Southern Wisconsin Holiday Houses

Southern Wisconsin Holiday Homes
Wisconsin
United States of America
Holiday Homes
Expedia.co.nz

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Our top choices for Southern Wisconsin holiday homes

A field of lavender with a path leading through it.

A rural landscape with a barn, a small house, and a large house with a porch.

A rustic wooden structure with a small shed, surrounded by a well-maintained grassy field and a tree.

A living room with a brown leather sofa, a black ottoman, a TV on a stand, and a framed picture on the wall.

1. Tamarack Point Homestead

Tamarack Point Homestead

Arcadia

10.0 out of 10, Exceptional, (42 reviews)

10/10

Exceptional

(42 reviews)

"What a wonderful place to stay. "

Anonymous traveller

The price is NZ$198

NZ$198

includes taxes & fees

31 Aug - 1 Sept

Tamarack Point Homestead

A serene park with a pond, lush green grass, and a house in the background.

A single-story house with a front porch, a mailbox, and a wooden picnic table.

A living room with a blue sofa, a black leather armchair, a fireplace, and a television mounted on the wall.

A pool table with balls and cues, surrounded by shelves and a staircase.

2. Country home with flowing river

Country home with flowing river

Pardeeville

9.0 out of 10, Wonderful, (174 reviews)

9.0/10

Wonderful

(174 reviews)

"Staying at this house was like staying at my grandmother’s house when I was a child. It was a wonderful experience, and the grounds were phenomenal."

Jeff

The price is NZ$284

NZ$284

includes taxes & fees

31 Aug - 1 Sept

Country home with flowing river

A spacious, multi-level interior with a balcony, a laundry room, and various decorative items.

A stone building with a sloped roof, arched windows, and a small attached shed.

A cozy living room with a beige sofa, a wooden side table, a vintage stove, and a staircase with a white railing.

A gazebo with a metal frame and a roof, surrounded by a garden with various plants and flowers.

3. Gleason's Chouse

Gleason's Chouse

Campbellsport

10.0 out of 10, Exceptional, (48 reviews)

10/10

Exceptional

(48 reviews)

"We had a wonderful stay! Loved the decor! Connie and Jim are wonderful hosts."

Sara Z.

The price is NZ$321

NZ$321

includes taxes & fees

13 Sept - 14 Sept

Gleason's Chouse

A wooden deck with a bench, a white door, and hanging flower baskets.

A living room with a sofa, a coffee table, and a patterned carpet. There is a doorway leading to a kitchen and dining area.

A residential house with a front porch, a small garden with orange flowers, and a red building in the background.

A single-story house with a front door, a mailbox, and a small window.

4. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown

Downtown Trempealeau

9.8 out of 10, Exceptional, (101 reviews)

9.8/10

Exceptional

(101 reviews)

"Perfect place for a relaxing visit "

Lisa C.

The price is NZ$271

NZ$271

includes taxes & fees

31 Aug - 1 Sept

The Bungaleau 1 Bedroom House In Cute Rivertown

A window with a metal handle and a mesh screen, overlooking a grassy area with trees.

A wooden deck with wicker furniture and a table, overlooking a forested area.

5. Remodeled, cozy, pet friendly cabin near lakes

Remodeled, cozy, pet friendly cabin near lakes

Necedah

10.0 out of 10, Exceptional, (37 reviews)

10/10

Exceptional

(37 reviews)

"This property was perfect. It was very clean and they had a lot of supplies available. The owner was very kind and very responsive. I would definitely recommend this place!"

Rebekah

The price is NZ$391

NZ$391

includes taxes & fees

31 Aug - 1 Sept

Remodeled, cozy, pet friendly cabin near lakes

A living room with a blue sofa, a yellow armchair, a coffee table, and a large window.

A bedroom with a bed, a window, and wooden flooring.

A modern kitchen with white cabinets, a stainless steel refrigerator, blue cabinets, a wooden dining table, and a black stove.

A single-story house with a front garage, a small porch, and a chimney.

6. Charming 2-bedroom house with everything you need in the heart of West Allis

Charming 2-bedroom house with everything you need in the heart of West Allis

West Allis

9.6 out of 10, Exceptional, (18 reviews)

9.6/10

Exceptional

(18 reviews)

"Had a great weekend stay. House was clean and cute and our host was very accommodating!"

Renee W.

The price is NZ$405

NZ$405

includes taxes & fees

8 Sept - 9 Sept

Charming 2-bedroom house with everything you need in the heart of West Allis

A dining area with a round table, four chairs, a wooden floor, a door, and a lamp.

A narrow hallway with wooden flooring leading to a dining area with a table and chairs.

A living room with a ceiling fan, a television, a sofa, a coffee table, and a fireplace.

A narrow hallway with wooden cabinets, a kitchen area with a sink, stove, and cabinets, and a trash bin.

7. Quiet House

Quiet House

Milwaukee

8.0 out of 10, Very good, (18 reviews)

8.0/10

Very good

(18 reviews)

"Great stay . Love the location "

Laterrance G.

The price is NZ$354

NZ$354

includes taxes & fees

31 Aug - 1 Sept

Quiet House

An outdoor deck with a table and four chairs, overlooking a body of water and surrounded by bare trees.

A hallway with wooden flooring, a potted plant, and a door at the end.

A dining area with a table and chairs, a small cabinet, a ceiling fan, a window with curtains, and a door.

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a sink.

8. Riverfront Twin Home

Riverfront Twin Home

La Crosse

10.0 out of 10, Exceptional, (59 reviews)

10/10

Exceptional

(59 reviews)

"Great property! Enjoyed the property and outdoor space was amazing! While there is not conventional central air, the space stayed cool."

Melissa

The price is NZ$517

NZ$517

includes taxes & fees

31 Aug - 1 Sept

Riverfront Twin Home

A modern kitchen with a central island, stainless steel appliances, and wooden flooring.

A black massage chair in a room with a wooden table and a carpeted floor.

A bedroom with a bed, a headboard, a wall-mounted lamp, and a ceiling light fixture.

A wooden deck with outdoor furniture including a table and chairs.

9. Ohio Street Retreat-hot tub, pool, massage chair

Ohio Street Retreat-hot tub, pool, massage chair

Prairie du Chien

10.0 out of 10, Exceptional, (91 reviews)

10/10

Exceptional

(91 reviews)

"Was a very nice and quiet place to relax and enjoy. Comfortable beds and very nice interior"

nate k.

The price is NZ$380

NZ$380

includes taxes & fees

3 Sept - 4 Sept

Ohio Street Retreat-hot tub, pool, massage chair

A spacious living area with a wooden dining table, a sofa, and a hanging chair. There are large windows providing natural light and a view of the outside.

A building with a storefront labeled "Busy Bee Floral & Gift Shop."

A modern kitchen with dark cabinets, a central island with chairs, and a built-in oven.

A spacious hallway with a wooden floor, a brick wall on one side, and a dining area with a wooden table and chairs on the other.

10. 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, (110 reviews)

10/10

Exceptional

(110 reviews)

"Best location and fabulous hospitality!"

Anne B.

The price is NZ$461

NZ$461

includes taxes & fees

31 Aug - 1 Sept

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

An indoor water park with multiple slides and play structures.

A wooden boardwalk leading to a beach with clear skies.

An indoor swimming pool with a curved design, surrounded by tiled walls and a wooden floor.

A waterfront with a row of buildings including a pizzeria, a bar, and a restaurant.

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

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

Oostburg

10.0 out of 10, Exceptional, (140 reviews)

10/10

Exceptional

(140 reviews)

The price is NZ$293

NZ$293

includes taxes & fees

1 Sept - 2 Sept

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

A modern kitchen with white cabinetry, a wooden table, a wicker basket, and a hanging light fixture.

A spacious living room with a sofa, coffee table, and a television. There is a staircase leading to another level.

A room with a sofa, a wooden table, a chair, a dresser, and a large window with a view of a snowy street.

A kitchen with a wooden table, white cabinets, a refrigerator, and a hanging light fixture.

12. Carefully curated and walkable to all Princeton has to offer.

Carefully curated and walkable to all Princeton has to offer.

Princeton

10.0 out of 10, Exceptional, (7 reviews)

10/10

Exceptional

(7 reviews)

"Very clean and affordable. "

Josh S.

The price is NZ$606

NZ$606

includes taxes & fees

13 Sept - 14 Sept

Carefully curated and walkable to all Princeton has to offer.

A bedroom with a bed, a ceiling fan, a nightstand, and a window with curtains.

A living room with a fireplace, two sofas, a coffee table, and a ceiling fan.

A yellow house with a red roof, surrounded by a grassy yard and trees.

A compact kitchen with wooden cabinets, a black refrigerator, and a small dining area with a checkered tablecloth.

13. Fawn Lake Cottage for Families Looking for Privacy

Fawn Lake Cottage for Families Looking for Privacy

Wisconsin Dells

9.8 out of 10, Exceptional, (11 reviews)

9.8/10

Exceptional

(11 reviews)

"Great home and host beautiful home "

Michael C.

The price is NZ$559

NZ$559

includes taxes & fees

31 Aug - 1 Sept

Fawn Lake Cottage for Families Looking for Privacy

A living room with a television, a coffee table, a sofa, and a dining area in the background.

A yellow house with a metal roof, a wooden deck, and a barbecue grill.

A bedroom with a bed, bedside table, lamp, and a bench with a cushion.

A residential area with a large grassy yard, a yellow house, and a red garage.

14. 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, (29 reviews)

10/10

Exceptional

(29 reviews)

"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"

Brett B.

The price is NZ$358

NZ$358

includes taxes & fees

31 Aug - 1 Sept

Hillsboro Driftless Guesthouse is cozy and ready for you!

A cozy wooden gazebo with a cushioned bench, string lights, and a patterned rug.

A wooden deck with a doormat that reads "GONE FISHIN'".

A room with a bed, a door, and a wall with a poster.

A window with a view of a house, a car, and a plant on the sill.

15. 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, (65 reviews)

9.8/10

Exceptional

(65 reviews)

"This place has so much personality and charm! We loved our stay, so many fun little details to enjoy. Very easily accessible to the downtown area, which made our experience very smooth. We'd love to stay there again the next time we're in La Crosse."

Colin W.

The price is NZ$288

NZ$288

includes taxes & fees

23 Sept - 24 Sept

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

A dining room with a large wooden table and chairs, a fireplace, and a mirror reflecting the room.

A living room with two sofas, a TV, and a wooden door.

16. Serenity Cottage at Mineral Point

Serenity Cottage at Mineral Point

Mineral Point

10.0 out of 10, Exceptional, (122 reviews)

10/10

Exceptional

(122 reviews)

"Super cute and cozy place - perfect for our getaway. "

Katie K.

The price is NZ$419

NZ$419

includes taxes & fees

31 Aug - 1 Sept

Serenity Cottage at Mineral Point

A bedroom with a bed, a desk, a chair, a lamp, a ceiling fan, and a window with a sign.

A kitchen with a round table, two chairs, and various kitchen items on shelves.

A living room with a sofa, a small table, a lamp, and a TV.

A two-story house with a front porch, a staircase, and a small deck.

17. The Nohl | A Lake Effect Stay Near Brady Street

The Nohl | A Lake Effect Stay Near Brady Street

Lower East Side

The price is NZ$447

NZ$447

includes taxes & fees

31 Aug - 1 Sept

The Nohl | A Lake Effect Stay Near Brady Street

A wooden deck with a table and chairs, surrounded by a wooden fence, overlooking a grassy area with trees.

A wooden room with a skylight, a shower curtain, and a dark rug.

A wooden cabin interior with a dining table and chairs, a kitchen area with a sink and cabinets, and large windows allowing natural light.

A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in island with a sink, and a wooden chair.

18. 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, (18 reviews)

9.8/10

Exceptional

(18 reviews)

"We loved everything about this place."

Jessabelle

The price is NZ$685

NZ$685

includes taxes & fees

31 Aug - 1 Sept

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

A modern kitchen with a large island, stainless steel sink, and pendant lights.

A room with a wooden bench, a coat rack, and a door leading outside.

A bedroom with a sloped ceiling, a bed with a blue bedspread, a mounted TV, and a visible bathroom in the background.

A living room with a sectional sofa, a mounted deer head, and a view of the outdoors through two windows.

19. Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

Waukesha

9.8 out of 10, Exceptional, (38 reviews)

9.8/10

Exceptional

(38 reviews)

"Great place and very clean"

Jason d.

The price is NZ$607

NZ$607

includes taxes & fees

31 Aug - 1 Sept

Modern and Convenient Waukesha 3BR home with 2 King Beds and Hot Tub

A serene lakeside setting with a wooden dock extending into the water, surrounded by lush greenery and trees.

A cozy living room with wooden walls, a ceiling fan, a fireplace, a sofa, a coffee table, and a lamp.

A dining area with a wooden table and chairs, a cabinet with decorative items, and large windows with a view of greenery.

A compact kitchen with wooden cabinets, a refrigerator, a gas stove, and a dining area with a table and chairs.

20. Lake Cottage 30 minutes from Wisconsin Dells.

Lake Cottage 30 minutes from Wisconsin Dells.

Friendship

9.8 out of 10, Exceptional, (61 reviews)

9.8/10

Exceptional

(61 reviews)

"Very nice place to stay we had everything that we needed. Very clean and great owners"

Margie O.

The price is NZ$533

NZ$533

includes taxes & fees

8 Sept - 9 Sept

Lake Cottage 30 minutes from Wisconsin Dells.

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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