Holiday Homes in Southwest Wisconsin

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Southwest Wisconsin and around

Our top choices for Southwest Wisconsin holiday homes

2 Comfortable Queen Beds & Hot Shower at an affordable price.
1 bedroom, free WiFi, bed sheets

2 Comfortable Queen Beds & Hot Shower at an affordable price.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Nice clean room. Great host. Very friendly. Great bar! "
The price is €99
includes taxes & fees
2 Sept - 3 Sept
2 Comfortable Queen Beds & Hot Shower at an affordable price.
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Exterior

The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort

10.0 out of 10, Exceptional, (14)
"I had the pleasure of spending a short weekend at The Earthhouse BnB in Mt. Horeb, and it was absolutely wonderful! The property is tucked away in a serene, peaceful location that provided the perfect escape from the hustle and bustle of everyday life. The BnB itself is charming and cozy, with unique touches that made it feel like a true home away from home."
The price is €163
includes taxes & fees
23 Aug - 24 Aug
The EarthHouse ~ Wall-to-wall unique style, Luxury Linens and Amazing Comfort
Tamarack Point Homestead
Property grounds

Tamarack Point Homestead

10.0 out of 10, Exceptional, (28)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
Tamarack Point Homestead
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (83)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is €142
includes taxes & fees
3 Sept - 4 Sept
The Bungaleau 1 Bedroom House In Cute Rivertown
Ohio Street Retreat-hot tub, massage chair, pool
Terrace/patio

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (59)
"very clean nice little house, perfect for a family visit"
The price is €176
includes taxes & fees
11 Sept - 12 Sept
Ohio Street Retreat-hot tub, massage chair, pool
Campus-Area 3BR | Panoramic Bluffs
Fridge, microwave, oven, stovetop

Campus-Area 3BR | Panoramic Bluffs

9.2 out of 10, Wonderful, (30)
"Great place would highly recommend"
Campus-Area 3BR | Panoramic Bluffs
The Honey Haven
Interior

The Honey Haven

10.0 out of 10, Exceptional, (43)
"This VRBO was a wonderfully clean and comfortable retreat in the driftless. The owners (and their dog) were very friendly, and the location was beautiful."
The price is €223
includes taxes & fees
25 Aug - 26 Aug
The Honey Haven
Riverfront Twin Home
TV, fireplace

Riverfront Twin Home

10.0 out of 10, Exceptional, (33)
"Nice place to stay. Great location. "
The price is €271
includes taxes & fees
25 Aug - 26 Aug
Riverfront Twin Home
Fawn Lake Cottage for Families Looking for Privacy
Fridge, microwave, oven, stovetop

Fawn Lake Cottage for Families Looking for Privacy

2.0 star property
9.4 out of 10, Exceptional, (3)
"It was a very nice house. Clean, well stocked and well furnished. Good neighborhood and close to the Dells. Great communication. "
The price is €278
includes taxes & fees
10 Sept - 11 Sept
Fawn Lake Cottage for Families Looking for Privacy
Single Full Room at The Little Village in Mount Horeb
Exterior detail

Single Full Room at The Little Village in Mount Horeb

8.6 out of 10, Excellent, (7)
"Quaint and affordable."
The price is €117
includes taxes & fees
24 Aug - 25 Aug
Single Full Room at The Little Village in Mount Horeb
Serenity Cottage at Mineral Point
Outdoor dining

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (89)
"What a wonderful place to stay. So much better than a hotel."
The price is €156
includes taxes & fees
24 Aug - 25 Aug
Serenity Cottage at Mineral Point
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Fridge, microwave, oven, stovetop

Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!

9.8 out of 10, Exceptional, (54)
"Beautiful get away. Private and Peaceful."
The price is €160
includes taxes & fees
28 Aug - 29 Aug
Hygge Hideaway. Pet friendly, cozy retreat & 3 minute walk to the river!
Fully Renovated 2BR 1BA Gorgeous Executive Home
Fridge, microwave, oven, stovetop

Fully Renovated 2BR 1BA Gorgeous Executive Home

10.0 out of 10, Exceptional, (21)
"The property was cute as well as well stocked up and overall I had a great stay!! "
Fully Renovated 2BR 1BA Gorgeous Executive Home
Cozy and charming cabin! Perfect for getaways and fun activities for all ages
TV, fireplace

Cozy and charming cabin! Perfect for getaways and fun activities for all ages

9.0 out of 10, Wonderful, (20)
"A good and spacious location"
The price is €309
includes taxes & fees
9 Sept - 10 Sept
Cozy and charming cabin! Perfect for getaways and fun activities for all ages
Double Full Room at The Little Village
1 bedroom, iron/ironing board, WiFi, bed sheets

Double Full Room at The Little Village

9.4 out of 10, Exceptional, (16)
"Quiet and clean place to stay!"
The price is €126
includes taxes & fees
24 Aug - 25 Aug
Double Full Room at The Little Village
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
The price is €333
includes taxes & fees
15 Sept - 16 Sept
Newly Remodeled 3BR Cottage w/ Hot Tub - Fire Pit - Near Wisconsin Dells
Country home with flowing river
Outdoor dining

Country home with flowing river

9.0 out of 10, Wonderful, (152)
"We loved the beauty of the country and the little town of Pardeeville. The information provided by the owner and check in was a breeze. The home is from another era!"
The price is €148
includes taxes & fees
24 Aug - 25 Aug
Country home with flowing river
Colorful getaway in friendly Driftless village
Exterior

Colorful getaway in friendly Driftless village

10.0 out of 10, Exceptional, (9)
"Had a great stay; house is nicely done and great for a group."
The price is €210
includes taxes & fees
25 Aug - 26 Aug
Colorful getaway in friendly Driftless village
River Road Getaway
Outdoor dining

River Road Getaway

9.6 out of 10, Exceptional, (25)
"The set up of the property was very nice, multiple deck seating areas, very nice concrete fire pit right off the back deck. Park across the street, beautiful views of the scenic drive of the Wisconsin River, would really be beautiful to see in the fall with the leaves changing l."
The price is €210
includes taxes & fees
26 Aug - 27 Aug
River Road Getaway
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (34)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is €239
includes taxes & fees
22 Sept - 23 Sept
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
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

The Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great location near capitol and walking distance to campus, great restaurants and framers market. Had nice Starbucks, affordable buffet breakfast and we enjoyed the gym, pool and sauna with no crowds. Had a lot of lines at desk and some of the desk communication regarding shuttles and towels for the room could have been better. Everyone was very friendly and was clean. Would stay again!"
Christine 3-night trip
Posted 8 hours ago
The Madison Concourse Hotel and Governor's Club