A hidden ravine with a small shallow stream flowing between rock walls in Devil's Lake State Park near Baraboo, Wisconsin, USA.

Hillsboro Holiday Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Hillsboro holiday rentals

Smart TV, DVD player

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, (27 reviews)
"The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!"
United States
Brett B.
The price is HK$980
HK$1,654 total
includes taxes & fees
29 Jun - 30 Jun
Hillsboro Driftless Guesthouse is cozy and ready for you!
Exterior

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (2 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is HK$1,058
HK$1,514 total
includes taxes & fees
29 Jun - 30 Jun
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Exterior

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (43 reviews)
"Very peaceful, charming rustic cabin. I highly recommend and we plan to come back. "
United States
Jonathan C.
The price is HK$706
HK$1,323 total
includes taxes & fees
27 Jun - 28 Jun
Blakley Hobbit Large Cabin
Interior

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (29 reviews)
"Very secluded. Perfect for a weekend away. "
United States
Mathew D.
The price is HK$1,466
HK$1,770 total
includes taxes & fees
30 Jun - 1 Jul
Your adventure begins the second you arrive!
Terrace/patio

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (55 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is HK$510
HK$951 total
includes taxes & fees
29 Jun - 30 Jun
Blakley Hobbit Small Cabin
Property grounds

Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.8 out of 10, Exceptional, (46 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is HK$1,235
HK$2,505 total
includes taxes & fees
20 Jul - 21 Jul
Cabin on the Kickapoo
TV

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.6 out of 10, Exceptional, (4 reviews)
"The home was very comfortable and clean. It had everything we needed and we would definitely stay here again! "
United States
Ken M.
The price is HK$1,764
HK$4,020 total
includes taxes & fees
28 Jun - 29 Jun
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (51 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is HK$1,254
HK$1,985 total
includes taxes & fees
29 Jun - 30 Jun
The Honey Haven
Exterior detail

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
9.8 out of 10, Exceptional, (58 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is HK$894
HK$1,591 total
includes taxes & fees
7 Jul - 8 Jul
Cozy first floor at the heart of downtown Viroqua
Property grounds

Blakley Hobbit Campground-RV spot #1

Blakley Hobbit Campground-RV spot #1
Viola
9.0 out of 10, Wonderful, (2 reviews)
"Come up several times a year to this location nice mowed grass and close to river."
United States
Paul K.
The price is HK$392
HK$579 total
includes taxes & fees
26 Jun - 27 Jun
Blakley Hobbit Campground-RV spot #1
Terrace/patio

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, (74 reviews)
"Beautiful property! Would definitely stay again. "
United States
Nikki K.
The price is HK$1,568
HK$3,118 total
includes taxes & fees
9 Jul - 10 Jul
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Interior

Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (1 review)
"Beautiful cozy cabin! Loved the gas fireplace! The cabin had everything we needed and we enjoyed our stay."
United States
Monica P.
The price is HK$1,207
HK$2,861 total
includes taxes & fees
28 Jun - 29 Jun
Soothing cabin 1 out of 7 in New Lisbon
Smart TV, fireplace, stereo

The Incline

The Incline
Norwalk
10.0 out of 10, Exceptional, (5 reviews)
"This place is a perfect couples getaway! "
United States
Kurt T.
The price is HK$2,352
HK$2,820 total
includes taxes & fees
28 Jun - 29 Jun
The Incline
Smart TV, fireplace

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

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Viola
9.0 out of 10, Wonderful, (14 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is HK$1,411
HK$2,448 total
includes taxes & fees
28 Jun - 29 Jun
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Exterior

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (14 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
United States
Randy R.
The price is HK$1,568
HK$2,059 total
includes taxes & fees
28 Jun - 29 Jun
Colorful getaway in friendly Driftless village
Smart TV

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
Reedsburg
10.0 out of 10, Exceptional, (1 review)
"I was in Reedsburg for work and this property was perfect. Had all the amenities that I needed and that were listed in the property details. I would definitely stay here again."
United States
Kerri M.
The price is HK$659
HK$2,343 total
includes taxes & fees
1 Jul - 2 Jul
2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
Private kitchen

Cabin w/hot-tub in the Center of Amish Country - Holiday Home

Cabin w/hot-tub in the Center of Amish Country - Holiday Home
Hill Point
The price is HK$2,637
HK$3,179 total
includes taxes & fees
1 Jul - 2 Jul
Cabin w/hot-tub in the Center of Amish Country - Holiday Home
Living area

“The Ridgeline” – Luxury private home, on 4 acres

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
“The Ridgeline” – Luxury private home, on 4 acres
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"What a wonderful property! "
United States
Becky K.
The price is HK$2,293
HK$3,825 total
includes taxes & fees
28 Jun - 29 Jun
Secluded Rustic Cabin
Exterior

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10

Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10
Elroy
9.8 out of 10, Exceptional, (9 reviews)
"Highly recommend to those that are looking for a relaxing getaway with a short commute to the Dells. "
United States
Cody
Scenic views on 20 acres! The Family Cabin awaits. Sleeps 10
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

Search for holiday rentals in Hillsboro on Expedia! You can easily find your home rentals, villas, holiday apartments in Hillsboro using one of the methods below:

  • View our selection of featured holiday rentals in Hillsboro
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Look no further and take a look at our great range of rental properties in Hillsboro!

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?

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells: This holiday home rental outside of Hillsboro has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 Kickapoo Valley Reserve. In the wider area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve Visitor Center.

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.