Search Holiday Homes in Southern Wisconsin

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Check prices for these dates

In two weeks
26 Sept - 28 Sept
In one month
10 Oct - 12 Oct
In two months
7 Nov - 9 Nov
In three months
5 Dec - 7 Dec

Browse Select Southern Wisconsin Holiday Homes

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
Property grounds

Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View

9.6 out of 10, Exceptional, (86)
"Great very clean place . Everything they posted was true and we stay here again."
The price is £84
includes taxes & fees
30 Sept - 1 Oct
Cozy Bedroom with Private Entrance, Bathrm and nearby Lake Michigan View
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."
The price is £90
includes taxes & fees
17 Sept - 18 Sept
Tamarack Point Homestead
French Island w/Hot Tub, Kayak, Lake View, EV
Property grounds

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

10.0 out of 10, Exceptional, (18)
"Just great for a family of 3 with great communication and hospitality. "
The price is £239
includes taxes & fees
16 Sept - 17 Sept
French Island w/Hot Tub, Kayak, Lake View, EV
Fawn Lake Cottage for Families Looking for Privacy
Fridge, microwave, oven, stovetop

Fawn Lake Cottage for Families Looking for Privacy

2.0 star property
9.8 out of 10, Exceptional, (6)
"It was a very nice house. Clean, well stocked and well furnished. Good neighborhood and close to the Dells. Great communication. "
The price is £235
includes taxes & fees
15 Sept - 16 Sept
Fawn Lake Cottage for Families Looking for Privacy
The Honey Haven
Interior

The Honey Haven

10.0 out of 10, Exceptional, (44)
"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 £191
includes taxes & fees
15 Sept - 16 Sept
The Honey Haven
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Fridge, microwave, oven, stovetop

Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking

9.8 out of 10, Exceptional, (28)
"The cozy cottage was just as described and perfect for a mom-and-daughter getaway. It had everything we needed, including a fully equipped kitchen, and lovely little details like a coffee bar stocked with delicious local coffees. It's an easy walk to the lake and downtown. We would stay here again and highly recommend!"
The price is £281
includes taxes & fees
17 Sept - 18 Sept
Quick Trip Getaway |Fun Southwestern Vibe |Enclosed Porch |Walkable to Downtown Lake Geneva |Parking
Ohio Street Retreat-hot tub, massage chair, pool
Terrace/patio

Ohio Street Retreat-hot tub, massage chair, pool

10.0 out of 10, Exceptional, (60)
"very clean nice little house, perfect for a family visit"
The price is £150
includes taxes & fees
15 Sept - 16 Sept
Ohio Street Retreat-hot tub, massage chair, pool
Serenity Cottage at Mineral Point
Outdoor dining

Serenity Cottage at Mineral Point

10.0 out of 10, Exceptional, (92)
"What a wonderful place to stay. So much better than a hotel."
The price is £133
includes taxes & fees
21 Sept - 22 Sept
Serenity Cottage at Mineral Point
Riverfront Twin Home
TV, fireplace

Riverfront Twin Home

10.0 out of 10, Exceptional, (34)
"Nice place to stay. Great location. "
The price is £233
includes taxes & fees
15 Sept - 16 Sept
Riverfront Twin Home
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (86)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is £121
includes taxes & fees
21 Sept - 22 Sept
The Bungaleau 1 Bedroom House In Cute Rivertown
Great 1 Bedroom unit with easy access to everything
Fridge, microwave, oven, stovetop

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (52)
"Great location, close to downtown, mall, river etc. very clean. Close to good coffee and restaurants. Great place"
The price is £162
includes taxes & fees
15 Sept - 16 Sept
Great 1 Bedroom unit with easy access to everything
Three bedrooms upstairs
Dining

Three bedrooms upstairs

9.6 out of 10, Exceptional, (73)
"Fantastic stay and loved all of the craftsman architecture. We loved the neighborhood and it's close to great eateries. Thanks Ryan!"
The price is £178
includes taxes & fees
15 Sept - 16 Sept
Three bedrooms upstairs
Gleason's Chouse
Interior

Gleason's Chouse

10.0 out of 10, Exceptional, (37)
"Looking to unwind & relax from the daily demands of being moms & wives, a friend and I chose Gleason's Chouse for its central location to all the local hiking! We were pleasantly surprised by the charm and detail put into the house. It was comfortable and inviting! Would definitely stay again!"
The price is £146
includes taxes & fees
15 Sept - 16 Sept
Gleason's Chouse
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
Exterior

Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.

10.0 out of 10, Exceptional, (107)
"Great place to hang out and relax. Everything was thought of, which made it easy to enjoy."
The price is £136
includes taxes & fees
17 Sept - 18 Sept
Tranquil Cottage in the Woods with Lake Michigan only 300 feet away.
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Interior

NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms

2.0 star property
9.8 out of 10, Exceptional, (13)
"A group of 8 friends stayed here while visiting Milwaukee for a wedding. We enjoyed the stay and would stay there again in the future! Tonga was always very responsive and friendly and helped quickly when an issue arose. "
The price is £359
includes taxes & fees
16 Sept - 17 Sept
NEW! Fun, style & comfort Eastside MKE Best Day Townhouse 4 bedrooms
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
Fridge, microwave, oven, stovetop

Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!

9.6 out of 10, Exceptional, (367)
"Always a wonderful stay! Was very clean and the sunset was amazing! Thank you for another great time at the lake. "
The price is £249
includes taxes & fees
21 Sept - 22 Sept
Beautiful Lakefront Home ~ Outstanding Sunsets ~ Includes Hot Tub!
3-bedroom vacation home just a short walk to Lake Michigan
Terrace/patio

3-bedroom vacation home just a short walk to Lake Michigan

9.0 out of 10, Wonderful, (30)
"We stayed for one night since we had a nearby reservation and were coming from Chicago. Location was terrific and we wanted to keep it mind for future booking in the summertime given the proximity to the beach. Really large yard was a plus and accommodations were in nice shape! "
The price is £205
includes taxes & fees
15 Sept - 16 Sept
3-bedroom vacation home just a short walk to Lake Michigan
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Fridge, microwave, oven, stovetop

#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE

10.0 out of 10, Exceptional, (28)
"Place was as described and fit our needs perfectly!"
The price is £374
includes taxes & fees
15 Oct - 16 Oct
#2 Tamarack aka Como Escape · Como Escape 4 bed 3 bath by LAKE
Draper Vacation Home - Families & Friends Welcome
Fridge, microwave, oven, stovetop

Draper Vacation Home - Families & Friends Welcome

10.0 out of 10, Exceptional, (32)
"Accurate listing and great property for a family stay!"
The price is £390
includes taxes & fees
15 Sept - 16 Sept
Draper Vacation Home - Families & Friends Welcome
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 £180
includes taxes & fees
15 Sept - 16 Sept
Colorful getaway in friendly Driftless village
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 Madison Concourse Hotel and Governor's Club

The Madison Concourse Hotel and Governor's Club

10/10 Excellent
"Great hotel although didn’t acknowledge VIP status. Not a big deal. Did not like every other day housekeeping in spite of me requesting a daily. COVID is over and if you’re going to be a high end hotel this is not the way. Overall, staff was wonderful."
Christopher 5-night trip
Posted 4 days ago
The Madison Concourse Hotel and Governor's Club

Find out more about Southern Wisconsin

Find out more about Southern Wisconsin

Southern Wisconsin Holiday Homes information

Number of reviews
2,121
Accommodation
729 Holiday Homes
Lowest Price
£182
Highest Price
£753

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