Southeast Wisconsin holiday homes

We found 2,440 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southeast Wisconsin

Showing deals for:13 Nov - 20 Nov

Room
Private kitchen
Interior
Living area
Exceptional
(12 reviews)

Large Private Farmhouse with Saltwater Pool

Lake Geneva

9% off
NZ$17,323
for 7 nights, 1 room
NZ$2,475 per night
includes taxes & fees
Large Private Farmhouse with Saltwater Pool
Dining area
Attic balcony
Sitting area
Private kitchen
Exceptional
(19 reviews)

Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view

Delavan

8% off
NZ$14,312
for 7 nights, 1 cottage
NZ$2,045 per night
includes taxes & fees
Lakefront Haven: Waterfront Oasis with Dock, Spacious Swim Pier & Pano Lake view
Private kitchen
Living area
Living area
Dining
Exceptional
(8 reviews)

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

Oconomowoc

9% off
NZ$41,927
for 7 nights, 1 home
NZ$5,990 per night
includes taxes & fees
Kohl Manor Luxury Lake 8br year round retreat Pool, Cinema, Arcade on LacLaBelle
New 2nd story addition with permanent gas grill.
Comfy seating area in 3 season room overlooking the lake.
Screen and window 3 season room with cozy ceiling heating and panoramic views.
Relaxing lighting to enjoy sunsets and nighttime gatherings
Exceptional
(155 reviews)

Island view cottage on crystal clear spring fed lake.

Burlington

6% off
NZ$8,477
for 7 nights, 1 home
NZ$1,211 per night
includes taxes & fees
Island view cottage on crystal clear spring fed lake.
Dining
Property grounds
Interior
table for 10
Wonderful
(59 reviews)

🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲

Twin Lakes

8% off
NZ$8,717
for 7 nights, 1 home
NZ$1,245 per night
includes taxes & fees
🌲☀️Private Lakefront prop. with Kayaks, Paddle boards, boat rental PVT dock☀️🌲
Dining
Property grounds
Living area
Living area
Exceptional
(12 reviews)

Serene 4-bedroom Lake House in Pewaukee-Hot Tub!

Pewaukee

8% off
NZ$12,980
for 7 nights, 1 home
NZ$1,854 per night
includes taxes & fees
Serene 4-bedroom Lake House in Pewaukee-Hot Tub!
Living area
Great spot for  your morning coffee
Exterior
16 feet of dining that can be expanded to add another 8 feet
Exceptional
(108 reviews)

Private Country House near Lake Geneva, Como and Williams Bay

Lake Geneva

8% off
NZ$15,997
for 7 nights, 1 home
NZ$2,285 per night
includes taxes & fees
Private Country House near Lake Geneva, Como and Williams Bay
Exterior
Exterior
Dining
Living area
Exceptional
(43 reviews)

THE ULTIMATE LAKEHOUSE

Lake Geneva

17% off
NZ$15,027
for 7 nights, 1 home
NZ$2,147 per night
includes taxes & fees
THE ULTIMATE LAKEHOUSE
Living area
Property grounds
Exterior
Dining
Exceptional
(78 reviews)

Enjoy Lakefront living with family!

Racine

7% off
NZ$9,305
for 7 nights, 1 home
NZ$1,329 per night
includes taxes & fees
Enjoy Lakefront living with family!
Games room
Exterior
Living area
Living area
Wonderful
(10 reviews)

Fully renovated lake front home on Delavan’s North Shore

Delavan

8% off
NZ$11,143
for 7 nights, 1 home
NZ$1,592 per night
includes taxes & fees
Fully renovated lake front home on Delavan’s North Shore
Room
Living area
Living area
Exterior
Exceptional
(6 reviews)

The Almond Joy • Modern Lakeside Retreat

Delavan

8% off
NZ$7,211
for 7 nights, 1 home
NZ$1,030 per night
includes taxes & fees
The Almond Joy • Modern Lakeside Retreat
Interior
Private kitchen
Interior
Room
Exceptional
(18 reviews)

Large Lakehouse with hot tub. walk to public beach in Twin Lakes WI

Twin Lakes

8% off
NZ$8,758
for 7 nights, 1 home
NZ$1,251 per night
includes taxes & fees
Large Lakehouse with hot tub. walk to public beach in Twin Lakes WI
Interior
Terrace/patio
Interior
Living area
Exceptional
(92 reviews)

Enjoy Beachfront Living With family!

Racine

8% off
NZ$7,701
for 7 nights, 1 home
NZ$1,100 per night
includes taxes & fees
Enjoy Beachfront Living With family!
Private kitchen
Terrace/patio
Room
Living area
Exceptional
(7 reviews)

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

Milwaukee

6% off
NZ$3,534
for 7 nights, 1 home
NZ$505 per night
includes taxes & fees
Brady St Retreat! 4BR House w Patio & Fenced Yard
Pool
Lobby
Interior
Exterior
Exceptional
(11 reviews)

South Elder Acres: Log Cabin w/ Indoor Pool

Lake Geneva

8% off
NZ$17,265
for 7 nights, 1 home
NZ$2,466 per night
includes taxes & fees
South Elder Acres: Log Cabin w/ Indoor Pool
Enjoy sitting under the covered wrap around porch with your favorite beverage.
Family / TV Room
Enjoy the summer sunshine on the lawn of Our Happy Place. Grill on the Weber.
Watch people stroll down the main street from the Main Level Living Room
Exceptional
(162 reviews)

Our Happy Place in Cedarburg, WI

Cedarburg

8% off
NZ$2,908
for 7 nights, 1 home
NZ$415 per night
includes taxes & fees
Our Happy Place in Cedarburg, WI
Front porch for relaxing or people watching
Massive living room with Roku-enabled TV, wi-fi, comfy furniture, cozy woodwork
Dining room with beautiful woodwork and antique upright piano
Landing looking down from 2nd floor
Exceptional
(8 reviews)

Huge Historic House Centrally Located in Milwaukee

Milwaukee

8% off
NZ$4,599
for 7 nights, 1 home
NZ$657 per night
includes taxes & fees
Huge Historic House Centrally Located in Milwaukee
Exterior detail
Outdoor dining
Private kitchen
Interior
Exceptional
(9 reviews)

Gorgeous space with huge porch.

Milwaukee

7% off
NZ$2,717
for 7 nights, 1 home
NZ$388 per night
includes taxes & fees
Gorgeous space with huge porch.
Interior
Harbor and Yacht Club with downtown Racine in the background.
Side yard
Native garden
Exceptional
(47 reviews)

Cozy, historic Cream City brick, "Workers Cottage" 2 blocks from Lake Michigan.

Racine

15% off
NZ$2,146
for 7 nights, 1 home
NZ$307 per night
includes taxes & fees
Cozy, historic Cream City brick, "Workers Cottage" 2 blocks from Lake Michigan.
Living area
Private kitchen
Property grounds
Room
Wonderful
(6 reviews)

Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths

Milwaukee

17% off
NZ$2,458
for 7 nights, 1 home
NZ$351 per night
includes taxes & fees
Quiet Retreat in Morgan Heights, Sleeps 6, 1.5 baths
Interior
Terrace/patio
Interior
Property grounds
Exceptional
(21 reviews)

Scenic Waterfront Lake Michigan Escape

Racine

7% off
NZ$5,242
for 7 nights, 1 home
NZ$749 per night
includes taxes & fees
Scenic Waterfront Lake Michigan Escape
Interior
Property grounds
Exterior
Children’s area
Exceptional
(41 reviews)

Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental

Salem

12% off
NZ$2,153
for 7 nights, 1 home
NZ$308 per night
includes taxes & fees
Cozy Cottage by the Lake! Kayaks! BIG Deck w/ Great Lake Views! Golf Cart Rental
Living area
Living area
Private kitchen
Exterior
Exceptional
(16 reviews)

Lake Geneva Haven - Located in the Center of Everything!

Lake Geneva

7% off
NZ$3,901
for 7 nights, 1 home
NZ$557 per night
includes taxes & fees
Lake Geneva Haven - Located in the Center of Everything!
House has a large fenced in yard in the back. Check out the video.
Living area
Dining
Living area
Very good
(39 reviews)

“Walk to Geneva Lake! 3BR/2BA Family Home w/ Deck & Fenced Yard for Pets”

Williams Bay

8% off
NZ$5,695
for 7 nights, 1 home
NZ$814 per night
includes taxes & fees
“Walk to Geneva Lake! 3BR/2BA Family Home w/ Deck & Fenced Yard for Pets”
  • 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

Why people love visiting lively Southeast Wisconsin

The area's live music and festivals are just some of the reasons to come on holiday to Southeast Wisconsin. Renowned for its zoo, lake and sporting events, this city welcomes all visitors. Take in top local attractions such as Lake Michigan and American Family Field. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Sightseeing in and around Southeast Wisconsin

Are you searching for attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Southeast Wisconsin a fun spot to go on holiday. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Springs Water Park (7.1 mi / 11.4 km)
  • Milwaukee County Zoo (9.9 mi / 15.9 km)
  • Milwaukee Mile Speedway (10.8 mi / 17.5 km)
  • Milwaukee County Sport Complex (12.5 mi / 20.1 km)
  • Green Meadows Petting Farm (13.4 mi / 21.6 km)
  • Kettle Moraine Ranch (16.2 mi / 26 km)

Exploring the natural landscape of Southeast Wisconsin

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Southeast Wisconsin. Here are some of the area’s noteworthy features, all within 30 miles (48.2 km) of the city centre:

  • Fox River Park (3.2 mi / 5.2 km)
  • Frame Park Formal Gardens (4.2 mi / 6.8 km)
  • Little Muskego Lake (4.5 mi / 7.2 km)
  • Boerner Botanical Gardens (9.1 mi / 14.7 km)
  • Pewaukee Lake Beach (9.1 mi / 14.7 km)
  • Pewaukee Lake (9.3 mi / 15 km)

How to get to and around Southeast Wisconsin

The nearest airport is in Waukesha, WI (UES-Waukesha County), located 5.7 mi (9.2 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Milwaukee, WI (MKE-General Mitchell Intl.), which is 15.5 mi (24.9 km) away.

If you prefer to travel by train, Milwaukee Airport Station, Milwaukee Intermodal Station and Sturtevant Station are the main stations that serve the city. Utilise the area's public transport and catch a ride on the metro at Clybourn & Jefferson Tram Stop or Michigan & Jackson Tram Stop if you're interested in seeing more of the city.

Frequently asked questions

What is the best area to stay in Southeast Wisconsin when booking a holiday home?
Delavan is among the more popular areas to book a holiday home in Southeast Wisconsin. Looking for some top things to do and see in this destination? Don't miss Dancing Horse Theatre and Animal Gardens.
What is the most popular type of holiday home accommodation in Southeast Wisconsin?
Houses are the most popular type of holiday home in Southeast Wisconsin, according to our data. Even if you've got something bigger or smaller in mind, Bookabach has properties in all shapes and sizes. Look over our options to find your perfect match.
How much does it cost to rent a holiday home in Southeast Wisconsin?
The average price for a holiday home in Southeast Wisconsin can vary depending on factors like property type, season and length of stay. Whether you're searching for a sprawling villa with room to move around or a quaint cottage for you and your other half, just enter your travel dates to discover stays with great value.
How much does it cost to rent a beach house in Southeast Wisconsin?
Prices for beach houses in Southeast Wisconsin may vary depending on the style and size of the property and when you're travelling. Simply enter your travel dates into Bookabach and the number of guests to view your options and prices. From there you can use our filters to narrow down your search by nearby activities, ratings, amenities and more.
What are popular home amenities in Southeast Wisconsin?
When it comes to home amenities that people are searching for in Southeast Wisconsin, a microwave oven, a stovetop and a fridge are the most popular. With Bookabach holiday homes, you'll have options to suit your taste and style, whether you're planning to get away with family, friends or even pets.
Are there large group holiday homes in Southeast Wisconsin?
With 247 holiday homes that can host 10 or more people in Southeast Wisconsin, there's no need to leave anyone off your guest list. From holidays with the extended family to events like birthday parties and weddings, Bookabach will help you find a large group home that fits the occasion.
What are the top attractions for families in Southeast Wisconsin?
Keeping the kids happy during your Southeast Wisconsin holiday is a snap with these exciting family-friendly attractions:
  • Fiserv Forum
  • American Family Field
  • Mayfair Mall
Can I find two-bedroom holiday homes in Southeast Wisconsin?
You can pick from 336 two-bedroom properties in Southeast Wisconsin. Put the kids in the second room or fill it with a couple of your favourite people. There's space for whoever's lucky enough to be joining your adventure.
Are there holiday homes with WiFi in Southeast Wisconsin?
Whether you'd like to keep up with the latest headlines, send some emails or surf your social networks, there are 542 holiday homes with WiFi in Southeast Wisconsin. Check the "WiFi" box when searching on Bookabach and stay connected on your holiday.
How old do you have to be to rent a holiday home in Southeast Wisconsin?
We advise checking with the Southeast Wisconsin holiday property you're looking at on Bookabach as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Southeast Wisconsin for?
The length of time you can book a holiday home in Southeast Wisconsin is up to the property. Simply enter your desired travel dates to see a list of options offering extended stays. With loads of creature comforts like air conditioning and laundries, as well as some offering discounted weekly or monthly prices, you're sure to get the perfect place to call your home away from home in Southeast Wisconsin.

More holiday ideas