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Upper Place Vacation Cottage

Photo gallery for Upper Place Vacation Cottage

A spacious living room with large windows, a wooden floor, a sofa, a table with a fan, and a bookshelf.
A spiral staircase with green railings and wooden steps, leading to a landing area with a window overlooking a grassy area.
A wooden deck with outdoor furniture, a glass door, and a view of a green landscape.
A gravel path leading to a red barn with a sign reading "EST 1855".
A wooden deck with a table and chairs, surrounded by a lush green garden.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.
2 bedrooms1 bathroomSleeps 5

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Gays Mills, WI
  • Place, Kickapoo River
    ‪7 min drive‬
  • Place, WI River Outings
    ‪17 min drive‬
  • Place, Pikes Peak State Park
    ‪47 min drive‬

Rooms & beds

2 bedrooms (sleeps 5)

Main Bedroom

1 Queen Bed

Second Bedroom

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden

About this property

Upper Place Vacation Cottage

A Cottage for all seasons enjoy the country quiet in a cottage built near a cool spring in the heart of the Kickapoo Valley. Over 340 acres of wooded hills to offer you year-round outdoor recreation. Go Hiking on one of the 24 hiking Trails located on the property. Go Trout Fishing in one of the many streams around the area. During season June - August enjoy the local Gays Mills Swimming Pool. If around during the July 4th holiday, come to the Kickapoo Stump Dodger Campground for a fun filled country music festival.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2334612vb
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Gays Mills

Located in Gays Mills, this holiday home is in a rural area. While the natural beauty of Mississippi River and Kickapoo River can be enjoyed by anyone, those looking for an activity can head to Viroqua Country Club.
View more Holiday homes in Gays MillsOpens in a new window
Map
Gays Mills, WI

What's nearby

  • Kickapoo River - 7 min drive - 6.3 km
  • WI River Outings - 17 min drive - 25.2 km
  • Pikes Peak State Park - 47 min drive - 68.0 km
  • Wyalusing State Park - 49 min drive - 74.6 km
  • Effigy Mounds National Monument - 51 min drive - 73.7 km

Restaurants

  • ‪Halver's Town Tap - ‬9 min drive
  • ‪Rolling Ground Bar & Grill - ‬9 min drive
  • ‪Mt. Zion Pub - ‬4 min drive
  • ‪Dante’s - ‬9 min drive
  • ‪Saint Francis Hermitage Restaurant - ‬14 min drive

Frequently asked questions

Is Upper Place Vacation Cottage pet-friendly?

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

How much is parking at Upper Place Vacation Cottage?

On-site parking is available at the property.

What time is check-in at Upper Place Vacation Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Upper Place Vacation Cottage?

Checkout is at 11:00 AM.

Where is Upper Place Vacation Cottage located?

Situated in a rural location, this holiday home is 3.2 mi (5.2 km) from Kickapoo River and 10.8 mi (17.3 km) from Wisconsin River. WI River Outings and Gundersen Boscobel Area Hospital are also within 16 miles (25 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 35 out of 44 reviews
Rating 8 - Good. 7 out of 44 reviews
Rating 6 - Okay. 0 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 2 out of 44 reviews

9.6/10

Cleanliness

9.8/10

Check-in

9.6/10

Communication

9.8/10

Location

9.6/10

Listing accuracy

Reviews

Verified review

8/10 Good

Adam H.

Liked: Cleanliness, check-in, communication, location
This place is great to disconnect from the world. It would have been nice to use the outdoor furniture. It looked like nothing was cleaned for that season. Its a beautiful property.
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Alex T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was as described. Beautiful property and area. Clean, kitchen had everything needed, beds were comfortable, very quiet and peaceful
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

Katie Y.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you so much for offering a beautiful place for us to stay!
Stayed 2 nights in Jul 2025
Verified review

8/10 Good

Robert P.

Liked: Cleanliness, check-in, communication, location
I’ve stayed here before and hunted the property in the spring. It’s a beautiful setting.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Amy H.

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

Gays Mills

We loved the location and really enjoyed our stay
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Dana P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a hidden gem for sure! The property is absolutely stunning! My husband and I enjoyed every minute of our stay! The trails were beautiful and well maintained. Thank you for sharing your wonderful house! I hope to be back in the future!
Stayed 2 nights in Oct 2025
Verified review

8/10 Good

Verified traveller

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

Nice Place

Nice place with a great fire pit and plenty of wood. We enjoyed our stay and it had everything we wanted.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

Tara V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time watching VHS tapes and DVDs! Spiral staircase was quite a novelty! Beautiful views through the huge wall of Windows.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Sam B.

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

Remote, peaceful, and well kept

Beautiful property! Perfectly remote and well kept. I would love to return here.
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

Brian A.

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

Great weekend

Great host and communication. Everything went as planned and the Driftless area never disappoints.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

Ben M.

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

nice place

I love the setting. Nice and quiet.
Stayed 2 nights in Jul 2021
Verified review

10/10 Excellent

Ben G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family loved it. there was a spiral stair case that i did not trust my 18 month old on fully, but that has nothing to do with the property owners. I loved the woods and trails surrounding the property! My family and I hiked every day!
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

Michael H.

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

Fabulous Getaway

Lovely decorations. Well-stocked kitchen with everything we needed. Beautiful setting with spectacular star-filled skies. Would definitely come back.
Stayed 3 nights in Aug 2024
Verified review

10/10 Excellent

Shea B.

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

Perfect place for a weekend family getaway.

This place was very clean. And was well appointed. They had everything we needed, and we were 15 min from everything we wanted to do. There are some beautiful trout waters in that area! Thanks !
Stayed 2 nights in Sep 2023
Verified review

10/10 Excellent

Becky S.

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

Wonderful and Peaceful

Perfect get away and place to relax and unwind. Loved hiking and sitting on the deck listening to the birds and staring up at the hills. Just what we needed.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

Michael B.

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

Weekend meet up

Met friends from IL which was perfect halfway point from Twin Cities. We spent the our days hiking the many trails on the property and enjoying the beautiful views of the hills and valleys. Evenings on the deck watching the sunset and grilling. Beautiful location!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Nikki B.

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

Wonderful weekend!

We had an absolutely wonderful weekend at the cabin and enjoyed hiking the property. Luke's hill is a butt buster! We loved the fact that we could bring our dog and that there was no cell service or internet. Just family time and quietness.
Stayed 2 nights in Oct 2024
Verified review

8/10 Good

Daniel L.

Liked: Check-in, communication, location, listing accuracy

lovely rural retreat!

lovely location and facility. Lack of wi-fi and phone made communication with relatives somewhat complicated for our family reunion. Narrow spiral staircase was challenging for us 2 couples over 60.
Stayed 3 nights in Jul 2024
Verified review

10/10 Excellent

Leidy S.

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

Great Place to Relax and Connect With Nature

My husband, my mom, my dog and I had a great a great weekend staying here. The property is beautiful. It was wonderful to have that many different trails around the property. The cabin is comfortable and is well equipped. The host James provided us with clear instructions about the checking. Thank you!
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

Cheyanne K.

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

Upper Place

This place was a needed step back from everyday life. Me, my husband and our two dogs had a wonderful and relaxing time, between looking out the big widows to hiking the many trails, it was perfect. There is nothing like throwing on VCRs & sipping coffee with fresh air surrounded by nature. Book it, you won't regret it.
Stayed 2 nights in Feb 2023
Verified review

10/10 Excellent

Paige T.

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

Driftless Getaway

The Upper Place Cottage was a wonderful weekend escape. Our pups loved running the trails, and the leaves were at their peak for the season! The house was clean and had everything we needed for a long weekend. The staircase is a bit harrowing, but you get used to it. We would love to come back - especially in the winter to snowshoe or ski the trails.
Stayed 3 nights in Oct 2023
Verified review

8/10 Good

Michelle N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay. We had a great time being unplugged and watching our old VHS tapes and DVDs. The weather didn't cooperate fully but we loved watching the rain out the many windows. It's very clean and comfortable. The spiral stairs are a doozy to navigate but we limited our troops to just up once and down once per day. Lol The shower's water pressure could have been better. I just didn't wash my long hair during our stay. It was a little low for my husband but not a deal breaker. The property is absolutely gorgeous. There are so many trails. We did a nice loop that was about 1.58 miles and it was great. We didn't even touch a 1/3 that was available. The spring peepers and tree frogs were putting on a concert for us. So many hawks flying over too.It was closer to the road than expected but it wasn't too noisy. Just noticed the lights at night. It's so close to a lot of fun bars and restaurants too. We will definitely be back.
Stayed 3 nights in Apr 2026
Verified review

8/10 Good

John S.

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

Driftless Area

Very scenic, cute cottage. Be aware, no cell service. Had no hot water for our stay. Staircase may not be suitable for older adults. Extremely well equipped. Worth the stay even with the negatives.
Stayed 3 nights in Jun 2023
Verified review

2/10 Terrible

Verified traveller

Liked: Cleanliness
Disliked: Check-in, location

Dead zone with no internet connection

There is no key to lock the property from the outside, so we had to take our valuables with us when leaving. Even though there wasn’t WiFi available, the big problem was there was zero internet connection, a dead zone. No antennae for television either, just old vhs and some dvds. There was not enough hot water in the shower. We had 4 people staying, and had to time out our showers by at least a half hour, to have enough hot water. The water pressure was also terrible. We were not provided with enough toilet paper to last the trip and had to purchase our own. The lamps outside by the grill do not work.
Stayed 4 nights in Aug 2021
Verified review

10/10 Excellent

cristi f.

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

Great location and home

We loved that there was no internet or phone service. The owners have put a lot of TLC into the home and it’s shows. A few things to plan for - the water pressure in the shower isn’t great but there is plenty of hot water. No washer/dryer. We didn’t feel we needed those things.
Stayed 2 nights in Oct 2022

About the host

Hosted by James Showen

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Premier Host

They consistently provide great experiences for their guests
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