Southwest Wisconsin Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Southwest Wisconsin holiday rentals

Reception

The Dylin

The Dylin
4.0 star property
Tenney-Lapham
9.4 out of 10, Exceptional, (123 reviews)
"Check in was easy, the room was super clean and cute, great amenities, close to the Sylvee and other bars/restaurants and the lake. Would stay again!! "
United States
Caitlin
The price is HK$872
HK$1,007 total
includes taxes & fees
4 Feb - 5 Feb
The Dylin
View from property

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
2.0 star property
Wild Rose
9.8 out of 10, Exceptional, (49 reviews)
"The staff was great and i enjoyed the entire stay."
United States
Wakeem
The price is HK$812
HK$1,232 total
includes taxes & fees
5 Feb - 6 Feb
Postcard Cabins Wild Rose, Outdoor Collection by Marriott Bonvoy
TV, books

Crooked Creek - Serenity Cabin

Crooked Creek - Serenity Cabin
Boscobel
10.0 out of 10, Exceptional, (12 reviews)
"Everything from booking, cleanliness, amenities and checking out were excellent. The front porch was wonderful!"
United States
Susan M B.
The price is HK$809
HK$1,468 total
includes taxes & fees
5 Feb - 6 Feb
Crooked Creek - Serenity Cabin
TV, fireplace, DVD player, stereo

Tiny House on the River

Tiny House on the River
Black River Falls
10.0 out of 10, Exceptional, (84 reviews)
"Fantastic stay! Lovely overnight visit."
United States
Tiffany D.
The price is HK$1,054
HK$1,784 total
includes taxes & fees
9 Feb - 10 Feb
Tiny House on the River
Property grounds

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (33 reviews)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
The price is HK$712
HK$916 total
includes taxes & fees
4 Feb - 5 Feb
Tamarack Point Homestead
Smart TV

RiverFront Cottage>Private Pier>Firepit & Wildlife

RiverFront Cottage>Private Pier>Firepit & Wildlife
Princeton
10.0 out of 10, Exceptional, (40 reviews)
"We loved this quiet getaway! Simply perfect and simple. Great sunsets and rainbows! "
United States
Kevin
The price is HK$627
HK$1,651 total
includes taxes & fees
4 Feb - 5 Feb
RiverFront Cottage>Private Pier>Firepit & Wildlife
Terrace/patio

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (65 reviews)
"Clean, pet friendly, great location"
United States
Matthew K.
The price is HK$664
HK$2,044 total
includes taxes & fees
23 Feb - 24 Feb
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Outdoor spa tub

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

Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Wisconsin Dells
10.0 out of 10, Exceptional, (11 reviews)
"Excellent location, quiet, and very clean. Would stay again "
United States
Allen B.
The price is HK$937
HK$2,650 total
includes taxes & fees
5 Feb - 6 Feb
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Exterior detail

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (52 reviews)
"Wonderful place! Clean, full of amenities, within walking distance to everything downtown has to offer."
United States
Alina L.
The price is HK$742
HK$1,393 total
includes taxes & fees
5 Feb - 6 Feb
Cozy first floor at the heart of downtown Viroqua
Interior

A Comfy Cozy Cottage on Clowney

A Comfy Cozy Cottage on Clowney
Mineral Point
9.6 out of 10, Exceptional, (121 reviews)
"Comfortable, easy stay for a weekend. "
United States
Kelly
The price is HK$1,301
HK$1,929 total
includes taxes & fees
5 Feb - 6 Feb
A Comfy Cozy Cottage on Clowney
1 bedroom, WiFi, bed sheets

Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (15 reviews)
"A lovely, spacious, clean apartment above a yummy restaurant in a quiet residential neighborhood. We stayed there when we were in town for a 6-hour race in Goose Island State Park, and it was perfect! "
United States
Amy
The price is HK$852
HK$1,294 total
includes taxes & fees
4 Feb - 5 Feb
Hidden Gem - 1BR/1Bath in Lax WI
Smart TV

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Richland Center
10.0 out of 10, Exceptional, (35 reviews)
"The hunters really enjoyed their stay. "
United States
Rhoda H.
The price is HK$1,172
HK$1,409 total
includes taxes & fees
7 Feb - 8 Feb
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Property grounds

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

French Island w/Hot Tub, Kayak, Lake View, EV
La Crosse
9.8 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
The price is HK$1,016
HK$2,472 total
includes taxes & fees
9 Feb - 10 Feb
French Island w/Hot Tub, Kayak, Lake View, EV
Property grounds

Piers & Pines at Island Pointe

Piers & Pines at Island Pointe
Wisconsin Dells
10.0 out of 10, Exceptional, (26 reviews)
"Wonderful stay. Perfect little cabin and hosts were very helpful."
United States
Alisia
The price is HK$588
HK$1,607 total
includes taxes & fees
4 Feb - 5 Feb
Piers & Pines at Island Pointe
Iron/ironing board, free WiFi, bed sheets

Lodges Of The Lakes

Lodges Of The Lakes
3.5 star property
Nekoosa
9.8 out of 10, Exceptional, (6 reviews)
"This is a great place to stay -- very clean and new and well equipped in the kitchen. Very close to golf --- easy access to get in the place and the owner was very accomodating"
United States
David
The price is HK$2,899
HK$3,290 total
includes taxes & fees
4 Feb - 5 Feb
Lodges Of The Lakes
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
Mount Horeb
10.0 out of 10, Exceptional, (20 reviews)
"Very clean and comfortable and a great location within walking distance to downtown."
United States
Holly
The price is HK$742
HK$1,419 total
includes taxes & fees
4 Feb - 5 Feb
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
1 bedroom, WiFi

Room 4, Kozy Rest Motel

Room 4, Kozy Rest Motel
Montello
9.4 out of 10, Exceptional, (6 reviews)
"Perfect location for our visit. Right down the road to a family party. Room was a little small but cozy & well maintained. Would stay again."
United States
Terri
The price is HK$781
HK$1,156 total
includes taxes & fees
5 Feb - 6 Feb
Room 4, Kozy Rest Motel
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, (48 reviews)
"The host was great."
United States
David H.
The price is HK$689
HK$1,197 total
includes taxes & fees
4 Feb - 5 Feb
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
TV, DVD player, video library

Welcome to Full Moon Cabin in the Woods

Welcome to Full Moon Cabin in the Woods
Arkdale
9.4 out of 10, Exceptional, (25 reviews)
"It was clean and organized "
United States
Dan S.
The price is HK$696
HK$2,125 total
includes taxes & fees
8 Feb - 9 Feb
Welcome to Full Moon Cabin in the Woods
Fridge, microwave, oven, stovetop

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, (78 reviews)
"Great stay overall."
United States
Keelie D.
The price is HK$970
HK$1,614 total
includes taxes & fees
8 Feb - 9 Feb
Ohio Street Retreat-hot tub, massage chair, pool
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

Hyatt Place Madison Downtown

Hyatt Place Madison Downtown

10/10 Excellent
"Nice room, very nice staff, good breakfast!"
Kristine 1-night trip
Posted 1 day ago
Hyatt Place Madison Downtown

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