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Hillsboro Driftless Guesthouse is cozy and ready for you!

Photo gallery for Hillsboro Driftless Guesthouse is cozy and ready for you!

A living room with a television, a coffee table, a sofa, and a dining area in the background.
Property video
A yellow house with a metal roof, a wooden deck, and a barbecue grill.
A residential area with a large grassy yard, a yellow house, and a red garage.
A bedroom with a bed, bedside table, lamp, and a bench with a cushion.

Reviews

10 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Barbecue
  • Air-conditioning
  • Refrigerator
  • Washing machine
  • Internet

Explore the area

View map
Hillsboro, WI
  • Place, Mt. Olympus Water and Theme Park
    ‪47 min drive‬
  • Place, Noah's Ark Waterpark
    ‪49 min drive‬
  • Place, Kalahari Indoor Waterpark
    ‪50 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 Queen Bed

Bedroom 2

2 Single Beds

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Separate dining area
Garden
Dining area

Add dates for prices

Similar properties

Look over the garden from your balcony
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  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Parking available
10.0 out of 10, Exceptional, (92 reviews)
Cozy Pioneer's Cabin on a Peaceful Family Farm

About the area

Hillsboro

Located in Hillsboro, this holiday home is in a rural area and near theme parks. Burr Oak Winery and Red Ridge Ranch are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Wildcat Mountain State Park and Kickapoo Valley Reserve. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with mountain biking and hiking/biking trails.
View more Holiday homes in HillsboroOpens in a new window
Map
Hillsboro, WI

What's nearby

  • Mt. Olympus Water and Theme Park - 47 min drive - 81.1 km
  • Noah's Ark Waterpark - 49 min drive - 83.2 km
  • Kalahari Indoor Waterpark - 50 min drive - 92.2 km
  • Christmas Mountain - 51 min drive - 86.4 km
  • Chula Vista Waterparks - 52 min drive - 87.5 km

Getting around

  • La Crosse, WI (LSE-La Crosse Municipal) - 81 min drive

Restaurants

  • ‪Kwik Trip - ‬8 min drive
  • ‪Mom & Pop's Family Restaurant - ‬15 min walk
  • ‪Hillsboro Drive in - ‬13 min walk
  • ‪Let’s Shine Coffee - ‬15 min walk
  • ‪Tabor Bar - ‬15 min drive

Frequently asked questions

Is Hillsboro Driftless Guesthouse is cozy and ready for you! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Hillsboro Driftless Guesthouse is cozy and ready for you!?

As of 29 October 2026, prices found for a 1-night stay for 2 adults at Hillsboro Driftless Guesthouse is cozy and ready for you! on 4 November 2026 start from NZ$392, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Hillsboro Driftless Guesthouse is cozy and ready for you!?

On-site parking is available at the property.

What time is check-in at Hillsboro Driftless Guesthouse is cozy and ready for you!?

Check-in begins at 3:00 PM.

What time is check-out at Hillsboro Driftless Guesthouse is cozy and ready for you!?

Checkout is at 11:00 AM.

Where is Hillsboro Driftless Guesthouse is cozy and ready for you! located?

Situated in a rural location, this holiday home is 11.6 mi (18.6 km) from Wildcat Mountain State Park and 11.9 mi (19.1 km) from Kickapoo Valley Reserve. Kickapoo River and Pier County Park are also within 20 miles (32 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 32 out of 32 reviews
Rating 8 - Good. 0 out of 32 reviews
Rating 6 - Okay. 0 out of 32 reviews
Rating 4 - Poor. 0 out of 32 reviews
Rating 2 - Terrible. 0 out of 32 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place to stay and convenient to local attractions and things to do. Very clean place and well accommodated. Everything works well as it should and update as well.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place just outside city limits. Good spot to check out the area.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was a last minutes hiking get away for us and we couldn’t have asked for anything better! The host was extremely accommodating and kind! The house was very clean and well kept. Location was just outside of town, so quiet and peaceful evening and morning. Highly recommend.
Stayed 1 night in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The home was extremely clean, decorated nicely, very homey, had everything we needed and more! We can’t wait to return!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great option!

Was a great get away and very clean and comfortable!
Stayed 3 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great little place to stay

Stayed for a weeding at the brewery in town and this place was perfect. Had young kids that loved the big yard and park down the street.
Stayed 2 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
loved the house! hosts are very nice! love the area
Stayed 2 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome Get away!

We really enjoyed the home. Enough room for us to cook and plenty of places to go out!!
Stayed 2 nights in Nov 2023
Response from VrboOwner on 21 November 2023
Rhoda and her family left the house in great shape! They were super clean, took care of the garbage and laundry, and were very nice. Rhoda and her family are welcomed back anytime! Thank you for staying.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Guest was great and the amenities were plenty and everything was very clean. Look forward to a possible next time!!
Stayed 2 nights in Oct 2025
Response from VrboOwner on 9 November 2025
Thank you for staying Craig. I highly recommend Craig and his friends in the future for bookings. They left the house in great condition, took care of their garbage, laundry, and dishes. I appreciated the cleanliness!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely remote property, just about 45 minutes from multiple tourist spots and hiking places. Clean, neat and the host is very kind.
Stayed 3 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities, communication
The property is a very nicely remodeled, furnished and decorated house
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean cozy and comfortable.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Trip

We had a great weekend away. House was just perfect for the 2 of us. Would definitely stay again. Thanks!
Stayed 2 nights in Oct 2023
Response from VrboOwner on 8 October 2023
I would highly recommend Jeana and her husband. They left the house super clean, took care of their bedding, and the garbage. We live in such a beautiful area as the trees are changing. I'm glad you could see some of the Driftless area. Thank you for staying!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Experience & Highly Recommended

Very hospitable, clean & comfortable. Everything I needed was provided. I will definitely return if I stay in the area again.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Welcoming Stay in Hillsboro

This Hillsboro home was perfect for our weekend getaway. It was incredibly clean and had all the amenities that we needed to cook several meals. Since it was fall, we loved the fall touches that were added, it really felt like home! We definitely would visit again!
Stayed 2 nights in Oct 2022
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

So clean and welcoming!

What a neat, charming place! Our family stayed two nights and enjoyed cooking in the spacious kitchen, playing cribbage at the dining room table and biking the Hillsboro and 400 Trail. Misti was a wonderful host and we truly appreciated the farm fresh eggs. We would definitely stay here again!
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
WE spent 4 nights here while attending many activities for our Family Reunion. The House fit all our needs and the privacy that it afforded has exceptional. The location is very peaceful and I loved the views of all the green space. Thanks.
Stayed 4 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient and quiet

We were fortunate to stay in Hillsboro Driftless Guesthouse while we explored the beautiful bicycle trails of the area. The home is spotless, well stocked, and very comfortable. Btw, just down the road, Mr Bs offers fresh meat and cheese snacks for the trail.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gem in Hillsboro

the house was clean newly updated and quite a true gem in the heart of Wisconsin.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great cute space

Great option over a hotel room. Misti was so easy to work with...even left bacon and eggs in refrigerator for breakfast. I will definitely use this again when I have family in town.
Stayed 2 nights in Feb 2023
Response from VrboOwner on 20 February 2023
I would highly recommend Deb and her family for guests. They kept in contact with me and their check in time and left the house super clean. They're welcomed back anytime!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional!

The cleanest and best maintained VRBO I have been in. Super host who provided lots of conveniences for all. Made our weekend stay for a family wedding awesome. Thank you Misti!
Stayed 2 nights in Sep 2024
Response from VrboOwner on 9 September 2024
Jill and her family were great guests! They left the house super clean, and they took care of their bedding, dishes, and garbage. I highly recommend them for anyone's VRBO. Thank you for staying. I'm glad you enjoyed your time at our cozy house.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely splendid stay in very clean renovated house.

Immaculate newly renovated house with comfortable bed, plenty of room, kitchen equipment and supplies. Fast WiFi and nice Smart tv. Very quiet and safe neighborhood in a beautiful area. Hostess was extremely helpful and friendly. We hope to return soon. One of the best house stays that we have had in the US.
Stayed 2 nights in Jun 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Inviting, Relaxing and Clean

We met Misti at the house for check-in. She was warm and inviting and showed us around the home and happily answered any questions or offered suggestions if asked. Everything was top-notch, organized and very clean. The fall scenery was beautiful and there is so much to explore in the area. We had a wonderful time and would definitely go back!
Stayed 2 nights in Sep 2023
Response from VrboOwner on 25 September 2023
Thank you for staying Susan! I'm glad you enjoyed your stay. I try to think of all the "little things" to put in the house as if it were me staying. I also like to support our local businesses with the fresh bacon and eggs. It's the best bacon around from Mr. B's Smokehouse. Our driftless area is truly breathtaking, especially this time of year!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
VERY nicely updated and clean property! It felt like home! Everything needed for cooking in the large kitchen. Comfortable beds. Nice TV and Bluetooth sound bar. Super cell signal and WiFi. Great location for exploring the driftless area of WI!! We will be back!! Absolutely loved it all!!
Field Veterans Memorial Lake in Hillsboro, WI
Beautiful view out the kitchen window (taken off the back deck)
Absolutely stunning countryside in the area!!
Stayed 2 nights in Aug 2025
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