Is Destination Driftless- A Trailside Retreat pet-friendly?

Yes, this property allows cats and dogs (limit 2 total).

Where is Destination Driftless- A Trailside Retreat located?

Situated in Darlington, this holiday home is 9.9 mi (15.9 km) from Roelli Cheese Haus and 10.8 mi (17.4 km) from Yellowstone Conservation Area. Yellowstone Lake State Park and Yellowstone Golf Course are also within 16 miles (25 km).

Destination Driftless- A Trailside Retreat Reviews, Deals & Photos 2025

10/10 Excellent

Srstenger@gmail.com G.

15 May 2025

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

Friends SXS Trip

Great place to stay. We werent at the house much. Just to sleep and get ready. House decor is very cute.

Stayed 3 nights in May 2025

10/10 Excellent

Jeanne H.

10 Oct 2024

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

Great home with quick access to many fun things to do!

Perfect place to stay when visiting the Cheese trail, will definitely return to this property!

Stayed 2 nights in Sep 2024

8/10 Good

Jason F.

17 Aug 2024

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

Great place to stay for riding Cheese County trail

Great location. Clean, easy to access. Fun weekend had by my group.

Stayed 2 nights in Aug 2024

10/10 Excellent

Christina R.

14 Oct 2024

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

Beer Hogs UTV group

We have stayed here 2 previous times. We love the location. Thanks for sharing your home with us.

Stayed 3 nights in Oct 2024

8/10 Good

Verified traveller

22 Jun 2023

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

Great for 4 wheeling

The place is spacious inside and there are outdoor fire pits as well to be able to enjoy the outdoors.

Stayed 2 nights in Jun 2023

10/10 Excellent

Brian S.

10 Jul 2022

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

Country getaway

Nice home out in country. Peaceful and walk up street for great sunsets. 10-30 min to most towns or activities. Or just stay on property to escape.

Stayed 3 nights in Jul 2022

10/10 Excellent

Suzanne W.

13 May 2023

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

Lovely Old Farmhouse

Home is charming and cutely decorated. Comfortable beds, spacious bathrooms. We hosted a large family gathering. Weather didn’t allow for use of the nice outdoor space, but there was plenty of space inside for everyone to hang out in and visit comfortably for many hours. Large kitchen area perfect for serving meals to a crowd. Host was easy to reach and quick to respond. We will stay again!

Stayed 2 nights in May 2023

6/10 Okay

Anita D.

19 Aug 2023

Liked: Check-in, communication, location

Disliked: Listing accuracy

Nice hosts and location, house needs work

The hosts are very helpful and nice. The house has some nice features. The location is gorgeous However, we were not comfortable with the condition of the house--holes in the wall behind many outlets, old-fashioned wiring with electricity going from lightbulbs to power strips. I wouldn't bring toddlers again as there are too many decorative items within reach. If you do bring small children, bring your own plates, etc. for them as the beautiful dinnerware provided is not appropriate for kids. Also bring outdoor toys; there's a beautiful yard for kids.

Stayed 5 nights in Aug 2023

10/10 Excellent

Wayne G.

18 Aug 2023

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

Very Enjoyable Stay

Six of us stayed three nights in this roomy, comfortable farmhouse in the "middle of nowhere", that was delightfully quiet & serene. Except for the occasional milk-truck, with friendly drivers who waved, and a few ATV/UTV's, there is little traffic, especially after daytime hours.This is definitely farm country. All the bedrooms are on the 2nd floor, but we managed quite well ever though our ages run from 70 to 78. You just learn to be efficient with your trips upstairs. The sleeping arrangements were quite comfortable. The first floor living space was quite large with multiple rooms, comfortable seating & a large table for game-playing. The host was very responsive to questions and always quick to respond. I look forward to visiting this area again and wouldn't hesitate to stay here again.

Stayed 3 nights in Aug 2023

6/10 Okay

Gina D.

14 Dec 2024

Liked: Check-in, location

Disliked: Cleanliness

Filthy

Our family of 8 (Husband, myself and our 6 children ages 1 years old to 10 years old rented this home for 7 days 6 nights. My husband had a business trip so the family tagged along. We were so very thankful and impressed with the amount of space there was for sleeping and overall activity in the house. Unfortunately upon our arrival the house was filled with bugs inside the home. Loads were alive and some dead. We did our best to kill and cleanup the bugs to make our children feel safe and comfortable. While the bathrooms were pretty clean, the common areas were full of dust which isn’t helpful for one of our children who has asthma. The decor was simple yet nice. Unfortunately there was mouse poop in the kitchen drawer with all the utensils. While we are very understanding regarding mice being hard to handle at times, especially within the area the house is located (open fields). I would suggest the owners do their best to seal up the house better. And maybe hire a professional cleaning company between rentals. We loved the overall area surrounding the home. Great for scenic driving, which our family loves to do.

Stayed 6 nights in Dec 2024

10/10 Excellent

Christina R.

26 May 2025

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

UTV Ride

We have stayed here a few times. Everything is a thumbs up. We will be booking again. Thanks for share your place with us.

Stayed 3 nights in May 2025

10/10 Excellent

melissa t.

28 Aug 2023

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

Loved location

Wondering location not far from the ATV trails loved the old farm house feel and decor will definitely stay again hopefully longer next time !!

Stayed 2 nights in Aug 2023

8/10 Good

Belle C., Evansville Indiana

27 Nov 2022

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

Great stay

Great place to stay for visiting family in the area.

Stayed 3 nights in Nov 2022

10/10 Excellent

Mike C., Dunlap, Illinois

21 Nov 2022

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

Beautiful Farmhouse

This property was close to the cheese trail and only six miles from downtown Darlington. We had an excellent time on the trail and enjoyed our stay!

Stayed 2 nights in Nov 2022

10/10 Excellent

Mary Jo O.

16 Oct 2022

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

Enjoyable Stay

We enjoyed our stay at the farmhouse with all of its character and charm. We had everything we needed and the beds were comfortable. We came to the area to hike some of the state parks and ride the ATV trails. The farmhouse is in a great location for accessing the Cheese Country Trail with the roads on both sides of the house (corner lot) being official ATV routes. Thanks so much for renting out your charming farmhouse!

Stayed 5 nights in Oct 2022

10/10 Excellent

Melissa F.

6 Aug 2022

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

Wisconsin Farm Vacation

We rented this property to give our Colorado kids a taste of the midwest and views of the beautiful landscape. It was well off the beaten path which is exactly what I was looking for. The photos definitely don't do the inside of the house justice. I loved the colors, style and repurposing of various items. I knew what to expect of some features that just come with older homes and I loved going from room to room and checking out all of the nice touches and surprises. There's plenty to do with indoor and outdoor games and activities and lots to do in the area. I was happy with the spices and pantry staples available. I would recommend bringing a few of your own knives if you love to cook. We picked up homemade bakery items and fresh produce from a farm stand nearby and cheese from Roelli cheese factory (fresh curd day on Friday!). All in all, we had a wonderful time and our hosts were friendly and quick to respond to messages. We would definitely stay here again.

Stayed 2 nights in Aug 2022

10/10 Excellent

Christina R.

30 May 2022

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

UTV trip with friends

This is the second time staying here. It is a great location for riding trails. We love it!!

Stayed 3 nights in May 2022

10/10 Excellent

Bradley A., Sturgeon Bay

16 May 2022

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

Short Stay for Platteville Graduation

A rustic farm house with tons of character. We did not have as much of a chance to enjoy the numerous outdoor amenities as we were in late and gone most of the following day. The scenery around the house is beautiful, many hills and curves, much different than other parts of Wisconsin. If you are looking to get away from the city this is the place go.

Stayed 2 nights in May 2022

10/10 Excellent

Jillian B.

24 Oct 2021

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

Great property!

Lots of space, very clean, games and activities in the house and outside. I would highly recommend this rental and hope to come back again!

Stayed 2 nights in Oct 2021

8/10 Good

Marie W.

26 Sept 2021

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

Friend Get a way.

The property gave us plenty of room and all that we needed. Hosts were great with checking in with us. Very relaxing!

Stayed 2 nights in Sep 2021

10/10 Excellent

Jean G.

24 Aug 2021

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

Family gathering

4 out of state siblings celebrating our brother's, that lives in Darlington, 70 birthday. Beautiful house for a gathering. Weather was perfect, outdoor and indoor space were great for a gathering.

Stayed 3 nights in Aug 2021

10/10 Excellent

Nancy R.

15 Aug 2021

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

Perfect for UTV riding!

This was a perfect house for what we wanted. To get away and just relax. Easy access to trails. The trails were low key and beautiful.

Stayed 3 nights in Aug 2021

10/10 Excellent

Missi F.

22 Jul 2021

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

Peaceful getaway

Very spacious, super friendly area. The house had everything we needed and was well kept with the old country feel. Owner was friendly and very responsive. The ladies and I are already planning a return trip!

Stayed 2 nights in Jul 2021

10/10 Excellent

Jason G.

9 Jun 2021

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

Amazing place to stay and play

The house was very well kept. All that we needed we was there for us. Group of 6. We rode the trails most of the day and then stayed outside when we got back. There was an issue but the owner immediately took care of it. Would have given a much btter rating but it only goes to 5. Will definitely be back.

Stayed 3 nights in Jun 2021

10/10 Excellent

Christina R.

1 Jun 2021

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

Great place to get away!!

We were in the area to UTV. The house was perfect for this. Located right on the trail and not far from town. The house met all of our needs. Thanks for sharing it with us!!

Stayed 3 nights in May 2021

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