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, (2550)
"Comfortable 1 bedroom room with jacuzzi tub. Full size fridge cook rage and dishwasher. The water park was small but it was nice didn’t feel over crowded. Staff was very nice sent multiple texts just to make sure I was enjoying my stay. Bring food!!! Just in case you can’t make reservations for the restaurant. That was the only downside."
The price is CA $199
CA $269 total
includes taxes & fees
Nov 19 - Nov 20
Timber Ridge Lodge and Waterpark
Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
8.6 out of 10, Excellent, (862)
"The Grandstay is close to Lake Michigan and Kohler. It’s a great location for activities at these Sheboygan area events. "
The price is CA $221
CA $250 total
includes taxes & fees
Nov 6 - Nov 7
Grandstay Residential Suites Hotel - Sheboygan
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
9.8 out of 10, Exceptional, (134)
"We had a great time in the Wisconsin Dells for my husband's birthday. Only one snag, When we reached the complex, we were perplexed by the numbers on the doors. Finally a man in one of the condos, pointed down and told us 405 was at the bottom of the stairs. We hobbled on down and made as few trips up to the car as possible. I can see how this property would be great in the summer months where we could sit on the back patio and watch the boats, and fisherman on the water."
The price is CA $146
CA $412 total
includes taxes & fees
Dec 1 - Dec 2
*Pool/Hot Tub| Cozy 2 BR Condo | Waterfront | Downtown | Riverwalk Retreat
Mill Creek Hotel
2.5 star property
9.2 out of 10, Wonderful, (1135)
"Very cute boutique hotel. Close to everything. Been here many times "
The price is CA $172
CA $196 total
includes taxes & fees
Nov 6 - Nov 7
Mill Creek Hotel
The Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1050)
"Would stay again. On a lower level due to no elevator"
The price is CA $222
CA $262 total
includes taxes & fees
Nov 11 - Nov 12
The Plaza Hotel
Bluegreen Vacations Odyssey Dells Resort
3.5 star property
9.2 out of 10, Wonderful, (88)
"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, (62)
"The best vacation spot we had in Milwaukee so far of 2024! We attended a concert for two days stay. It was like home away from home. The amenities were exactly what we needed with the washer n dryer a bonus for sure! Check in was very easy! Contactless all online which is a huge plus because we ended up checking in very late due to our jobs. We’ll definitely be back! Very cute n cozy place❤️"
The price is CA $110
CA $185 total
includes taxes & fees
Nov 7 - Nov 8
Kasa Westown Milwaukee
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
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 girlies all had a fantastic stay at "the retreat" The space was amazing for a large group. Communication was open, easy, and friendly. The hosts accommodated our needs for extra tables as well. I definitely see us renting this space again in the warmer months because the property was beautiful and also had a lot of outdoor features. Thank you for such a comfortable stay and memorable weekend "
Heated Pool, Hot Tub, Fishing Pond, Game Room, Events!! Fall Discounts! Weddings
Amazing Five Bedroom Milwaukee Vacation Home!!
10.0 out of 10, Exceptional, (36)
"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, (47)
"Property was nice and location was great! Clean and comfortable too. Perfect if you have a boat. Enclosed pool and hot tub were well maintained and definitely enjoyable as the weather cooled. Great stay! Thanks Chris! "
The price is CA $104
CA $272 total
includes taxes & fees
Dec 4 - Dec 5
Steph's Waterfront Retreat
Condo with full kitchen, & fireplace
8.2 out of 10, Very good, (44)
"Very nice property. We had a fantastic stay."
Condo with full kitchen, & fireplace
Wrigley Beach House |Great Views of Lake |2nd Floor |Balcony |Steps to Beach & Shopping |Parking
9.8 out of 10, Exceptional, (79)
"We loved our stay. The condo was perfect and the balcony even better. Walking distance to the main areas of town. We would definitely stay here again and will recommend it to others. "
The price is CA $214
CA $627 total
includes taxes & fees
Nov 10 - Nov 11
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.
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!
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 $535
CA $1,460 total
includes taxes & fees
Nov 10 - Nov 11
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

The Madison Concourse Hotel and Governor's Club
3.5 star property
9.4 out of 10, Exceptional, (2062)
"This is a very convenient location for everything down town, not a far walk and very nice hotel, "
The price is CA $193
CA $223 total
includes taxes & fees
Nov 17 - Nov 18
The Madison Concourse Hotel and Governor's Club
Saint Kate - The Arts Hotel
4.0 star property
9.8 out of 10, Exceptional, (1955)
"Beautiful and unique hotel, wonderful stay!"
The price is CA $180
CA $212 total
includes taxes & fees
Dec 2 - Dec 3
Saint Kate - The Arts Hotel
Hilton Milwaukee City Center
4.0 star property
8.0 out of 10, Very good, (1018)
"Everything "
The price is CA $135
CA $159 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Milwaukee City Center
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.