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McG Resorts Chic Chalet

Enjoy a stylish experience at this centrally-located place. This historic bike/gun shop turned chic chalet-styled cottage is literally steps from a brewery/distillery, stellar restaurants, unique shops & Monroe's historic Square. This cute residence has everything you need whether traveling alone, as a couple, with your friends or family. Professionally designed, this property features all those little extra details to make your stay memorable & shares in the richness of our community's history.

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from the fun town of Oregon. 100 acres of private property, bordering Lowden-Miller State Forest. Includes use of canoes/kayaks, large riverfront yard, grills, hammocks, deck, porch and firewood. $33/night per person or pet after first 2 people. Message Tim about accomodating larger groups and events. Closed for winter November through March.

Relaxing 3 Bedroom Cabin with Hot Tub and Scenery

Tucked away in the rolling hills of Southern Wisconsin sits a little log home ready for your arrival. Hand built by the caretaker and his family; the Braezel Branch Retreat is named after the stream that runs through the valley. Relax with the whole family in this two-bedroom, two-bathroom cabin with a comfortable open floor plan. Wander through the beautiful walking trails and enjoy the view of the valley from the large front porch. There is also local tubing, kayaking, golfing and wineries.

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.

Annabel Lee Barn ~ A Getaway of Warmth & Charm!

Whether you're looking for a romantic or family get-away, the rustic, elegant Annabel Lee Barn is the place for YOU! The 1907 restored Iowa barn offers the warmth of two, wood-burning fireplaces, a cozy loft suite, state-of-the-art kitchen, and a wrap around deck. Enjoy a glass of wine or warm cup of coffee while enjoying the country views of the surrounding valley. A morning stroll along the Catfish Creek will definitely start your day off just right! A getaway you'll never forget.

Rustic Barn Loft at Oak Springs Farm

Unplug in our gorgeous barn loft above our working barn. Sleep to the sound of crickets and frogs in the pond, then wake up and pet the sheep, goats, rabbits, cats, ducks & chickens. Open floor plan, cathedral ceiling, farm decor, fire pole, sliding barn doors. Full kitchen, jetted tub, rain shower, laundry. Stone patio, fire pit. 2 bedrooms, sleeper sofa, air mattresses. Juice, coffee, and fresh eggs provided when the hens are laying. NO A/C. ABSOLUTELY NO PETS Facebook oakspringsfarmwi

Sunset Loft on Historic Square

Enjoy all the charm of Monroe’s Historic Square from this bright and spacious one-bedroom loft! With vaulted ceilings, large windows, and a cozy living space, it’s the perfect blend of comfort and character. 🛏 Cozy Bedroom – Queen bed with soft linens 🍽 Fully Equipped Kitchen – Stocked for your stay 🚿 Modern Bathroom – Clean & fresh 📍 Prime Location – Walk to restaurants, cafés & shops Steps from the best of Monroe, this loft is perfect for a weekend getaway or business trip.

Cedar Cove Cabin, Private Beach near Galena

Cedar Cove Cabin, nestled amongst the woods and a newly structured pond you’ll wake up feeling like you’re in the north woods! A luxury cabin amongst a wooded retreat on 50 acres, pond to swim and fish, beautiful surroundings , trails, and so much more! Welcome to your perfect vacation home! As you drive down the lane to our Cedar Cove Cabin you will instantly feel that you are leaving your busy, hectic daily life and you have entered a place of serene getaway.

Cozy Cabin on Decatur Lake

Relax in this cozy cabin on the lake. Fish, hike or even swim (after a short canoe/kayak paddle); just like being Up-North without the drive! Use our canoe or kayaks or bring your own. Cook indoors or out. Near Sugar River Trailhead, Headgates Park and Three Waters Reserve. A few miles away from tubing on the Sugar River. An hour from Madison and 30 minutes from Beloit, Monroe or Janesville. Previously listed by Betty and under her same great management!

The Car Wash Inn A Unique Stay

Enjoy a unique stay inside a beautifully revitalized single bay 1950s car wash. Only minutes away from historic downtown Shullsburg. This space has been thoughtfully designed to retain it's industrial charm with a nostalgic ambiance, while offering modern amenities for a comfortable stay. ~20 miles to Galena, IL ~25 miles to Mineral Point, WI ~25 miles to Dubuque, IA ~ATV Trail Access with large parking area

Cute Little Country Guest House

An old barn/machine shed transformed into a great little rustic retreat (which we affectionately call "Westhaven")! A great secluded place to get away from the day-to-day grind. Hiking trails on the premises. About 5 miles from civilization (town). Come unwind! FRIENDLY DOGS WELCOME (we speak fluent WOOF! :-) ) (Please NO cats!) This is not just a place to stay, but an experience to remember.