A forested river with clear water reflecting trees and rocky cliffs.

Holiday Homes in Hillsboro

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Our top choices for Hillsboro holiday homes

1. 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, (32 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
United States
Tammy
The price is €182
includes taxes & fees
17 Nov - 18 Nov
Hillsboro Driftless Guesthouse is cozy and ready for you!

2. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (16 reviews)
"Sweet home! Loved all the bright colored decorations! We had a great stay here with our bikes and pups. The porch was lovely to watch a thunderstorm from as well!"
United States
Emily B.
The price is €222
includes taxes & fees
30 Nov - 1 Dec
Colorful getaway in friendly Driftless village

3. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (27 reviews)
"It’s the good house and all the bed rooms have attached bathroom. Suggest to the homeowner is that keeping the bath shower and moisturizer at each room"
United States
Rambabu
The price is €617
includes taxes & fees
4 Nov - 5 Nov
6 Bedroom Home in Gods Country

4. 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, (36 reviews)
"Great location for our family outing. Plenty of room for everyone and a nice deck for relaxing outside. Easy ride to the Kickapoo River as well as surrounding towns for a little bumming."
United States
Dawn C.
The price is €714
includes taxes & fees
4 Nov - 5 Nov
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes

5. 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
9.2 out of 10, Wonderful, (21 reviews)
"excellent out of the way retreat close to things we wanted to do and great place for us and our cats, the hot tub was a great treat"
United States
Joseph W.
The price is €257
includes taxes & fees
17 Nov - 18 Nov
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

6. Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+

Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
Camp Douglas
The price is €2,432
includes taxes & fees
4 Nov - 5 Nov
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+

7. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (64 reviews)
"This was my second time staying at the Honey Haven and I would love to stay again. The host does a wonderful job keeping the property in great shape and the area that the property is in is so special."
United States
Eric R.
The price is €215
includes taxes & fees
17 Nov - 18 Nov
The Honey Haven

8. Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub

Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub
Loganville
The price is €236
includes taxes & fees
4 Nov - 5 Nov
Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub

9. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Cashton
9.6 out of 10, Exceptional, (4 reviews)
"Was in town for a wedding, it was a comfortable place. The master bedroom bed was comfortable and everything was very clean."
United States
Catherine T.
The price is €357
includes taxes & fees
4 Nov - 5 Nov
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton

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

“The Ridgeline” – Luxury private home, on 4 acres
Viroqua
The price is €325
includes taxes & fees
8 Nov - 9 Nov
“The Ridgeline” – Luxury private home, on 4 acres

11. Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.8 out of 10, Exceptional, (20 reviews)
"Good host and place was great for a brothers golf trip"
United States
Lee V.
The price is €437
includes taxes & fees
4 Nov - 5 Nov
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

12. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (61 reviews)
"This was our second year staying at this property and we loved it as much as we did last time. It’s clean, well cared for and well stocked. The owner is very easy to reach and the check in and checkout process doesn’t get much easier. The location is absolutely spectacular."
United States
Ally D.
Secluded Rustic Cabin

13. Dells-Area Ranch Retreat | Game Room & Fire Pit

Dells-Area Ranch Retreat | Game Room & Fire Pit
Loganville
10.0 out of 10, Exceptional, (6 reviews)
"Home was absolutely beautiful with plenty of room for everyone. Centrally located to all attractions, with short travel times. Host was amazing to work with. "
United States
Dawn B.
The price is €321
includes taxes & fees
4 Nov - 5 Nov
Dells-Area Ranch Retreat | Game Room & Fire Pit
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

Hillsboro Holiday Homes information

Number of reviews
287
Accommodation
70 Holiday Homes
Lowest Price
€182
Highest Price
€2,432

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