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Curated Loft Retreat in The Heart Of Woodstock

Welcome to our spacious upper retreat with modern conveniences. We have great WiFi for you to stay in touch with and are well stocked with books for you to enjoy time unplugged. Close to the Historic Square (you may have seen it in the movie Groundhog Day) you can easily walk to unique shops, cafes, and restaurants. Our curated timeless decor is filled with storied items from our travels, and photos we've snapped locally. Come renew yourself here. We can't wait to share Woodstock IL with you.

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Cabin on the Prairie

The historic 1830s log cabin, nestled within a healing and restorative prairie setting, is thoughtfully decorated with vintage furnishings to transport visitors back in time, yet fully equipped with modern amenities for a cozy and relaxing stay. Perfect for families, couples, or “me” time, the cabin is conveniently located between the historic communities of Woodstock, IL and Lake Geneva, WI, where there is something for everyone, with shopping, dining, culture, and adventure just minutes away.

4 BR farmhouse on 40 quiet acres

Get away from urban life and decompress at Boone Prairie Farm! This charming 1880s farmhouse is situated on 40 peaceful acres with stunning native prairie views, a winding creek, ancient oaks, and a lush organic garden to eat from. A well-maintained path allows easy access to everything. Great for quiet walks in nature, stargazing, campfires, and yard games. A great option for restorative peaceful retreats or family and friend getaways. Well situated between Chicago, Milwaukee, and Rockford.

Sanctuary Woodland Guest House!

Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Exquisite Modern A-frame all WithInnReach

An amazing space that truly caters to the guest experience. We've built this art piece to have our guests immerse themselves in all the amenities, from heated floors to in-ceiling speakers - all whilst losing yourself in the wood burning fireplace. At WithInnReach the attention to detail was paramount - with an emphasis of what we enjoy...amazing food through a well balanced kitchen, beautiful sound through Klipsch speakers and relaxation with floor to ceiling showers...enjoy to the fullest.

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Tiny House on Horse Farm

Tiny house sits on the back of a beautiful horse farm out in the country . House sits on the back five acres of Sheetz farm. Your only neighbors are deer, foxes, eagles, owls, sand hill cranes, and wild turkeys. Tiny house sits on the bank of a small pond. You also have access to five acres of woods with marked trails. The property that the house sits on might be the most peaceful spot on earth. Tiny house means just that, it’s TINY, approximately 180 square feet. Owners live on site.

Modern A-Frame Lake Cabin w/ Pickleball Ct.4Bd 3Ba

Escape to this stunning A-frame home in Genoa City, Wisconsin, where tranquility meets adventure. Just minutes away from Nippersink golf course, Lake Geneva and Wilmot Ski Resort. Nearby Cabin offers a range of amenities designed to enhance your stay. Including a private pickleball court, hot tub, kayaks, and many more. Providing private lake access, and a private pier, this spacious vacation rental is the perfect getaway for families and groups looking to unwind and explore.

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Eden Farm: Family Stays & Intimate Moments

Unwind and find your inspiration just 1.5 hours from Chicago at the Ten Acre Farmhouse Retreat. Designed for families, intimate moments, and retreats. High-speed Wi-Fi, Smart TVs, and workspaces enhance your stay. This 5,000 sq ft estate blends modern comfort with rustic charm on 10 peaceful acres near Lake Geneva. Luxurious bedrooms, a Jacuzzi, and premium entertainment await. Two outdoor cameras monitor the front yard and driveway. No indoor cameras. Book now.

The Little Farm Fontana 5 min from Geneva Lake!

Cozy cottage less than 2 miles from Fontana Beach and the sought after Geneva Lake! Minutes away from The Abbey Resort and just across the street from Abbey Springs Golf course, relax in this beautifully located home away from home out in the country with the luxury of quick and easy access to shopping and dining. We are within 15 minutes of downtown Lake Geneva if you are planning a day trip or a night on the town.

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Villetta Bogdano

WRITERS ROOM A Romantic Tuscan-Inspired Hideaway in a Countryside Dream Welcome to your own private slice of countryside paradise—a soulful one-bedroom retreat that feels as though it was plucked from the heart of Tuscany and among lavender. Tucked away from the world, the cottage offers complete privacy with just birdsong in the morning, the bleating of goats, the soft cluck of chickens nearby. No TV.

*NEW* Lux 1st floor condo - Walk to the Abbey!

✔️ New construction 1st floor condo ✔️ Centrally located: walk to shopping, food, and The Abbey Resort ✔️ Outdoor living: 1st floor patio ✔️ Beach Towels & toys provided ✔️ Sleeps 8 – ideal for families, wedding groups, golfers & more! ✔️ 1 Mile to Fontana Public Beach ✔️ Parking for 5 vehicles ✔️ Rent with the upstairs unit to sleep an additional 10 guests!

Finally… A Home Big Enough for Everyone 8 Beds

Woodstock, IL | Perfect for Families & Extended Stays Welcome to this beautifully renovated, fully furnished 5-bedroom home in Woodstock—designed for families, traveling professionals, medical stays, work crews, and longer visits. With multiple living areas, modern amenities, and ample parking, this home makes group stays comfortable and stress-free. 8 beds