Vacation rentals in Stillman Valley

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Top-rated vacation rentals in Stillman Valley

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Guest favorite
Home in Oregon
4.89 out of 5 average rating, 104 reviews

Perfect Relaxing Home on Rock River!

Come relax & explore the best of Illinois at our family-friendly RIVERFRONT RETREAT! Stunning 4 bed, 2 bath river escape on acre lot & river frontage/access. Main floor is spacious & cozy updated eat in kitchen, full bathroom, living room & dining room. Enjoy large deck with BBQ, river views, and backyard fire pit. 4 beautiful bedrooms and 2nd full bath upstairs. Location is perfect minutes from everything! Whether you are here to hike, canoe, fish or escape the city life, we have what you need.

Top guest favorite
A stately three-story brick home is displayed, showcasing a spacious patio area with a mixture of shaded and sunny spots. Lush green grass surrounds the property, with well-maintained landscaping complementing the structure. Large windows provide ample natural light, highlighting the inviting outdoor space.
Home in Rockford
4.95 out of 5 average rating, 107 reviews

Historical Riverfront Mansion: Serenity+Location

This house was built in 1916 and has recently been beautifully renovated. This property was once considered one of Rockford's Mansions because of its large accommodating 3 story size. Come enter the tranquility that this property provides from its riverside views to its endless entertainment possibilities. The moment you drive through the gates and down the tree lined driveway; you know that you have been transferred to a private retreat where you can relax from the city. Inquire for 10+ guests.

Top guest favorite
A charming Victorian cottage is framed by lush green trees and vibrant flowers, with a prominent display of yellow and purple blooms in the foreground. The welcoming front porch is adorned with an American flag, enhancing the inviting exterior of the home.
Home in Oregon
5 out of 5 average rating, 60 reviews

Cozy Cottage Near Town & Nature

Our 1875 Victorian cottage offers a blend of history and comfort. My husband and I lovingly decorated to make a peaceful escape with vintage charm. It was even used as a filming location for a Hulu show! Relax on the porch, explore nearby nature, or unwind with movies, books, and games. Downtown restaurants, brewery, shops, and scenic views are a short walk away. Ideal for couples, solo travelers, small groups, and business travelers. Nearby: Woods, Etnyre, the Byron plant, and KSB Hospital.

Top guest favorite
A cozy bed is adorned with a decorative pillow featuring the phrase 'Be Our Guest.' Fresh flowers in soft hues add a touch of elegance, while a bedside lamp provides warm illumination, creating a welcoming sleeping space.
Home in Rochelle
4.97 out of 5 average rating, 126 reviews

Events, Pets free, Groups, Family

Super Clean, Quiet & Cozy! 🐕Pet friendly 🙂Event Room Available -Ask!! (Additional fee ) 90 mi to Chicago! 2 hrs to the Dells! 5 min west of Hwy 39/51 15 min to NIU 45 min to Rockford Walking and bike trail nearby! Beautiful home! Super clean! Monday-Sat check: 3 PM Sunday Check-In: 5 PM Our eight-jet power shower will relax those tired muscles after a full day of activity. A soak in our modern,free-standing tub will sooth and your worries away. A well stocked kitchen awaits you!

Top guest favorite
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.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 425 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 favorite
The exterior of a historic one-room schoolhouse is shown, featuring a red front door and a fenced yard. Surrounding trees provide a natural backdrop, and a shed is visible nearby. Soft sunlight enhances the inviting outdoor space, contributing to a peaceful setting.
Place to stay in Brodhead
4.98 out of 5 average rating, 205 reviews

Historic Randall Schoolhouse

You'll love this beautifully redone Historic One-room Schoolhouse. Situated on the edge of the Driftless area 5 miles from the Sugar River Trailhead. An easy 30 minutes to Monroe, Beloit & Janesville and just an hour outside Madison. Relax in comfort with all new appliances including a full kitchen, washer/dryer, dishwasher and fireplace. Fenced yard. Just a mile down the road from a working homestead where you can milk a cow, pet a goat, harvest fresh produce and eggs and so much more.

Top guest favorite
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, 131 reviews

Adults Only "Red Room" Home with Hot Tub

Unique adult themed home with a BDSM / "Red Room" experience. It's a great way for couples to turn their fantasies into reality and explore with each other. Includes St Andrews Cross, Swing, and Sybian! Relax on the patio or in the hot tub with a scenic view of the Rock River. Once you arrive you will not want to leave so we try to provide you with everything you may need for your stay! Frozen pizzas, Bottled Water, Coffee, Robes, Firewood and a special gift with each reservation.

Top guest favorite
A comfortable seating area features two black reclining sofas positioned around a glass coffee table. A lamp beside the sofa provides soft lighting, while a world map artwork adds a touch of decor to the neutral-toned walls.
Apartment in Byron
4.98 out of 5 average rating, 99 reviews

Location-dining, golf, brewery, parks. We have it

The Loft is an upstairs apartment just a few blocks from downtown Byron, IL and near many local attractions and recreational places/activities. Completely renovated and updated. Clean, bright, and well appointed. This unit has two bedrooms - 1 with a king bed and 1 with a queen bed. There is 1 bathroom with a shower only. There is a washer and dryer in the unit. Please note this unit is on the second floor - with an inside and outside staircase. This property has central heat and air.

Top guest favorite
A gravel path leads through a lush green setting, bordered by trees on either side. A charming blue house is visible in the distance, nestled among the foliage, blending harmoniously with the natural surroundings.
Cottage in Oregon
4.95 out of 5 average rating, 83 reviews

Spacious Hillside Home Overlooking Private Woods

Guesthouse available for added fee and sleeps 2 with an extra bathroom. Separate access code needed. Please denote in reservation if you'd like to add! We created this space with the hope of sharing it as a place of retreat and refocus. The house sits on 6 acres of private woodland for you to enjoy. Whether walking through the trees, sitting by campfire at the top of the sandstone overlook, or watching the birds and deer, we hope you’ll reconnect with nature and enjoy your time!

Top guest favorite
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, 46 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 favorite
A living area features a dark sectional sofa with orange accent pillows and two armchairs. A coffee table sits in front, while a large television is mounted above a black fireplace. Natural light enters through a nearby window dressed with blue curtains.
Home in Rockford
5 out of 5 average rating, 28 reviews

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.

Guest favorite
The entrance to Shelby's cottage features a warm wooden door framed by decorative wreaths. A sign reading 'Shelby’s Garden' is mounted on the wall, accompanied by greenery and a light fixture. Holiday lights add a festive touch to the exterior.
Guesthouse in Rockford
4.97 out of 5 average rating, 29 reviews

Shelby’s garden cottage.

Shelby’s cottage has been part of Bluffs on the bend farm for over 65 years. It has undergone a complete overhaul and update with all the modern conveniences while retaining a country cottage charm. It is the perfect getaway for a couple. The location is next to the historic ( originated in 1924 ) Kilbuck Bluffs Forest Preserve. While being nestled in the country it is centrally located to restaurants , bars and shopping.

Popular amenities for Stillman Valley vacation rentals

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