Holiday rentals in Roscoe

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Top-rated holiday rentals in Roscoe

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Guest favourite

Farm stay 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!!

4.94 out of 5 average rating, 17 reviews

Top guest favourite

A cozy living room is depicted with a gray sofa and a wooden coffee table resting on a patterned area rug. Natural light fills the space through large windows, highlighting the warm wood trim and the adjacent dining area featuring a wooden table and chairs.

Home in South Beloit

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!

4.97 out of 5 average rating, 142 reviews

Top guest favourite

A small outdoor deck features a round red table accompanied by two matching chairs. Lush greenery and hanging plants adorn the area, providing a serene view of the wooded backyard. The soft illumination adds a cozy touch, inviting relaxation.

Home in Roscoe

* 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".

4.99 out of 5 average rating, 326 reviews

Superhost

A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.

Flat in Cherry Valley

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

4.97 out of 5 average rating, 487 reviews

Top guest favourite

A spacious great room features comfortable seating arranged around a large area rug. The nearby kitchen, visible through an open layout, includes wood cabinetry and modern appliances. A wall-mounted 70” TV is present, providing entertainment options.

Home in Rockton

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.

4.98 out of 5 average rating, 91 reviews

Top guest favourite

Home in Rockton

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.

4.97 out of 5 average rating, 117 reviews

Superhost

Cottage in Rockton

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.

4.65 out of 5 average rating, 26 reviews

Top guest favourite

A charming brick building, enveloped by lush greenery, features a welcoming entrance with a secure door. Large windows framed by ivy provide warmth to the facade. Flower beds with colorful plants offer a touch of vibrancy along the pathway leading to the front door.

Flat in Rockford

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.

4.95 out of 5 average rating, 229 reviews

Top guest favourite

The exterior of a modern farmhouse is showcased, featuring a bright facade with large windows. A white railing and stairs lead to the entrance, while a mature oak tree provides shade, enhancing the property's charm.

Home in Roscoe

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.

4.92 out of 5 average rating, 113 reviews

Top guest favourite

The Spanish-style villa is framed by lush greenery and a landscaped garden featuring stone pathways. Distinctive red windows and subtle lighting enhance the exterior's charm. The upper level is visible, showcasing a unique architectural design that complements the overall aesthetic.

Home in Rockford

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.

4.99 out of 5 average rating, 347 reviews

Top guest favourite

A warm living area is showcased with a large bookshelf filled with a variety of books. Comfortable seating, including two armchairs and a sofa, surrounds a decorative area rug. A cozy fireplace is centered beneath a wall-mounted television, while a Christmas tree adds a festive touch near the window.

Home in Rockford

Las Lomas Luxury Home.

Kick back relax and experience the best of two worlds, the luxury and comfort of a 5 star hotel and the warmth and peace of feeling right at home. This stylish space offers a variety of books to read and a wonderful jet tub to enjoy after a long trip or day at work; along with clean and cozy beds. Take advantage of our welcome coffee bar with a nice selection of teas and snacks exclusive for our guest.

4.99 out of 5 average rating, 192 reviews

Guest favourite

Flat in South Beloit

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).

4.97 out of 5 average rating, 35 reviews