Southern Wisconsin Vacation Rentals

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Vacation Rentals in Southern Wisconsin

Timber Ridge Lodge and Waterpark
3.5 star property
8.6 out of 10, Excellent, (2562)
"Clean and accessible for everyone old and young"
The price is CA $200
CA $270 total
includes taxes & fees
Dec 9 - Dec 10
Timber Ridge Lodge and Waterpark
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1050)
"Cool little hotel! Old style building but clean and well maintained! Really great, quiet stay!!"
The price is CA $205
CA $242 total
includes taxes & fees
Dec 11 - Dec 12
The Plaza Hotel
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
9.8 out of 10, Exceptional, (135)
"Condo on ground level so a few steps down. Clean and pleasant. Location along river very good. Next to public boat ramp so watched boats come and go. Woderful host!!!! Very quick response and pleasant."
The price is CA $147
CA $413 total
includes taxes & fees
Dec 3 - Dec 4
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (866)
"A great location, grwat amenities. However we dealt with loud upstairs guests and some mystery floating in the pool."
The price is CA $152
CA $173 total
includes taxes & fees
Nov 24 - Nov 25
Grandstay Residential Suites Hotel - Sheboygan
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1135)
"Friendly helpful staff, cute decor. Excellent breakfast."
The price is CA $173
CA $197 total
includes taxes & fees
Nov 24 - Nov 25
Mill Creek Hotel
Bluegreen Vacations Odyssey Dells Resort
3.5 star property
9.2 out of 10, Wonderful, (89)
"Staff was very helpful and friendly. Room was in excellent condition."
Bluegreen Vacations Odyssey Dells Resort
Kasa Westown Milwaukee
4.0 star property
9.0 out of 10, Wonderful, (64)
"Loved it very clean and beautiful room most definitely coming back"
The price is CA $70
CA $139 total
includes taxes & fees
Nov 25 - Nov 26
Kasa Westown Milwaukee
Caribbean Club Resort
3.0 star property
8.0 out of 10, Very good, (331)
"The condo was very nice and location was very good by the pool "
Caribbean Club Resort
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
9.8 out of 10, Exceptional, (193)
"Me and 9 of my friends rented this space it was very affordable for all the amenities that it came with. Robert was very responsive to messaging before and during our stay. The property is huge and built for all kinds of activities. Can’t wait to book again! "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (37)
"Went for our annual golf trip. Perfect house for the 6 of us. Never had to leave the house after our rounds!"
Amazing Five Bedroom Milwaukee Vacation Home!!
Steph's Waterfront Retreat
10.0 out of 10, Exceptional, (48)
"Perfect place to stay in walking distance from the downtown, and a beautiful location. The condo was very well kept, had all the amenities and Chris was a great host in that he was very responsive and always checking in to be sure things were going smoothly. Would book here again!"
The price is CA $101
CA $268 total
includes taxes & fees
Dec 8 - Dec 9
Steph's Waterfront Retreat
Tamarack Wisconsin Dells a Ramada by Wyndham
3.0 star property
9.2 out of 10, Wonderful, (940)
"Pleasant stay and affordable "
Tamarack Wisconsin Dells a Ramada by Wyndham
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
9.8 out of 10, Exceptional, (229)
"This is the second time we've stayed here - the views of Lake Michigan are amazing! There are decks on both floors and a wonderful patio to enjoy the sunrises over the lake. The house is very comfortable and close to dining and other activities in downtown Sheboygan. Highly recommend! "
Cozy Lake Michigan Cottage Direct Lakefront Views of Lake Michigan Premier Host!
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
9.8 out of 10, Exceptional, (80)
"This place was amazing. Located right in the center of it all. Communication was easy and everything was in order. The accommodations were clean, neat and beautifully decorated. The deck outside is amazing. It was a little chilly (November) however during the sunny daytime hours we enjoyed sitting out on the deck. This location is so close to everything. We enjoyed our stay."
The price is CA $169
CA $571 total
includes taxes & fees
Nov 25 - Nov 26
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
Wisconsin Dells Wilderness Resort with Water park! Available July 29-August 4th.
Wisconsin Dells Wilderness Resort with Water park! Available July 29-August 4th.
Condo with full kitchen, & fireplace
8.4 out of 10, Very good, (45)
"Very nice property. We had a fantastic stay."
Condo with full kitchen, & fireplace
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
10.0 out of 10, Exceptional, (26)
"Glamping Loft is a beautiful place for a ladies' getaway. The ambiance is warm and like a fairytale. It has everything you need if you want to bring in your own food and drinks or if you'd rather hit the town, Lake Geneva is right out the front door. I would definitely go back again. "
The price is CA $416
CA $1,305 total
includes taxes & fees
Nov 25 - Nov 26
Experience Stay at the Glamping Loft Lake Geneva |Group Stays |12 Stylish Tent Suites |Kitchen & Bar
4th-floor coursefront condo with balcony & washer/dryer
8.6 out of 10, Excellent, (29)
"Perfect size for family of four plus. Had everything we needed for our stay."
4th-floor coursefront condo with balcony & washer/dryer
Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells
9.8 out of 10, Exceptional, (198)
"The place was beautiful and was set up great for our group. Had an amazing time! Thank you."
Brand New Cabin For Getaway Vacation - 1 Mile From Devil's Lake And Close Dells
Charming Riverwest Retreat
9.4 out of 10, Exceptional, (16)
"Which the property had off street parking. The kitchen did not have pot-holders and tissues. Nice property."
Charming Riverwest Retreat
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.
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Other types of properties in Southern Wisconsin you may be interested in

Hilton Milwaukee
4.0 star property
8.2 out of 10, Very good, (1026)
"The puppies"
The price is CA $129
CA $153 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Milwaukee
The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (2090)
"We stayed at the club level which included a continental breakfast in the club lounge. It was lovely, however, the lounge was not open in the evenings. Perhaps they didn't have the staff or the demand. The bar downstairs was open so not a real issue. Otherwise everything else was very nice and extremely convenient to downtown and the university."
The price is CA $155
CA $179 total
includes taxes & fees
Nov 24 - Nov 25
The Madison Concourse Hotel and Governor's Club
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1969)
"In town for a show. Nice room, nice bar, great service."
The price is CA $180
CA $213 total
includes taxes & fees
Dec 11 - Dec 12
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.
Beautiful view of the beach with palm trees

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