Holiday Homes in Southwest Wisconsin

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Check prices for these dates

Next weekend
28 Nov - 30 Nov
In two weeks
5 Dec - 7 Dec
In one month
19 Dec - 21 Dec
In two months
16 Jan - 18 Jan

Featured Holiday Homes in Southwest Wisconsin and around

Property grounds
Tamarack Point Homestead

Tamarack Point Homestead

Arcadia
10.0 out of 10, Exceptional, (30)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
United States
Luke H.
The price is €110
includes taxes & fees
12 Dec - 13 Dec
Tamarack Point Homestead
Exterior
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, (18)
"We had a nice time here. Easy to get in and out. Very accommodating and clean! Pretty cool place to stay in! "
United States
Kyle H.
The price is €165
includes taxes & fees
23 Nov - 24 Nov
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
TV, fireplace
Riverfront Twin Home

Riverfront Twin Home

La Crosse
10.0 out of 10, Exceptional, (42)
"Great property with all needed amenities and right on the river! The property worked perfectly for our family get away"
United States
Amy K.
The price is €270
includes taxes & fees
22 Nov - 23 Nov
Riverfront Twin Home
Fridge, microwave, oven, stovetop
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, (47)
"Close to town. "
United States
Juanita W.
The price is €253
includes taxes & fees
23 Nov - 24 Nov
Hamilton Goebel House 816 E Louisa St Darlington Wi
Games room
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Viola
9.6 out of 10, Exceptional, (7)
"Quiet Place"
United States
Zofia Z.
The price is €279
includes taxes & fees
21 Dec - 22 Dec
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Private kitchen
Jake's Place

Jake's Place

Powell-Poage-Hamilton
9.8 out of 10, Exceptional, (8)
"Was so much better than the large groups of people at motels and quit"
United States
Jimmy S.
The price is €263
includes taxes & fees
1 Dec - 2 Dec
Jake's Place
Outdoor dining
Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point

Mineral Point
10.0 out of 10, Exceptional, (99)
"What a wonderful place to stay. So much better than a hotel."
United States
Sharon L R.
The price is €157
includes taxes & fees
30 Nov - 1 Dec
Serenity Cottage at Mineral Point
Terrace/patio
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, (70)
"Very modern comfortable space. Everything you would require was provoded. Enjoyed the pool and hot tub very much."
United States
Patricia W.
The price is €184
includes taxes & fees
23 Nov - 24 Nov
Ohio Street Retreat-hot tub, massage chair, pool
Interior
The Honey Haven

The Honey Haven

Westby
10.0 out of 10, Exceptional, (46)
"Everything was great, from check in to check out. Hosts answered questions almost immediately and were very friendly and helpful. "
United States
Mary B.
The price is €225
includes taxes & fees
26 Nov - 27 Nov
The Honey Haven
Property grounds
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)
"Just great for a family of 3 with great communication and hospitality. "
United States
Johnathon
The price is €280
includes taxes & fees
23 Nov - 24 Nov
French Island w/Hot Tub, Kayak, Lake View, EV
TV, fireplace
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 €254
includes taxes & fees
24 Nov - 25 Nov
Cozy and charming cabin! Perfect for getaways and fun activities for all ages
Fridge, microwave, oven, stovetop
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, (25)
"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 €164
includes taxes & fees
24 Nov - 25 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!
Fridge, microwave, oven, stovetop
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)
"It was a very nice house. Clean, well stocked and well furnished. Good neighborhood and close to the Dells. Great communication. "
United States
Hector P.
The price is €278
includes taxes & fees
24 Nov - 25 Nov
Fawn Lake Cottage for Families Looking for Privacy
Property grounds
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Northside
9.8 out of 10, Exceptional, (46)
"Wonderful stay, super cozy, perfect for a getaway "
United States
Katie C.
The price is €147
includes taxes & fees
14 Dec - 15 Dec
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Fridge, microwave, oven, stovetop
Great 1 Bedroom unit with easy access to everything

Great 1 Bedroom unit with easy access to everything

Lower Northside
9.6 out of 10, Exceptional, (53)
"Great location, close to downtown, mall, river etc. very clean. Close to good coffee and restaurants. Great place"
United States
Dan M.
Great 1 Bedroom unit with easy access to everything
Microwave, oven, stovetop, dishwasher
Charming 3-bedroom house with WiFi, AC in serene Necedah

Charming 3-bedroom house with WiFi, AC in serene Necedah

Necedah
9.8 out of 10, Exceptional, (12)
"Clean, comfortable place for us with nature areas and fishing close by."
United States
Jerome L.
The price is €363
includes taxes & fees
22 Nov - 23 Nov
Charming 3-bedroom house with WiFi, AC in serene Necedah
Outdoor dining
River Road Getaway

River Road Getaway

Muscoda
9.6 out of 10, Exceptional, (27)
"Nice clean place to stay for weekend vacation:) would stay again if in the area"
United States
Anonymous traveller
The price is €212
includes taxes & fees
23 Nov - 24 Nov
River Road Getaway
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River

Relax with beautiful views overlooking the Wisconsin River

Blue River
10.0 out of 10, Exceptional, (53)
"The house was great, we had a very relaxing and fun vacation!"
United States
Wendy B.
The price is €325
includes taxes & fees
1 Dec - 2 Dec
Relax with beautiful views overlooking the Wisconsin River
Exterior
Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village

Wonewoc
10.0 out of 10, Exceptional, (10)
"This hpuse is just as charming as the pictures! "
United States
Maria C.
The price is €212
includes taxes & fees
23 Nov - 24 Nov
Colorful getaway in friendly Driftless village
Property grounds
Your Holidays Start Here HotTub/Arcade/Fireplace

Your Holidays Start Here HotTub/Arcade/Fireplace

Milton
10.0 out of 10, Exceptional, (17)
"Excellent place!"
United States
Roger Z.
The price is €495
includes taxes & fees
23 Nov - 24 Nov
Your Holidays Start Here HotTub/Arcade/Fireplace
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 Southwest Wisconsin Hotel Reviews

DoubleTree by Hilton Madison Downtown

DoubleTree by Hilton Madison Downtown

10/10 Excellent
"Very nice staff, clean facilities and comfy beds!!"
Rachel 1-night trip
Posted 4 days ago
DoubleTree by Hilton Madison Downtown

Find out more about Southwest Wisconsin

Southwest Wisconsin Holiday Homes information

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