Southern Wisconsin Cottages
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Downtown skyline with Buildings along the Milwaukee River, in Milwaukee, Wisconsin.; Shutterstock ID 523595590

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Our top choices for Southern Wisconsin cottages

Cottage in Salem

Salem Vacation Home w/ Dock: Steps to Paddock Lake

3.0 star property

The price is HK$803

HK$803

HK$5,074 total

includes taxes & fees

12 Jan - 13 Jan

Salem Vacation Home w/ Dock: Steps to Paddock Lake

Cottage in Milton

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

2.0 star property

9.6 out of 10, Exceptional, (5 reviews)

9.6/10

Exceptional

(5 reviews)

"Cute! Near winery and a supper club! "

Juanita W.

The price is HK$631

HK$631

HK$1,365 total

includes taxes & fees

14 Jan - 15 Jan

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Cottage in Princeton

RiverFront Cottage>Private Pier>Firepit & Wildlife

10.0 out of 10, Exceptional, (40 reviews)

10/10

Exceptional

(40 reviews)

"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "

Kevin

The price is HK$626

HK$626

HK$1,639 total

includes taxes & fees

14 Jan - 15 Jan

RiverFront Cottage>Private Pier>Firepit & Wildlife

Cottage in Nekoosa

Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates

9.6 out of 10, Exceptional, (7 reviews)

9.6/10

Exceptional

(7 reviews)

"The cottage was very nice and comfortable. "

Jennifer J.

The price is HK$1,222

HK$1,222

HK$3,359 total

includes taxes & fees

20 Jan - 21 Jan

Lake Camelot | Lakefront | 10 Min to Sand Valley | Snowshoes | Discounted Rates

Cottage in Bagley

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

9.4 out of 10, Exceptional, (40 reviews)

9.4/10

Exceptional

(40 reviews)

"Great cozy place near the river!"

Clint P.

The price is HK$1,122

HK$1,122

HK$2,483 total

includes taxes & fees

21 Jan - 22 Jan

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cottage in Mineral Point

A Comfy Cozy Cottage on Clowney

9.6 out of 10, Exceptional, (119 reviews)

9.6/10

Exceptional

(119 reviews)

"Great location two blocks off main street. Really neat old house with everything you need, we would definitely stay again!!"

Jeff B.

The price is HK$1,297

HK$1,297

HK$1,933 total

includes taxes & fees

13 Jan - 14 Jan

A Comfy Cozy Cottage on Clowney

Cottage in Shullsburg

The Minor House - A Cozy Stay in Shullsburg

2.0 star property

The price is HK$717

HK$717

HK$1,332 total

includes taxes & fees

15 Jan - 16 Jan

The Minor House - A Cozy Stay in Shullsburg

Cottage in Delavan

Blue Beach Cottage - 5 Minute Walk to Private Beach!

9.6 out of 10, Exceptional, (16 reviews)

9.6/10

Exceptional

(16 reviews)

"Highly recommend! The place was very clean and the host was responsive and helpful. "

Marianne Y.

The price is HK$2,121

HK$2,121

HK$4,707 total

includes taxes & fees

14 Jan - 15 Jan

Blue Beach Cottage - 5 Minute Walk to Private Beach!

Cottage in Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

10.0 out of 10, Exceptional, (9 reviews)

10/10

Exceptional

(9 reviews)

"Excellent location, quiet, and very clean. Would stay again "

Allen B.

The price is HK$1,208

HK$1,208

HK$2,988 total

includes taxes & fees

11 Jan - 12 Jan

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Cottage in Briggsville

Walleye Waters Cottage

9.8 out of 10, Exceptional, (8 reviews)

9.8/10

Exceptional

(8 reviews)

"Everything was clean and the stress was very cute. Only a short drive to the dells"

Sarah C.

The price is HK$842

HK$842

HK$1,877 total

includes taxes & fees

11 Jan - 12 Jan

Walleye Waters Cottage

Cottage in Sheboygan

Large Backyard, Walk to Hospital: Sheboygan Abode!

3.0 star property

The price is HK$1,145

HK$1,145

HK$3,137 total

includes taxes & fees

11 Jan - 12 Jan

Large Backyard, Walk to Hospital: Sheboygan Abode!

3 bedrooms, travel cot, free WiFi, bed sheets

Cottage in Neenah

Charming cottage on Lake Winnebago

10.0 out of 10, Exceptional, (45 reviews)

10/10

Exceptional

(45 reviews)

"Property is gorgeous and near plenty. We had a great time!"

Eric M.

The price is HK$2,104

HK$2,104

HK$3,728 total

includes taxes & fees

12 Jan - 13 Jan

Charming cottage on Lake Winnebago

Cottage in Fifth Ward

Large Milwaukee Home 4BR Fast Wifi

3.0 star property

The price is HK$1,590

HK$1,590

HK$5,803 total

includes taxes & fees

11 Jan - 12 Jan

Large Milwaukee Home 4BR Fast Wifi

Cottage in Pepin

The Alton House - Come experience tiny house living in beautiful Pepin!

9.8 out of 10, Exceptional, (31 reviews)

9.8/10

Exceptional

(31 reviews)

"Wonderful property and great host!"

Anonymous traveller

The price is HK$982

HK$982

HK$1,496 total

includes taxes & fees

13 Jan - 14 Jan

The Alton House - Come experience tiny house living in beautiful Pepin!

Cottage in Black River Falls

Tiny House on the River

10.0 out of 10, Exceptional, (81 reviews)

10/10

Exceptional

(81 reviews)

"The house was beautiful, the fishing was great. It was a wonderful place to relax and reset."

Crystal K.

The price is HK$947

HK$947

HK$1,644 total

includes taxes & fees

13 Jan - 14 Jan

Tiny House on the River

Cottage in Winona

Big River Escape Parkside Bungalow

3.0 star property

10.0 out of 10, Exceptional, (1 review)

10/10

Exceptional

(1 review)

"We had a wonderful time and would defiinitely stay again. "

Julie

The price is HK$1,606

HK$1,606

HK$1,792 total

includes taxes & fees

11 Jan - 12 Jan

Big River Escape Parkside Bungalow

Cottage in Chain O' Lakes

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

9.0 out of 10, Wonderful, (22 reviews)

9.0/10

Wonderful

(22 reviews)

"The cottage is beautiful - cared for and furnished like a second home. The location is amazing, a large yard overlooking a serene lake. Although it feels like you're in the middle of the woods, it's an easy walk to food, drink and music."

Susan A.

The price is HK$1,017

HK$1,017

HK$2,835 total

includes taxes & fees

11 Jan - 12 Jan

Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Cottage in The Galena Territory

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

10.0 out of 10, Exceptional, (14 reviews)

10/10

Exceptional

(14 reviews)

"Cute little house, great location! "

Sandra G.

The price is HK$835

HK$835

HK$2,401 total

includes taxes & fees

11 Jan - 12 Jan

Charming & Cozy 2BR Cottage | Fireplace | Dog-Friendly | Amenity Access

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

The Iron Horse Hotel

10/10 Excellent

"Room ready early. Everything clean and well-kept. Will stay there again."

ROSEMARY 1-night trip

Posted 3 days ago

The Iron Horse Hotel

Hampton Inn & Suites Madison-West

10/10 Excellent

"Clean room. The hot tub was a little cold and it was full of young kids. But overall I loved the place. It was my second time staying there in a month. Good breakfast. "

Richard 1-night trip

Posted 3 days ago

Hampton Inn & Suites Madison-West

Sonesta Select Milwaukee Brookfield

10/10 Excellent

"Clean and staff"

Kongmeng 1-night trip

Posted 3 days ago

Sonesta Select Milwaukee Brookfield

Saint Kate - The Arts Hotel

10/10 Excellent

"Great staff, amenities and room. Everything was clean and professional"

John 1-night trip

Posted 4 days ago

Saint Kate - The Arts Hotel

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

10/10 Excellent

"In town for new years"

Sean 1-night trip

Posted 4 days ago

Ambassador Hotel Milwaukee, Trademark Collection by Wyndham

Tru by Hilton Madison West, WI

10/10 Excellent

"The room was cute & clean and the staff was friendly. "

Paula 2-night trip

Posted 4 days ago

Tru by Hilton Madison West, WI

The Pfister Hotel

10/10 Excellent

"Staff amazing"

Susan 1-night trip

Posted 5 days ago

The Pfister Hotel

The Brewhouse Inn & Suites

10/10 Excellent

"The renovated Brewhouse is just charming and a wonderful treat! The rooms were gi-normous! We had a typical King room, that had all amenities, a sofa bed if needed, separate sleeping quarters, high ceilings and wow, what a view to the old brew tanks. We didn't get to use them but the options for in-room drinks were a nice touch, not overly priced at all, and next time will look to take advantage of the shared sitting spaces. This was downtown without feeling like downtown. We simply loved it!"

Ronald 1-night trip

Posted 5 days ago

The Brewhouse Inn & Suites

Timber Ridge Lodge and Waterpark

10/10 Excellent

"Great overall"

Alejandro 2-night trip

Posted 5 days ago

Timber Ridge Lodge and Waterpark

Find out more about Southern Wisconsin

Southern Wisconsin Cottages information

Number of reviews	433
Accommodation	73 Cottages
Lowest Price	HK$1,365
Highest Price	HK$5,074

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Visit Fox Lake
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Search Cottages in Southern Wisconsin

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Southern Wisconsin cottages

Cottage in Salem

Cottage in Milton

Cottage in Princeton

Cottage in Nekoosa

Cottage in Bagley

Cottage in Mineral Point

Cottage in Shullsburg

Cottage in Delavan

Cottage in Wisconsin Dells

Cottage in Briggsville

Cottage in Sheboygan

Cottage in Neenah

Cottage in Fifth Ward

Cottage in Pepin

Cottage in Black River Falls

Cottage in Winona

Cottage in Chain O' Lakes

Cottage in The Galena Territory

Top Southern Wisconsin Hotel Reviews

The Iron Horse Hotel

Find out more about Southern Wisconsin

Southern Wisconsin Cottages information

Explore a world of travel with Expedia