Hillsboro Vacation Rentals

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May 14 - May 15
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May 15 - May 16
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May 17 - May 19
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May 24 - May 26

Vacation 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 $160
$252 total
includes taxes & fees
May 20 - May 21
The Honey Haven
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
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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
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.
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
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!"
The price is $90
$258 total
includes taxes & fees
May 15 - May 16
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Fridge, microwave, oven, stovetop
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
10.0 out of 10, Exceptional, (23)
"We enjoyed our time in the apartment. The apartment was nice, clean, and just the right size for the two of us. Guests should be aware that the apartment is upstairs and going up the stairs is required to access the apartment."
Newly remodeled, private, sunny downtown apartment; near restaurants & shopping.
Exterior
Tanager cabin at Driftless Creek
10.0 out of 10, Exceptional, (77)
"We had a wonderful time and will come back again! Modern cabin with great wifi and a lovely screened porch. Exactly what I was looking for."
Tanager cabin at Driftless Creek
Sauna
Spacious Multi-family Log Home with Sauna
10.0 out of 10, Exceptional, (1)
"Could not have had a better birthday at this cabin! All 15 guests had sleeping arrangements and all comfortable. Ethan and his family were incredibly responsive and tended to our EVERY NEED! Very rural area, beautiful large cabin! Sauna was a lovely bonus! If you’re looking for a place to celebrate and relax- look no further! 5 stars- easily! Thank you for the opportunity to create memories with our big crew!"
Spacious Multi-family Log Home with Sauna
Exterior
Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing
10.0 out of 10, Exceptional, (5)
"Great place to enjoy the beautiful outdoors. Bluffs all around and trout streams everywhere. Loved it."
The price is $120
$215 total
includes taxes & fees
May 15 - May 16
Eagle Valley Vista spacious, pet-friendly, close to parks, dark sky viewing
Private kitchen | Fridge, microwave, oven, stovetop
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 $95
$178 total
includes taxes & fees
May 15 - May 16
Cozy first floor at 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
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
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 $97
$123 total
includes taxes & fees
May 15 - May 16
Historic Bank Building on the Elroy-Sparta State Trail
Exterior
Secluded Rustic Cabin
9.8 out of 10, Exceptional, (35)
"We enjoyed this cabin in spite of it’s fairly remote location. The deck, front porch, sunroom and fire pit gave it a homey and relaxing feel. The beds were very comfortable, and there were nicely renovated bathrooms. The property is a bird lovers’ paradise, with multiple feeders in the yard."
The price is $275
$361 total
includes taxes & fees
May 22 - May 23
Secluded Rustic Cabin
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.
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

Lobby sitting area
The Lodge at Mauston
3.0 star property
9.6 out of 10, Exceptional, (312)
"Very clean and spacious room. The only negative was a loud furnace or AC unit (not sure which) that kicked on periodically and was extremely loud in the bedroom. "
The price is $128
$141 total
includes taxes & fees
May 15 - May 16
The Lodge at Mauston
Interior
AmericInn by Wyndham Mauston
2.0 star property
9.4 out of 10, Exceptional, (35)
"Quiet and clean. Needs updating "
The price is $84
$93 total
includes taxes & fees
May 29 - May 30
AmericInn by Wyndham Mauston
Standard Room, 1 Queen Bed with Sofa bed, Non Smoking, Jetted Tub (with Sofabed) | Premium bedding, pillowtop 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 $100
$110 total
includes taxes & fees
May 19 - May 20
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.

Everything you need to know about Hillsboro vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Hillsboro vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hillsboro. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Hillsboro in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $90 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Hillsboro rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Hillsboro vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Hillsboro. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Hillsboro?

Yes, we have vacation rentals close to well known points of interest in Hillsboro, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Hillsboro has to offer?

Private vacation house for larger groups near the Dells with heated game room.: This vacation home rental near Hillsboro is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the arcade game room in this rental home to help you unwind.

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 larger area, you’ll find Lake Redstone and Kickapoo Valley Reserve Visitor Center.

What’s a vacation rental in Hillsboro like?

Vacation rentals are privately owned properties where you can stay for a couple of days or more in Hillsboro. Vacation rentals offer extras such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive choice for family trips or small group gatherings.

Recent reviews of Hillsboro properties
Expedia verified reviews

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

5/5 Excellent
"Our room was very clean. Bathroom lighting was excellent. The whole facility was very clean and maintained very well. Pool was a great temperature. On-site restaurant had excellent food and service.. We will return. .have to get"
A verified traveler from Hartford stayed at Ramada by Wyndham Richland Center
Posted 2 days ago
Ramada by Wyndham Richland Center