Hillsboro Holiday Rentals from €108: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Hillsboro has to offer?

Upper Place Vacation Cottage : This holiday home rental outside of Hillsboro is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden in this rental home to help you unwind.

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Holiday Rentals in Hillsboro

Relax in a cozy living area with a large sofa and coffee table, featuring a kitchen with modern appliances and a staircase to an upper level.

"Great cabin and solitude. Cabin is very nice and has everything. Really enjoyed the property."

Escape to a serene cabin surrounded by lush greenery, featuring a cozy porch with a picnic table and bench.

"Great spot for trout fishing and a great place to stay and relax on the porch after a full day exploring the many trout streams."

Cozy cabin-style room with a dining area, sofa, and small kitchen.

"We stayed in Brian’s cabin for a family reunion in La Farge and had a wonderful stay. The cabin was spacious, cozy, clean, and tidy. Brian was also very friendly and helpful when he stopped by to welcome us and tell us all about the area. Lastly, I loved all the beds in the cabin - plenty of room for our big crew to sleep comfortably and soundly. Would love to come back soon."

Escape to a serene cabin surrounded by lush greenery and a majestic tree.

"We had a wonderful stay. Great hosts and a perfect cabin."

Enjoy a peaceful retreat with a scenic view from this serene property, featuring a spacious deck and beautifully maintained lawn.

"Wonderful accommodations. My husband and I stayed. Quiet, beautiful views, and close to Hillsboro. Well stocked kitchen, full size appliances, and the bath is beautiful. "

includes taxes & fees

17 Aug - 18 Aug

Cozy cabin nestled among the trees, offering a peaceful retreat with a wooden deck and a small window.

"Easiest check-in, perfectly met expectations and needs."

includes taxes & fees

12 Aug - 13 Aug

Cozy cabin-style accommodation with a fully equipped kitchen, dining area, and bar.

"We loved this spot and will definitely be booking it again. The cabin has everythinf you need for a quick easy vacation. "

includes taxes & fees

12 Aug - 13 Aug

Relax on the lakeside deck with comfortable seating and dining areas.

"This place is such a beautiful little gem. We needed to get out of Chicago for a few days and this was the perfect spot to do that! I highly recommend! "

Experience a unique blend of traditional and modern styles in this inviting bathroom, featuring a large mirror, wall-mounted sink, and a touch of greenery.

"Always enjoy my time here."

Enjoy a game of pool or relax in the seating area.

"Quiet Place"

includes taxes & fees

12 Aug - 13 Aug

Enjoy a serene view of the surrounding forest from this outdoor deck with a table and chairs.

"Great host and communication. Everything went as planned and the Driftless area never disappoints. "

Relax on the riverside deck with a view of the calm water, surrounded by trees and a distant building.

"We enjoyed our stay at this spacious cabin overlooking a peaceful pond. While the water isn’t swimmable, it was still lovely to look at from the large deck, which was one of the highlights of the property. The hot tub was a nice touch, and the air conditioning worked well, keeping the home comfortable during our stay. The layout features one bedroom and bathroom on the upper level, with additional bedrooms downstairs. Be aware that this cabin is not handicap accessible. It has a metal spiral...

Cozy cabin features a mounted TV, wooden windows, and a skylight.

"Beautiful place in a beautiful area"

Welcome to this charming two-story home with a cozy front porch and beautifully manicured lawn.

"Had a great stay; house is nicely done and great for a group."

includes taxes & fees

12 Aug - 13 Aug

"Nice quiet place to stay, WIFI would be Nic as there in no cell service."

Cozy cabin-style room with a wooden dining table, comfortable seating, and a potted plant.

"Very quiet and well kept property! "

Relax in this inviting bedroom with a large bed, wooden headboard, and potted plants.

"This is a cozy, delightful little spot in the middle of Wisconsin. We had a nice 3 day stay with no issues at all. The Depot was always nice and warm and welcoming. "

Relax in this well-appointed living space featuring a central island, grey sofa, and wooden coffee table.

"The property was great! "

Cozy cabin interior with exposed beams, stone fireplace, and comfortable seating area.

"The cabin was clean, cozy and beautiful. We really enjoyed our stay."

Relax in a cozy outdoor setting with a fire pit at its center, surrounded by six Adirondack chairs.

"The stay was fantastic! The fire pit and game room are nice touches. It's close to both the Dells and Reedsburg, but also far enough away to where there is no "Dells traffic." Excellent stay overall. Will definitely be coming back"

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Top Hillsboro Hotel Reviews

The Lodge at Mauston

10/10 Excellent

"Comfortable stay."

Find out more about Hillsboro

Everything you need to know about Hillsboro holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hillsboro holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hillsboro holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hillsboro holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hillsboro holiday rentals we have selected for you start as low as €108 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hillsboro rentals

At Expedia, we put the best Hillsboro holiday 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 holiday.

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.

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All accommodation types in Hillsboro

Holiday Homes 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 are some of the best holiday rentals that Hillsboro has to offer?

Upper Place Vacation Cottage: This holiday home rental outside of Hillsboro is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of garden 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 Lake Redstone. In the wider area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

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.

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Holiday Rentals in Hillsboro

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Holiday Rentals in Hillsboro

The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area

Fly Fishing in the Driftless Region - Bishop Creek Cabin with a View

Cozy Amish built cabin in the heart of the Kickapoo Valley Reserve State Park.

Arcadian Cabin at Bishop Branch, creek-front, public land access, great location

Place of Peace - the Artist's Refuge

Blakley Hobbit Small Cabin

Blakley Hobbit Large Cabin

Lakeside Ranch Cabin.

Secluded cabin on 75 acres 360 views cedar hot tub infrared sauna outdoor Shower

Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Upper Place Vacation Cottage

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

Wagonwheel Ranch

Colorful getaway in friendly Driftless village

Tranquil Amish-built cabin near Wildcat State Park

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Unique! A renovated old railroad depot turned into a cozy cottage.

The Windmill Whisper is little gem, tucked away in the ridges of Rockbridge, WI

Dog-friendly log cabin on the river with deck & firepit - near Wisconsin Dells

Private vacation house for larger groups near the Dells with heated game room.

Top Hillsboro Hotel Reviews

The Lodge at Mauston

AmericInn by Wyndham Mauston

Comfort Inn & Suites

AmericInn by Wyndham Viroqua

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Edge Of The Woods Motel

Best Western Park Oasis Inn

Old Towne Motel

AmericInn by Wyndham Reedsburg

Find out more about Hillsboro

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Frequently asked questions