Vacation rentals in Cashton

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Top-rated vacation rentals in Cashton

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Guest favorite

Loft in Cashton

4.87 out of 5 average rating, 294 reviews

Loft Guest House on 100+ Acres

Plumfield Stable is a family homestead that is located on 100+ -acres of beautiful, rolling farmland located within the Eurkea Maple Woods of Wisconsin's Driftless Region. While you're here, you will enjoy the beauty of the hills and valleys as you view the immediate area from our ridgetop location and the quiet setting on a dead-end road. In addition to the breathtaking night sky and its incomprable display of stars, we often have an unobstructed view of sunrises and sunsets. You'll see our Amish neighbors farming their land or heading to town in their buggies. You are also likely to see deer and wild turkeys in the fields. Family Friendly? For the interest of children, there is a neat playhouse, as well as a 3-level tree house to explore. In the spring and summer, the children can also enjoy the baby ducks, baby goats, and baby rabbits.For the toddlers, there is an enclosed play area with a sandbox and swings. Fun Things to Do at Plumfield Stable Canoe on the Kickapoo River. Bike on the Sparta/Elroy bike trail or on the La Crosse River Bike Trail. Both are within 15 miles. Hike and Horseback Ride on trails in the beautiful Wildcat Mountain State Park. For the fishing enthusiasts, there are several rivers and streams within 20 miles. Golf on any of the three, public courses within 15 miles of our stable. Shop the large, Amish community nearby. There are bakeries and candy shops to explore and quilts, crafts, and other Amish goods for sale. Tours are available. Boat or take a cruise on the Mighty Mississippi River!

Apr 22 – 29

$92 per night

Guest favorite

Home in La Farge

4.97 out of 5 average rating, 144 reviews

Kickapoo Lookout Retreat

Location, comfort, and views for miles! This sanctuary is minutes from the Kickapoo Valley Reserve, Wildcat Park and nestled on 10 private acres with stellar views from the wraparound deck. This is THE place to immerse in nature then relax with a meal and a cozy fire. Soak your tired muscles in the claw foot tub after a fun day out exploring. Enjoy the cold A/C or the efficient fireplace, chef's kitchen. Families enjoy the infant/kid gear, and clean single level space for a low stress retreat

Dec 8 – 15

$163 per night

Guest favorite

Cabin in Coon Valley

4.86 out of 5 average rating, 266 reviews

Per & Anne Paulson Cabin at Norskedalen

An authentic log cabin built 150 years ago, the Per and Anne Paulson Cabin is a step back in time! Part of the Norskedalen's Nature & Heritage Center, experience the beauty of Wisconsin, the history of those who settled this area, and the comforts of home. The Paulson Cabin is a completely unique experience, often described as a "Little House on the Prairie with modern plumbing and kitchen" cabin. With complete access to Norskedalen grounds, it is indeed the perfect place to relax and unwind!

Aug 31 – Sep 7

$105 per night

Guest favorite

Tiny home in Viroqua

5.0 out of 5 average rating, 129 reviews

Little House on the Pretty! Tiny Home in Woods

Little House on the Pretty(LHP) is part of Sittin Pretty Farm. LHP is tucked into the woods giving a place to retreat and restore. The home is finely crafted embodying a simple elegance and character of the Driftless locale. Once inside, a sense of marvel and serenity are sure make heartfelt memories. We are six miles from Viroqua and nestled among Amish Paradise with several neighboring Amish farms. In season the Amish have roadside vegetable stands where you can purchase veggies and pie!

Mar 20 – 27

$92 per night

Guest favorite

Cabin in Cashton

4.99 out of 5 average rating, 193 reviews

Olde Wisconsin Hearth Cabin

Our Cabin is located in the Heart of Amish Country on 44 Acres. (maps for Amish tours located in the cupboard) We have Wild Cat Mountain State Park, 5 miles away for horseback riding, hiking trails, and a scenic overlook. As well as the Kickapoo Wild Life Reserve in Lafarge. There is Canoe, Kayak and tubing rentals at the Kickapoo River 3 miles away. Elroy-Sparta Bike trail is about 15 miles away. We are located off of Highway 33 between Cashton and Ontario WI.

Jun 14 – 21

$143 per night

Guest favorite

Apartment in Viroqua

4.94 out of 5 average rating, 324 reviews

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Located *truly* steps away from everything on bustling Main Street, Viroqua, make yourself at home in our sunny 2nd floor one bedroom apartment. In the morning feel free brew yourself coffee or grab a vintage basket and stroll down to the local Shops. In case you'd like to eat out, you're conveniently located within two blocks of several different hot spots in our sweet town. (Our favorites are Driftless Cafe, Maybe Lately’s, Tangled Hickory & Wonder State Coffee Cafe.)

Oct 6 – 13

$78 per night

Guest favorite

Farm stay in Sparta

4.92 out of 5 average rating, 252 reviews

Grapevine Log Cabins

Grapevine Log Cabins, based in Sparta WI, offers pet friendly cabin rentals on a family dairy farm. Amenities and activities include: a walking trail, bike trail, cows in pasture, indoor and outdoor fireplaces, grills outside (there is no cooking in the cabins), Air Conditioning, Heat and firewood is supplied. Nearby activities include: canoeing, fishing, 4 wheeling, antiquing, and superb scenic sites. Pet Policy: Pets may stay with you for an extra $25 per pet/night.

Nov 15 – 22

$95 per night

Guest favorite

Ranch in Cashton

4.97 out of 5 average rating, 102 reviews

The Skyline Cabin

Escape to our cozy 192 sq. ft. cabin in nature! Enjoy electricity, a Keurig, microwave, toaster, A/C, and heat. While no running water, a porta potty and hand washing jug are provided. Stay refreshed with bottled water and unwind in tranquility. The cabin is perched in the upper corner of our 15 acre property. We are in the heart of the driftless region and amish country! Enjoy nearby outdoor activities at state parks and many lakes, rivers, hiking trails, & much more!

Jun 4 – 11

$55 per night

Guest favorite

Apartment in Viroqua

4.92 out of 5 average rating, 99 reviews

Bright two bedroom rental in the heart of downtown

Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!

Sep 28 – Oct 5

$85 per night

Guest favorite

Guest suite in Viroqua

4.98 out of 5 average rating, 122 reviews

Maple Ridge Guest Apartment

This new apartment was added to the back of our detached garage. Low or no VOC products were used throughout construction. Brand new appliances installed with an oven big enough to cook the biggest turkey I’ve ever dreamed of. Spectacular ridge top views and beautiful starry nights. Hiking and cross country ski trails on the property of about 75 acres. Pick hazelnuts in the fall, collect and boil your own maple sap in the spring and pick blueberries in the summer.

Oct 3 – 10

$81 per night

Guest favorite

Home in Norwalk

4.95 out of 5 average rating, 198 reviews

Historic Bank Building on Elroy-Sparta State Trail

Have you ever wanted to explore an old bank from 1913? Now is your chance to spend the night in one! Enjoy a stay in a charming bank building that has been renovated to include a loft sleeping area, full kitchen, and full bathroom. With a local tavern across the street, a Mexican restaurant down the block, and a gas station close by, there are plenty of options for food and entertainment in this quaint little town.

Jan 25 – Feb 1

$95 per night

Guest favorite

Guesthouse in Viroqua

4.98 out of 5 average rating, 122 reviews

stylish guesthouse minutes from viroqua

Experience for yourself everything the Driftless has to offer during your stay in this stylish, timber-framed, eco-friendly guesthouse on our 8-acre rural retreat. Completed in 2021, you'll love this bright, clean, private, and peaceful space. Fish nearby trout streams, go for a bike ride, explore great state and county parks, or shop and dine in Viroqua (7 miles away) and Westby (3 miles).

Aug 4 – 11

$131 per night