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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, (33 reviews)
"The property is very well maintained, house was very cozy and relaxing. The host was great to communicate with."
Tammy
The price is AU$307
includes taxes & fees
23 Nov - 24 Nov
2. Colorful getaway in friendly Driftless village
Colorful getaway in friendly Driftless villageWonewoc
10.0 out of 10, Exceptional, (16 reviews)
"This is a cozy house with an excellent location, as we were biking and this is walking distance from the bike trail. We were a party of four and werenicely satisfied. We were very happy with communications!"
Denise L.
The price is AU$363
includes taxes & fees
12 Nov - 13 Nov
3. 6 Bedroom Home in Gods Country
6 Bedroom Home in Gods CountryWilton
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"
Rambabu
The price is AU$976
includes taxes & fees
12 Nov - 13 Nov
4. Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routesNorwalk
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."
Dawn C.
The price is AU$1,218
includes taxes & fees
24 Nov - 25 Nov
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 ViolaViola
9.2 out of 10, Wonderful, (22 reviews)
"Property fit our needs perfectly and check in and check out was easy!"
Scott C.
The price is AU$421
includes taxes & fees
12 Nov - 13 Nov
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 AU$3,336
includes taxes & fees
16 Nov - 17 Nov
7. The Honey Haven
The Honey HavenWestby
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."
Eric R.
The price is AU$361
includes taxes & fees
24 Nov - 25 Nov
8. Dells-Area Ranch Retreat | Game Room & Fire Pit
Dells-Area Ranch Retreat | Game Room & Fire PitLoganville
10.0 out of 10, Exceptional, (7 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. "
Dawn B.
The price is AU$523
includes taxes & fees
15 Nov - 16 Nov
9. Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub
Cozy 2-bedroom apartment with Your Own Private Patio & Hot-TubLoganville
The price is AU$379
includes taxes & fees
18 Nov - 19 Nov
10. Revilo Moose Ridge Mauston - Smoky Mt Vibes, Wisconsin Wild
Revilo Moose Ridge Mauston - Smoky Mt Vibes, Wisconsin WildMauston
10.0 out of 10, Exceptional, (3 reviews)
"We celebrated my wife's 40th birthday there with friends.They had everything we needed and more. Paul was great and quick to respond.I would definitely stay there again!"
Darius L.
The price is AU$1,306
includes taxes & fees
7 Dec - 8 Dec
11. Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
Charming 3-bedroom townhome with WiFi, AC in adorable CashtonCashton
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."
Catherine T.
The price is AU$567
includes taxes & fees
14 Nov - 15 Nov
12. “The Ridgeline” – Luxury private home, on 4 acres
“The Ridgeline” – Luxury private home, on 4 acresViroqua
The price is AU$526
includes taxes & fees
15 Nov - 16 Nov
13. Secluded Rustic Cabin
Secluded Rustic CabinCashton
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."
Ally D.
The price is AU$675
includes taxes & fees
24 Nov - 25 Nov
14. Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Perfectly located 3 bedroom house between Reedsburg and Wisconsin DellsReedsburg
9.8 out of 10, Exceptional, (20 reviews)
"Good host and place was great for a brothers golf trip"
Lee V.
The price is AU$696
includes taxes & fees
12 Nov - 13 Nov
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.
Learn more about Hillsboro
Nestled in the Driftless Area's rolling hills, this charming small town boasts the Hillsboro Brewing Company for craft beer enthusiasts. Outdoor adventurers can hike scenic trails at Wildcat Mountain State Park or fish in the nearby Kickapoo River.
