Search Vacation Homes in Southern Wisconsin

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Our top choices for Southern Wisconsin holiday homes

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (32)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
The price is HK$710
HK$913 total
includes taxes & fees
9 Jan - 10 Jan
Tamarack Point Homestead

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, (87)
"Our room was perfect for our weekend visit with friends who lived nearby. The room had everything we needed and was very close to the lake, which has a lovely walking path. Our hosts were kind and helpful."
United States
Julia H.
The price is HK$506
HK$857 total
includes taxes & fees
18 Jan - 19 Jan
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

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, (118)
"We loved the cozy cottage and cuddled up with books under the afghans on the cool evenings. The lake was a pleasant walk away."
United States
bev w.
The price is HK$934
HK$1,150 total
includes taxes & fees
12 Jan - 13 Jan
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Mount Horeb
10.0 out of 10, Exceptional, (20)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$934
HK$1,644 total
includes taxes & fees
9 Jan - 10 Jan
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (44)
"Great place to stay! Had everything we needed!"
United States
Angie C.
The price is HK$1,051
HK$2,373 total
includes taxes & fees
9 Jan - 10 Jan
Riverfront Twin Home

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Winneconne
9.6 out of 10, Exceptional, (379)
"Very quiet and nice property"
United States
John G.
The price is HK$666
HK$1,966 total
includes taxes & fees
9 Jan - 10 Jan
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

Hamilton Goebel House 816 E Louisa St Darlington Wi

Hamilton Goebel House 816 E Louisa St Darlington Wi
Darlington
9.8 out of 10, Exceptional, (48)
"It was a great place to stay!!! The owners were great to deal with!!! Will be coming back"
United States
Michelle M.
The price is HK$771
HK$1,867 total
includes taxes & fees
2 Feb - 3 Feb
Hamilton Goebel House 816 E Louisa St Darlington Wi

Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point
Mineral Point
10.0 out of 10, Exceptional, (107)
"Outstanding property, great location, will stay again."
United States
James S.
The price is HK$1,107
HK$1,645 total
includes taxes & fees
14 Jan - 15 Jan
Serenity Cottage at Mineral Point

French Island w/Hot Tub, Kayak, Lake View, EV

French Island w/Hot Tub, Kayak, Lake View, EV
La Crosse
10.0 out of 10, Exceptional, (19)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
The price is HK$1,012
HK$2,352 total
includes taxes & fees
13 Jan - 14 Jan
French Island w/Hot Tub, Kayak, Lake View, EV

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, (73)
"Clean and comfortable place to stay! Beautifully decorated! Great host-would stay again if coming to the area! "
United States
Sheila M.
The price is HK$967
HK$1,609 total
includes taxes & fees
11 Jan - 12 Jan
Ohio Street Retreat-hot tub, massage chair, pool

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.
2.0 star property
Ellis Historical District
9.6 out of 10, Exceptional, (12)
"A warm and cozy place to stay. Beautifully decorated and friendly hosts. Would stay again anytime we’re in Sheboygan."
United States
Rebecca S.
The price is HK$895
HK$1,193 total
includes taxes & fees
19 Jan - 20 Jan
Cozy 1-bedroom house in Sheboygan walking distance to the lake and downtown.

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Lake Geneva
9.8 out of 10, Exceptional, (29)
"The location was easy to find and perfect walking distance to downtown. "
United States
Griffin Y.
The price is HK$640
HK$2,805 total
includes taxes & fees
11 Jan - 12 Jan
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (47)
"Wonderful! Beautiful, serene place, clean environment, perfect!"
United States
Karen S.
The price is HK$1,246
HK$1,963 total
includes taxes & fees
9 Jan - 10 Jan
The Honey Haven

River Road Getaway

River Road Getaway
Muscoda
9.6 out of 10, Exceptional, (29)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is HK$1,557
HK$1,856 total
includes taxes & fees
9 Jan - 10 Jan
River Road Getaway

Cozy and charming cabin! Perfect for getaways and fun activities for all ages

Cozy and charming cabin! Perfect for getaways and fun activities for all ages
Baraboo
9.0 out of 10, Wonderful, (25)
"Not a bad place for a short stay"
United States
India H.
The price is HK$1,145
HK$2,598 total
includes taxes & fees
13 Jan - 14 Jan
Cozy and charming cabin! Perfect for getaways and fun activities for all ages

Draper Vacation Home - Families & Friends Welcome

Draper Vacation Home - Families & Friends Welcome
Baraboo
10.0 out of 10, Exceptional, (37)
"We really enjoyed our stay. There was a plenty of communal space and seating for our large group. The location was convenient and there were a lot of options for activities and dining nearby. "
United States
Alyssa K.
The price is HK$1,250
HK$3,645 total
includes taxes & fees
12 Jan - 13 Jan
Draper Vacation Home - Families & Friends Welcome

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)
"Stayed for a weeding at the brewery in town and this place was perfect. Had young kids that loved the big yard and park down the street. "
United States
Matt B.
The price is HK$876
HK$1,417 total
includes taxes & fees
14 Jan - 15 Jan
Hillsboro Driftless Guesthouse is cozy and ready for you!

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.8 out of 10, Exceptional, (17)
"Great location. Near a super apple orchard (J and R Country Ridge Orchard). Beautiful area, quiet evenings and peaceful mornings! "
United States
Kirk M.
The price is HK$1,016
HK$1,926 total
includes taxes & fees
10 Jan - 11 Jan
Place of Peace - the Artist's Refuge

Fawn Lake Cottage for Families Looking for Privacy

Fawn Lake Cottage for Families Looking for Privacy
2.0 star property
Wisconsin Dells
9.6 out of 10, Exceptional, (7)
"Everything was smooth and super close to the dells, very nice place!"
United States
Cody M.
The price is HK$833
HK$2,421 total
includes taxes & fees
11 Jan - 12 Jan
Fawn Lake Cottage for Families Looking for Privacy

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!

Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
New Holstein
10.0 out of 10, Exceptional, (173)
"Great place would go back"
United States
William
The price is HK$1,577
HK$2,608 total
includes taxes & fees
22 Jan - 23 Jan
Cozy Cottage near Schwarz Supper Club, Road America, and Whistling Straights!!
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

Find out more about Southern Wisconsin

Southern Wisconsin Vacation Homes information

Number of reviews
1,319
Accommodation
734 Vacation Homes
Lowest Price
HK$857
Highest Price
HK$3,645

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