Hillsboro Holiday Rentals

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Holiday Rentals in Hillsboro

Our top choices for Hillsboro holiday rentals

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

10.0 out of 10, Exceptional, (20)
"Absolutely awesome place. Absolutely everything was perfect including the host. I love this place. "
The price is NZ$268
includes taxes & fees
24 Aug - 25 Aug
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (37)
"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$290
includes taxes & fees
24 Aug - 25 Aug
Blakley Hobbit Large Cabin

Blakley Hobbit Small Cabin

7.8 out of 10, Good, (45)
"Very nice place. 10/10 would stay again"
The price is NZ$208
includes taxes & fees
24 Aug - 25 Aug
Blakley Hobbit Small Cabin

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

9.0 out of 10, Wonderful, (4)
"Quiet Place"
The price is NZ$531
includes taxes & fees
22 Aug - 23 Aug
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

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

9.8 out of 10, Exceptional, (75)
"The stay was fantastic! The fire pit and game room are nice touches. It's close to both the Dells and Reedsburg, but also far enough away to where there is no "Dells traffic." Excellent stay overall. Will definitely be coming back"
Private vacation house for larger groups near the Dells with heated game room.

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

10.0 out of 10, Exceptional, (148)
"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Place of Peace - the Artist's Refuge

10.0 out of 10, Exceptional, (7)
"What a beautiful location! We went hiking and enjoyed the scenery. Loved the baby cows across the road. Thank you for sharing with us!"
The price is NZ$418
includes taxes & fees
31 Aug - 1 Sept
Place of Peace - the Artist's Refuge

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

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

10.0 out of 10, Exceptional, (77)
"Always enjoy my time here."
Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Upper Place Vacation Cottage

9.6 out of 10, Exceptional, (35)
"Great host and communication. Everything went as planned and the Driftless area never disappoints. "
Upper Place Vacation Cottage

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

9.8 out of 10, Exceptional, (141)
"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

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

9.8 out of 10, Exceptional, (6)
"secluded yet very close to town, beautiful, very private, very clean, everything is new,we have been welcomed with vine, snack, water in the fridge, little forest around the cabin is amazing, we were lucky it was snowing little bit but enough to have winter idyll, very warm and cosy, will be back for fishing season. Loved it "
Westby Hideaway: Charming & Cozy 2-Bedroom Cabin on a Peaceful Dead-End Road.

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

10.0 out of 10, Exceptional, (255)
"We had a wonderful stay. Great hosts and a perfect cabin."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

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

10.0 out of 10, Exceptional, (118)
"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.

Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

10.0 out of 10, Exceptional, (180)
"This is the third time staying at this very quaint, super clean VRBO. I would highly recommend this well cared for place. "
Country Pines Cottage - 1000 SQ/FT in the country - Peaceful & Relaxing

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

10.0 out of 10, Exceptional, (50)
"Very quiet and well kept property! "
The price is NZ$489
includes taxes & fees
17 Sept - 18 Sept
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Cozy Amish built cabin in the heart of the Kickapoo Valley Reserve State Park.

9.4 out of 10, Exceptional, (13)
"We stayed in Brian’s cabin for a family reunion in La Farge and had a wonderful stay. The cabin was spacious, cozy, clean, and tidy. Brian was also very friendly and helpful when he stopped by to welcome us and tell us all about the area. Lastly, I loved all the beds in the cabin - plenty of room for our big crew to sleep comfortably and soundly. Would love to come back soon."
Cozy Amish built cabin in the heart of the Kickapoo Valley Reserve State Park.

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

8.8 out of 10, Excellent, (88)
"We enjoyed our stay at this spacious cabin overlooking a peaceful pond. While the water isn’t swimmable, it was still lovely to look at from the large deck, which was one of the highlights of the property. The hot tub was a nice touch, and the air conditioning worked well, keeping the home comfortable during our stay. The layout features one bedroom and bathroom on the upper level, with additional bedrooms downstairs. Be aware that this cabin is not handicap accessible. It has a metal spiral...
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

Tanager cabin at Driftless Creek

10.0 out of 10, Exceptional, (101)
"It was wonderful! We loved it, the dogs loved it- a much needed winter retreat!"
Tanager cabin at Driftless Creek

Tranquil Amish-built cabin near Wildcat State Park

9.6 out of 10, Exceptional, (4)
"Nice quiet place to stay, WIFI would be Nic as there in no cell service."
Tranquil Amish-built cabin near Wildcat State Park
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

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 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.