Southern Wisconsin Holiday Rentals

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Holiday Rentals in Southern Wisconsin

Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2302)
"Had a fantastic time with great staff members "
The price is NZ$279
per night
10 Jun - 11 Jun
Timber Ridge Lodge and Waterpark
Lobby
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (803)
"The rooms are spacious and clean. It’s close to restaurants. "
The price is NZ$276
per night
28 May - 29 May
Grandstay Residential Suites Hotel - Sheboygan
Classic Room, 2 Queen Beds
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (984)
"No elevators. Stairs only. "
The price is NZ$304
per night
3 Jun - 4 Jun
The Plaza Hotel
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Property grounds
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
9.8 out of 10, Exceptional, (113)
"Absolutely perfect for 2 couple that want to get away for a few days. The views of the water are beautiful and just a short walk to downtown. Great communication with host Ashley. Already trying to find a date to come back in the fall."
The price is NZ$472
per night
28 May - 29 May
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
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 NZ$267
per night
28 May - 29 May
Mill Creek Hotel
Exterior
Caribbean Club Resort
3.0 star property
8.0 out of 10, Very good, (313)
"Very home away from home. Condo unit was clean and had our most desired amenities fireplace and jacuzzi tub "
Caribbean Club Resort
Water park
Bluegreen Vacations Odyssey Dells Resort
3.5 star property
9.2 out of 10, Wonderful, (76)
"The only thing I did not like was the pull-out couch-very uncomfortable and the ice machine was loud. "
Bluegreen Vacations Odyssey Dells Resort
Indoor pool, seasonal outdoor pool
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (896)
"It was amazing just like being at home quiet east to find very well kept up"
Tamarack Wisconsin Dells a Ramada by Wyndham
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, (180)
"Beautiful sprawling property Good Fishing Swimming - Hot Tubbing - Games Super Cool half modern retro home Good Times for all - We highly recommend!"
The price is NZ$1,539
per night
20 Jun - 21 Jun
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!!
Exterior
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
9.8 out of 10, Exceptional, (30)
"Overall, the property was very nice, and was the perfect size to accommodate all of us that were staying. I loved the location as it was back in the woods, quite, semi-private, and offered plenty of land to enjoy a bonfire, and recreational activities with my friends and family. The booking and check-in process was very easy and the host was extremely responsive to emails/questions. The only issues we had were ants in the upstairs bathroom and the yard had not been mowed in quite some time, but...
The price is NZ$276
per night
4 Jun - 5 Jun
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
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 NZ$269
per night
28 May - 29 May
Kasa Westown Milwaukee
condo with hot tub, full kitchen, & fireplace
8.4 out of 10, Very good, (38)
"Very nice property. We had a fantastic stay."
condo with hot tub, full kitchen, & fireplace
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 NZ$1,375
per night
28 May - 29 May
Across the street from the beach. In the heart of Lake Geneva!
Indoor pool, a heated pool
Sunset Cove 303 · Steph's Waterfront Retreat
10.0 out of 10, Exceptional, (30)
"Property was exactly as advertised! Beautiful view of the water front."
The price is NZ$407
per night
17 Jun - 18 Jun
Sunset Cove 303 · Steph's Waterfront Retreat
Aerial view
Wisconsin Dells Wilderness Resort with Water park! Available July 29-August 4th.
Wisconsin Dells Wilderness Resort with Water park! Available July 29-August 4th.
Property grounds
Glamping Loft Lake Geneva
9.8 out of 10, Exceptional, (19)
"This was such a great location and venue for my daughters Bachlorette Party! We could walk everywhere and the girls had a blast in their tents!"
The price is NZ$1,964
per night
2 Jun - 3 Jun
Glamping Loft Lake Geneva
Property grounds
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, (215)
"What a relaxing getaway for us who are busy raising three kids- 21,17 and 14. It’s been well over a decade since we did anything as husband and wife, without the kids. We grew up in Port Washington and savored being on Lake Michigan on two beautiful Spring Days. We took lots of walks and ate take out on the patio. With such views who needs a restaurant?? A total gem of a place, we will be back again. Thank you Mark!!"
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Property grounds
Wisconsin Dells Condo w/ Pool & Resort Amenities!
The price is NZ$608
per night
28 May - 29 May
Wisconsin Dells Condo w/ Pool & Resort Amenities!
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 NZ$540
per night
16 Jun - 17 Jun
NEWLY Updated! Cove of Lake Geneva, Private Luxury Resort Pool View
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See all available properties in Southern 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.

Other types of properties in Southern Wisconsin you may be interested in

Exterior
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (1635)
"I would recommend staying at this hotel. Very clean and updated. "
The price is NZ$338
per night
28 May - 29 May
The Madison Concourse Hotel and Governor's Club
Water park
Mt. Olympus Water & Theme Park Resort
3.0 star property
6.2 out of 10, (1858)
"Everything was pretty nice except the beds were terrible! None of us slept well at all! They definitely can use new mattresses. Also there were no recycling containers available anywhere. The fact that you need to go to a completely different location just to check in could have been mentioned at time of booking and an address given. Food was very, very expensive!"
The price is NZ$46
per night
28 May - 29 May
Mt. Olympus Water & Theme Park Resort
Premium bedding, down duvets, in-room safe, blackout curtains
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1668)
"Staff was very friendly and helpful "
The price is NZ$255
per night
29 May - 30 May
Saint Kate - The Arts Hotel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southern Wisconsin holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southern Wisconsin. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southern Wisconsin. Seeing all the best attractions is bound to make you fall in love with Southern Wisconsin. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southern Wisconsin short-term rentals, that won’t be hard to do.

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