Southeast Wisconsin Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Southeast Wisconsin

Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2289)
"Nice staff very clean "
The price is AU$209
per night
20 May - 21 May
Timber Ridge Lodge and Waterpark
Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (981)
"The poperty was well maintained, the staff were extremely friendly and helpful, and the cafe had wonderful and service. "
The price is AU$308
per night
28 May - 29 May
The Plaza Hotel
Indoor pool, pool loungers
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1091)
"Would definitely go again "
The price is AU$270
per night
19 May - 20 May
Mill Creek Hotel
Save an average of 15% on thousands of hotels when you're signed in
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
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!!
Fireplace
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (43)
"Awesome property with a handy vital help desk. Truly unique experience I recommend staying here"
The price is AU$272
per night
29 May - 30 May
Kasa Westown Milwaukee
Beach
Across the street from the beach. In the heart of Lake Geneva!
9.8 out of 10, Exceptional, (70)
"Cute little place with awesome views of the lake!!! All the amenities needed, very nicely decorated, and comfy beds! Personal parking spot a great plus! Some maintenance required though and a funny smell that was not pleasant to come back to. We had to buy a candle to drown out the smell and one family member with autoimmune health struggles had difficultly with this."
The price is AU$1,272
per night
17 June - 18 June
Across the street from the beach. In the heart of Lake Geneva!
Property grounds
Glamping Loft Lake Geneva
9.8 out of 10, Exceptional, (18)
"The cutest glamping loft with everything in very close walking distance. Love!"
The price is AU$1,821
per night
19 May - 20 May
Glamping Loft Lake Geneva
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
Indoor pool, outdoor pool
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
9.0 out of 10, Wonderful, (83)
"We stayed two nights. The location is wonderful--right across from Lake Geneva. We would stay there again."
The price is AU$499
per night
16 June - 17 June
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
Marina
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
9.6 out of 10, Exceptional, (4)
"Only one complaint really. The sauna wouldn’t heat up enough. Otherwise everything was perfect!"
10,000 Sq. Ft. Home on 15 hunting acres with an in-door pool and sauna
Property grounds
Unique and Charming Private Quarters
10.0 out of 10, Exceptional, (34)
"Sandy does a nice job of welcoming you, with her friendliness and her creative expression seen in every detail of her home. It was a very comfortable stay in all aspects. My one caution, which she has stated, is it is an upstairs apartment, so it is not handicap accessible in any way."
The price is AU$164
per night
22 May - 23 May
Unique and Charming Private Quarters
Fridge, microwave, oven, stovetop
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
10.0 out of 10, Exceptional, (3)
"The property was clean and cozy, and close to Lake Geneva and all that it has to offer."
The price is AU$597
per night
21 May - 22 May
Lincoln Log Cabin · Elkhorn 3 Bedroom 2 Bathroom Log Cabin Sleeps 8
Terrace/patio
Get lost from the hustle. Peaceful nature, country living at its finest.
10.0 out of 10, Exceptional, (16)
"Owners make sure you have everything necessary!"
Get lost from the hustle. Peaceful nature, country living at its finest.
Exterior
Poolside Lookout- Downtown Lake Geneva
8.6 out of 10, Excellent, (4)
"Great location. Across the street from the lake and walking distance to shopping and restaurants."
Poolside Lookout- Downtown Lake Geneva
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
Exterior
Big Family house close to everything!
10.0 out of 10, Exceptional, (159)
"What a lovely experience! Host was helpful and responsive. House is large and well appointed, perfect for our group of families. Kids had a few spots to play and have a safe “sleepover” experience. Lots of space to lounge, play and eat. It’s winter so we didn’t get to enjoy the outdoor space, but we talked about wanting to come back and enjoy the yard and short walk to the lake and all the amenities of downtown. The rooms are perfect for a large group, with 5 of the well-sized bedrooms being en...
Big Family house close to everything!
Interior
Beautifully restored lake house on the shores of Erler Lake.
9.6 out of 10, Exceptional, (187)
"This is our second visit to this peaceful lake house. Enjoyed the time spent with family and found the house clean and cozy."
Beautifully restored lake house on the shores of Erler Lake.
Interior
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
10.0 out of 10, Exceptional, (32)
"This house has everything you need for a great getaway! It was clean, very well-appointed, and had lots of space to spread out. The beds were comfy, the coffee bar was well stocked, and there was even a station set up with waffle mix, makers, and fixins'. Mike (property owner) responded quickly to our questions and Carrie (property manager) was delightful! There is a reason this place has so many glowing reviews...HIGHLY RECOMMEND!"
Indoor Kidquariam, Large Group Equipped, EnglishPrairieBnB
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 AU$652
per night
19 May - 20 May
10min to DT + Fire Pit + Home Gym + Shuffleboard
Don't see what you're looking for?
See all available properties in Southeast Wisconsin
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.

Southeast Wisconsin Holiday Home Travel Info

Holiday homes
103
Popular accommodation
Southeast Wisconsin private holiday homes
International airport
Milwaukee, WI (MKE-General Mitchell Intl.)

Other types of properties in Southeast Wisconsin 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, (1629)
"Beautiful hotel and great service"
The price is AU$233
per night
28 May - 29 May
Saint Kate - The Arts Hotel
Lobby
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, (1003)
"My only complaint is that the air conditioner unit in the room is very, very noisy, almost impossible to sleep with air conditioner running. The air conditioner unit sits right alongside the bed. "
The price is AU$239
per night
19 May - 20 May
Hilton Milwaukee City Center
Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2289)
"Nice staff very clean "
The price is AU$209
per night
20 May - 21 May
Timber Ridge Lodge and Waterpark
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.

Everything you need to know about Southeast Wisconsin holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Southeast Wisconsin holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Southeast Wisconsin holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Southeast Wisconsin holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Southeast Wisconsin. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Southeast Wisconsin holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Southeast Wisconsin holiday rentals we have selected for you start as low as AU$164 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Southeast Wisconsin rentals

At Expedia, we put the best Southeast Wisconsin holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Southeast Wisconsin rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Southeast Wisconsin holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Southeast Wisconsin. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Recent reviews of Southeast Wisconsin properties
Expedia verified reviews