Top Guest Houses in Jackson County in 2026

A wooden pedestrian bridge with a metal truss structure.

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 Jackson County

A snow-covered mountain with a clear sky and a sunset.

A courthouse with a clock tower, surrounded by trees and a parking lot.

Our top choices for Jackson County guest houses

A serene lakeside setting with three Adirondack chairs and a small fire pit, surrounded by lush greenery and a calm pond.

1. Bloomington hideaway, 10 min from downtown, catch some fish in private pond.

Bloomington

Kristen

CA $439 total

includes taxes & fees

Oct 24 - Oct 25

An outdoor seating area with wicker chairs and a fire pit, overlooking a grassy field and a lake, under a sunset sky.

2. 3547 Pleasant Run Rd

Heltonville

A spacious living area with a high ceiling, wooden flooring, a sofa, a coffee table, and a bar area with stools.

3. The Walnut Street Inn

Downtown Bloomington

Shoshana

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Jackson County Hotel Reviews

Postcard Cabins Brown County Indiana, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"This cabin did a great job providing what you would need for an overnight stay in this area."

Fourwinds Lakeside Inn & Marina

10/10 Excellent

"The room and all the amenities were awesome! The pool looks great, even though we didn't take advantage of it. We really enjoyed relaxing in the sitting area outside the restaurant while the sun was setting. Just an overall great place to rest, relax and take a break from a busy life."

Quality Inn Nashville - Bloomington

10/10 Excellent

"The property needed a little love, but it was a nice stay. We enjoyed the whirlpool tub and the location to the town was great. Breakfast was pretty good. The pool was cold, but nice to swim in nonetheless. The spot out front with the rocking chairs was nice and we were able to meet some people and make some new friends."