Hillsboro Holiday Rentals

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Check prices for these dates

In two weeks
5 Dec - 7 Dec
In two months
16 Jan - 18 Jan
In three months
13 Feb - 15 Feb
In four months
13 Mar - 15 Mar

Holiday Rentals in Hillsboro

Fridge, microwave, oven, stovetop
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, (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 NZ$328
includes taxes & fees
24 Nov - 25 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!
Terrace/patio
Place of Peace - the Artist's Refuge

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 NZ$439
includes taxes & fees
27 Nov - 28 Nov
Place of Peace - the Artist's Refuge
Exterior
Vireo Cabin at Driftless Creek

Vireo Cabin at Driftless Creek

Viroqua
10.0 out of 10, Exceptional, (56)
"We have stayed many times with Rodney, and its always perfect!"
United States
Douglas M.
Vireo Cabin at Driftless Creek
Fridge, microwave, coffee/tea maker, toaster
Quaint cabin overlooking the creek below and wetlands in the valley basin.

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

Norwalk
10.0 out of 10, Exceptional, (18)
"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 NZ$522
includes taxes & fees
23 Nov - 24 Nov
Quaint cabin overlooking the creek below and wetlands in the valley basin.
Property grounds
Towhee cabin at Driftless Creek

Towhee cabin at Driftless Creek

Viroqua
10.0 out of 10, Exceptional, (72)
"We had a wonderful stay, with time to relax and a lot to do in the area. The cabin was comfortable and well taken care of. The screened in porch was great!"
United States
Beth T.
Towhee cabin at Driftless Creek
Dining
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, (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 NZ$498
includes taxes & fees
24 Nov - 25 Nov
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Property grounds
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.

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

Tomah
9.2 out of 10, Wonderful, (45)
"Well designed property with all the amenities. Everyone had plenty of space, and there is a nice porch and back deck for relaxing. The hot tub was well maintained and appreciated. The location was remote enough to be a getaway while being only minutes away from Tomah. "
United States
John G.
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.
Fridge, microwave, oven, stovetop
Blakley Hobbit Large Cabin

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 NZ$301
includes taxes & fees
24 Nov - 25 Nov
Blakley Hobbit Large Cabin
Terrace/patio
Blakley Hobbit Small Cabin

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 NZ$214
includes taxes & fees
28 Nov - 29 Nov
Blakley Hobbit Small Cabin
TV, fireplace, DVD player, books
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

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

Richland Center
10.0 out of 10, Exceptional, (160)
"We were very happy with the amenities and the scenery "
United States
Dale M.
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Exterior
Tanager cabin at Driftless Creek

Tanager cabin at Driftless Creek

Viroqua
10.0 out of 10, Exceptional, (106)
"The cabin and surrounding property was beautiful! Pictures are accurate, host communicated promptly and clearly. Highly recommend!!"
United States
Amy T.
Tanager cabin at Driftless Creek
Fridge, microwave, oven, stovetop
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

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

Westby
10.0 out of 10, Exceptional, (14)
"Was such a charming property. We were made to feel very welcome. I’d like to go back and stay again."
United States
Julie
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.
Outdoor dining
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

Norwalk
9.6 out of 10, Exceptional, (22)
"Twelve guys on our annual motorcycle trip. Excellent facilities, beautiful setting, and great riding in the area. Awesome porch with a gas grill and plenty of chairs. We were all impressed with this property and would absolutely book it again in the future."
United States
Jerry K.
The price is NZ$1,471
includes taxes & fees
23 Nov - 24 Nov
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Interior
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

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

Viola
10.0 out of 10, Exceptional, (83)
"Our 2nd time and loved the upgrades with the beautiful back porch. The peace and nature is hard to beat."
United States
Kaleena S.
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Property grounds
Lakeside Ranch Cabin.

Lakeside Ranch Cabin.

Tomah
8.8 out of 10, Excellent, (77)
"Great location and atmosphere. The kitchen was adequate for our needs, and we loved the hot tub every evening. The lawn was cut fresh, the lake was nice, the decking added nostalgia. We really enjoyed ourselves. "
United States
pamalarenee1
Lakeside Ranch Cabin.
Terrace/patio
Queen Anne Stay

Queen Anne Stay

Viroqua
10.0 out of 10, Exceptional, (11)
"The house has lots of space and is just blocks from great dining and bars. Will absolutely book this again for future trips to Viroqua. "
United States
Oren S.
Queen Anne Stay
Exterior
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

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

Viroqua
10.0 out of 10, Exceptional, (266)
"This cabin was great. The access to public land is a major bonus!"
United States
Michael D.
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Outdoor spa tub
3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions

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

Mauston
9.4 out of 10, Exceptional, (14)
"It was good large property fit a lot of people "
United States
alexa M.
3 BdrHomew/HotTub+FREE Firewood,sleeps10in Mauston,closeto WI Dells/Attractions
Property grounds
Private vacation house for larger groups near the Dells with heated game room.

Private vacation house for larger groups near the Dells with heated game room.

Reedsburg
9.8 out of 10, Exceptional, (78)
"Great location, would likely rent again!"
United States
Raymond P.
Private vacation house for larger groups near the Dells with heated game room.
Outdoor dining
Upper Place Vacation Cottage

Upper Place Vacation Cottage

Gays Mills
9.4 out of 10, Exceptional, (41)
"Thank you so much for offering a beautiful place for us to stay! "
United States
Katie Y.
Upper Place Vacation Cottage
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

Comfort Inn & Suites

Comfort Inn & Suites

10/10 Excellent
"Greeted warmly at check in. Room was very clean. "
Christine 1-night trip
Posted 6 days ago
Comfort Inn & Suites

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 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 NZ$214 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?

Place of Peace - the Artist's Refuge : This holiday home rental outside of Hillsboro is located on a river, and has a fireplace, a patio and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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.