Top Guest Houses in Wisconsin in 2026

A cityscape with a prominent dome-shaped building, dense residential areas, and a mix of commercial buildings.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Top Cities in Wisconsin

A busy urban street with historic buildings, a prominent clock tower, and a hill in the background.

Our top choices for Wisconsin guest houses

A park with picnic tables and chairs, a large tree, and a lake in the background.

1. Little Bluff Inn

Downtown Trempealeau

DAVID

￥15,886 total

includes taxes & fees

Oct 28 - Oct 29

A traditional two-story house with a prominent front entrance, a stone chimney, and a well-maintained lawn.

2. Otter Creek Eau Claire Altoona

Altoona

Brenda

￥20,732 total

includes taxes & fees

Oct 21 - Oct 22

A wooden deck with outdoor furniture, a view of the lake, and a railing.

3. Mendota Lake House Inn

Downtown Madison

Nicholas

￥33,687 total

includes taxes & fees

Oct 18 - Oct 19

A log cabin with a porch, a wooden door, and a bench.

4. Authentic 1882 Hand Hewn Log Home

Sturgeon Bay

GLENN

A large, two-story house with a wrap-around porch and a staircase leading to the upper level.

5. Second Wind Country Inn

Ashland

Carol

A cozy loft-style room with a dining area, a kitchen, and a staircase.

6. The Mill House

Bayfield

Christopher

￥43,927 total

includes taxes & fees

Oct 21 - Oct 22

7. Waterfront guesthouse at cliff's edge of Lake Superior's South Shore, Sky Fire.

Cornucopia

Kate J.

A yellow building with green shutters, a sign reading "Lilly Pad Guest House," and a mailbox with the number 53012.

8. Lilly Pad Boerners Guest house

Cedarburg

Andrew

A Victorian-style house with a prominent front entrance, a steeply pitched roof, and a brick facade.

9. Mon Bijou

Oconomowoc

Christopher

￥48,278 total

includes taxes & fees

Oct 16 - Oct 17

A hotel room with a bed, a nightstand, a lamp, a mirror, a door, and a thermostat.

10. Deluxe Room 7-Double room-Private Bathroom-Standard

Fish Creek

Madyson

A wooden interior with a dining area, kitchen, and living space.

11. A TOUCH OF COUNTRY LIVING Minutes from Madison

DeForest

Chelsea B.

A kitchen with dark wooden cabinets, a stainless steel refrigerator, a granite countertop, a sink, and a gas stove.

12. Appleton Country home with AC and Wifi

Appleton

Steven R.

A spacious living room with a piano, leather chairs, a fireplace, and a wall adorned with framed pictures.

13. Room 4-Double room-Private Bathroom-Standard

Fish Creek

A deck with a table and chairs overlooking a scenic landscape.

14. Chippewa View Heights ~ breathtaking views and a peaceful getaway!

Durand

heidi

A two-story house with a covered porch and a small tree.

15. Manor on the Mile Two

Franksville

Jane

￥33,192 total

includes taxes & fees

Oct 16 - Oct 17

A bar area with multiple taps labeled 'HINTERLAND,' a selection of bottles, and glasses on the counter.

16. Room 1-Double room-Private Bathroom-Standard

Fish Creek

Donald S.

A bar area with a long counter, multiple taps, and a large mirror.

17. Suite 5-Double room-Private Bathroom-Standard

Fish Creek

Max S.

A wooden building with a sign above the door, surrounded by lush greenery and various plants.

18. Artha Bed and Breakfast

Amherst

Kelsey

A bar area with a counter, stools, and a television mounted on the wall.

19. Suite 3-Double room-Private Bathroom-Standard

Fish Creek

"The Whistling Swan is close to everything in the heart of Fish Creek, so the location is ideal for walking. Loved being two blocks from the lake, park, beach and marina. The Inn has such huge potential but needs some TLC. The room was comfortable and overall clean. The carpets in the room and the main stairway need cleaning. There are virtually no amenities, thus the 3 star rating. Some upgrades such as a larger TV, softer towels, a lighted make-up mirror, upgraded hairdryer, and bathroom...

Cathy S.