Holiday Rentals in Hillsboro

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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, (26 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 €169
includes taxes & fees
31 Mar - 1 Apr
Hillsboro Driftless Guesthouse is cozy and ready for you!

Blakley Hobbit Campground-Tent spot #4

Blakley Hobbit Campground-Tent spot #4
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is €40
includes taxes & fees
31 Mar - 1 Apr
Blakley Hobbit Campground-Tent spot #4

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, (66 reviews)
"Clean, pet friendly, great location"
United States
Matthew K.
The price is €226
includes taxes & fees
1 Mar - 2 Mar
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

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

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Richland Center
10.0 out of 10, Exceptional, (38 reviews)
"The hunters really enjoyed their stay. "
United States
Rhoda H.
The price is €156
includes taxes & fees
11 Mar - 12 Mar
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.6 out of 10, Exceptional, (45 reviews)
"Lovely little log cabin surrounded by trees. Hot tub was wonderful on a chilly night."
United States
Tanya W.
The price is €290
includes taxes & fees
1 Mar - 2 Mar
Cabin on the Kickapoo

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.8 out of 10, Exceptional, (17 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
The price is €209
includes taxes & fees
1 Mar - 2 Mar
Place of Peace - the Artist's Refuge

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (24 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is €247
includes taxes & fees
1 Mar - 2 Mar
Your adventure begins the second you arrive!

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (40 reviews)
"House was exactly as described. Easy to find. Fun for the kids!"
United States
Emily K.
The price is €147
includes taxes & fees
29 Mar - 30 Mar
Blakley Hobbit Large Cabin

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (51 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is €107
includes taxes & fees
31 Mar - 1 Apr
Blakley Hobbit Small Cabin

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (12 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 €204
includes taxes & fees
1 Mar - 2 Mar
Colorful getaway in friendly Driftless village

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
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is €266
includes taxes & fees
31 Mar - 1 Apr
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Rustic Tiny Haven in the Woods

Rustic Tiny Haven in the Woods
Lyndon Station
The price is €125
includes taxes & fees
4 Mar - 5 Mar
Rustic Tiny Haven in the Woods

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (47 reviews)
"Quiet, clean, nestled in nature!"
United States
jim g.
The price is €214
includes taxes & fees
31 Mar - 1 Apr
The Honey Haven

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 €308
includes taxes & fees
1 Mar - 2 Mar
Soothing cabin 1 out of 7 in New Lisbon

Wagonwheel Ranch

Wagonwheel Ranch
Viroqua
9.8 out of 10, Exceptional, (18 reviews)
"Quiet location nice setting. Great host "
United States
Josh K.
The price is €425
includes taxes & fees
31 Mar - 1 Apr
Wagonwheel Ranch

Charming 2-bedroom Home in Reedsburg - 20min from Wisconsin Dells

Charming 2-bedroom Home in Reedsburg - 20min from Wisconsin Dells
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 €250
includes taxes & fees
1 Mar - 2 Mar
Charming 2-bedroom Home in Reedsburg - 20min from Wisconsin Dells

Hot-tub/King Bed/Snowmobile Trail @ The Hemlock

Hot-tub/King Bed/Snowmobile Trail @ The Hemlock
Loganville
10.0 out of 10, Exceptional, (6 reviews)
"Home was absolutely beautiful with plenty of room for everyone. Centrally located to all attractions, with short travel times. Host was amazing to work with. "
United States
Dawn B.
The price is €344
includes taxes & fees
1 Mar - 2 Mar
Hot-tub/King Bed/Snowmobile Trail @ The Hemlock

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.0 out of 10, Wonderful, (2 reviews)
"We really liked the home, amenities were good, just wish the beds were more comfy! "
United States
Lori S.
The price is €411
includes taxes & fees
1 Mar - 2 Mar
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

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 €66
includes taxes & fees
31 Mar - 1 Apr
Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-Tent spot #10

Blakley Hobbit Campground-Tent spot #10
Viola
10.0 out of 10, Exceptional, (3 reviews)
"Great location"
United States
Huan B.
The price is €40
includes taxes & fees
31 Mar - 1 Apr
Blakley Hobbit Campground-Tent spot #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, apart-hotels, 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 favorite 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 depends 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 €156 per night. Entering your travel dates in the search wizard you might find 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.