Hillsboro Holiday Rentals

    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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Hillsboro

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

10.0 out of 10, Exceptional, (12)
"This was a great property for our weekend stay. Very clean, comfortable and private. Would definitely stay again if in the area. It is a hidden gem."
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

10.0 out of 10, Exceptional, (143)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (44)
"Easiest check-in, perfectly met expectations and needs."
The price is AU$189
includes taxes & fees
22 July - 23 July
Blakley Hobbit Small Cabin

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"Very near cabin ideally located for trout fushing. Very accurately described and the communication by the host was very good."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

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

10.0 out of 10, Exceptional, (116)
"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.

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

10.0 out of 10, Exceptional, (250)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

10.0 out of 10, Exceptional, (45)
"We had a relaxing getaway. The place was clean, comfortable, and had everything we expected. The property was great for hikes & walks, or just sitting out & enjoying the view!"
The price is AU$530
includes taxes & fees
11 Aug - 12 Aug
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Secluded Rustic Cabin

9.8 out of 10, Exceptional, (46)
"Very nicely secluded. Would stay again."
The price is AU$659
includes taxes & fees
30 July - 31 July
Secluded Rustic Cabin

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

9.0 out of 10, Wonderful, (4)
"Quiet Place"
The price is AU$487
includes taxes & fees
22 July - 23 July
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

9.0 out of 10, Wonderful, (83)
"We were celebrating my sons 18th birthday with some of his friends. Everything worked out great, except there was hardly any Wi-Fi. Otherwise, everything was clean and spacious. "
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

10.0 out of 10, Exceptional, (2)
"Hosts gave great communication before we arrived and during our stay. The home was very cozy, and updated. Great place to stay, would definitely recommend!"
The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

Cabin on the Kickapoo

9.6 out of 10, Exceptional, (38)
"Perfect place to stay at while traveling. Easy check in and the porch was lovely. Lots of birds, too!"
The price is AU$463
includes taxes & fees
23 July - 24 July
Cabin on the Kickapoo

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (33)
"Beautiful property! Perfectly remote and well kept. I would love to return here."
Upper Place Vacation Cottage

Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

8.6 out of 10, Excellent, (23)
"The cabin was clean, cozy and beautiful. We really enjoyed our stay."
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

Lakeside Ranch Cabin.

9.0 out of 10, Wonderful, (69)
"Relaxing."
Lakeside Ranch Cabin.

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (100)
"This was our 3rd time staying here! It has become a tradition we look forward to and talk about often. This is a beautiful property and very nice cabin. I always feel safe and comfortable staying here. I can't wait to come back again! "
Tanager cabin at Driftless Creek

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

10.0 out of 10, Exceptional, (70)
"Lovely property-quite removed from basically everything. The stars at night with all the lights off were a major highlight. Would definitely stay again!"
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Country Living at its Finest

9.8 out of 10, Exceptional, (209)
"Lovely, well appointed and clean cabin in the woods. It was difficult to find on gps and the internet connections were a bit unclear. However, the host came over quickly and helped to get things operating. They were very friendly and eager to address our questions. Lovely, quiet and serene surroundings. Would definitely return."
Country Living at its Finest

3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

9.2 out of 10, Wonderful, (10)
"This was a great stay for the long weekend. Host was very responsive and neighbors were also very friendly! We will stay here again if we are in the area"
3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (86)
"Awesome place! Would definitely stay again. Such a cool location!!! We had a family of otters hang out with us all weekend."
Cabin in Beautiful Timber Coulee
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

Top Hillsboro Hotel Reviews

Frequently asked questions

Can I find holiday rentals in Hillsboro?

Yes, there are holiday rentals close to the most popular sights in Hillsboro, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Hillsboro has to offer?

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola: This holiday home rental outside of Hillsboro offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a pool table.

What can I see and do in Hillsboro?

While exploring the area, visit family-friendly sights like The Red Geranium Framing and Gifts, or get outside and enjoy nature at Hemlock-Sauk County Park. In the wider area, you’ll find Wildcat Mountain State Park and Lake Redstone.

What’s a holiday rental in Hillsboro like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Hillsboro. Holiday rentals feature extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great option for a family trip.