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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Southern Wisconsin holiday homes

Property grounds

Holiday Home in Arcadia

Tamarack Point Homestead
10.0 out of 10, Exceptional, (33 reviews)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
The price is HK$713
HK$917 total
includes taxes & fees
26 Feb - 27 Feb
Tamarack Point Homestead
Property grounds

Holiday Home in La Crosse

French Island w/Hot Tub, Kayak, Lake View, EV
9.8 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
French Island w/Hot Tub, Kayak, Lake View, EV
Children’s area

Holiday Home in Oostburg

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
10.0 out of 10, Exceptional, (122 reviews)
"Our host was warm and welcoming and our accommodations were wonderful (well appointed and decorated … every detail well thought out)."
United States
Heidi E.
The price is HK$914
HK$1,130 total
includes taxes & fees
25 Feb - 26 Feb
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Smart TV, fireplace

Holiday Home in Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is HK$1,407
HK$2,449 total
includes taxes & fees
26 Feb - 27 Feb
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Smart TV, fireplace

Holiday Home in Mineral Point

Serenity Cottage at Mineral Point
10.0 out of 10, Exceptional, (111 reviews)
"Outstanding property, great location, will stay again."
United States
James S.
The price is HK$1,173
HK$1,728 total
includes taxes & fees
25 Feb - 26 Feb
Serenity Cottage at Mineral Point
Exterior

Holiday Home in Winneconne

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
9.6 out of 10, Exceptional, (384 reviews)
"We thoroughly enjoyed our long weekend stay. The home had everything we needed. It is a lovely home, nicely decorated, with a great location on the lake. "
United States
Mary M.
The price is HK$669
HK$1,975 total
includes taxes & fees
25 Feb - 26 Feb
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Smart TV, DVD player

Holiday Home in Hillsboro

Hillsboro Driftless Guesthouse is cozy and ready for you!
10.0 out of 10, Exceptional, (26 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is HK$977
HK$1,558 total
includes taxes & fees
5 Mar - 6 Mar
Hillsboro Driftless Guesthouse is cozy and ready for you!
Interior

Holiday Home in Prairie du Chien

Newly updated historical home
9.8 out of 10, Exceptional, (59 reviews)
"Easy check in."
United States
Brenda C.
The price is HK$978
HK$1,718 total
includes taxes & fees
26 Feb - 27 Feb
Newly updated historical home
Fridge, microwave, oven, stovetop

Holiday Home in Prairie du Chien

Ohio Street Retreat-hot tub, massage chair, pool
10.0 out of 10, Exceptional, (78 reviews)
"Great stay overall."
United States
Keelie D.
The price is HK$1,013
HK$1,652 total
includes taxes & fees
25 Feb - 26 Feb
Ohio Street Retreat-hot tub, massage chair, pool
Interior

Holiday Home in Monroe

MJ's Penthouse ,a piece of paradise on Monroe's historic square
10.0 out of 10, Exceptional, (102 reviews)
"Lovely property, great location, quiet and comfortable. "
United States
T. K. D.
The price is HK$1,525
HK$2,149 total
includes taxes & fees
25 Feb - 26 Feb
MJ's Penthouse ,a piece of paradise on Monroe's historic square
Outdoor dining

Holiday Home in La Crosse

Riverfront Twin Home
10.0 out of 10, Exceptional, (44 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
The price is HK$1,055
HK$2,382 total
includes taxes & fees
25 Feb - 26 Feb
Riverfront Twin Home
Interior

Holiday Home in Westby

The Honey Haven
10.0 out of 10, Exceptional, (47 reviews)
"Quiet, clean, nestled in nature!"
United States
jim g.
The price is HK$1,251
HK$1,980 total
includes taxes & fees
25 Mar - 26 Mar
The Honey Haven
Property grounds

Holiday Home in Pardeeville

Country home with flowing river
9.0 out of 10, Wonderful, (161 reviews)
"Enjoyed the large kitchen, large living room, and the surrounding quiet of the location. Well stocked with linens, kitchen utensils, etc. Comfortable place. Would definitely visit here again! "
United States
Judith D.
The price is HK$1,087
HK$1,312 total
includes taxes & fees
25 Feb - 26 Feb
Country home with flowing river
Fridge, microwave, oven, stovetop

Holiday Home in Baraboo

Draper Vacation Home - Families & Friends Welcome
10.0 out of 10, Exceptional, (39 reviews)
"Had everything we needed and was very comfortable and inviting to stay in. Memorable experience"
United States
Andrii
The price is HK$1,254
HK$3,659 total
includes taxes & fees
25 Feb - 26 Feb
Draper Vacation Home - Families & Friends Welcome
1 bedroom, iron/ironing board, free WiFi, bed sheets

Holiday Home in Mount Horeb

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
10.0 out of 10, Exceptional, (22 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$1,016
HK$1,756 total
includes taxes & fees
1 Mar - 2 Mar
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Property grounds

Holiday Home in Kenosha

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
9.6 out of 10, Exceptional, (88 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$508
HK$860 total
includes taxes & fees
27 Mar - 28 Mar
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Exterior

Holiday Home in La Farge

Place of Peace - the Artist's Refuge
9.8 out of 10, Exceptional, (17 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
The price is HK$1,020
HK$1,943 total
includes taxes & fees
25 Feb - 26 Feb
Place of Peace - the Artist's Refuge
Dining

Holiday Home in Riverwest

Three bedrooms upstairs
9.6 out of 10, Exceptional, (82 reviews)
"Cozy place with an awesome kitchen!"
United States
Lilly I.
The price is HK$1,372
HK$1,839 total
includes taxes & fees
25 Feb - 26 Feb
Three bedrooms upstairs
Outdoor dining

Holiday Home in Lake Delton

Dells Lake Villa - Lake Front Luxury
9.6 out of 10, Exceptional, (13 reviews)
"Nice property and close to many of the Dells attractions."
United States
Mark V.
The price is HK$825
HK$2,452 total
includes taxes & fees
4 Mar - 5 Mar
Dells Lake Villa - Lake Front Luxury
Dining

Holiday Home in Lake Geneva

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
9.8 out of 10, Exceptional, (29 reviews)
"The location was easy to find and perfect walking distance to downtown. "
United States
Griffin Y.
The price is HK$766
HK$2,938 total
includes taxes & fees
26 Feb - 27 Feb
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
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

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent
"we love this hotel stay there multiple times and we’ll definitely go back. It’s clean. The staff is excellent and the bar is pretty cool."
Michelle 1-night trip
Posted 23 hours ago
Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Find out more about Southern Wisconsin

Southern Wisconsin Vacation Homes information

Number of reviews
1,366
Accommodation
734 Vacation Homes
Lowest Price
HK$860
Highest Price
HK$3,659

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