Holiday houses in Stephenson County

Willow Lake Getaway Cozy for 2 - or large families

Beautiful 4 bedroom private lakefront home, cozy enough for 2, large enough for family gatherings for holiday/wk end escape/vacations. Hot tub for cool eves October-April. Extensive private decks with BBQ, outdoor dining & circular daybed with umbrella. 2 docks, 2 SUP boards, paddle boat, 2 kayaks, pingpong table, books and board games. 2 Master Suites with smart tv with private balcony & seating area. fire pit located next to 1st dock. Couples get a 10% discount, message me for details.

Cozy Horse Farm Camper - The Horse Creek Hideaway

Have you ever woken up to the sound of birds, the scent of fresh country air, and grazing horses just outside your window? Discover that at "The Horse Creek Hideaway." Escape the city and immerse yourself in the serene countryside. Relax and watch our free-range horses, or simply unwind in our cozy camper. Enjoy local fishing, hiking, or shopping, all within a 15-minute drive radius. Whether you’re seeking rest, adventure, or a bit of both, your countryside escape awaits.

Walk everywhere in downtown Freeport.

Downtown Freeport, walking distance to movies, bars, restaurants. Some of the summer activities include concert on the square once a month, market every Saturday. The largest car show with 1000 old cars, the air show. If you like to walk or ride a bike there’s Jane Adam’s trail. Krape park is beautiful with many trails on the river where you can rent kayaks. The kitchen is apartment sized but boasts a counter top induction cook top, oven, microwave, Keurig,and refrigerator.

Lower Level Suite in Home-Private Entrance!

Large lower level walk out apartment for up to 7 people, separate entrance in single family home in a quiet upscale neighborhood. The apartment has a lighted sidewalk. Gas in wall heater supplements heating needs in winter. Sleeps up to 7 guest with 1 king bed (heated mattress pad) in master, common area has 4 Twin XL beds w/memory foam mattresses and 1 additional Twin XL bed in large laundry room. Free Washer/Dryer in apt. w/3 courtesy soap pods.

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 and possible kayaks. 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.

La Casita! Private Lower Level Suite in home.

Enjoy a private 🌟 lower-level apartment in a quiet, safe cul-de-sac 🏡. 1 bedroom 🛏️, 2 king beds, 1 full bed, pull-out couch 🛋️, and 2 air mattresses in common areas. Private bathroom 🚿 with towels, full kitchen 🍽️, coffee/tea bar ☕, workspace 💻, and walkout to fenced yard 🌳. Private entrance, Wi-Fi 📶, and great location—1 mile from Krape Park 🌲, minutes to highway 🚗, and 40 mins to Rockford 🏙️.

Howardsville Schoolhouse

This lovingly restored schoolhouse blends history with modern comfort. Set in a peaceful rural location, it features an open living area, fully equipped kitchen with seating for 12, and cozy sitting area with fireplace and play area. Enjoy a spa-like bath with clawfoot tub, king bedroom, and laundry. A perfect mix of new, refurbished, and antique details create a unique, inviting retreat.

Cozy 3 bedroom with sunroom & fully fenced yard

The whole group will enjoy easy access to everything from this centrally located home. Pretty much everything is just a few short minutes away. Enjoy your morning coffee from the sunroom as you look out over the fully fenced backyard. Take in the peaceful views of the meadow and community walking path just outside the back gate.

Sunset Country Views

Rejuvenate yourself when you stay in our rustic 1930's barn. Come out to the country to enjoy the outdoors. Take time to connect with nature while taking in a sunset on the deck or patio. Stroll the flower beds or a short travel to small towns for biking, shopping, winery/brewery, canoeing, and entertainment.