Southern Wisconsin Vacation 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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Vacation Rentals in Southern Wisconsin

Timber Ridge Lodge and Waterpark
Water park
Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, 2,326 reviews
"It started off with some glitches. I paid for an add on for a birthday except the day before our arrival I had not heard from anyone for the name of the birthday person or color of balloons. Check in went smoothly. When we got to our room one of the bedrooms ac wasn’t working so had to call in that. The bathroom sink didn’t drain had to use a butter knife and when we went to run the dishwasher on our departure the whole dishwasher moved out of its space. So they definitely need to do some...
The price is ￥26,491
￥34,696 total
includes taxes & fees
Jun 11 - Jun 12
Timber Ridge Lodge and Waterpark
The Plaza Hotel
Classic Room, 2 Queen Beds | Iron/ironing board, free WiFi, bed sheets
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, 987 reviews
"The diner has good food and better vibes"
The price is ￥24,924
￥29,386 total
includes taxes & fees
Jun 23 - Jun 24
The Plaza Hotel
Grandstay Residential Suites Hotel - Sheboygan
Lobby
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, 812 reviews
"Nothing unique, clean, good wi-fi."
The price is ￥26,452
￥30,023 total
includes taxes & fees
Jun 16 - Jun 17
Grandstay Residential Suites Hotel - Sheboygan
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Mill Creek Hotel
Indoor pool, sun loungers
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, 1,094 reviews
"Very nice. "
The price is ￥28,074
￥31,866 total
includes taxes & fees
Jun 24 - Jun 25
Mill Creek Hotel
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
Property grounds
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
9.8 out of 10, Exceptional, 116 reviews
"This place is adorable! So clean and cute! The view is amazing and it's close to everything! We had a fantastic stay! Thank you Ashley for providing a great place to stay!"
The price is ￥15,518
￥45,291 total
includes taxes & fees
Jun 23 - Jun 24
*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo
Caribbean Club Resort
Exterior
Caribbean Club Resort
3.0 star property
8.0 out of 10, Very Good, 315 reviews
"Great resort , very clean and comfortable!"
Caribbean Club Resort
Bluegreen Vacations Odyssey Dells Resort
Water park
Bluegreen Vacations Odyssey Dells Resort
3.5 star property
9.2 out of 10, Wonderful, 79 reviews
"The hotel was clean and calm. A nice place to come “home” to after a day at the Dells. We will definitely be staying there again next time we’re in the area."
Bluegreen Vacations Odyssey Dells Resort
Tamarack Wisconsin Dells a Ramada by Wyndham
Indoor pool, seasonal outdoor pool
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, 899 reviews
"Great place to stay. Very nice and clean. Staff is very friendly"
Tamarack Wisconsin Dells a Ramada by Wyndham
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Outdoor pool, a heated pool
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
9.8 out of 10, Exceptional, 181 reviews
"This is the second time we stayed at The Retreat. LOTS of space inside and out for our family to gather. Kids age 3-10 could not get enough of the heated pool and the adults especially enjoyed the hot tub. We added an 'exrra' and had a small family reunion one of the afternoons and the place was perfect for this. Game room such a bonus when it rained. We didn't need to leave the property but some checked out 7 Mile Fair. Communication with the owner was timely. I'm sure the family will vote to...
The price is ￥83,234
￥146,812 total
includes taxes & fees
Jun 30 - Jul 1
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events Allowed! Read Description
Amazing Five Bedroom Milwaukee Vacation Home!!
Fridge, microwave, oven, stovetop
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, 30 reviews
"Huge pool and pool room, arcade, pool table, ping pong, what’s not to like…?"
Amazing Five Bedroom Milwaukee Vacation Home!!
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
Exterior
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
9.8 out of 10, Exceptional, 30 reviews
"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 ￥30,566
￥36,878 total
includes taxes & fees
Jun 30 - Jul 1
Nine mins from Down Town Wisconsin Dells. Pet Friendly, Private Area
Kasa Westown Milwaukee
Fireplace
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, 45 reviews
"Stay was good but had some plumbing issues. Had to plunge toilet twice, when it really wasn't necessary; sink in bathroom had draining problems too. Other than that, property was good. "
The price is ￥16,233
￥25,408 total
includes taxes & fees
Jun 11 - Jun 12
Kasa Westown Milwaukee
condo with hot tub, full kitchen, & fireplace
condo with hot tub, full kitchen, & fireplace
8.4 out of 10, Very Good, 39 reviews
"Very nice property. We had a fantastic stay."
condo with hot tub, full kitchen, & fireplace
Across the street from the beach. In the heart of Lake Geneva!
Beach
Across the street from the beach. In the heart of Lake Geneva!
9.8 out of 10, Exceptional, 70 reviews
"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 ￥68,970
￥131,915 total
includes taxes & fees
Jun 17 - Jun 18
Across the street from the beach. In the heart of Lake Geneva!
Sunset Cove 303 · Steph's Waterfront Retreat
Indoor pool, a heated pool
Sunset Cove 303 · Steph's Waterfront Retreat
10.0 out of 10, Exceptional, 31 reviews
"Downtown is closeby and the river view from the condo is awesome. We encountered a water issue during our stay and the host was very responsive and helped us find an alternate location within minutes. Hopefully we’ll have a chance to stay again in the future."
The price is ￥13,637
￥33,146 total
includes taxes & fees
Jun 17 - Jun 18
Sunset Cove 303 · Steph's Waterfront Retreat
Wisconsin Dells Wilderness Resort with Water park! Available July 29-August 4th.
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.
Bonanza Camping Resort
Seasonal outdoor pool
Bonanza Camping Resort
2.5 star property
7.4 out of 10, Good, 78 reviews
"It fit my needs perfectly! I needed a nice cute little cabin that would sleep 8 people. This one fit the bill! Not huge but it worked for us. I would stay again. You did have to bring your own bedding and towels, but no problem there. People at check in were nice and friendly. camp grounds were nice and people all seemed nice and happy. :)"
The price is ￥21,936
￥28,542 total
includes taxes & fees
Jun 11 - Jun 12
Bonanza Camping Resort
Glamping Loft Lake Geneva
Property grounds
Glamping Loft Lake Geneva
9.8 out of 10, Exceptional, 19 reviews
"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 ￥77,591
￥186,528 total
includes taxes & fees
Jun 11 - Jun 12
Glamping Loft Lake Geneva
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Property grounds
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, 217 reviews
"Very nice kitchen and living room. Small TV. Both bedrooms are on second floor with bath/shower on main living area. Lots of stairs, so if you have bad knees this place isn't for you. But the sunrises were amazing and it was quiet and so pleasant to sit out on the back deck on a cliff over looking Lake Michigan. Great location in Sheboygan."
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Dog-friendly 4th-floor coursefront condo with balcony & washer/dryer
Dog-friendly 4th-floor coursefront condo with balcony & washer/dryer
8.4 out of 10, Very Good, 23 reviews
"It was very nice to stay with family. The only thing I would recommend to owner is to change sunken mattresses"
Dog-friendly 4th-floor coursefront condo with balcony & washer/dryer
Don't see what you're looking for?
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

Mt. Olympus Water & Theme Park Resort
Water park
Mt. Olympus Water & Theme Park Resort
3.0 star property
6.2 out of 10, 1,861 reviews
"It was clean and the rooms were spacious "
The price is ￥4,701
￥17,590 total
includes taxes & fees
Jun 11 - Jun 12
Mt. Olympus Water & Theme Park Resort
The Pfister Hotel
Interior
The Pfister Hotel
4.5 star property
9.4 out of 10, Exceptional, 1,340 reviews
"Loved the nostalgia! Mason street grill was amazing. The lobby bar had late night food! Room and view was amazing. Only suggestion would be to have a full length mirror. It was hard for two people to get ready. "
The price is ￥26,068
￥31,303 total
includes taxes & fees
Jul 2 - Jul 3
The Pfister Hotel
The Madison Concourse Hotel and Governor's Club
Exterior
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, 1,661 reviews
"Great place to stay while visiting Madison. We lucked out with some fabulous rates but is a nice hotel with nice views of the capitol. "
The price is ￥21,788
￥25,166 total
includes taxes & fees
Jun 16 - Jun 17
The Madison Concourse Hotel and Governor's Club
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.

Search for holiday rentals in Southern Wisconsin on Expedia! You can easily find your home rentals, villas, holiday apartments in Southern Wisconsin using one of the methods below:

  • View our selection of featured holiday rentals in Southern Wisconsin
  • Use the map to find apartments and other holiday homes in the Southern Wisconsin neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southern Wisconsin while they last

Look no further and take a look at our great range of rental properties in Southern Wisconsin!

Recent reviews of Southern Wisconsin properties
Expedia verified reviews

Days Inn & Suites by Wyndham Wisconsin Dells

Days Inn & Suites by Wyndham Wisconsin Dells

5/5 Excellent
"The price and location was great. The only thing was the smell of weed walking in the hall, but it didnt in the room. "
A verified traveler stayed at Days Inn & Suites by Wyndham Wisconsin Dells
Posted 11 hours ago
Days Inn & Suites by Wyndham Wisconsin Dells