
Yes, you can pick from 128 one-bedroom homes in Milwaukee. Whether you'd prefer a townhouse or a condo, our one-bedroom properties are just right if you don't need loads of space. One of the perks of having your own pad? You won't have to share your adventure with strangers.
Can I find two-bedroom holiday homes in Milwaukee?
Gather your nearest and dearest and enjoy total privacy and comfort in one of the 112 two-bedroom holiday homes Milwaukee has to offer.
Are there holiday homes with WiFi in Milwaukee?
Whether you want to keep up with the latest news, write a few emails or surf social media, there are 125 holiday homes with WiFi in Milwaukee. Check the "WiFi" box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Milwaukee?
Pick your dates and then make use of the filters to look for holiday homes with air conditioning in Milwaukee on Bookabach. With 391 air-conditioned properties available here, you can enjoy a cool and comfy stay.
How old do you have to be to rent a holiday home in Milwaukee?
The minimum age is usually 16, 18 or 21. It can change between properties on Bookabach, so check the rules of your chosen Milwaukee holiday home before booking your stay.
How long can I rent a holiday home in Milwaukee for?
It's really down to the Milwaukee property. To view a list of options offering extended stays, just type your travel dates and guest number into the Bookabach search page. You can enjoy having the place to yourself, along with amenities such as a full kitchen, air conditioning and a yard where the kids can run and play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

More holiday ideas