Cashton Holiday Rentals

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Holiday Rentals in Cashton

Secluded Rustic Cabin

9.8 out of 10, Exceptional, (39)
"Great location at the point where about 4 valleys came together. Really enjoyed the stay."
The price is AU$732
includes taxes & fees
25 Nov - 26 Nov
Secluded Rustic Cabin

Rocky Ridge Retreat - A new modern rustic cabin.

10.0 out of 10, Exceptional, (33)
"This little cabin was amazing. So clean, quaint, it was a perfect little getaway. They thought of all the details for guests. It is very much appreciated! Owners were so helpful and very accommodating. I'd like to go back in the winter to enjoy the different season. Thank you for sharing your space with us- we all loved it! :)"
Rocky Ridge Retreat - A new modern rustic cabin.

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.4 out of 10, Very good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.

Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

9.0 out of 10, Wonderful, (73)
"You’ll love it here. Close to many attractions. "
Lakeside Haven Home On Birch Lake, Sleeps Up To 12 People.

Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

10.0 out of 10, Exceptional, (380)
"Awesome property, secluded, private, great views. House was just as listed, use of garage was a huge plus for our extra gear. Would definitely stay here in the future!"
Secluded, Romantic, Family Friendly And Cozy, Last House In The Valley.

Riverview Cabin home!

9.6 out of 10, Exceptional, (40)
"Pictures are accurate. The kitchen needs a little updating but worked out just fine. Well stocked. If you're planning on staying here in the summer be weary of all the insects from the river. We were not able to use the firepit or the grill because there were too many flies everywhere. The property around the house can use a little cleaning/sprucing up. "
Riverview Cabin home!

River Front Property

9.8 out of 10, Exceptional, (78)
"Very nice and clean"
River Front Property

Driftless Area Country House: large deck, spring fed creek, Amish area

10.0 out of 10, Exceptional, (70)
"Have stayed in the past and fits our needs very well. Owner very responsive and always kind. We love our weekend girls getaway trip. A lot of space for all! "
Driftless Area Country House: large deck, spring fed creek, Amish area

Your Home Away From Home

9.6 out of 10, Exceptional, (132)
"This a well maintain home to stay in. The grounds are beautiful that includes a nice fire pit. There are many areas to hike or just sit back on the great porch and watch the deer come in at dusk. The deer came within 15 yards of the porch while we sat watching them. We had a nice picnic by the small waterfall that is near the house."
Your Home Away From Home

Cozy Newly Built Cabin with Scenic Views

10.0 out of 10, Exceptional, (51)
"What a cute spot! We loved staying at Chad & Vicki’s cabin. It offers all the amenities you’d appreciate having at home, while still feeling like a modern cabin getaway. Just enough space, nice furnishings, bed and pillows are comfy, cable TV and WiFi . . . But then you step out the door and take in the rolling land that is the Driftless, and you know you’re somewhere special. We’d definitely stay again! With close proximity to a few of the more popular towns in the area, this is a great...
Cozy Newly Built Cabin with Scenic Views

Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

10.0 out of 10, Exceptional, (66)
"Lovely property-quite removed from basically everything. The stars at night with all the lights off were a major highlight. Would definitely stay again!"
Secluded luxury cabin on 115 acres, 360 views, red cedar hot tub, Outdoor Shower

Exquisite comfort for family and friends in the heart of Downtown Viroqua.

10.0 out of 10, Exceptional, (237)
"Third time staying, and we love it. Very comfortable and accommodating. I could wish for an elevator for those in our group with mobility issues. Location allows easy walkable access to many desirable businesses in downtown Viroqua."
Exquisite comfort for family and friends in the heart of Downtown Viroqua.

Marina getaway located on the back sloughs of the mighty Mississippi.

10.0 out of 10, Exceptional, (56)
"We had a wonderful stay at Chut’s Landing in LaCrosse, Wisconsin. We loved the layout of the house, the decor, design, and use of space. It was so clean!! We loved the king bed, the comfy living room furniture, the WiFi, beautiful bathroom, wonderful kitchen, nice breakfast bar! We had a wonderful time. Emily & Rick have thought of everything. Your place is very well-appointed. It was very quiet& peaceful. Beautiful views. Very calm & relaxing. It made for a really welcoming stay. We hope to...
Marina getaway located on the back sloughs of the mighty Mississippi.

Cabin in Beautiful Timber Coulee

10.0 out of 10, Exceptional, (72)
"Very nice place, beautiful location, communications with owner were good and timely. Hope to return"
Cabin in Beautiful Timber Coulee

The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

9.6 out of 10, Exceptional, (81)
"Just as described with great communication from host."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

Pool 8 River House , A Couples' Retreat!

10.0 out of 10, Exceptional, (51)
"Wonderful little stay on the Mississippi River. The most AMAZING sunrises to wake up to ... as well as beautiful moon rises over the river. We will definitely be back! Fun little bars in town if you wish to step out ... had a blast. Ran down to the meat market across the border in IA, and that was a hoot! Very CLEAN and had every thing you need in a kitchen to cook anything. Wonderful host!"
Pool 8 River House , A Couples' Retreat!

Historic Downtown Top Floor 2BR Apartment

9.6 out of 10, Exceptional, (15)
"We really liked being within walking distance from everything we wanted to do!"
Historic Downtown Top Floor 2BR Apartment

Studio apartment overlooking the beautiful Mississippi River

10.0 out of 10, Exceptional, (105)
"Great place to stay, room to park with your boat, friendly host, beautifull views of the mississippi river"
Studio apartment overlooking the beautiful Mississippi River

Blakley Hobbit Large Cabin

8.4 out of 10, Very good, (31)
"If you're looking for a place just to sleep and be one with nature this is it! Kinda like glamping. There was mice poop everywhere, it's that time of year, didn't scare us. But their was no forks, towels, napkins, they only provided 1 trash bag we went through in a hurry and had to use grocery bags for garbage. Ran to gas station for forks and paper towels. The oven dorsnt wirk, so took 4 hours tobake a 20min bitter braid. Other than thst a good place to rough it and relax"
The price is AU$263
includes taxes & fees
26 Nov - 27 Nov
Blakley Hobbit Large Cabin

Rural Cabin in the Woods

9.0 out of 10, Wonderful, (35)
"Very nice property and cabin. "
Rural Cabin in the Woods
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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Other types of properties in Cashton you may be interested in

Secluded Rustic Cabin

9.8 out of 10, Exceptional, (39)
"Great location at the point where about 4 valleys came together. Really enjoyed the stay."
The price is AU$732
includes taxes & fees
25 Nov - 26 Nov
Secluded Rustic Cabin

Stoney Creek Hotel La Crosse - Onalaska

2.5 star property
9.0 out of 10, Wonderful, (1385)
"Front staff was extremely friendly and helpful. Room was very clean. Can hear the noise in the hallway a little more then we liked but overall it was a nice place to stay."
The price is AU$221
includes taxes & fees
25 Nov - 26 Nov
Stoney Creek Hotel La Crosse - Onalaska

Stay Suites

2.5 star property
8.2 out of 10, Very good, (1105)
"The room was better than expected. Unfortunately, I had to switch rooms at 3a because the heater in my room did not work. The woman at the front desk was helpful."
The price is AU$120
includes taxes & fees
25 Nov - 26 Nov
Stay Suites
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

Can I find holiday rentals in Cashton?

Yes, there are holiday rentals close to the most popular sights in Cashton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cashton has to offer?

Secluded Rustic Cabin: This highly rated holiday home rental in Cashton is located in a rural location, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What’s there to see and do in Cashton?

While exploring the area, visit family-friendly sights like Dregne's Scandinavian Gifts, or get outside and enjoy nature at Wildcat Mountain State Park. Kickapoo Valley Reserve and Elroy Sparta State Trail are a couple of places you'll find in the wider area.

What’s a holiday rental in Cashton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cashton. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a family trip.