Holiday Rentals in Hillsboro

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Our top choices for Hillsboro holiday rentals

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, (26 reviews)
"Great location "
United States
Rebecca K.
Hillsboro Driftless Guesthouse is cozy and ready for you!

#4 Blakley Hobbit Campground-Tent spot

#4 Blakley Hobbit Campground-Tent spot
Viola
10.0 out of 10, Exceptional, (2 reviews)
"A great spot for a getaway weekend. 20 minutes to viroqua"
United States
Luke S.
The price is €40
includes taxes & fees
3 Jun - 4 Jun
#4 Blakley Hobbit Campground-Tent spot

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (53 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is €108
includes taxes & fees
25 Jun - 26 Jun
Blakley Hobbit Small Cabin

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

Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Lyndon Station
10.0 out of 10, Exceptional, (72 reviews)
"Great place, nicely stocked kitchen equipment. We (and our dog) loved all the wildlife; fox, deer turkeys and bald eagles. Host was very welcoming and communicative. "
United States
Alan L.
The price is €270
includes taxes & fees
7 Jun - 8 Jun
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Ontario
10.0 out of 10, Exceptional, (2 reviews)
"Great host, beautiful property! Would definitely go back!"
United States
Bridgette B.
The price is €158
includes taxes & fees
3 Jun - 4 Jun
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very good, (40 reviews)
"Very peaceful, charming rustic cabin. I highly recommend and we plan to come back. "
United States
Jonathan C.
The price is €149
includes taxes & fees
16 Jun - 17 Jun
Blakley Hobbit Large Cabin

Cabin on the Kickapoo

Cabin on the Kickapoo
Readstown
9.8 out of 10, Exceptional, (46 reviews)
"This is a beautiful place to spend a couple of relaxing days. "
United States
Sujhey B.
The price is €297
includes taxes & fees
10 Jun - 11 Jun
Cabin on the Kickapoo

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (50 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is €219
includes taxes & fees
3 Jun - 4 Jun
The Honey Haven

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (29 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is €253
includes taxes & fees
11 Jun - 12 Jun
Your adventure begins the second you arrive!

Soothing cabin 1 out of 7 in New Lisbon

Soothing cabin 1 out of 7 in New Lisbon
New Lisbon
10.0 out of 10, Exceptional, (1 review)
"Beautiful cozy cabin! Loved the gas fireplace! The cabin had everything we needed and we enjoyed our stay."
United States
Monica P.
The price is €315
includes taxes & fees
3 Jun - 4 Jun
Soothing cabin 1 out of 7 in New Lisbon

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, (13 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is €266
includes taxes & fees
3 Jun - 4 Jun
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola

Cozy first floor at the heart of downtown Viroqua

Cozy first floor at the heart of downtown Viroqua
Viroqua
10.0 out of 10, Exceptional, (56 reviews)
"Nice place to stay right in town perfect for a couple "
United States
Pete G.
The price is €178
includes taxes & fees
15 Jun - 16 Jun
Cozy first floor at the heart of downtown Viroqua

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 €214
includes taxes & fees
4 Jun - 5 Jun
KwikStay: The Small-Town Ranch Style Home

Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub

Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub
Loganville
Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub

Rustic Tiny Haven in the Woods

Rustic Tiny Haven in the Woods
Lyndon Station
The price is €164
includes taxes & fees
1 Jul - 2 Jul
Rustic Tiny Haven in the Woods

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC
Reedsburg
10.0 out of 10, Exceptional, (1 review)
"I was in Reedsburg for work and this property was perfect. Had all the amenities that I needed and that were listed in the property details. I would definitely stay here again."
United States
Kerri M.
The price is €258
includes taxes & fees
8 Jun - 9 Jun
2-bedroom Home in Reedsburg - 20min from Wisconsin Dells - Across from RAMC

Place of Peace - the Artist's Refuge

Place of Peace - the Artist's Refuge
La Farge
9.6 out of 10, Exceptional, (18 reviews)
"Easy in and out, the house had everything we needed, and the view was amazing!"
United States
shoua x.
Place of Peace - the Artist's Refuge

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (13 reviews)
"It’s a cozy place with all cooking utensils you will ever need! Very comfy beds as well. "
United States
Randy R.
The price is €228
includes taxes & fees
3 Jun - 4 Jun
Colorful getaway in friendly Driftless village

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.4 out of 10, Exceptional, (3 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 €441
includes taxes & fees
3 Jun - 4 Jun
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"What a wonderful property! "
United States
Becky K.
The price is €417
includes taxes & fees
3 Jun - 4 Jun
Secluded Rustic Cabin
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.
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Top Hillsboro Hotel Reviews

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. 

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?

Private vacation house for larger groups near the Dells with heated game room.: This holiday home rental outside of Hillsboro is located in a rural location, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. Make the most of an arcade/games 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 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.