Hillsboro Holiday Rentals

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Holiday Rentals in Hillsboro

Hillsboro Driftless Guesthouse is cozy and ready for you!

Hillsboro
10.0 out of 10, Exceptional, (25)
"Stayed for a weeding at the brewery in town and this place was perfect. Had young kids that loved the big yard and park down the street. "
United States
Matt B.
The price is AU$283
includes taxes & fees
2 Dec - 3 Dec
Hillsboro Driftless Guesthouse is cozy and ready for you!

Blakley Hobbit Campground-Tent spot #4

Viola
10.0 out of 10, Exceptional, (2)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is AU$68
includes taxes & fees
3 Dec - 4 Dec
Blakley Hobbit Campground-Tent spot #4

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

Lyndon Station
10.0 out of 10, Exceptional, (60)
"A fantastic little getaway. Well appointed with things to do and close to things to see. Very peaceful setting."
United States
Alexander H.
The price is AU$438
includes taxes & fees
9 Dec - 10 Dec
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

Richland Center
10.0 out of 10, Exceptional, (31)
"Charlie is a great host. We loved our stay!"
United States
Erin and Justin M.
The price is AU$280
includes taxes & fees
30 Nov - 1 Dec
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Cabin on the Kickapoo

Readstown
9.6 out of 10, Exceptional, (44)
"Perfect place to stay at while traveling. Easy check in and the porch was lovely. Lots of birds, too!"
United States
Cassie A.
The price is AU$468
includes taxes & fees
30 Nov - 1 Dec
Cabin on the Kickapoo

Blakley Hobbit Large Cabin

Viola
8.2 out of 10, Very good, (39)
"House was exactly as described. Easy to find. Fun for the kids!"
United States
Emily K.
The price is AU$261
includes taxes & fees
30 Nov - 1 Dec
Blakley Hobbit Large Cabin

Soothing cabin 1 out of 7 in New Lisbon

2.0 star property
New Lisbon
The price is AU$534
includes taxes & fees
12 Dec - 13 Dec
Soothing cabin 1 out of 7 in New Lisbon

The Honey Haven

Westby
10.0 out of 10, Exceptional, (46)
"Everything was great, from check in to check out. Hosts answered questions almost immediately and were very friendly and helpful. "
United States
Mary B.
The price is AU$391
includes taxes & fees
12 Dec - 13 Dec
The Honey Haven

Colorful getaway in friendly Driftless village

Wonewoc
10.0 out of 10, Exceptional, (10)
"This hpuse is just as charming as the pictures! "
United States
Maria C.
The price is AU$368
includes taxes & fees
9 Dec - 10 Dec
Colorful getaway in friendly Driftless village

Blakley Hobbit Small Cabin

Viola
7.8 out of 10, Good, (51)
"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. "
United States
Brian
The price is AU$189
includes taxes & fees
30 Nov - 1 Dec
Blakley Hobbit Small Cabin

Place of Peace - the Artist's Refuge

La Farge
9.8 out of 10, Exceptional, (15)
"We had a lovely, peaceful stay here. The house is clean, uncluttered, and open-feeling, and the view outside is beautiful. There were small luxurious touches throughout that made this place feel loved. The location was perfect for river trips on the Kickapoo. "
United States
Catherine W.
The price is AU$384
includes taxes & fees
30 Nov - 1 Dec
Place of Peace - the Artist's Refuge

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

Norwalk
10.0 out of 10, Exceptional, (19)
"Perfect little place for a getaway. Clean, comfortable and nice amenities for a cabin in the woods. Beautiful setting, and still within driving distance of restaurants and other recreational activities."
United States
Nathan U.
The price is AU$454
includes taxes & fees
30 Nov - 1 Dec
Quaint cabin overlooking the creek below and wetlands in the valley basin.

Relax with beautiful views overlooking the Wisconsin River

Blue River
10.0 out of 10, Exceptional, (55)
"The house was great, we had a very relaxing and fun vacation!"
United States
Wendy B.
The price is AU$563
includes taxes & fees
1 Dec - 2 Dec
Relax with beautiful views overlooking the Wisconsin River

Cozy first floor at the heart of downtown Viroqua

Viroqua
10.0 out of 10, Exceptional, (52)
"Great convenience, quiet, well maintained, cute & cozy! Would definitely stay again! "
United States
Lynette W.
The price is AU$275
includes taxes & fees
30 Nov - 1 Dec
Cozy first floor at the heart of downtown Viroqua

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

Viola
9.6 out of 10, Exceptional, (7)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is AU$484
includes taxes & fees
12 Dec - 13 Dec
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Ready to become a real love bird? Beautiful cabin to wake up hearing song birds

Norwalk
10.0 out of 10, Exceptional, (3)
"Easy check in. Beautiful cabin. We will be back for sure!"
United States
Dana S. S.
The price is AU$536
includes taxes & fees
30 Nov - 1 Dec
Ready to become a real love bird? Beautiful cabin to wake up hearing song birds

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

Loganville
10.0 out of 10, Exceptional, (5)
"Perfect spot for a group to stay. Four large bedrooms and large open concept kitchen living room make for lots of space. A short walk to quaint downtown restaurants. Highly recommended!"
United States
Lynn A.
The price is AU$563
includes taxes & fees
1 Dec - 2 Dec
Hot-tub/King Bed/Snowmobile Trail @ The Hemlock

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

2.0 star property
Cashton
9.0 out of 10, Wonderful, (2)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Blakley Hobbit Campground-Tent spot #9

Viola
10.0 out of 10, Exceptional, (1)
The price is AU$67
includes taxes & fees
8 Dec - 9 Dec
Blakley Hobbit Campground-Tent spot #9

Blakley Hobbit Campground-Tent spot #3

Viola
The price is AU$68
includes taxes & fees
3 Dec - 4 Dec
Blakley Hobbit Campground-Tent spot #3
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$189 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?

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.: This holiday home rental outside of Hillsboro is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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.