Hillsboro Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Hillsboro vacation rentals

Smart TV, DVD player

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)
"This house is very spacious and extra clean. The bed are comfortable and cozy. The house exceeded our expectations and we will definitely be staying here again."
United States
Shari S.
The price is ￥19,909
￥31,591 total
includes taxes & fees
Apr 14 - Apr 15
Hillsboro Driftless Guesthouse is cozy and ready for you!
Smart TV

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center

Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
Richland Center
10.0 out of 10, Exceptional, (43 reviews)
"We really enjoyed our stay! The cabin was beautiful and so clean!"
United States
Zane D.
The price is ￥23,891
￥28,566 total
includes taxes & fees
Apr 24 - Apr 25
Charming secluded 2-bedroom cabin with WiFi, AC in peaceful Richland Center
TV

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells

Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Reedsburg
9.0 out of 10, Wonderful, (2 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 ￥35,836
￥81,159 total
includes taxes & fees
Apr 14 - Apr 15
Perfectly located 3 bedroom house between Reedsburg and Wisconsin Dells
Exterior

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 ￥28,525
￥55,144 total
includes taxes & fees
Apr 15 - Apr 16
Cabin on the Kickapoo
Terrace/patio

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, (68 reviews)
"The cabin was clean and comfortable. The location was perfect. The great sunset views, the Fairy bluff, large yard on a quiet road but still close enough to town made for a perfect getaway."
United States
James A.
The price is ￥15,131
￥43,522 total
includes taxes & fees
May 4 - May 5
Charming cabin getaway in the woods, private trails, only 20 mins from WI Dells!
Exterior

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.
The price is ￥20,785
￥39,572 total
includes taxes & fees
Apr 14 - Apr 15
Place of Peace - the Artist's Refuge
Exterior

Blakley Hobbit Large Cabin

Blakley Hobbit Large Cabin
Viola
8.0 out of 10, Very Good, (40 reviews)
"We enjoyed our stay, spending most of our time kayaking and hiking!! Beautiful quiet area and clean accommodations."
United States
Denise R.
The price is ￥14,334
￥26,884 total
includes taxes & fees
Apr 14 - Apr 15
Blakley Hobbit Large Cabin
1 bedroom, desk, free WiFi, bed sheets

Your adventure begins the second you arrive!

Your adventure begins the second you arrive!
Norwalk
10.0 out of 10, Exceptional, (27 reviews)
"Beautiful relaxing getaway!"
United States
Amanda M.
The price is ￥38,703
￥46,714 total
includes taxes & fees
Apr 14 - Apr 15
Your adventure begins the second you arrive!
Fridge, microwave, oven, dishwasher

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 ￥29,761
￥35,934 total
includes taxes & fees
Apr 14 - Apr 15
KwikStay: The Small-Town Ranch Style Home
Interior

The Honey Haven

The Honey Haven
Westby
10.0 out of 10, Exceptional, (47 reviews)
"Excellent stay. Clean with beautiful surroundings and a great dog to greet you."
United States
Jason B.
The price is ￥25,483
￥40,327 total
includes taxes & fees
Apr 14 - Apr 15
The Honey Haven
Terrace/patio

Blakley Hobbit Small Cabin

Blakley Hobbit Small Cabin
Viola
7.8 out of 10, Good, (51 reviews)
"Enjoy our stay."
United States
Sondra M.
The price is ￥10,353
￥19,325 total
includes taxes & fees
Apr 14 - Apr 15
Blakley Hobbit Small Cabin
Exterior

Colorful getaway in friendly Driftless village

Colorful getaway in friendly Driftless village
Wonewoc
10.0 out of 10, Exceptional, (12 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 ￥28,669
￥37,975 total
includes taxes & fees
Apr 14 - Apr 15
Colorful getaway in friendly Driftless village
Smart TV, fireplace

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
9.6 out of 10, Exceptional, (8 reviews)
"Beautiful place. We loved the access to the river. "
United States
dwaterman21
The price is ￥28,669
￥49,906 total
includes taxes & fees
Apr 14 - Apr 15
Blakley Hobbit Charming 2-bedroom country house with AC, WiFi in soothing Viola
Exterior

Wagonwheel Ranch

Wagonwheel Ranch
Viroqua
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful place"
United States
Francis H.
The price is ￥39,993
￥76,977 total
includes taxes & fees
Apr 14 - Apr 15
Wagonwheel Ranch
Interior

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 ￥24,512
￥58,459 total
includes taxes & fees
Apr 14 - Apr 15
Soothing cabin 1 out of 7 in New Lisbon
Exterior detail

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, (55 reviews)
"Wonderful place! Clean, full of amenities, within walking distance to everything downtown has to offer."
United States
Alina L.
The price is ￥15,131
￥28,414 total
includes taxes & fees
Apr 14 - Apr 15
Cozy first floor at the heart of downtown Viroqua
Exterior

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
The price is ￥19,909
￥28,901 total
includes taxes & fees
Apr 19 - Apr 20
Private cabin on the beautiful Kickapoo River Valley near Wildcat Mountain Park.
Interior

Rustic Tiny Haven in the Woods

Rustic Tiny Haven in the Woods
Lyndon Station
Rustic Tiny Haven in the Woods
Private kitchen

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 ￥26,840
￥32,349 total
includes taxes & fees
May 12 - May 13
Cozy 2-bedroom apartment with Your Own Private Patio & Hot-Tub
Smart TV, fireplace, DVD player, music library

Secluded Rustic Cabin

Secluded Rustic Cabin
Cashton
9.8 out of 10, Exceptional, (55 reviews)
"The house and property were beautiful, we loved relaxing in the 3 seasons room and hot tub, enjoying the view of the fall colors, and getting away from it all. "
United States
Morgan K.
The price is ￥46,586
￥78,219 total
includes taxes & fees
Apr 14 - Apr 15
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

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

10/10 Excellent
"Not hot tub, only pool, was advertised with hot tub thumbs down for that"
Scot 2-night trip
Posted 7 hours ago
Holiday Inn Express & Suites Reedsburg - Dells Area by IHG

Find out more about Hillsboro

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:

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Look no further and take a look at our great range of rental properties in Hillsboro!

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?

Lakeside cabin with Hot Tub and full kitchen! Sleeps up to 12 people.: This vacation home rental near Hillsboro is located on the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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 larger area, you’ll find Wildcat Mountain State Park and Kickapoo Valley Reserve.

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.