Holiday rentals with a fireplace in Winnebago County

Historic limestone farmhouse, nature preserve.

Historic 1840's limestone home ,once owned by Sidney Smith, first nationally syndicated cartoonist of The Gumps. Located on 19 acres adjacent to 500 acre wetland conservation area with miles of hiking/skiing trails along the pristine sandy Sugar River for canoeing, birdwatching, or fishing. Ideal for star-gazing, with minimal lighting from neighbors. Enjoy the outdoors from stone patio, including tables, BBQ, and seating for 15, with fireplaces indoors and outside. Sand pile and toys nearby

Upscale Luxury Mansion, Modern Chic & Glamorous.

Welcome to The Rock Royale, originally built in 1910 & completely renovated in 2024 with an Upscale, Modern, & Glamourous Aesthetic. This 7,000+ Square Foot Mansion is Perfect For: ★Holidays ★Reunions ★Tournaments ★Weekend Getaways Features: ★7 Bedrooms, 7 Modern Baths, Sleeps 19 Guests ★High End Finishes ★Dining Tables Seat 18 ★Great Room Seats 18 ★Bar W/Mini Fridge ★Fully Equipped Kitchen ★Multiple living Areas ★Quiet Lot W/2 Patios ★Parking for up to 7 cars ★2 Car Garage ★Centrally Located

Country Farm Cottage

Cozy farmhouse Country Cottage on a historic private farm setting. Safe, quiet, peaceful space to relax. Minutes to golfing, hiking, antiques, canoeing, camping, parks, or use as writers retreat. Rockton has great shopping & dining, 20 min to trendy eateries in Beloit WI. Close to local wedding venues Wineries 25 min away May- Nov: orchards cider & donuts Child friendly Visit our Goats Wifi & Roku TVs No Smoking inside No Pets Farm animals and pets on the farm Host lives on same farmstead

Urban farm.

Create cherished memories at our unique family-friendly urban farm retreat, set amidst the city’s vibrant energy. Experience the dynamic atmosphere of a working farm, where onsite harvesting activities may occur outside. Stroll through the garden area to witness bustling farm life. Relax on the serene deck, where you can overlook thriving fruit trees and vibrant vegetable beds. Immerse yourself in the timeless charm of country living in our cozy barn-turned-home, near downtown amenities.

Hidden Gem Spanish Style Villa

Ask about our special, Mon-Thurs, book 2 nights, get a 3rd free! Unique to Northern Illinois, this Spanish style Villa sleeps 10+ , boasts five patios, a Cantina, 7 ARCADES, HOT TUB, and many surprises you will find as you look at every turn to something unexpected. This property is filled with beautiful furnishings, featuring a balcony off of the upper level that boasts a 12 foot ceiling. Everything from two walk in showers, a jet tub and a hot tub for any level of self-care desired.

Spacious Cabin-style home w/ Gameroom + Gym!

Welcome to our spacious, yet cozy cabin-style retreat, perfect for both relaxation & entertainment! Enjoy the large yet inviting living room, savor homemade meals in our fully-equipped kitchen, complete with modern appliances. Unleash your inner gamer in our epic Game Room or let the kids explore a world of fun in the dedicated play area. Stay fit on-the-go in our well-equipped home gym, stocked with top-notch equipment. Need to work? Enjoy our dedicated workstation for seamless focus.

Urban River Cottage

Nestled along the banks of the Rock River in Downtown Rockford sits Urban River Cottage, a 100 year-old 4 bedroom 2 bath home, featuring quirky vintage decor throughout, comfortable beds, plenty of outdoor spaces to enjoy the river views, and a dock for boating, kayaking, swimming and fishing. Urban River Cottage is situated next door to the Rockford Riverwalk and Bike Path, Discovery Center Museum, Burpee Museum and RAM, 2 blocks from The Coronado Performing Arts Center.

Charming Pet-Friendly Rockford Escape

Spacious family-friendly home with a fenced yard—perfect for pets! Enjoy a fully equipped kitchen, gas fireplace, washer/dryer, and BBQ grill. Minutes from the ice rink, restaurants, Aldeen Golf Club, and shopping. Close to: Walking distance to Starlight Theater, Hard Rock Casino (4.7 mi), Sportscore 2 (3.1 mi), Sportscore 1 (6.5 mi), UW Health Sports Factory (7.4 mi), IRONMAN 70.3 Rockford (5.5 mi), and Byron Nuclear Station (27 mi). Ideal for relaxation or adventure!

Rockford Cascade Getaway

Nestled in peaceful suburbs minutes from the city, this spacious retreat features 4 king beds, 2 twin beds, and 3 full baths, blending modern luxury with serene comfort. Designed with sleek finishes and open spaces, it’s an ideal escape for families, friends, or groups. Enjoy the private outdoor space, just 10 minutes from the airport. Pets are welcome so you don’t have to leave your furry friends behind. Experience suburban tranquility with city conveniences close by.