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Check prices for these dates

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19 Dec - 21 Dec
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26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
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Our top choices for Southern Wisconsin cottages

House (4 Bedrooms) | Interior
Salem Vacation Home w/ Dock: Steps to Paddock Lake

Cottage in Salem

Salem Vacation Home w/ Dock: Steps to Paddock Lake
3.0 star property
The price is AU$977
includes taxes & fees
14 Dec - 15 Dec
Salem Vacation Home w/ Dock: Steps to Paddock Lake
Smart TV
RiverFront Cottage>Private Pier>Firepit & Wildlife

Cottage in Princeton

RiverFront Cottage>Private Pier>Firepit & Wildlife
10.0 out of 10, Exceptional, (40)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is AU$329
includes taxes & fees
16 Dec - 17 Dec
RiverFront Cottage>Private Pier>Firepit & Wildlife
Property grounds
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!

Cottage in Milton

Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
2.0 star property
9.6 out of 10, Exceptional, (5)
"Cute! Near winery and a supper club! "
United States
Juanita W.
Charming 2-bedroom cottage near Lake Koshkonong - The Overlook Too!
Exterior
Hot Tub • Lake Views • Winter Escape

Cottage in Wild Rose

Hot Tub • Lake Views • Winter Escape
10.0 out of 10, Exceptional, (13)
"Great stay. Very clean and has everything you need for a great stay."
United States
Chris H.
The price is AU$482
includes taxes & fees
15 Dec - 16 Dec
Hot Tub • Lake Views • Winter Escape
Exterior
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park

Cottage in Bagley

Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
9.4 out of 10, Exceptional, (40)
"Liked that it was pet friendly "
United States
Tanyia B.
The price is AU$484
includes taxes & fees
15 Dec - 16 Dec
Cozy Cottage getaway on the Mississippi/Wisconsin River in Wyalusing State Park
Exterior
Charming cottage on Lake Winnebago

Cottage in Neenah

Charming cottage on Lake Winnebago
10.0 out of 10, Exceptional, (43)
"Property is gorgeous and near plenty. We had a great time!"
United States
Eric M.
The price is AU$738
includes taxes & fees
16 Dec - 17 Dec
Charming cottage on Lake Winnebago
Exterior
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells

Cottage in Wisconsin Dells

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
10.0 out of 10, Exceptional, (9)
"Excellent location, quiet, and very clean. Would stay again "
United States
Allen B.
The price is AU$592
includes taxes & fees
11 Jan - 12 Jan 2026
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior
Walleye Waters Cottage

Cottage in Briggsville

Walleye Waters Cottage
10.0 out of 10, Exceptional, (6)
"Everything was clean and the stress was very cute. Only a short drive to the dells"
United States
Sarah C.
The price is AU$362
includes taxes & fees
14 Dec - 15 Dec
Walleye Waters Cottage
Exterior
A Comfy Cozy Cottage on Clowney

Cottage in Mineral Point

A Comfy Cozy Cottage on Clowney
9.6 out of 10, Exceptional, (118)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is AU$376
includes taxes & fees
21 Dec - 22 Dec
A Comfy Cozy Cottage on Clowney
Exterior
Blue Beach Cottage - 5 Minute Walk to Private Beach!

Cottage in Delavan

Blue Beach Cottage - 5 Minute Walk to Private Beach!
9.6 out of 10, Exceptional, (16)
"Highly recommend! The place was very clean and the host was responsive and helpful. "
United States
Marianne Y.
The price is AU$920
includes taxes & fees
13 Dec - 14 Dec
Blue Beach Cottage - 5 Minute Walk to Private Beach!
House (2 Bedrooms) | Front of property
Walk to Main St Fond du Lac: Retreat w/ Yard

Cottage in Fond du Lac

Walk to Main St Fond du Lac: Retreat w/ Yard
3.0 star property
8.0 out of 10, Very good, (1)
"There was a terrible smell in the house. Smelled smoky, even though there were "No Smoking" signs posted in several places. I bought a neutralizing spray and used it every time we entered and exited. It helped a little. Beds were comfortable. We were cold the first night because I didn't know right away how to adjust the thermostat. Shower was new and nice. We arrived in the dark and there was a couple of "scary" people on the front steps. It felt safer in the daylight. "
United States
terri
The price is AU$313
includes taxes & fees
14 Dec - 15 Dec
Walk to Main St Fond du Lac: Retreat w/ Yard
Property grounds
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire

Cottage in Wautoma

Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
9.8 out of 10, Exceptional, (7)
"We enjoyed our stay. Everything was very well stocked. Plenty of supplies, and nice little surprises that were a nice extra touch. "
United States
Natalie A.
The price is AU$500
includes taxes & fees
15 Dec - 16 Dec
Final Summer Bash -Pier, SUP, Kayaks, Games & Fire
Exterior
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries

Cottage in Merrimac

Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
8.0 out of 10, Very good, (1)
"Owner accidently gave us the wrong door code, but mistakes happen and we problem solved.Inside was even nicer & updated from photos shown overall and the space was perfect for what we needed.I do not believe the description was fully complete. It said Bluff Views which I didn't see which was fine, but I was NOT expecting this tiny house to be in a parking lot adjacent of a bar/venue. The one photo of the ouside is clearly photoshopped into blue sky, but it is really a blue bar.Our stay was...
United States
Sheri M.
The price is AU$439
includes taxes & fees
29 Dec - 30 Dec
Charming cottage in lovely Merrimac next to Ski/Golf/Hiking/Breweries
Exterior
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!

Cottage in Lyndon Station

Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
9.8 out of 10, Exceptional, (36)
"Very clean property and nice stay. "
United States
Arthur A.
The price is AU$569
includes taxes & fees
1 Jan - 2 Jan 2026
Arbor Acres Cottage! Bright, cheery, cozy and ready for you right by Wis Dells!
Terrace/patio
Charming Nekoosa Home with Lake access

Cottage in Nekoosa

Charming Nekoosa Home with Lake access
10.0 out of 10, Exceptional, (5)
"Great spot to stay with friends close to sand valley. Plenty of space for our group and a very nice set up. "
United States
Justin L.
The price is AU$783
includes taxes & fees
14 Dec - 15 Dec
Charming Nekoosa Home with Lake access
House (2 Bedrooms) | Interior
Large Backyard, Walk to Hospital: Sheboygan Abode!

Cottage in Sheboygan

Large Backyard, Walk to Hospital: Sheboygan Abode!
3.0 star property
The price is AU$604
includes taxes & fees
13 Dec - 14 Dec
Large Backyard, Walk to Hospital: Sheboygan Abode!
Exterior
Tiny House on the River

Cottage in Black River Falls

Tiny House on the River
10.0 out of 10, Exceptional, (80)
"The house was beautiful, the fishing was great. It was a wonderful place to relax and reset."
United States
Crystal K.
The price is AU$346
includes taxes & fees
16 Dec - 17 Dec
Tiny House on the River
Exterior
The Alton House - Come experience tiny house living in beautiful Pepin!

Cottage in Pepin

The Alton House - Come experience tiny house living in beautiful Pepin!
9.8 out of 10, Exceptional, (31)
"Wonderful property and great host!"
United States
Anonymous traveller
The price is AU$293
includes taxes & fees
15 Dec - 16 Dec
The Alton House - Come experience tiny house living in beautiful Pepin!
Front of property
Big River Escape Parkside Bungalow

Cottage in Winona

Big River Escape Parkside Bungalow
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is AU$364
includes taxes & fees
12 Jan - 13 Jan 2026
Big River Escape Parkside Bungalow
Outdoor dining
Relaxing Taylor Lake Retreat directly on the Chain of Lakes

Cottage in Chain O' Lakes

Relaxing Taylor Lake Retreat directly on the Chain of Lakes
9.0 out of 10, Wonderful, (22)
"Overall a nice stay. Had what we needed, and was an enjoyable time for our family. "
United States
Andrew W.
The price is AU$552
includes taxes & fees
13 Dec - 14 Dec
Relaxing Taylor Lake Retreat directly on the Chain of Lakes
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 Brewhouse Inn & Suites

The Brewhouse Inn & Suites

10/10 Excellent
"Everything from start to finish was absolutely fantastic! We will be back! "
Karen 1-night trip
Posted 1 day ago
The Brewhouse Inn & Suites

Find out more about Southern Wisconsin

Southern Wisconsin Cottages information

Number of reviews
472
Accommodation
71 Cottages
Lowest Price
AU$293
Highest Price
AU$977

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