Holiday rentals in Gays Mills

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Top-rated holiday rentals in Gays Mills

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Top guest favourite
A cozy cabin is situated among lush greenery, featuring a spacious deck that extends from the entrance. The gravel driveway leads up to the cabin, surrounded by trees and wild foliage, creating a serene, natural atmosphere.
Cabin in Westby
4.99 out of 5 average rating, 149 reviews

Nature’s Nest

Unwind and immerse yourself in nature at this cozy cabin overlooking Timber Coulee Creek. Large living room windows and a spacious deck provide you with a bird’s eye view of the rippling river and many types of wild life. Deer amble through the property; eagles soar and keep an eagle eye on everything. Turkeys, squirrels, coons, and myriad of birds go about their business in this serene environment. Trout fishing is an excellent pastime for those who care to cast a line. Rest, at Nature’s Nest.

Top guest favourite
The cabin's exterior showcases rustic wooden walls complemented by a maroon metal roof. Flower boxes adorn the windows, and a spacious deck features seating arrangements. Lush green landscaping surrounds the cabin, enhancing the tranquil wooded setting.
Cabin in Viroqua
4.97 out of 5 average rating, 170 reviews

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. Located on our 28 acre organic maple syrup farm. This Amish built log cabin has its own driveway offering privacy for a perfect getaway! Sleeps 4 adults, which includes a queen bed in the master bedroom, 2 single beds in a loft area, & a queen size pullout sleeper in the main room. Ideal location in the Driftless Area for excellent trout fishing. Located just 10 minutes from downtown Viroqua for convenient dining and shopping.

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, 384 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
Cabin in Ferryville
4.99 out of 5 average rating, 100 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.

Top guest favourite
Cabin in Gays Mills
4.98 out of 5 average rating, 48 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
The cabin's exterior is showcased against a backdrop of lush trees. A sloped metal roof complements the wooden siding. A welcoming entry is framed by a set of stairs leading to the front porch. Gravel surfaces surround the cabin, enhancing its secluded feel.
Cabin in Eastman
5 out of 5 average rating, 112 reviews

SereniTree Cabin-Modern Rustic Getaway

Modern Rustic Family Getaway- Our cabin is not a place to stay while on vacation...our cabin is the vacation! You can come and enjoy the surrounding areas if you want, but you can also just come and spend the entire time away from the outside world. It is a quiet, peaceful, relaxing place to just unwind. Located up on a bluff, between Prairie Du Chien and Ferryville, this cabin gets you about 5 minutes from the river but allows you the serenity of being tucked away in the trees.

Top guest favourite
An outdoor deck features a cedar hot tub and seating area, surrounded by natural landscapes. In the background, a fire pit is set up with chairs, while a picturesque sunset casts a warm glow over the serene surroundings.
Cabin in Viola
4.99 out of 5 average rating, 172 reviews

Secluded cabin,cedar sauna & hot tub,outdoorshower

360 views in the middle of 75 organic acres, no neighbors in site. Outdoor Cedar hot tub & infrared sauna, heated outdoor shower, two king loft bedrooms, full kitchen, back deck with custom hibachi grill to watch sunrise and front covered deck to watch sunset. Indoor/ outdoor fire places. Wildflower fields.We try to give our couples priority booking when they rent our wedding venue 2 miles down the hill (Chapters on the Horizon) that is why we do not instant book.

Top guest favourite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 149 reviews

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

Superhost
A covered deck area features wooden railings and a serene view of a sunset lighting up the horizon. The space includes rocking chairs, adding to the tranquil ambiance. The golden hues of dusk create a peaceful atmosphere on this outdoor setting.
Farm stay in Eastman
4.85 out of 5 average rating, 109 reviews

Wrangler Outlaw Suite! Horses! Hydro-Massage Tub!

Enjoy morning coffee and sunsets on your covered deck. Cook your Cowboy Breakfast outside on the flat top griddle and grill. Come for a taste of Wisconsin's rolling green hills, bright blue skies, and fresh, crisp countryside air. Cody's Ranch is located on a ridgetop in beautiful Driftless Region of SW Wisconsin. Experience the rustic cowboy suite with a private entrance on the upper level on this lodge with a property manager on site.

Top guest favourite
The exterior of a stone cottage is presented, featuring a front porch with a wooden overhang supported by triangular beams. Lush greenery surrounds the entrance, complemented by colorful flower boxes and well-maintained landscaping. The warm tones of the stone create a rustic and inviting appearance.
Cottage in Woodman
5 out of 5 average rating, 126 reviews

The Cottage at Streamwalk

Located off the beaten path in a beautiful pristine valley, this 1 bed, 1 ½ bath cottage offers high end furnishings with a vintage flair modeled after a true english stone cottage. The cottage offers miles of private walking trails on 100 private acres along the renowned Big Green trout stream. Our small highland cow herd roams the pastures, making it feel like you truly are in the Scottish Highlands.

Guest favourite
Cabin in Boscobel
4.85 out of 5 average rating, 101 reviews

Crooked Creek - Rustic Cabin

Rustic Cabin – Driftless Wisconsin Getaway 🏞️🔥 Discover a charming Amish-style cabin tucked into a quiet valley of Wisconsin’s scenic Driftless Region. Surrounded by tree-lined bluffs, a meandering creek, and open green spaces, this cabin is perfect for couples seeking a romantic escape or outdoor adventurers looking for a comfortable base for hiking, kayaking, fishing, or scenic motorcycling.

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, 168 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.

Popular amenities for Gays Mills holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Crawford County
  5. Gays Mills