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Our top choices for Plain holiday homes

A modern kitchen with a white countertop, a black and white tiled backsplash, and a stainless steel oven.

1. KwikStay: The Small-Town Ranch Style Home

Loganville

Dawn B.

includes taxes & fees

26 Oct - 27 Oct

A bedroom with a bed, a television mounted on the wall, a window with blinds, and a closet with shelves.

2. Draper Vacation Home - Families & Friends Welcome

Baraboo

Michele T.

includes taxes & fees

1 Oct - 2 Oct

A living room with a TV, wooden furniture, a dining table with chairs, and a kitchen in the background.

3. Large 2-bedroom lower unit with fast WI-FI & in unit washer/dryer

Baraboo

Roger S.

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with a large island, white cabinetry, a microwave, and a sink.

4. Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Reedsburg

Ken M.

includes taxes & fees

1 Oct - 2 Oct

A playground with various play structures, including a slide, swings, and climbing frames, surrounded by grass and trees.

5. River Road Getaway

Muscoda

Anonymous traveller

includes taxes & fees

1 Oct - 2 Oct

A hallway with a wooden door leading to a kitchen area.

6. Cozy Luxe Retreat| High-End Design w/outdoor fire pit WI Dells, Cascade MT, Devils Lake

Baraboo

Cristin S.

includes taxes & fees

1 Oct - 2 Oct

7. The Baraboo Hideaway

Baraboo

Jacqueline R.

includes taxes & fees

13 Oct - 14 Oct

A kitchen with a sliding glass door leading to a wooden deck with a view of a grassy field and a lake.

8. Updated home with lake views, across the street from Lake WI, near free ferry

Merrimac

Paul W.

includes taxes & fees

14 Oct - 15 Oct

A wooden dining table set with chairs, a stone fireplace, and a large window overlooking a snowy landscape.

9. Lodge w/ Indoor Pool along Devil's Lake Park!

Merrimac

Chris C.

includes taxes & fees

14 Oct - 15 Oct

A cozy cabin interior with a wooden ceiling, a large window, a dining area, and a seating area with a chair and sofa.

10. COZY WATERFRONT CABIN, ON SUNSET BAY, LAKE WISCONSIN !! SPRING AND SUMMER FUN !!

Lodi

Emma L L.

includes taxes & fees

26 Oct - 27 Oct

A cozy log cabin interior with a stone fireplace, a large gray sectional sofa, a flat-screen TV mounted on the wall, and a large window with curtains.

11. 6 min to Kalahari - King Suite - Game Room - Pets

Baraboo

Lauren S.

A hot tub with a step, surrounded by trees and string lights.

12. Hot Tub +Sauna + Game Room, near Wis. Dells and Baraboo

Baraboo

"This property was great for our uses. The whole family enjoyed all of the spaces especially the downstairs game/ arcade room. The kitchen was missing a couple of things that I needed to make some of the meals I had planned. However I was able to figure out a solution. Very close to the casino and stores in both Baraboo and Wis Dells. Even Madison is only a hour drive depending on where you are going. The hosts were very responsive to any issues or concerns I had and very friendly. The home...

Kristina L.

includes taxes & fees

8 Oct - 9 Oct