Hillsboro Holiday Rentals

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Check prices for these dates

Tonight
7 Jul - 8 Jul
Tomorrow
8 Jul - 9 Jul
This weekend
11 Jul - 13 Jul
Next weekend
18 Jul - 20 Jul

Holiday Rentals in Hillsboro

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
TV, fireplace, DVD player, books

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

10.0 out of 10, Exceptional, (143)
"The cabin was perfect for our family and friends! Definitely planning to come back!"
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
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, (10)
"This was a great property for our weekend stay. Very clean, comfortable and private. Would definitely stay again if in the area. It is a hidden gem."
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Exterior

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

10.0 out of 10, Exceptional, (45)
"We had a relaxing getaway. The place was clean, comfortable, and had everything we expected. The property was great for hikes & walks, or just sitting out & enjoying the view!"
The price is NZ$604
includes taxes & fees
4 Aug - 5 Aug
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Exterior

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

10.0 out of 10, Exceptional, (248)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Game room

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

8.8 out of 10, Excellent, (3)
"Nice place across from a campground. "
The price is NZ$517
includes taxes & fees
8 July - 9 July
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Cabin on the Kickapoo
Exterior

Cabin on the Kickapoo

9.6 out of 10, Exceptional, (38)
"Perfect place to stay at while traveling. Easy check in and the porch was lovely. Lots of birds, too!"
The price is NZ$426
includes taxes & fees
10 July - 11 July
Cabin on the Kickapoo
Secluded Rustic Cabin
Exterior

Secluded Rustic Cabin

9.8 out of 10, Exceptional, (43)
"Very nicely secluded. Would stay again."
The price is NZ$752
includes taxes & fees
30 July - 31 July
Secluded Rustic Cabin
Small Cabin on West Fork Kickapoo River
Interior

Small Cabin on West Fork Kickapoo River

9.6 out of 10, Exceptional, (17)
"It is quiet."
Small Cabin on West Fork Kickapoo River
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
Property grounds

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

9.0 out of 10, Wonderful, (83)
"We were celebrating my sons 18th birthday with some of his friends. Everything worked out great, except there was hardly any Wi-Fi. Otherwise, everything was clean and spacious. "
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
Unique! A renovated old railroad depot turned into a cozy cottage.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Unique! A renovated old railroad depot turned into a cozy cottage.

10.0 out of 10, Exceptional, (114)
"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "
Unique! A renovated old railroad depot turned into a cozy cottage.
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Terrace/patio

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

10.0 out of 10, Exceptional, (70)
"Awesome property and amenities. Its clear someone put a lot of thought into making this place a great getaway. This cabin is a work of wooden art. "
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells
TV, fireplace, DVD player, table football

Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

8.6 out of 10, Excellent, (23)
"The cabin was clean, cozy and beautiful. We really enjoyed our stay."
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells
The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI
Smart TV, fireplace

The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

10.0 out of 10, Exceptional, (2)
"Hosts gave great communication before we arrived and during our stay. The home was very cozy, and updated. Great place to stay, would definitely recommend!"
The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI
Tanager cabin at Driftless Creek
Exterior

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (98)
"This was our 3rd time staying here! It has become a tradition we look forward to and talk about often. This is a beautiful property and very nice cabin. I always feel safe and comfortable staying here. I can't wait to come back again! "
Tanager cabin at Driftless Creek
Blakley Hobbit Large Cabin
Fridge, microwave, oven, stovetop

Blakley Hobbit Large Cabin

8.2 out of 10, Very good, (35)
"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "
The price is NZ$279
includes taxes & fees
8 July - 9 July
Blakley Hobbit Large Cabin
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, (139)
"Very near cabin ideally located for trout fushing. Very accurately described and the communication by the host was very good."
Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View
Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!
Lake

Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!

9.8 out of 10, Exceptional, (108)
"Everything at the cabin you need and more. Will stay again "
The price is NZ$270
includes taxes & fees
8 July - 9 July
Cozy Cabin in the Woods near Wildcat State Park, Kickapoo River, & bike trail!
Cabin in Beautiful Timber Coulee
Interior

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (85)
"Awesome place! Would definitely stay again. Such a cool location!!! We had a family of otters hang out with us all weekend."
Cabin in Beautiful Timber Coulee
Country Living at its Finest
Exterior

Country Living at its Finest

9.8 out of 10, Exceptional, (208)
"Lovely, well appointed and clean cabin in the woods. It was difficult to find on gps and the internet connections were a bit unclear. However, the host came over quickly and helped to get things operating. They were very friendly and eager to address our questions. Lovely, quiet and serene surroundings. Would definitely return."
Country Living at its Finest
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.

8.8 out of 10, Excellent, (33)
"2nd time staying at Birch Lake. It is so beautiful and peaceful. Great spot for a girl's weekend!"
Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.
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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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?

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola: This holiday home rental outside of Hillsboro offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a pool table.

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 Hemlock-Sauk County Park. In the wider area, you’ll find Wildcat Mountain State Park and Lake Redstone.

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.