Vacation rentals in Westby

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Top-rated vacation rentals in Westby

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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!

Jul 26 – Aug 2

$92 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 21 – 28

$92 per night

Guest favorite

Guesthouse in Viroqua

4.87 out of 5 average rating, 224 reviews

The Country Loft

Enjoy the country life with great views and a peaceful setting. Fully furnished, full kitchen and bath. Great area for fishing, hunting, biking, horse back riding, hiking, snowmobiling, shoe shoeing, shopping, site seeing, and relaxing! Not far from Westby, LaFarge, Viola, Richland Center, & LaCrosse. A close drive to Kickapoo Valley Reserve, Wild Cat Mountain, and Duck Egg. * This is upstairs only. The bottom of the rental is storage. Note: I do have a weekly discount.

Sep 16 – 23

$86 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.)

Sep 23 – 30

$78 per night

Guest favorite

Cabin in Viroqua

4.96 out of 5 average rating, 112 reviews

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. This cabin is located on the corner of our 28 acre organic maple sap farm. The Amish built log cabin is located in a wooded area with its own driveway that offers privacy for a perfect getaway week or weekend. Comfortably sleeps 4 adults, which includes a queen size bed in master bedroom, 2 single beds in the loft, and a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area Wi.

Nov 14 – 21

$118 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!

Sep 11 – 18

$50 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!

Oct 2 – 9

$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 4 – 11

$81 per night

Guest favorite

Guest suite in Viroqua

4.93 out of 5 average rating, 116 reviews

Hill house hideaway

Charming new home nestled in the trees, on the edge of Viroqua. The lower level two room guest suit is separate & private from the owners' space above. Non-contact check-ins welcome. A small kitchenette, organic mattress, and contemporary and vintage furnishings add to the cozy comfort. Short walks to scrumptious local eateries and vintage shops with some of the best hiking, biking and fishing around.

Sep 7 – 14

$104 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).

May 3 – 10

$131 per night

Guest favorite

Cabin in Coon Valley

4.83 out of 5 average rating, 182 reviews

Hidden Falls Cabin

Tucked away in one of the Driftless Region's many valleys, you find our quaint cabin over a small bridge that spans our creek. Get a break from the hustle & bustle with us in a cabin with all modern amenities and a handcrafted charm we've worked to cultivate for you. All guests and well behaved dogs are welcome for an addition dog fee!

Jan 18 – 25

$135 per night

Guest favorite

Apartment in Viroqua

4.94 out of 5 average rating, 160 reviews

Bright airy 2 bedroom apartment - Yellow Door

Newly remodeled second floor apartment came available in 2020. Great light with country feel right in Viroqua. Private outdoor entrance with deck. Keyless entry. Fully stocked kitchen. This is a wonderful place to get away and is available for longer stays. Pets are allowed but we do like to know about them.

Feb 19 – 26

$76 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Westby vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Westby's top sights

Old Towne Inn Supper Club11 locals recommend

Borgens Cafe8 locals recommend

Nordic Lanes4 locals recommend

Bleachers Pub6 locals recommend

Daily Brew Co.3 locals recommend

Westby Cooperative Creamery4 locals recommend

Other great vacation rentals in Westby

Superhost

Cabin in Viroqua

4.89 out of 5 average rating, 114 reviews

Bishop Creek Cabin - Fly Fishing in Driftless Area

Mar 20 – 27

$121 per night

Guest favorite

Apartment in Viroqua

4.95 out of 5 average rating, 183 reviews

Viroqua Studio With a Backyard View

May 1 – 8

$96 per night

Guest favorite

Loft in Westby

4.98 out of 5 average rating, 40 reviews

1 bed country apartment. Full kitchen and bath.

Oct 12 – 19

$79 per night

Guest favorite

Cabin in Westby

5.0 out of 5 average rating, 18 reviews

Nature's Nest

Dec 13 – 20

$118 per night

Superhost

Apartment in Westby

4.91 out of 5 average rating, 88 reviews

Borgens Vacation Rentals Apt. #3

Nov 24 – Dec 1

$80 per night

Guest favorite

Guesthouse in Westby

5.0 out of 5 average rating, 17 reviews

The Honey Haven

Oct 2 – 9

$162 per night

Guest favorite

Home in Westby

5.0 out of 5 average rating, 12 reviews

Home away in the driftless

Sep 29 – Oct 6

$120 per night

Guest favorite

Home in Westby

4.96 out of 5 average rating, 25 reviews

Westby House Lodge-Scandia Room

Mar 15 – 22

$68 per night

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Quick stats about vacation rentals in Westby

Total rentals
10 properties
Local attractions
Old Towne Inn Supper Club, Borgens Cafe, and Hansen's IGA Westby
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
10 properties include access to wifi
Total number of reviews
280 reviews
Nightly prices starting at
$70 before taxes and fees

Vacation rentals in Westby

Top-rated vacation rentals in Westby

Loft in Cashton

Tiny home in Viroqua

Guesthouse in Viroqua

Apartment in Viroqua

Cabin in Viroqua

Ranch in Cashton

Apartment in Viroqua

Guest suite in Viroqua

Guest suite in Viroqua

Guesthouse in Viroqua

Cabin in Coon Valley

Apartment in Viroqua

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Westby vacation rentals

Stay near Westby's top sights

Other great vacation rentals in Westby

Cabin in Viroqua

Apartment in Viroqua

Loft in Westby

Cabin in Westby

Apartment in Westby

Guesthouse in Westby

Home in Westby

Home in Westby

Quick stats about vacation rentals in Westby

Total rentals

Local attractions

Popular amenities

Wifi availability

Total number of reviews

Nightly prices starting at

Destinations to explore