Southern Wisconsin Holiday Rentals

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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Southern Wisconsin holiday rentals

View from property

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (65 reviews)
"The staff was great and i enjoyed the entire stay."
United States
Wakeem
The price is HK$854
HK$1,278 total
includes taxes & fees
14 Apr - 15 Apr
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
Living area

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (44 reviews)
"Place was clean and comfortable. "
United States
Tristan
The price is HK$728
HK$768 total
includes taxes & fees
14 Apr - 15 Apr
Big River Escape Riverside Cabins
Beach

Tiki Beach Campground

Tiki Beach Campground
3.0 star property
Campbellsport
The price is HK$775
HK$818 total
includes taxes & fees
14 Apr - 15 Apr
Tiki Beach Campground
Smart TV, fireplace

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva

Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Lake Geneva
10.0 out of 10, Exceptional, (20 reviews)
"Great place. "
United States
Therese N.
The price is HK$563
HK$2,505 total
includes taxes & fees
15 Apr - 16 Apr
Relaxing Getaway/StepsToLake/Pool/Tennis near DT Lake Geneva
Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40 reviews)
"We had a great stay in this cozy, clean property in a lovely location with a beautiful view. Super quiet area and conveniently located within minutes of hiking, paddling and antique shopping. Would definitely stay in this property again. "
United States
Jeff M.
The price is HK$768
HK$1,826 total
includes taxes & fees
15 Apr - 16 Apr
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Kenosha
9.6 out of 10, Exceptional, (89 reviews)
"Beautiful neighborhood homes. The lake is very close with great views. Clean room and a comfortable bed."
United States
Lynette C.
The price is HK$509
HK$862 total
includes taxes & fees
14 Apr - 15 Apr
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Property grounds

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveller
The price is HK$714
HK$919 total
includes taxes & fees
14 Apr - 15 Apr
Tamarack Point Homestead
Smart TV

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Richland Center
10.0 out of 10, Exceptional, (43 reviews)
"We really enjoyed our stay! The cabin was beautiful and so clean!"
United States
Zane D.
The price is HK$1,175
HK$1,404 total
includes taxes & fees
15 Apr - 16 Apr
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Beach

Lake Geneva Getaway | King Bed • Fireplace • Pool

Lake Geneva Getaway | King Bed • Fireplace • Pool
Lake Geneva
10.0 out of 10, Exceptional, (39 reviews)
"Very accommodating, and a very homey vibe."
United States
Zunair M.
The price is HK$671
HK$1,906 total
includes taxes & fees
14 Apr - 15 Apr
Lake Geneva Getaway | King Bed • Fireplace • Pool
Exterior

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (389 reviews)
"It was a perfect spot for us all!! Would love to stay there again!"
United States
Tracey G.
The price is HK$670
HK$1,969 total
includes taxes & fees
26 Apr - 27 Apr
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Beach

Lake Geneva Retreat w/ Fireplace & WiFi

Lake Geneva Retreat w/ Fireplace & WiFi
Lake Geneva
9.8 out of 10, Exceptional, (21 reviews)
"An ideal place for those people who want to escape the noise and stress of big citiesThe apartment is very clean and very cozy."
United States
Vasyl K.
The price is HK$671
HK$1,906 total
includes taxes & fees
14 Apr - 15 Apr
Lake Geneva Retreat w/ Fireplace & WiFi
Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (134 reviews)
"Well-decorated, coffee/kitchenette setup was great! "
United States
Chandra
The price is HK$910
HK$1,052 total
includes taxes & fees
19 Apr - 20 Apr
The Dylin
Dining

Hidden Gem with Pool View!

Hidden Gem with Pool View!
Lake Geneva
10.0 out of 10, Exceptional, (38 reviews)
"Great location and very easy to work with. "
United States
Andrew K.
The price is HK$775
HK$1,938 total
includes taxes & fees
14 Apr - 15 Apr
Hidden Gem with Pool View!
Terrace/patio

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (68 reviews)
"The cabin was clean and comfortable. The location was perfect. The great sunset views, the Fairy bluff, large yard on a quiet road but still close enough to town made for a perfect getaway."
United States
James A.
The price is HK$744
HK$2,148 total
includes taxes & fees
4 May - 5 May
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lobby

Grandstay Residential Suites Hotel - Sheboygan

Grandstay Residential Suites Hotel - Sheboygan
2.5 star property
Downtown Sheboygan
8.6 out of 10, Excellent, (1,027 reviews)
"Room was clean, staff was nice. The breakfast was pretty darn good. "
United States
andrea
The price is HK$1,189
HK$1,350 total
includes taxes & fees
14 Apr - 15 Apr
Grandstay Residential Suites Hotel - Sheboygan
Fridge, microwave, oven, stovetop

Ohio Street Retreat-hot tub, massage chair, pool

Ohio Street Retreat-hot tub, massage chair, pool
Prairie du Chien
10.0 out of 10, Exceptional, (81 reviews)
"Great stay overall."
United States
Keelie D.
The price is HK$930
HK$1,583 total
includes taxes & fees
19 Apr - 20 Apr
Ohio Street Retreat-hot tub, massage chair, pool
Children’s area

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Oostburg
10.0 out of 10, Exceptional, (126 reviews)
"Welcoming and accommodating host, very clean and cozy cottage, amazing fireplace "
United States
Cade R.
The price is HK$987
HK$1,206 total
includes taxes & fees
15 Apr - 16 Apr
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Smart TV, fireplace

Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (115 reviews)
"Outstanding property, great location, will stay again."
United States
James S.
The price is HK$1,235
HK$1,806 total
includes taxes & fees
14 Apr - 15 Apr
Serenity Cottage at Mineral Point
Smart TV, DVD player

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (26 reviews)
"This house is very spacious and extra clean. The bed are comfortable and cozy. The house exceeded our expectations and we will definitely be staying here again."
United States
Shari S.
The price is HK$979
HK$1,528 total
includes taxes & fees
14 Apr - 15 Apr
Hillsboro Driftless Guesthouse is cozy and ready for you!
Exterior

River Road Retreat

River Road Retreat
Muscoda
9.6 out of 10, Exceptional, (25 reviews)
"Will for sure stay again "
United States
Nicole
The price is HK$1,566
HK$1,875 total
includes taxes & fees
14 Apr - 15 Apr
River Road 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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Top Southern Wisconsin Hotel Reviews

Natura Vue Resort & Boathouse

Natura Vue Resort & Boathouse

8/10 Good
"There was no hand soap or toiletries one normally finds in hotels. Other than that our stay was good "
Jenny 2-night trip
Posted 1 hour ago
Natura Vue Resort & Boathouse

Find out more about Southern Wisconsin

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