Holiday rentals in Westby

4.86 out of 5 average rating, 328 reviews

Loft in Cashton

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!

4.98 out of 5 average rating, 155 reviews

Cabin in Coon Valley

Valley Lodge w/Hot Tub & Arcade

Get your game on at this fun & fashionable lodge in the valley. Come relax in the hot tub, sip coffee by the fire or challenge someone in the arcade. The Cattle Valley Lodge has something to offer every family member. 2 spacious bedrooms with a king bed & 2 queens. Sofa pull out bed, air mattress & cots for extra sleeping areas. Open kitchen/dining/living room provides an awesome space to entertain your family & friends. Large dining table & unique pub style barrel table w/tractor seat stools.

4.99 out of 5 average rating, 111 reviews

Cabin in Westby

South Ridge Cabin

This newly built cabin has all the modern comforts in a quiet relaxing setting. Sit on the patio and watch the wildlife and enjoy the beautiful sunsets. Cabin includes large open kitchen and living room area with sliding glass doors to patio. The kitchen incudes full size refrigerator, stove and microwave. The cabin has separate bed room with Queen Bed and pull out sofa sleeper in living room and full bath. Includes Wi-Fi, AC, Smart TV, DVD Player, Gas Grill, Fire Pit and is pet friendly.

4.99 out of 5 average rating, 124 reviews

Cottage in Westby

Timber Creek Retreat

Get away for a restful stay at this scenic hidden gem of Vernon County. Timber Coulee Creek, a Class 1 trout stream, ripples right through the backyard. You will enjoy watching deer and turkey as they amble through the property. Bald eagles soar overhead and fish jump in the stream. Listen to the gurgle of the water flowing over the rocks and the music of the birds. Try your hand at fly fishing. Sit around the fire pit, roast marshmallows, watch the flames dance and the stars come out.

4.97 out of 5 average rating, 198 reviews

Ranch in Cashton

Skyline Cabin

Escape to our cozy 192 sq. ft. cabin in nature! Enjoy electricity, a Keurig, microwave, toaster, electric stove, A/C, and heat. With 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!!

4.92 out of 5 average rating, 222 reviews

Cozy & Private Viroqua Apartment near Downtown

No pets, no exceptions Bnb located right off Main Street near downtown Viroqua. Our intention is to offer a clean, affordable, and comfortable place for travelers visiting Viroqua and the Driftless Region. We offer a convenient location, a separate entrance, a fully equipped kitchen, and an affordable price. Street parking available. *We do not accommodate early check-in requests. We have A Roku but you will need to login into your individual account that you watch TV on.

4.97 out of 5 average rating, 142 reviews

Guest suite in Viroqua

Maple Ridge Guest Apartment

This apartment was added to the back of our detached garage about 5 years ago. 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.

4.95 out of 5 average rating, 104 reviews

Earthen home in Ontario

Straw Clay Cabin on a Sustainable Farm

This Earthen house is made of sand, straw and clay. Nestled in a valley it is a peaceful and unique getaway. The cabin has four comfortable single beds and electricity, a wood stove for winter. Outside a fire pit and grill. A hand washing sink inside; and port-o-let toilet outside. You may be able to drive in (weather/road condition depending). It is a short walk to our Bakery (Sat. 9 am until 2 pm) Please arrive before dark. We are LGBTQ owned and operated. BIPOC welcome.

4.94 out of 5 average rating, 392 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.)

4.92 out of 5 average rating, 146 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!

4.95 out of 5 average rating, 203 reviews

Bright airy 2 bedroom apartment - Yellow Door

Second floor apartment remodeled in 2019, wood floors, ceiling fans in every room. 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. Wood floors do squeak but noise does not transfer downstairs as we have double insulated between apartments.

Superhost

Cabin in Coon Valley

4.83 out of 5 average rating, 211 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. This cabin is on our property where we reside, as well as rental property, with two tenants. All guests and well behaved dogs are welcome for an addition dog fee!

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4.95 out of 5 average rating, 76 reviews

Cabin in De Soto

Paradise Point sleeps 4 Hot Tub

RoseRating, 5 stars1 month ago

We loved our peaceful stay at Kari’s Airbnb. We enjoyed sitting on the deck and watching the raptors, soaking in the hot tub, and making snores over the fire pit. Can’t wait to come back!

Superhost

Cabin in Cashton

4.88 out of 5 average rating, 17 reviews

Hilltop Cabin

MeghanRating, 5 stars8 months ago

What a gem this cabin is! My husband and I stayed here to celebrate our anniversary, and it was the perfect, peaceful, private, safe and cozy place we wanted. Truly a slice of Heaven! We will definitely be bringing our kids back next time. Perfect place for a romantic getaway, to get away from the hustle and bustle of the world; and also would be great for the whole family! The Host was wonderful too, she clearly cares very much about her guests! Thank you for sharing this wonderful cabin with us! We’ll surely be back!

4.99 out of 5 average rating, 75 reviews

Cabin in Cashton

Rocky Ridge Retreat - A new modern rustic cabin.

KyleRating, 5 stars2 months ago

What a gorgeous location and equally amazing home. Thanks to the hosts for graciously sharing such a pristine cabin in the woods for us to enjoy as we celebrated a big birthday milestone. If you fly fish or are just looking for peace in the wilderness, look nowhere else. We're already talking about coming back annually.

5 out of 5 average rating, 96 reviews

Home in Cashton

Cashton Eagle Retreat

CraigRating, 5 stars1 month ago

Very nice home located in a sma;; village in Wisconsin. It was perfect for a work weekend to come back to and this home is neat as a pin. Would definitely return.

4.98 out of 5 average rating, 42 reviews

Tiny home in Norwalk

Blue Moon Cabin repurposed and rustic get-away #1

BrettRating, 5 stars2 weeks ago

Peaceful retreat to get away! Very clean and fresh cabin. I highly recommend to anyone getting away from the hustle and bustle!

5 out of 5 average rating, 9 reviews

Cabin in De Soto

Hygge Cabin, Sauna-Firepit-BBQ

IsabellaRating, 5 stars3 days ago

We loved our stay here. It was exactly what we needed for the weekend. Lots of ways to spend time outside (deck chairs, hammock, fire pit with firewood, close to the Mississippi and wilderness areas). The interior was the perfect respite from the heat with high functioning AC. The house had a lovely scent and was beautifully decorated. Everything felt very thoughtfully designed and high quality. The beds were so, so comfortable. The kitchen was really well stocked. No notes! Plus, David was proactive with directions and very responsive. Some thoughts for future renters: downtown De Soto is cute, but a little sparse. Nearby Veroqua had a little more shopping, including a really great coop grocery store. We didn’t have any kids with us, but the house was well suited for kiddos (bathtub in the upstairs bathroom, safety gate on the stairs, kids cups and dishes in the kitchen, and lots of room to play).