Search Vacation Homes in Southwest Wisconsin

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Check prices for these dates

Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan
In one month
6 Feb - 8 Feb
In two months
6 Mar - 8 Mar

Our top choices for Southwest Wisconsin holiday homes

Property grounds
Tamarack Point Homestead

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
18 Jan - 19 Jan
Tamarack Point Homestead
1 bedroom, iron/ironing board, free WiFi, bed sheets
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

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$1,635 total
includes taxes & fees
8 Jan - 9 Jan
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior
Hamilton Goebel House 816 E Louisa St Darlington Wi

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
Smart TV, fireplace
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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.6 out of 10, Exceptional, (8)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is HK$1,401
HK$2,431 total
includes taxes & fees
8 Jan - 9 Jan
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Outdoor dining
Riverfront Twin Home

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
8 Jan - 9 Jan
Riverfront Twin Home
Fridge, microwave, oven, stovetop
Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lake

Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lake

Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lake
Baraboo
9.4 out of 10, Exceptional, (3)
"A nice place in Baraboo WI for a weekend getaway close to ski areas "
United States
Cecilia L.
The price is HK$1,051
HK$2,377 total
includes taxes & fees
19 Jan - 20 Jan
Beautiful House! 15min away from Wisconsin Dells, Skiing Resorts and Devils lake
Outdoor dining
Serenity Cottage at Mineral Point

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

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
Fridge, microwave, oven, stovetop
Ohio Street Retreat-hot tub, massage chair, pool

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
Interior
The Honey Haven

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
20 Jan - 21 Jan
The Honey Haven
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

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$1,144
HK$2,598 total
includes taxes & fees
12 Jan - 13 Jan
Cozy and charming cabin! Perfect for getaways and fun activities for all ages
Children’s area
River Road Getaway

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
11 Jan - 12 Jan
River Road Getaway
Smart TV, DVD player
Hillsboro Driftless Guesthouse is cozy and ready for you!

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
8 Jan - 9 Jan
Hillsboro Driftless Guesthouse is cozy and ready for you!
Smart TV, fireplace, ping pong
Fawn Lake Cottage for Families Looking for Privacy

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
8 Jan - 9 Jan
Fawn Lake Cottage for Families Looking for Privacy
TV, fireplace, table football, offices
Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups

Hot Tub - King Suite - Game Room - Large Groups
Sun Prairie
10.0 out of 10, Exceptional, (16)
"We had a great visit "
United States
Jennifer D.
The price is HK$1,690
HK$5,114 total
includes taxes & fees
12 Jan - 13 Jan
Hot Tub - King Suite - Game Room - Large Groups
Exterior
Place of Peace - the Artist's Refuge

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$1,918 total
includes taxes & fees
8 Jan - 9 Jan
Place of Peace - the Artist's Refuge
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

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 HK$687
HK$1,193 total
includes taxes & fees
8 Jan - 9 Jan
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

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.
The price is HK$1,051
HK$1,970 total
includes taxes & fees
8 Jan - 9 Jan
Great 1 Bedroom unit with easy access to everything
Outdoor dining
Charming 3-bedroom house with WiFi, AC in serene Necedah

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)
"Love our stay! Nice cozy home with anything and everything you would need. "
United States
Susan W.
The price is HK$1,090
HK$3,187 total
includes taxes & fees
8 Jan - 9 Jan
Charming 3-bedroom house with WiFi, AC in serene Necedah
Interior
MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square

MJ's Penthouse ,a piece of paradise on Monroe's historic square
Monroe
10.0 out of 10, Exceptional, (102)
"Such a fun place to stay! We loved it!"
United States
Karen J.
The price is HK$1,518
HK$2,097 total
includes taxes & fees
22 Jan - 23 Jan
MJ's Penthouse ,a piece of paradise on Monroe's historic square
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

Natura Treescape Resort

Natura Treescape Resort

10/10 Excellent
"Staff was very nice. Room was clean"
Kris 1-night trip
Posted 2 days ago
Natura Treescape Resort

Find out more about Southwest Wisconsin

Southwest Wisconsin Vacation Homes information

Number of reviews
725
Accommodation
532 Vacation Homes
Lowest Price
HK$913
Highest Price
HK$5,114

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