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Holiday rentals in Stillman Valley

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Top-rated holiday rentals in Stillman Valley

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A cozy living room features a light grey sofa and a wooden table. A television is positioned on a stand, and a patterned area rug complements the space. The open layout allows for a view into the adjacent kitchen area, with natural light illuminating the room.
Home in Rockford
4.92 out of 5 average rating, 104 reviews

Charming 1930s "Kinsey Farms" Cottage

Your family will be close to everything when you stay at this centrally-located place. Easy highway access and less than 10 minutes from downtown - all the fun Rockford has to offer! Located on a quiet, dead end street. Walk to the playground at Ken-Rock park! Several stores/restaurants nearby. One hour drive to Chicago O'Hare airport, and only 3 miles from Rockford Intl Airport. Lots of recreation in the area including Rock Cut State Park, Anderson Japanese Gardens, and Klehm Arboretum. LGBTQ+!

Top guest favourite
The cabin is nestled among tall trees, featuring warm lighting that highlights the rustic wooden structure. A spacious deck extends from the cabin, with a hammock positioned between trees, inviting relaxation amidst nature. Smoke gently rises from the chimney, suggesting a cozy atmosphere inside.
Cabin in Oregon
4.96 out of 5 average rating, 200 reviews

GOOSE ISLAND CABIN -Secluded Riverside Eco-Retreat

Nestled along the banks of the Rock River under tall oaks, ye ol cabin was built by early settlers in 1907. Legit rustic charm. Secluded yet only 10 mins from town. 100 acres of private property, bordering Lowden-Miller State Forest. Includes canoes/kayaks, large riverfront yard, grills, hammocks, porch and firewood. $33/night per person or pet after the first 2 ppl, incl. visitors. 3 night minimum w/ Fri or Sat. 2 night min. for Sun-Thurs. Msg Tim for larger groups & events. Closed for winter.

Top guest favourite
An aerial view reveals a spacious riverfront property surrounded by lush greenery. A heated pool is seen adjacent to the house, complemented by a deck with lounge chairs. The Rock River flows peacefully nearby, adding to the natural landscape.
Home in Oregon
5 out of 5 average rating, 48 reviews

Skip & Reed's River Retreat

Wonderful riverfront home located just south of Castle Rock on the Rock River in Oregon, IL. Enjoy beautiful views of the river while enjoying the heated pool (open May 15th through Oct 10th). Enjoy fishing off the lower yard. Must love cats as there are friendly outdoor cats! The Oregon area has plenty to do including exploring the nearby state parks, climbing Castle Rock, visiting John Deere's home, antiquing, tubing and boating down the river & enjoying the quaint area shops & restaurants.

Top guest favourite
A hot tub is positioned on a deck overlooking a scenic river view. The water's surface reflects soft light, creating a serene ambiance. A lattice privacy screen is visible in the background, framing the peaceful outdoor setting.
Home in Rockford
5 out of 5 average rating, 145 reviews

Adults-only Red Room retreat with hot tub

Adults-only private getaway on the Rock River with a hot tub, patio, and one-of-a-kind Red Room experience. Perfect for couples wanting privacy, comfort, and something more adventurous than a typical stay. Relax with a scenic river view, enjoy the hot tub, then explore a playful adult-themed space with a St. Andrews Cross, swing, Sybian, and more. Designed for birthdays, anniversaries, date nights, or a private weekend that feels secluded, romantic, unforgettable, and anything but ordinary.

Top guest favourite
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
4.97 out of 5 average rating, 457 reviews

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.

Top guest favourite
An aerial view of the Lil House On The Prairie showcases its modern structure surrounded by lush green landscapes. The well-maintained yard features trees and ample open space, while a gravel driveway leads to the side of the house. The expansive prairie extends into the distance, highlighting the natural beauty of the area.
Cottage in Franklin Grove
4.95 out of 5 average rating, 203 reviews

LHOTP (Lil House On The Prairie)

Lil House On The Prairie (LHOTP) is aptly named because it’s located on the edge of Nachusa Grassland’s 1,000 acre south Bison pasture. The 100+ herd of free ranging Bison can often be viewed right along the boundary fence to the west! This recently remodeled two bedroom cottage can sleep six with two queen size beds and with a pull out sofa bed. LHOTP offers a quiet, convenient, and comfortable place to base your adventures from. Behaved dogs & responsible owners welcome!

Top guest favourite
A charming two-story house with a gray exterior features two dormer windows on the roof. The front door, adorned with a decorative wreath, is centrally located, framed by large windows that allow ample natural light into the interior.
Home in Byron
4.98 out of 5 average rating, 55 reviews

Ann's Place

Enjoy a cozy and clean relaxing visit at, "Ann's Place!" Fully refreshed this year with new amenities, linens, bedding inside and outside. The outside has great off street parking along with a sitting area. Enjoy the quiet neighborhood or a stroll down to the river. The Rock River is located two blocks from Ann's Place along with a playground for littles to run. Hairy Cow Brewing is located along the Rock River and just a 5 minute walk from Ann's Place. No pets allowed.

Top guest favourite
The exterior of the bungalow features a welcoming, brick facade with a sloped roof and a prominent front porch. Large windows allow natural light inside, while colorful flowers in the front garden add charm to the entrance.
Bungalow in Rockford
4.96 out of 5 average rating, 468 reviews

Arts and Crafts Bungalow with Outdoor Space

We welcome you to a centrally located two-bedroom Arts & Crafts Bungalow. Ideally situated near sports venues, shopping, museums, and restaurants, the house is a perfect place for families, professionals, and couples. We have free on street parking in front of the home, We are 10 minutes away from the UW Sports Factory, Anderson Japanese Gardens, and Nicholas Conservatory. We are 20 minutes away from Anna Page Park and Rock Cut State Park.

Guest favourite
A sunlit room features large windows that offer views of the surrounding landscape, including the river. A sectional couch and an ottoman provide comfortable seating, while a television is positioned nearby. The space is adorned with wooden walls and a ceiling that adds warmth to the atmosphere.
Cabin in Oregon
4.96 out of 5 average rating, 247 reviews

Hidden Gem - Rock River

The Eagle’s Nest: A Cozy Family Escape! Unplug and unwind at The Eagle’s Nest, a renovated cabin on stilts nestled on 5 private wooded acres with stunning views of the Rock River and Kyte Creek—just 5 minutes from Oregon, IL! Hike, fish, kayak, or relax by the firepit under the stars. Perfect for families and outdoor lovers, this peaceful retreat offers adventure and tranquility. Book now and escape the city hustle!

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
5 out of 5 average rating, 162 reviews

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.

Superhost
A wooden deck leads to the entrance of the cottage, with a light blue side table beside a potted yellow flower arrangement. Seasonal leaves scatter across the steps and surrounding area, framed by lush greenery and a hint of the farm landscape in the background.
Home in Davis Junction
4.86 out of 5 average rating, 76 reviews

Junction Guest House No PET FEE

This is a lovely country cottage, set in the middle of farm country in Northern Illinois. This adorable bungalow sits on the grounds of the area's most elite Boarding Kennel, yet is set apart with a private yard. We are conveniently located on Route 72 about 10 minutes south of Rockford and Route 20, 2 minutes from Davis Junction and Stillman Valley, and 5 minutes from I 39 and Monroe Center.

Top guest favourite
A charming brick house is situated on a landscaped yard, featuring patches of green grass and a stone patio. The property is bordered by trees that provide a natural setting, while a river is visible in the background, enhancing the serene atmosphere.
Home in Rockford
4.96 out of 5 average rating, 69 reviews

the guest house

Relax at this unique and tranquil getaway on 2 acres of panoramic riverfront property . Great couples retreat . Located just a short distance from the downtown strip. Yard has a gazebo, 3 fire pits and many yard games to enjoy. Also a full man cave/game room. This property will not disappoint. No parties or gatherings

Popular amenities for Stillman Valley holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Ogle County
  5. Stillman Valley