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Chestnut Cottage

Built in 1890, Chestnut Cottage is located in the heart of the historic district within easy walking distance of shops, galleries, restaurants and historic sites. The Cottage features a comfortable living room, bright dining room, country kitchen, first floor bathroom and two upstairs bedrooms with one queen bed and one twin bed. Chestnut Cottage features artwork by prominent local artists. Wi-Fi, cable TV, DVD/CD players are included. Complimentary coffee/tea service. Minimum two night stay.

Pale Blue Dot

Live your best life at this colorful oasis. the Pale Blue Dot (aka Earth) that's here -- that's home -- that's us. The world is not just a place you live in, but a playground ready for you to conquer. Treat yourself, kids, pets, to nearby biking/walking trails, new Platteville Inclusive Playground or meander downtown to a quaint coffee shop. We welcome UW-Platteville sports enthusiasts, scholars, parents and friends. "The World is Yours" you ask? It's not just a catchphrase, it's a lifestyle.

Deer Trail Cabin

🌿 Cozy cabin nestled in the peaceful Wisconsin woods—your perfect getaway. Relax in the outdoor hot tub under the stars, explore private forest trails, gather around the fire pit,  and enjoy watching our free-range goats, ducks and chickens. note that our home is across the driveway, so you may occasionally see us caring for the animals, but your cabin and outdoor space are all your own and we respect the privacy of all our guests. Our goal is to provide a comfortable relaxing stay for you!🌿

Cozy Cabin by the Pond

Primary guest must be 21+ Quiet country location to relax & enjoy. Just 9 miles west of Dubuque, near Wineries, Heritage Trail, Sundown Mountain Resort. Primary guest must be 21+ to book. Cozy cabin & 1/4 acre pond. We're sure you’ll love this space as much as we do. Not suitable for children under 12, we strictly enforce no children or pets, and must be 21+ to book. Outdoor space, gas grill, gas fire pit. Fully stocked cabin, with breakfast items included for you to enjoy at your leisure.

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

Hot Tub+ Firepit+ "Tiny"house+ Views+ Near Galena

Tucked away in the countryside of Galena, our charming A-frame cabin is the perfect escape for those seeking peace, nature, and a touch of nostalgia. This intimate retreat blends mid-century modern charm with cozy modern comforts, creating an unforgettable getaway. Whether you’re sipping coffee on the deck at sunrise, soaking in the brand-new hot tub under a canopy of stars, or unwinding by the fire with a vinyl record spinning in the background, every moment here is designed for relaxation.

Pleasant View School

Welcome, this beautifully renovated schoolhouse, now a cozy and quaint 2-bedroom, 2-bathroom home, is perfect for couples, families, or friends looking for a unique stay. Step inside and enjoy the perfect blend of historic charm and modern comfort. Relax by the fireplace after a day of exploring, soak in the private hot tub under the stars, or cook a delicious meal in the fully equipped kitchen. Outside, unwind on the patio with your morning coffee or evening drink by the warmth of a fire.

Retro themed floating river cabin with a HOT TUB!

Our unique floating cabin features retro vibes and beautiful views of the Mississippi River backwaters. This cabin sits DIRECTLY in the water and has amazing views of the water You can even fish right off your deck! Enjoy the nature around you while sitting on your private floating deck, or snuggle up inside in front of the electric fireplace and Smart TV. This cabin features 2 bedrooms with queen beds, and a pull out couch in the living room. Our rental is located at Millennium Marina.

Arbor Crest Cottage with friendly farm animals

Escape to Arbor Crest Cottage, a peaceful woodland retreat designed with care and comfort in mind. Enjoy restful nights and unwind in a cozy, thoughtfully crafted space-perfect for slowing down and appreciating the serene beauty of Southwest Wisconsin’s countryside. As you explore, you will be greeted by our friendly animals: gentle Great Pyrenees on patrol, playful barn kitties, free-range chickens, adorable goat mamas and their babies, and shy ducks that seek refuge among the pines.

Tiny House @ Red Barn Farm - Private, Free Parking

Rustica Retreat is a unique tiny house, designed by my husband and I, that maximizes the limited space we have. At 256 square feet, Rustica sounds small, but feels spacious. With 10-foot high vaulted ceiling, as well as six windows that bring the outside, in. Rustica fits her name, with a country chic feel to her. The inside has clean lines, white shiplap walls, wood accented ceiling and counters, and metal accents. Located at Red Barn Farm, a micro fresh cut flower farm in SW WI.

Home away from home right off the trail

Discover the beauty of Southwest Wisconsin from this 2-bedroom country house located right off the Cheese County Trail located on trail accessible roads. This newly updated property features 2 queen beds and charging nightstands, 2 bathrooms, and a cozy living room with 2 futons. Along with a finished basement perfect for hanging out with a good game of euchre or kicking up your feet after a good day on the trail. In the peaceful spacious backyard, enjoy a night around the campfire.

Hamilton Goebel House

This house is a historic home that was built in 1833 on land owned by Jamison Hamilton, the founder of Darlington. It is not known if he actually lived in the house,but could be assumed. During your stay you will find bits of history and pictures that have been gathered along the way.It has all the comforts of home. A beautiful four bedroom home that has been completely renovated to reflect the old and new times. This home was on the list to be torn down by the city.