Search Hillsboro Cottage Rentals from CA $286

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Browse Select Hillsboro Cottages

Unique! A renovated old railroad depot turned into a cozy cottage.
Relax in this inviting bedroom with a large bed, wooden headboard, and potted plants.

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (117)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Escape to a serene forest retreat with a cozy cabin surrounded by dense trees and a natural landscape.

Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View

10.0 out of 10, Exceptional, (6)
"Was a great weekend getaway with my new fiancé, good communication with the manager and cabin was perfect for the two of us!"
The price is CA $286
CA $406 total
includes taxes & fees
Aug 11 - Aug 12
Opal Little Lodge - Luxury Stay with a Panoramic Tree Top View
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing
Enjoy cooking in this well-equipped kitchen with a central island, dishwasher, oven, microwave, and refrigerator.

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (177)
"The house was perfect for 2 of us. Very quiet country location. Had a nice time exploring the area. My husband enjoyed fishing in the creeks near the property. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing
Secluded luxury accommodations with woodland pond view and private hiking trails
Enjoy cooking in this well-equipped kitchen with a central island, sink, and stainless steel appliances.

Secluded luxury accommodations with woodland pond view and private hiking trails

10.0 out of 10, Exceptional, (26)
"Our stay was perfect. We enjoyed how secluded and clean the place was. It had everything we needed and more. The bathroom is something to get used to but overall the stay and everything was perfect!"
The price is CA $286
CA $406 total
includes taxes & fees
Aug 11 - Aug 12
Secluded luxury accommodations with woodland pond view and private hiking trails
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
House (3 Bedrooms) | Interior

12 Mi to Castle Rock Lake: Serene New Lisbon Home!

3.0 star property
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
Historic Wisconsin Retreat on 26-acre Property!
House (4 Bedrooms) | Interior

Historic Wisconsin Retreat on 26-acre Property!

3.0 star property
Historic Wisconsin Retreat on 26-acre Property!
Pet-friendly Lyndon Station Cabin - Hike & Fish!
Enjoy meals at the wooden dining table and benches, with a chandelier above, and take in the views of the surrounding forest from the large windows.

Pet-friendly Lyndon Station Cabin - Hike & Fish!

3.0 star property
Pet-friendly Lyndon Station Cabin - Hike & Fish!
Parkside at The Grove Shack; dog friendly 2 bd, 3/4 bath
Enjoy a view of the surrounding landscape from the kitchen window.

Parkside at The Grove Shack; dog friendly 2 bd, 3/4 bath

2.0 star property
Parkside at The Grove Shack; dog friendly 2 bd, 3/4 bath
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsboro Hotel Reviews

The Lodge at Mauston

The Lodge at Mauston

10/10 Excellent
"Comfortable stay."
Chris 1-night trip
Posted 2 days ago
The Lodge at Mauston