Holiday rentals in Roscoe

20ac Farm Close to Town

This Roscoe farmhouse has 4 inviting bedrooms, including 1 king bed, 2 queen beds and 2 twins. The serene surroundings make it the perfect retreat to unwind and relax. Your stay will be comfortable and convenient. Close to downtown Roscoe and only 5 minutes to Interstate 90 interchange this home offers old world feel, with some fresh updates. Come experience the brilliant charm of this sprawling farmhouse where its decorated like CHRISTMAS YEAR ROUND!! celebrate CHRISTMAS at Valley View Farm!!

Family · Location · Walkability

Beautiful Craftsman Style Home w/ Fenced Yard

Enjoy your stay in this beautifully remodeled Craftsman Style Home. Rich with the character of an abundance of wood trim and paneled ceilings, this home is the perfect place for a relaxed, stress free, memorable stay. Complimentary coffee, tea, and bottled water are included. Other amenities include a bike path, private parking, a fenced yard, use of a grill and laundry. Less than a mile away from the revitalized city of Beloit WI, you will have many options for places to eat and things to do!

Value · Family · Checkout

* Travelers Sanctuary 2bed 2bath unit-sf home

Two bedroom, two bath entire first-floor of a single family home. 1350 sq ft. Self check-in. Central Air. Parking in driveway. Host lives in lower unit, separate entrance. 1-acre, wooded backyard. 4 mi to I90/39-Exit Rockton Rd. 11 mi N of Rockford 7-8 minute drive to forest preserves, grocery. Ideal for biz class guests, couples. Safety issues for children under 8 years. Share a bit about yourself, why in the area, who you are traveling with & that you read & agree to "House Rules".

Location · Family · Decor

Whispering Woods Estate-relax, recharge, connect

Peaceful country home set of 12 wooded acres close to local wedding venues. The atmosphere is beautiful in this spacious country home. The floor plan is open so you can enjoy wonderful conversation and camaraderie with your family and friends. Enjoy grilling and eating on the deck surrounded by beautiful scenic woods. The house will sleep 10 people. It has a King and two queen bedrooms. In addition, there are two pull out couches with queen beds. Well-behaved pets are welcome.

Family · Location · Indoor spaces

The River House in Historic Rockton Illinois

Welcome to the River House in historic Rockton, Il. This renovated, historic home is located on the Rock River will be perfect for your long wedding weekends, a trip back home or vacation to enjoy this quaint town. The home offers fantastic views of the Rock River including a fire pit area overlooking the river. Minutes from I-90 & close wedding venues like The Pavilion at Orchid Ridge Farms 6.5 miles, The Barn on Prairie 11 mi The new HARD ROCK CASINO Rockford is just over 20 min away.

Location · Family · Getting around

HD Jameson House at River’s Edge

Nestled on the Rock River, the HD Jameson House, a National Historic Register gem, blends historic charm with modern amenities. Enjoy river views and with quaint shops and restaurants exploring the Village of Rockton is a perfect family-friendly retreat. This haven is surrounded by nature but close to numerous attritions, ideal for a romantic getaway or peaceful escape. The HD Jameson House offers a heavenly retreat, blending past beauty with present allure for everyone in the family.

Family · Location · Grill

Susie's Cottage in Rockton

Renovated in 2008, Susie's Cottage is named after a sweet person in our lives. The quaint cottage nestled in Rockton is surrounded by the cute shops downtown, Macktown Golf course and Macktown Forest Preserve is steps away. The seclusion adds to the quietness of this studio cottage. Susie's cottage is finished in vintage style carefully selected yet a balance of modern amenities. The cottage boasts a queen bed as well as a sleeper sofa to expand sleeping for four. Sorry, no pets.

Value · Location · Amenities

Upscale Urban Retreat 1 Bedroom Apt. 2nd floor

Charm Art Style. Hardwood floors, original woodwork. Secure keypad entry. Spacious cozy apartment with full kitchen and dining room. Owner on adjoining premises. Street parking. Minutes to Sports Factory, downtown nightlife, Japanese Gardens, Rockford Art Museum, Nicholas Conservatory & Sinnissippi Gardens. 5 blocks to river and rec path. Quiet Edgewater Neighborhood District. Ideal for business travelers, couples, solo adventurers and more. Not suitable for children under 6.

Location · Value · Layout

Charming Ranch-Style Apartment. Modern Amenities

Welcome to your perfect home away from home, the Gem of Sandra Lane. Whether you're here for a family vacation or a business trip, this apartment has everything you need to feel at ease. Relax in the large family room or private deck and sleep tight on the king-sized bed in the master bedroom. This apartment also features a beautiful kitchen with brand new Kitchen-Aid appliances. It also offers easy access to all of Rockford's top attractions, dining, and shopping.

Location · Value · Check-in

Oak View Game Room & Hiking Trails at Hidden Creek

Oak View is a fully renovated farmhouse set on our private 77-acre estate, offering a peaceful retreat with generous space to gather and unwind. With four bedrooms, three full baths, a private primary suite with hot tub access, and inviting indoor and outdoor living areas, it’s ideal for couples, families, or group stays. Guests enjoy scenic trails, on-estate dining at our restaurant and wine bar, and a setting that blends quiet luxury with flexibility.

Family · Location · Outdoor spaces

Hidden Gem Spanish Style Villa

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.

Value · Location · Check-in

Spacious 2BR Apt (Sleeps 6): 2 KING Beds & Balcony

🌟 SPACIOUS APARTMENT FOR 6 (2 KING BEDS) Travel in superior comfort in this spacious upper-level apartment, designed with modern families and groups in mind. ✅ HIGHLIGHTS: 2 King Size Bedrooms, Private Balcony & Assigned Parking. ✅ LOCATION: 5 min to Rock River & 10 min to Rockford Casino. ✅ CAPACITY: Ideal for 2 couples with children (King beds allow for comfortable co-sleeping).

Location · Value · Nearby