Hillsboro Vacation Rentals

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Oct 17 - Oct 19
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Oct 31 - Nov 2
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Dec 26 - Dec 28

Vacation Rentals in Hillsboro

Blakley Hobbit Small Cabin
Terrace/patio

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. "
$115 nightly
The price is $121
Oct 5 - Oct 6
Total with taxes and fees
Blakley Hobbit Small Cabin
Blakley Hobbit Large Cabin
Fridge, microwave, oven, stovetop

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. "
$160 nightly
The price is $169
Oct 5 - Oct 6
Total with taxes and fees
Blakley Hobbit Large Cabin
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
2 bedrooms, iron/ironing board, WiFi, bed sheets

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!"
$150 nightly
The price is $158
Oct 31 - Nov 1
Total with taxes and fees
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Secluded Rustic Cabin
Exterior

Secluded Rustic Cabin

10.0 out of 10, Exceptional, (51)
"This property is gorgeous! House is spacious and decks are great. "
$466 nightly
The price is $491
Oct 5 - Oct 6
Total with taxes and fees
Secluded Rustic Cabin
Place of Peace - the Artist's Refuge
Terrace/patio

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!"
$235 nightly
The price is $247
Oct 7 - Oct 8
Total with taxes and fees
Place of Peace - the Artist's Refuge
Cozy first floor at the heart of downtown Viroqua
Fridge, microwave, oven, stovetop

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. "
$160 nightly
The price is $178
Oct 6 - Oct 7
Total with taxes and fees
Cozy first floor at the heart of downtown Viroqua
Cabin on the Kickapoo
Exterior

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!"
$222 nightly
The price is $240
Oct 7 - Oct 8
Total with taxes and fees
Cabin on the Kickapoo
Peaceful Cabin in woods
Exterior

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
Interior

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
Interior

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
Outdoor dining

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.
Property grounds

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!
Dining

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!"
$263 nightly
The price is $277
Nov 4 - Nov 5
Total with taxes and fees
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.
Fridge, microwave, coffee/tea maker, toaster

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."
$278 nightly
The price is $293
Oct 5 - Oct 6
Total with taxes and fees
Quaint cabin overlooking the creek below and wetlands in the valley basin.
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Outdoor dining

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
Dining

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
Outdoor dining

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
Fridge, microwave, oven, stovetop

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."
$346 nightly
The price is $365
Oct 8 - Oct 9
Total with taxes and fees
Relax with beautiful views overlooking the Wisconsin River
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.
Terrace/patio

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
Exterior

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.
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Top Hillsboro Hotel Reviews

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

10/10 Excellent
"Our room was very clean and everything worked great. The facility in general was very clean and well kept. The staff was very friendly and respectful and answered any questions we had. The property was well maintained and in an area where my wife and I felt very safe. We will definitely stay here again!! "
Gerald 2-night trip
Posted 7 hours ago
Ramada by Wyndham Richland Center

Find out more about Hillsboro

Find out more about Hillsboro

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation 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 low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $121 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation 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 vacation.

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to well known points of interest in Hillsboro, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Hillsboro has to offer?

Secluded Rustic Cabin: This vacation home rental near Hillsboro is located in a rural location and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a 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 larger area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

What’s a vacation rental in Hillsboro like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Hillsboro. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.