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Country home with no pet fees!!

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Living Room with large windows overlooking our pond
Pleasant Hills from above
Have a picnic under our apple trees and enjoy the wildlife all around.
Fully stocked kitchen ready to cook up any meal.
Hill behind the house, great for sledding in the winter.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms1+ bathroomSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Hillsboro, WI
  • Place, Wildcat Mountain State Park
    ‪5 min drive‬
  • Place, Kickapoo Valley Reserve
    ‪11 min drive‬
  • Place, Kickapoo Valley Reserve State Natural Area
    ‪15 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed and 1 Twin Bed

Bedroom 3

1 Twin Bed and 1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

Country home with no pet fees!!

Retreat to tranquility and natural beauty with loved ones and pets, all while surrounded by Amish farms and offering activities like
*Canoeing/kayaking
* Horseback riding
*Fishing in our own private pond, trout fishing
*Elroy-Sparta bike trail
*Nearby WI Dells
*Wildcat Mountain State Park

Immerse in private pine forests, grass hills, creeks, and hiking trails. Sleeps 8, with WiFi and new appliances. Experience relaxation and adventure at #PleasantHills_HillsboroWI
Our prices include all fees. No hidden fees.

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Hillsboro Driftless Guesthouse is cozy and ready for you!
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  • Washer
  • Dryer
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10.0 out of 10, Exceptional, (26 reviews)
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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Strip any used beds
Remove personal items and take out the trash
Turn off the lights, lock the doors, and return the keys
Wash all dishes.
Bag all trash in covered metal trash cans.
Failure to complete these may result in a negative review from the host.
Exterior security cameras are in use, for the safety of all guests and property.
The customer who booked the stay MUST be present for the stay. Absolutely no unpaid guests - you will be fined $300 for each unauthorized guest(s).
$100 per pet fee, to be paid at the end of your stay, up to 2 cuddly, adorable pets.

Important information

You need to know

Property # 2240219
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock

About the neighborhood

Kendall

Located in Kendall, this vacation home is in a rural area and on a river. Snowflake Ski & Golf Club and Burr Oak Winery 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. Enjoy the area's slopes with snowboarding and skiing, and don't miss out on the ice skating and snowmobiling.
View more Vacation Homes in KendallOpens in a new window
Map
Hillsboro, WI

What's nearby

  • Wildcat Mountain State Park - 5 min drive - 5.8 km
  • Kickapoo Valley Reserve - 11 min drive - 12.8 km
  • Kickapoo Valley Reserve State Natural Area - 15 min drive - 18.2 km
  • Kickapoo Valley Reserve Visitor Center - 22 min drive - 28.3 km
  • Elroy Sparta State Trail - 38 min drive - 56.5 km

Restaurants

  • ‪RiversEnd - ‬12 min drive
  • ‪Tabor Bar - ‬2 min drive
  • ‪Wild Cat Mountain Bar & Grill - ‬11 min drive
  • ‪Garden Street Cafe - ‬11 min drive
  • ‪Scooters - ‬11 min drive

Frequently asked questions

Is Country home with no pet fees!! pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Country home with no pet fees!! ?

As of May 9, 2026, prices found for a 1-night stay for 2 adults at Country home with no pet fees!! on May 26, 2026 start from $206, 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?

Onsite parking is available at the property.

What time is check-in at Country home with no pet fees!! ?

Check-in begins at 4:00 PM.

What time is check-out at Country home with no pet fees!! ?

Check-out is at 11:00 AM.

Where is Country home with no pet fees!! located?

Situated on a river, this vacation home is within 9 mi (15 km) of Wildcat Mountain State Park, Mount Pisgah Hemlock-Hardwoods State Natural Area, and Kickapoo River. Kickapoo Valley Reserve State Natural Area and Kickapoo Valley Reserve are also within 12 mi (20 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 25 out of 26 reviews
Rating 8 - Good. 1 out of 26 reviews
Rating 6 - Okay. 0 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 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

10/10 Excellent

Tom C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was perfect! It fit our schedule, easily booked and a great value. A quiet beautiful setting, super clean and quick communication, check in, check out were all easily accomplished. Thank you for the wonderful stay
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Andrew I.

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

Beautiful property convenient to Hillsboro

Stayed here while visiting family nearby and it had everything we needed (and more). Lots of room for the whole family and our dog along with everything you could use for a short stay.
Stayed 3 nights in Dec 2024
Verified

10/10 Excellent

Karrie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our 3rd time staying here. It is comfortable and secluded and we love the charm it has along with the turkeys, deer, birds and fish we see on the property make it relaxing. We will be back!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

sarah d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This spacious house was very clean, the beds were comfortable, and the country setting was lovely. We enjoyed walking our dog around the pond and on the trail behind the house. We came hoping to do some star gazing at Wildcat Mountain State Park and the weather cooperated! Communication with the host was a pleasure. We had a great stay!
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Frank B.

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

Very Enjoyable

Great location. Great accommodations. We'll be back.
Stayed 3 nights in Aug 2023
Response from VrboOwner on Jun 2, 2024
We look forward to having you visit us again!
Verified

10/10 Excellent

Karen K.

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

Peaceful stay in the country

Five friends welcomed spring visiting the parks and trails in the area around this country home. Lovely time of year to stay in this peaceful place. Very clean and well stocked.
Stayed 3 nights in May 2024
Response from VrboOwner on May 7, 2024
Happy to host Karen and her friends. We would be happy to host them anytime in the future when their plans bring them to our beautiful Wisconsin hills. Joanne
Verified

10/10 Excellent

Jessica L.

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

This place is a slice of Heaven

We loved our stay. The home was clean, cozy and just perfect. What a wonderful spot for a getaway. We would definitely recommend this place. I would love to come back in the fall to see the beautiful colors, and the winter to skate on the pond and do some xc skiing
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Rebecca L.

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

Great stay!

We had such a nice time during our stay. Joanne was very responsive and helpful with any questions along the way. We very much enjoyed the quiet property. We enjoyed some walks on the property and also enjoyed hikes at State Parks close by. Overall a clean, quiet place to enjoy for a getaway with owners that were incredbily kind and helpful!
Stayed 5 nights in Dec 2022
Response from VrboOwner on Jan 9, 2023
Rebecca and James were amazing guests. They even took the time to bring trash to the dump and start the laundry. Excellent guests. We would be honored to host them in the future.
Verified

10/10 Excellent

Dean D.

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

Beautiful and relaxing

Just a great weekend getaway with so much to do in the area. Canoed down the Kickapoo, dinner cruise on the La Crosse Queen paddle boat, and watching wildlife from the front yard. Even hunted up some Morel mushrooms for dinner. We will be back!
Stayed 3 nights in May 2022
Response from VrboOwner on Jun 4, 2022
Thank you Dean. So glad you enjoyed this beautiful area. Happy to host you again. Richard and Joanne
Verified

10/10 Excellent

Dean D.

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

Peace and tranquility

It's quiet, peaceful and plenty of wildlife to view out the front and rear of the house. We saw a pair of Coyotes along with deer and turkeys, caught bass and bluegill in the pond, which kept the kids entertained for hours.
Stayed 3 nights in May 2024
Response from VrboOwner on Jun 2, 2024
We look forward to having you visit us again. - Joanne
Verified

10/10 Excellent

Cory S.

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

Vacation in the country

The hosts were fabulous - we unfortunately had to leave early due to an emergency. The hosts were very understanding and provided us with a credit. We brought our 2 fur babies and they enjoyed swimming in the pond and checking out the property.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Sandi K.

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

Excellent and so quiet with outdoor beauty

Very clean, rustic, the host is very accommodating. Acknowledge my birthday very thoughtful. Very well stocked in kitchen. The beds are very comfy. A young doe came in the back yard, fished the pond and caught and released several bluegills and pumpkin seed. We saw several large trouts as well. ( Only a suggestion for mixing bowls and griddle) We will be back💐💞
Stayed 4 nights in Jul 2023
Response from VrboOwner on Jun 2, 2024
We look forward to having you visit us again.
Verified

10/10 Excellent

Christopher G.

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

Dark Skies

A cross between a hunting cabin and a suburban ranch feel. Bortle 3. Clear views and no skyglow to the south for astrophotography but pretty wide open in general for any kind of setup.
Stayed 2 nights in Feb 2023
Response from VrboOwner on Mar 6, 2023
Thank you so much for your stay. Hope you enjoyed stargazing. We would love to host more astronomy groups, like you. Joanne
Verified

10/10 Excellent

Verified traveler

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

Pleasant it was!

My three boys, husband, and two dogs loved the property! The rolling hills and local state hiking and Kickapoo reserve provided an adventure. The property was spacious, clean, cooled with air conditioning, fully stocked kitchen, and roomy bedrooms was a perfect fit. The pond provided hours of fishing. The mowed grassed was perfect for dogs. The owner was so pleasant and provided all that you needed for your stay! Future sledding spot for us in the winter! As my 10 year old boys would say, amazing, lovely, perfect, and me like it!
Stayed 4 nights in Jul 2022
Response from VrboOwner on Sep 2, 2022
Thank you so much for visiting. We would love to have you again.
Verified

10/10 Excellent

Jamie L

Liked: Cleanliness, amenities, property conditions & facilities, communication
We needed lodging for our family during a wedding weekend at Wildcat Mountain State Park. This home perfectly suited our needs. Everyone who attended was able to participate in outdoor activities offered, visit Amish and area shops, or simply relax while awaiting the next wedding event. The property is situated in an extremely quiet area with beautiful views. The home is clean and well cared for. Everything we needed for cooking and personal care was present. The hosts are easy to communicate with. We felt very at home for our special event.
Stayed 3 nights in Sep 2023
Verified

10/10 Excellent

Sandy R.

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

Peaceful, Serene - just what we were looking for!

We chose this VRBO due to it's peaceful location where we would not have to hear the loud blasting of 4th of July Fireworks. Not only was it peaceful, but it was also in a beautiful setting near Amish farms. We drove the many small country roads and saw many Amish horse carts in action. The house is only 8 miles from a good grocery store, gas station, and a couple of good restaurants. We really enjoyed the cheese shop as well. The beds were comfy with numerous pillows and extra blankets. AC worked great. Joanne was an awesome host for us and was always available if we had questions. We would definitely consider booking here again.
Stayed 6 nights in Jun 2023
Response from VrboOwner on Jun 2, 2024
We look forward to having you visit us again.
Verified

10/10 Excellent

Karrie S.

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

Comfort at grandmas

Property is very clean and great proximity to Amish towns. We saw deer in the yard, Fed the fish in the pond. It was very relaxing. Somethings are older but it gives it its grandma charm! House was very clean! Water pressure was great! Owners are always a call away to help answer any questions. We brought half of what we did our first stay because the house is very well equipped with everyday needs. Fresh paint is on the walls. Beds are comfortable as well. We will be back!
Stayed 4 nights in Sep 2023
Response from VrboOwner on Sep 7, 2023
Karrie and family were great guests This is their second stay with us. Hope they will return.
Verified

10/10 Excellent

Chad P.

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

Nice quiet place to stay.

We had a nice relaxing stay at the property. House was clean and beds were comfortable. Hosts were great.
Stayed 5 nights in May 2025
Verified

10/10 Excellent

Kathryn N.

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

Perfect family home

This has all the comforts of home: clean, comfy beds, great kitchen, roomy living room, 1 1/2 bath. The best part is the location on a side hill with a beautiful view and tons of space for our grandchildren to run and explore. Dark sky at night meant we could see more stars than we could ever imagine. This is absolutely the most beautiful area in the state .
Stayed 3 nights in Oct 2022
Response from VrboOwner on Jan 8, 2023
Thank you visiting Pleasant Hills! We'd love to have you stay again.
Verified

10/10 Excellent

Yagoat K.

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

We will be back.

The location was perfect. The kitchen fully appointed and equipped. Quiet. Peaceful. A wonderful escape for our family. Very clean. We will be back!
Stayed 3 nights in Nov 2021
Response from VrboOwner on Nov 29, 2021
We would love to have you again! -Joanne
Verified

10/10 Excellent

Joelle R.

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

Very pleasant indeed!

The house was well stocked, and very clean. The owners were available to quickly answer our questions. This is a great home base for exploring the Kickapoo Valley reserve and Wildcat Mountain State Park.
Stayed 3 nights in Oct 2021
Response from VrboOwner on Oct 20, 2021
Joelle was a model guest. He and his wife left the house in perfect condition. They are welcome back at anytime to Pleasant Hills.
Verified

8/10 Good

kevin m.

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

perfect for social distance get-away

Very nice property. Good for a get-away with family or friends.
Stayed 4 nights in Sep 2021
Response from VrboOwner on Sep 18, 2021
Thank you for staying at Pleasant Hills.
Verified

10/10 Excellent

Crawford W.

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

Perfect Spot to Get Away

The property completely exceeded our expectations. The house is dated, sure, but so incredibly clean and well maintained it's impressive. A/C works, appliances are new, mattress felt new, wifi was fast, absolutely no complaints. Either way - you'll want to be spending as much time as possible outdoors anyways. Don't expect easy access to all 80 acres, but there's plenty of manicured and un-manicured space for you and your poky pups to explore. The pond was definitely a highlight for us! When you need to get out, the Dells, Amish country, La Crosse, all within easy reach. And when you need to crash - the wifi and smart TV did the trick. Highly recommend this getaway!
Stayed 3 nights in Sep 2021
Response from VrboOwner on Sep 18, 2021
Thank you so much for the most accurate review thus far. We started this vacation rental, just a few months ago and we have reached premier status, by guests like you. We look forward to having you stay with us again! #pleasanthillswi Joanne
Verified

10/10 Excellent

Dan G.

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

Good stay

Enjoyed our stay. Everything we needed were there. Great bedding and towels
Stayed 14 nights in Jul 2021
Response from VrboOwner on Aug 8, 2021
Thank you so much! Looking forward to having you again 😊
Verified

10/10 Excellent

Stephen Z.

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

Driftless

Love the driftless area...watch out for deer while driving though! Beautiful place nice people friendly folks in town
Stayed 7 nights in Jun 2021
Response from VrboOwner on Jul 21, 2021
Thank you so much.

About the host

Hosted by J&R Masella

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Languages:

English, Italian, Spanish
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