Hillsboro Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 11 - May 12
Tomorrow
May 12 - May 13
Next weekend
May 17 - May 19

Holiday Rentals in Hillsboro

Property grounds
Driftless Area Country House: large deck, spring fed creek, Amish area
10.0 out of 10, Exceptional, (58)
"Very nice house with lots of room, good WiFi. Very dark at night with no moon, easy to sleep. I highly recommend this house!"
Driftless Area Country House: large deck, spring fed creek, Amish area
View from property
The Honey Haven
10.0 out of 10, Exceptional, (11)
"Had an excellent weekend get away! The Honey Haven is tucked away in an idyllic setting that is sure to recharge your soul. It is beautifully decorated, well thought out, and has a nice protective home energy. Add the charming local products, the sweetest welcoming dog, and the gorgeous stars above…and you can’t help but smile, breathe a sigh of relief while taking it all in. It is a much needed piece of heaven. Thank you!"
The price is HK$1,250
per night
23 May - 24 May
The Honey Haven
Private kitchen
Cozy first floor at the heart of downtown Viroqua
9.8 out of 10, Exceptional, (20)
"It was a little hard to find. Just because we were arent front the area so the directions from the host helped immensely. The inside was extremely clean and cozy. The bed and couch were very comfortable and not stiff. Highly recommended, it definitely beats staying in the hotel."
The price is HK$742
per night
27 May - 28 May
Cozy first floor at the heart of downtown Viroqua
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Property grounds
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
8.8 out of 10, Excellent, (64)
"We loved the cabin. It was quiet and peaceful. Just what we were looking for."
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.
Exterior
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
10.0 out of 10, Exceptional, (209)
"Outstanding! Great views, fire pit, right next to a great stream."
Arcadian Cabin at Bishop Branch, creek-front, public land access, great location
Balcony
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
10.0 out of 10, Exceptional, (59)
"Had a wonderful time. Cabin was fully equipped and organized:) hot tub was amazing"
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower
Property grounds
Private vacation house for larger groups near the Dells with heated game room.
9.6 out of 10, Exceptional, (40)
"Nice isolated place, a lot of amenities. Only negative is there is little to no cellphone connection. Kids loved the place so that was an extra plus!"
Private vacation house for larger groups near the Dells with heated game room.
Fridge, microwave, oven, stovetop
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
10.0 out of 10, Exceptional, (215)
"Love this airy loft in Downtown Viroqua. Fishing buddies and I have stayed here twice, and will return next year! Owner is super-responsive and helpful. Fly shop is kitty-corner, Driftless Cafe is a block away. High-end grocery co-op is walking distance and delicious coffee shop on the same block."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.
Outdoor dining
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI
9.8 out of 10, Exceptional, (59)
"Really cool property with amazing vintage details and antiques"
150 Year Old Home Situated in the Picturesque Rolling Hills of Southwest WI
Smart TV, fireplace
Cabin in Beautiful Timber Coulee
10.0 out of 10, Exceptional, (55)
"Convenient beautiful location. Enjoyed the surrounding communities."
Cabin in Beautiful Timber Coulee
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Unique! A renovated old railroad depot turned into a cozy cottage.
10.0 out of 10, Exceptional, (92)
"We enjoyed our stay at your lovely, beautifully decorated depot. The pictures online do not do it justice. The nature path nearby was ideal for morning walks. It was the perfect peaceful getaway."
Unique! A renovated old railroad depot turned into a cozy cottage.
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (29)
"What a charming home! It was just as beautiful as the pictures, loved the view of the river, close to our daughter, loved cooking meals in the spacious kitchen & we loved ordering our food from The Port which was just up the road. The host (Holly) was very responsive and helpful. Hope to come back again!"
Relax with beautiful views overlooking the Wisconsin River
Microwave, coffee/tea maker, cookware/dishes/utensils, dining tables
Willow Creek Cottage
9.8 out of 10, Exceptional, (61)
"2nd stay, and like the first time, everything was great. Hosts are super to deal with. Will definitely stay again when in the area."
Willow Creek Cottage
Fridge, microwave, oven, stovetop
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
9.6 out of 10, Exceptional, (5)
"We loved it! House was very cute & accessible!"
Driftless-region sweet spot with a view right beside bike trail in Southwest WI!
Exterior
Historic Bank Building on the Elroy-Sparta State Trail
9.8 out of 10, Exceptional, (42)
"We ran the marathon in Norwalk, from the entrance of the building to starting line was a 30 second walk. If you're going for the bike trail, thia ia the perfect place to stay."
The price is HK$758
per night
16 May - 17 May
Historic Bank Building on the Elroy-Sparta State Trail
Property grounds
Rural Cabin in the Woods
9.2 out of 10, Wonderful, (23)
"Very nice place. Enjoyed our stay!"
The price is HK$1,016
per night
12 May - 13 May
Rural Cabin in the Woods
Interior
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells
8.6 out of 10, Excellent, (13)
"Overall, we enjoyed our stay. The issues we encountered could be easily remedied in the future. On the plus side, the cabin was cozy and private, there were an abundance of towels available and the cabin had all of the basic amenities. We did, however, run into a few issues during our stay which were shared with the property management company. When we arrived, it was clear that the rugs on the main level had not been vacuumed so we did that after we checked in. I think most of the furniture is...
Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells
TV, fireplace, DVD player, books
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
10.0 out of 10, Exceptional, (118)
"A beautiful cabin on a beautiful piece of land. As described in the listing and absolutely peaceful. This is our second time staying here and we will be back."
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Exterior
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
10.0 out of 10, Exceptional, (11)
"This is just what our souls needed. This beautiful home over exceeded any expectations. Quiet, peaceful, clean, and exquisite. It has everything you've ever wanted for a serene getaway. The owners are fabulous, and we are eternally grateful that they opened up this wonderful place to us. There is no doubt that we will be coming back and hopefully staying longer. Thank you so much!"
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Property grounds
Dogs Welcome! Lake House. Close to Dells!
8.8 out of 10, Excellent, (5)
"Great house, close to Dells, great firepit area. Only downside was no wifi and immediate fishing was tough. But able to take the canoe and kayaks and caught quite a bit of fish. Beautiful location and house. Private deck area was nice. Lots to do!"
Dogs Welcome! Lake House. Close to Dells!
Don't see what you're looking for?
See all available properties in Hillsboro
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.

Other types of properties in Hillsboro you may be interested in

Interior
AmericInn by Wyndham Mauston
2.0 star property
9.4 out of 10, Exceptional, (34)
"Great pricing and breakfast!"
The price is HK$647
per night
19 May - 20 May
AmericInn by Wyndham Mauston
Exterior
Comfort Inn & Suites
2.5 star property
8.2 out of 10, Very good, (521)
"Nice place to stay with ample parking for our RV. "
The price is HK$591
per night
22 May - 23 May
Comfort Inn & Suites
Premium bedding, pillow-top beds, in-room safe, desk
Best Western Park Oasis Inn
3.0 star property
9.0 out of 10, Wonderful, (564)
"Nice breakfast spread. Clean and quiet. "
The price is HK$781
per night
12 May - 13 May
Best Western Park Oasis Inn
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.

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
  • Use the map to find apartments and other holiday homes in the Hillsboro neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hillsboro while they last

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 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 Wildcat Mountain State Park. In the wider area, you’ll find Lake Redstone 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.

Recent reviews of Hillsboro properties
Expedia verified reviews

Driftless Area Country House: large deck, spring fed creek, Amish area

Driftless Area Country House: large deck, spring fed creek, Amish area

5/5 Excellent
Great, big place in Amish country
"Very nice house with lots of room, good WiFi. Very dark at night with no moon, easy to sleep. I highly recommend this house!"
A verified traveller from Fountain Valley stayed at Driftless Area Country House: large deck, spring fed creek, Amish area
Posted 4 days ago
Driftless Area Country House: large deck, spring fed creek, Amish area