Holiday rentals in Gays Mills

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Top-rated holiday rentals in Gays Mills

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Top guest favourite
A secluded off-grid bunkhouse is nestled among lush greenery, framed by a vibrant sky. The rustic cabin features a welcoming porch and large windows, providing a serene view of the surrounding restored prairie and mixed forest.
Guest house in Gays Mills
5.0 out of 5 average rating, 100 reviews

The Bunkhouse on 80 acres, trails

Relax with the whole family in our secluded OFF GRID Bunkhouse. Hike trails, immerse in nature, discover wildlife. 80 acres. Or head into town for Americana, quaint farms, local flavor. Tour Wisconsin's Driftless area. One bedroom with queen bed One bedroom with twin bunk beds One full sized futon in living room. Wood burning stove. THIS CABIN IS OFF GRID. NO RUNNING WATER, NO ELECTRICITY. BATHROOM HAS SAWDUST TOILET and TUB, but heat water on the stove for bath. Old fashioned, slow-living.

Top guest favourite
A charming farmhouse is nestled among lush greenery, surrounded by tall trees. The two-story structure features a gabled roof and a covered front porch. Natural landscaping, including shrubs and grass, frames the house, creating a serene and private atmosphere amidst the forested hills.
Cabin in Gays Mills
4.98 out of 5 average rating, 392 reviews

Driftless Region Cabin/ Stream and Sauna

Settle into a quaint farmhouse nestled in a valley in the rolling, forested hills of the Driftless Region. Start your day with a cup of local coffee on the front porch. Go on a long walk or bike ride, then return to the cottage to cook, play board games, listen the record collection or visit Viroqua (25 minutes) for a farm-to-table 5-star dinner, or check out local music. Build a warm fire outdoors/ warm up by the gas stove indoors, or go down to the stream for a sauna by the cool water creek.

Top guest favourite
A rustic cabin exterior is depicted with wooden accents and a stone chimney. The porch features steps leading to a scenic view of the Mississippi River and rolling hills, framed by trees under a clear blue sky.
Cabin in Ferryville
4.99 out of 5 average rating, 102 reviews

Eagle View Lodge - 1850's Log Cabin w/ Hot Tub

In the heart of the Driftless, atop the Mississippi , enjoy the tranquility of a centuries-old Appalachian cabin. Relax on the deck & take in dramatic sunsets, soaring eagles & glistening stars. Soak in the hot tub & gaze at the majestic Mississippi. Host unforgettable dinners in the screened deck & share stories by the fireplace. Only 30 mins from Viroqua & Prairie du Chien, experience the natural beauty of the driftless region - hiking, fishing, hunting, biking - whatever inspires you.

Top guest favourite
A screened-in porch features a hot tub to the left and a spacious dining table with six wooden chairs. Natural light filters through large openings, highlighting the wooden flooring and black walls. Scenic views of the surrounding greenery are visible through the screens.
Cabin in Ferryville
4.99 out of 5 average rating, 108 reviews

Aspenshire Cabin: A Nod to English Charm

Aspenshire Cabin is nestled in a valley overlooking a private stream. The Driftless Region is known for its rolling hills and beautiful landscapes. This newly remodeled cabin stands in striking contrast to the woods surrounding it. Inspired by the cozy + sophisticated vibes of Old English Charm, a nod to this design style is evident throughout. Guests are welcomed into a space curated for rest and relaxation, whether through a quiet retreat for the arts or a getaway with family and friends.

Superhost
A single-story farmhouse is set against a backdrop of greenery, showcasing a combination of stone and wooden exterior. The well-maintained lawn is complemented by surrounding trees, with a pathway leading towards the entrance. A spacious deck is visible to the side, enhancing the outdoor appeal.
Farm stay in Wauzeka
4.79 out of 5 average rating, 323 reviews

Larsen Farm Secluded Farmhouse with Hot tub

Secluded farmhouse with glass hot tub room 600 acres of private trails to hike and explore the cave. Bring your UTV and ride the trails for $30 per driver and $10 per passenger or rent a UTV for $300. Close to trout fishing stream or Mississippi for fishing. Approx 15 miles from Prairie Du Chein, close to canoeing for the Kickapoo, Wisconsin river. Has a gas & charcoal grill, pool table, firepit, Smart TV. Private trails closed Oct 15th thru mid Feb There is Access to public UTV trails.

Top guest favourite
Cabin in Gays Mills
4.98 out of 5 average rating, 51 reviews

Dwelling Place - Selah Cabin w/private hot tub

Relax in this cozy cabin in the Driftless Region of WI. Whether you seek quiet rest or a romantic escape, the Selah Cabin is your perfect year-round spa oasis! Private Outdoor Spa coming fall 2026! Sauna, cold plunge, shower, red light therapy, landscaping & fire pit upgrades! What You’ll Love: • Private hot tub under the stars w/ robes! • Peaceful porch swing for morning coffee or tea • Wood stove w/ wood included • Walking trails & pond on our 83 acres • Minutes from Apple Orchards

Top guest favourite
A modern living area features a dark sofa complemented by a vibrant orange chair. A decorative area rug with blue and orange patterns adds warmth. Natural light filters through three windows, illuminating the stylish decor and shelving on the wall.
Flat in Viroqua
4.94 out of 5 average rating, 198 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!

Top guest favourite
A spacious living area is highlighted by natural wood beams and a high ceiling. Two comfortable seating areas, featuring a dark sofa and two red chairs, surround a round coffee table. Large windows provide ample natural light, offering views of the surrounding landscape.
Farm stay in Gays Mills
4.96 out of 5 average rating, 81 reviews

Kickapoo River Farmhouse

Come and unplug at a farmhouse on the Kickapoo river! Enjoy the driftless beauty of rolling hills, river views and wildlife from the back porch. Bring your whole family- the house sleeps 5-6 comfortably, has a full kitchen, dining room, living room and plenty of reading nooks to cozy up to a good book. Enjoy listening to records, playing board games, puzzles, yard games, lounging by a campfire, along with everything the driftless region has to offer.

Top guest favourite
A cabin exterior is showcased, featuring dark wood siding and a steeply pitched roof. A spacious deck with chairs and potted plants invites relaxation. Large windows allow for natural light, and a balcony is visible above the entrance, enhancing the overall charm of the space.
Cabin in Viola
4.99 out of 5 average rating, 171 reviews

River Valley Cabin

Very private on-the-grid cabin overlooking the Kickapoo River. Kitchen & bath, dining room, one bedroom and futon in the large living room. TV and internet, laundry and cooking. Bring your own phone. Two additional cots provided. Stunning views for every season, a unique and colorful experience in nature any day of the year. The best hunting and fishing, canoeing and horse riding, nature trails, morels and foraging.

Top guest favourite
The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.
Cabin in Boscobel
4.95 out of 5 average rating, 143 reviews

Cozy creekside Driftless Log Cabin

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison.

Guest favourite
The farmhouse exhibits a white exterior with a green metal roof, surrounded by a well-maintained grassy lawn. Decorative orange pumpkins and yellow mum flowers line the front, while trees provide shade and a sense of privacy.
Home in Soldiers Grove
4.91 out of 5 average rating, 170 reviews

Driftless Century Farm

Historic farmhouse with modern comfort in the scenic Ocooch Mountains. Originally a one-room log home from the 1800s, this spacious retreat offers peace, charm, and all the comforts of home. Relax in the large backyard, listen to the sounds of nature, and enjoy the quiet beauty of Wisconsin’s driftless region. Perfect for a cozy escape or outdoor adventure.

Top guest favourite
The exterior of a modern wooden home is set against a backdrop of lush greenery. A stone pathway leads to a series of large glass doors, framed by a covered porch. A fire pit is positioned on a grassy lawn, with wooden loungers nearby, inviting relaxation.
Home in La Farge
4.98 out of 5 average rating, 179 reviews

Amazing Views at this Cozy Retreat

This is your place to relax with the whole family in the Driftless. With south facing views of the Kickapoo River valley, this sunlit and energy efficient home is a perfect retreat. You may hear sandhill cranes, Canadian geese, white swans, spring peepers, and maybe even coyotes howling in the distance at dusk.

Popular amenities for Gays Mills holiday rentals