Hillsboro Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    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

Next weekend
In two weeks

Holiday Rentals in Hillsboro

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (48)
"Small, not fit for two people, photo was misleading, hard to find. Don’t advertise as a hobbit house. Couldn’t get hold of the owners. Sorry you guys, not any where near what advertised. Sorry. "
The price is AU$187
includes taxes & fees
5 Oct - 6 Oct
Blakley Hobbit Small Cabin

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (37)
"Cabin with a great view of the river, BUT “bathroom” is outside with a porta potty and outdoor shower. It does have electricity and running water. Overall, I would book it again, but I’ll be better prepared for what I’m actually booking. "
The price is AU$259
includes taxes & fees
5 Oct - 6 Oct
Blakley Hobbit Large Cabin

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

10.0 out of 10, Exceptional, (30)
"Charlie is a great host. We loved our stay!"
The price is AU$243
includes taxes & fees
31 Oct - 1 Nov
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Secluded Rustic Cabin

10.0 out of 10, Exceptional, (51)
"This property is gorgeous! House is spacious and decks are great. "
The price is AU$752
includes taxes & fees
5 Oct - 6 Oct
Secluded Rustic Cabin

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (9)
"What a beautiful location! We went hiking and enjoyed the scenery. Loved the baby cows across the road. Thank you for sharing with us!"
The price is AU$377
includes taxes & fees
13 Oct - 14 Oct
Place of Peace - the Artist's Refuge

Cozy first floor at the heart of downtown Viroqua

10.0 out of 10, Exceptional, (50)
"This is our favorite place to stay while visiting the Viroqua area. "
The price is AU$274
includes taxes & fees
6 Oct - 7 Oct
Cozy first floor at the heart of downtown Viroqua

Cabin on the Kickapoo

9.6 out of 10, Exceptional, (39)
"Perfect place to stay at while traveling. Easy check in and the porch was lovely. Lots of birds, too!"
The price is AU$368
includes taxes & fees
7 Oct - 8 Oct
Cabin on the Kickapoo

Peaceful Cabin in woods

9.0 out of 10, Wonderful, (38)
"We enjoyed our stay at this cabin! The location was awesome, a good place to unplug and relax away from the city. "
Peaceful Cabin in woods

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

10.0 out of 10, Exceptional, (78)
"Beautiful"
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (89)
"Great place with excellent access to local fishing. We had a great stay!"
Cabin in Beautiful Timber Coulee

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (36)
"We loved the location and really enjoyed our stay "
Upper Place Vacation Cottage

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

9.0 out of 10, Wonderful, (42)
"We had a great time "
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

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

10.0 out of 10, Exceptional, (56)
"The perfect getaway spot that felt like arriving at a home away from home!"
The price is AU$425
includes taxes & fees
4 Nov - 5 Nov
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Quaint cabin overlooking the creek below and wetlands in the valley basin.

10.0 out of 10, Exceptional, (14)
"Great to have a quiet getaway."
The price is AU$449
includes taxes & fees
5 Oct - 6 Oct
Quaint cabin overlooking the creek below and wetlands in the valley basin.

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

9.8 out of 10, Exceptional, (144)
"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Small Cabin on West Fork Kickapoo River

9.4 out of 10, Exceptional, (21)
"This was a very quaint, well kept little house, and it was perfect for our group and the best part was that it had a first class trout stream right in the backyard. And we actually caught a few fish. Loved this place and would like to go there again."
Small Cabin on West Fork Kickapoo River

This big old charming house Viroqua

10.0 out of 10, Exceptional, (33)
"Had a really nice time and would definitely book future stays at this house."
This big old charming house Viroqua

Relax with beautiful views overlooking the Wisconsin River

10.0 out of 10, Exceptional, (49)
"First annual Memorial Day weekend family getaway. Perfect place for three couples to relax and enjoy the Driftless region. Amazing views of the Wisconsin river and comfortable accommodations."
The price is AU$559
includes taxes & fees
8 Oct - 9 Oct
Relax with beautiful views overlooking the Wisconsin River

Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

9.8 out of 10, Exceptional, (9)
"Was such a charming property. We were made to feel very welcome. I’d like to go back and stay again."
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (103)
"The Tanager was perfect for two guys on a fishing trip. Close to so many great trout streams, to great food and drink in Viroqua and peaceful."
Tanager cabin at Driftless Creek
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

Find out more about Hillsboro

Find out more about Hillsboro

Everything you need to know about Hillsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hillsboro holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro holiday rentals we have selected for you start as low as AU$187 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Secluded Rustic Cabin: This holiday home rental outside of Hillsboro is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 Lake Redstone. In the wider area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

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.