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

Search Vacation Homes in Hillsboro

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Hillsboro vacation homes

A living room with a television, a coffee table, a sofa, and a dining area in the background.

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, (31 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 AED 496
AED 794 total
includes taxes & fees
19 Oct - 20 Oct
Hillsboro Driftless Guesthouse is cozy and ready for you!
A single-story house with a gabled roof, a front porch, and a small front yard with mulch and plants.

2. Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (15 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 AED 735
AED 961 total
includes taxes & fees
11 Oct - 12 Oct
Colorful getaway in friendly Driftless village
A spacious living area with a wooden floor, a dining table with chairs, a sofa, and a television.

3. 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, (18 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 AED 661
AED 1,151 total
includes taxes & fees
11 Oct - 12 Oct
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
A spacious kitchen with wooden cabinets, a central island with stools, a dining area with a round table and chairs, and a ceiling fan.

4. 6 Bedroom Home in Gods Country

6 Bedroom Home in Gods Country
Wilton
9.8 out of 10, Exceptional, (26 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 AED 1,983
AED 2,612 total
includes taxes & fees
11 Oct - 12 Oct
6 Bedroom Home in Gods Country
A covered deck with outdoor furniture, a small table, and a grill.

5. 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, (35 reviews)
"Everyone had a great time!"
United States
Jim K.
The price is AED 1,253
AED 2,616 total
includes taxes & fees
13 Oct - 14 Oct
Spacious & secluded grand home near Kickapoo River, Bike Trails, & ATV routes
A modern living room with a staircase, a dark door, a grey armchair, and a coffee table with decorative items.

6. The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (62 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 AED 588
AED 930 total
includes taxes & fees
23 Oct - 24 Oct
The Honey Haven
A modern kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a tiled backsplash.

7. 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 AED 865
AED 994 total
includes taxes & fees
29 Oct - 30 Oct
Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub
A dining area with a wooden table, white chairs, and a chandelier.

8. 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 AED 781
AED 1,386 total
includes taxes & fees
23 Oct - 24 Oct
Charming 3-bedroom townhome with WiFi, AC in adorable Cashton
A wooden cabin-style kitchen with granite countertops, wooden cabinets, a dishwasher, and a built-in stove.

9. Revilo Moose Ridge - Private Pool/20 mins to Dells

Revilo Moose Ridge - Private Pool/20 mins to Dells
Mauston
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!"
United States
Darius L.
The price is AED 1,833
AED 3,543 total
includes taxes & fees
11 Oct - 12 Oct
Revilo Moose Ridge - Private Pool/20 mins to Dells
A modern kitchen with a large island, white cabinetry, a microwave, and a sink.

10. 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, (17 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 AED 918
AED 1,980 total
includes taxes & fees
9 Nov - 10 Nov
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
A cozy living room with a wooden ceiling, a grey sofa, and a view through a glass door to an outdoor patio.

11. Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (60 reviews)
"What a wonderful property! "
United States
Becky K.
The price is AED 1,074
AED 1,839 total
includes taxes & fees
11 Oct - 12 Oct
Secluded Rustic Cabin
A grand staircase with a chandelier, a large rug, and a view into the living area.

12. 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 AED 7,983
AED 9,042 total
includes taxes & fees
4 Nov - 5 Nov
Private 35-Acre Resort Near Wisconsin Dells - Indoor Pool, Golf Sim, Sleeps 30+
A modern kitchen with a white countertop, a black and white tiled backsplash, and a stainless steel oven.

13. KwikStay: The Small-Town Ranch Style Home

KwikStay: The Small-Town Ranch Style Home
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 AED 1,055
AED 1,426 total
includes taxes & fees
29 Oct - 30 Oct
KwikStay: The Small-Town Ranch Style Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hillsboro Hotel Reviews

The Lodge at Mauston

The Lodge at Mauston

10/10 Excellent
"Wonderful staff, accessible for my disabled husband, loved the facility/decor."
Mary 1-night trip
Posted 21 hours ago
The Lodge at Mauston

Explore a world of travel with Expedia