A forested river with clear water reflecting trees and rocky cliffs.

Hillsboro Holiday Rentals

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Our top choices for Hillsboro holiday rentals

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro Driftless Guesthouse is cozy and ready for you!
Hillsboro
10.0 out of 10, Exceptional, (27 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is AU$305
includes taxes & fees
29 June - 30 June
Hillsboro Driftless Guesthouse is cozy and ready for you!

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (2 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is AU$282
includes taxes & fees
29 June - 30 June
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (43 reviews)
The price is AU$248
includes taxes & fees
30 June - 1 July
Blakley Hobbit Large Cabin

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (29 reviews)
"Very secluded. Perfect for a weekend away. "
United States
Mathew D.
The price is AU$314
includes taxes & fees
30 June - 1 July
Your adventure begins the second you arrive!

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (55 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is AU$179
includes taxes & fees
14 July - 15 July
Blakley Hobbit Small Cabin

Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.8 out of 10, Exceptional, (46 reviews)
"Fun little place. Perfect for me and the wife. Close to Kickapoo area hiking. Hot tub was a nice touch to the neat little stay."
United States
Joel M.
The price is AU$455
includes taxes & fees
20 July - 21 July
Cabin on the Kickapoo

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.6 out of 10, Exceptional, (4 reviews)
"The home was very comfortable and clean. It had everything we needed and we would definitely stay here again! "
United States
Ken M.
The price is AU$746
includes taxes & fees
5 July - 6 July
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (51 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is AU$370
includes taxes & fees
29 June - 30 June
The Honey Haven

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
9.8 out of 10, Exceptional, (58 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is AU$311
includes taxes & fees
14 July - 15 July
Cozy first floor at the heart of downtown Viroqua

Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (2 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is AU$110
includes taxes & fees
29 June - 30 June
Blakley Hobbit Campground-RV spot #1

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

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (74 reviews)
"Beautiful property! Would definitely stay again. "
United States
Nikki K.
The price is AU$567
includes taxes & fees
9 July - 10 July
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (1 review)
"Beautiful cozy cabin! Loved the gas fireplace! The cabin had everything we needed and we enjoyed our stay."
United States
Monica P.
The price is AU$520
includes taxes & fees
29 June - 30 June
Soothing cabin 1 out of 7 in New Lisbon

The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (5 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is AU$518
includes taxes & fees
29 June - 30 June
The Incline

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (14 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is AU$455
includes taxes & fees
29 June - 30 June
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (14 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
United States
Randy R.
The price is AU$380
includes taxes & fees
29 June - 30 June
Colorful getaway in friendly Driftless village

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
Reedsburg
10.0 out of 10, Exceptional, (1 review)
"I was in Reedsburg for work and this property was perfect. Had all the amenities that I needed and that were listed in the property details. I would definitely stay here again."
United States
Kerri M.
The price is AU$468
includes taxes & fees
6 July - 7 July
2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

Cabin w/hot-tub in the Center of Amish Country - Holiday Home

Cabin w/hot-tub in the Center of Amish Country - Holiday Home
Hill Point
The price is AU$582
includes taxes & fees
1 July - 2 July
Cabin w/hot-tub in the Center of Amish Country - Holiday Home

“The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is AU$539
includes taxes & fees
19 July - 20 July
“The Ridgeline” – Luxury private home, on 4 acres

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"What a wonderful property! "
United States
Becky K.
The price is AU$709
includes taxes & fees
2 July - 3 July
Secluded Rustic Cabin

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10
Elroy
9.8 out of 10, Exceptional, (9 reviews)
"Highly recommend to those that are looking for a relaxing getaway with a short commute to the Dells. "
United States
Cody
Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10
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.
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Top Hillsboro Hotel Reviews

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$179 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?

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells: This holiday home rental outside of Hillsboro has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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

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.