
House holiday rentals in Cherry Valley
Find and book unique houses on Airbnb
Top-rated house rentals in Cherry Valley
Guests agree: these houses are highly rated for location, cleanliness and more.

Lake Geneva cottage with private beach access
This cute cottage for 6 is located just down the street from beautiful Lake Como that offers fishing, boating, and water sports. It is also just a short drive to Lake Geneva and all that it has to offer with its beautiful lake, shopping, historic buildings, and delicious restaurants. Along with the house you get access to the HOA covered private beaches and playgrounds nearby. There is also a bar and grill down the street with live music. Bring your family or your friends and welcome to my home.

Charming Boulevard Home Near Downtown & Hospitals
Three Bedroom Brick home with fireplace and outdoor space located in neighborhood along a favorite route for runners/cyclists. 3-6 minutes from Anderson Gardens, UW Sports Factory, Coronado Theater and downtown events. Close to all hospitals and a quick and easy drive to both Sportscores. Second floor bedrooms with dressers and closets. Two have view of river. Kitchen is well stocked for easy meal preparation. Cozy backyard is fenced with brick patio, grill and table. Discounts for Week/Month.

* 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".

Sanctuary Woodland Guest House!
Our guest house is located on a picturesque 5 acres, next to a woodland forest. We also run a bird sanctuary on the property, Georgia's Place Bird Sanctuary, which makes this a paradise for an animal lover! We are happy to give guests a tour of our sanctuary. There is a large deck and fire pit for an enjoyable evening, and a walking trail for wildlife enthusiasts! We kindly ask guests not to bring meat onto the property as we are running a sanctuary that promotes compassion for all animals.

Renovated Luxury Retreat Near Lake•Peaceful Escape
Luxury getaway close to private beaches, downtown Lake Geneva, and many area amenities. Relax in comfort in this newly renovated 3-bedroom. Enjoy all that the Lake Geneva area has to offer while unwinding in a modern, comfortable retreat. Conveniently located a 3-min walk to Lake Como and a 10-min drive to downtown Lake Geneva. Charming golf cart community with so much to do. Perfect for couples, families, and business travelers. Ideal space for up to 4 adults and great for families of 5.

Nice, Private Ranch Home
Nice private ranch home in a quiet neighborhood. Fox River and the river bike trail are only 3 minutes away, Rush Copley Medical Center, lots of shopping and dining options within minutes, Phillips park zoo, and water park very close, major roadways to Chicago. 10 min, from downtown Aurora where you can find the Hollywood Casino, Paramount theatre, many shopping stores and you can enjoy a walk along the Fox river, Fox valley mall and the Chicago premium outlets mall are only 20min away.

Beautiful 10-Person Home ~Game Room~Pet Friendly
Looking for the perfect getaway or a cozy staycation? Welcome to Rockford! Located just a short drive or bus ride from Chicago, our home offers easy access to local favorites like CherryVale Mall, the serene Anderson Japanese Gardens, the thrills of Hurricane Harbor, and the scenic beauty of Rock Cut State Park—all within 10 miles. Whether you’re here to explore, unwind, or a bit of both, this is the ideal spot to relax in comfort while staying close to everything Rockford has to offer.

Look at the reviews! Julie's House on Main
Super Clean, Quiet and Cozy! Pet friendly... 🐾 🐕 ❤ 🐶 (Applicant + Fee required) 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!

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.

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.

Business access in residential comfort
Clean, convenient, cozy cape cod style home in quiet neighborhood with fenced back yard. Just minutes drive to highways 20, 39, I90, downtown Rockford, & SportsCore. I'm willing to adjust check-in/out times if I can, just ask. Message me if you have any questions, or would like to request a long term stay. It is a really pleasant home! Per Airbnb rules, please do not book for someone else. Garage space is available for a fee, please inquire at booking.

Charming Janesville Retreat
Discover a charming one-bedroom getaway, recently remodeled and adorned with unique Wisconsin-themed décor. Centrally located, our home offers easy access to Janesville’s best attractions, dining, and entertainment. Whether you're here for a relaxing weekend, work, or an adventurous exploration, you'll find comfort and convenience in our thoughtfully designed space. Enjoy modern amenities, a cozy atmosphere, and the true essence of Wisconsin hospitality.
Popular amenities for house rentals in Cherry Valley
House rentals with a pool

Rock River Relaxation Home

Mulford Complex Private Estate • Spa & Pool

Relaxing getaway/StepsToLake/Pool/Tennis/nearDT/WD

Sunset retreat oasis Pool hot tub river fishngame

HD Jameson House at River’s Edge

In Ground Pool, Full Ranch Home

Luxury Abbey Springs Lake House |Golf Cart |Resort

Entire Home in Elgin with Beautiful Backyard
Weekly house rentals

Updated house-great south Rockford neighborhood!

Large modern, chic family home

Charming pet-friendly house w/ large fenced yard

Charming 1930s "Kinsey Farms" Cottage

Victor Victorian

Rockford Rural

Rockford Cascade Getaway

1912 Historic Charm meets Modern Comfort
Private house rentals

The Gurler House

Completely renovated 1 Bedroom Lakeside suite

Small private home. Comfy. Unassuming. Classy.

Cozy Lakehouse Only 20 min to Lake Geneva Area

Charming Pet-Friendly Rockford Escape

Your Home Away from Home in RKF pet friendly

Ranch Style w/ firepit & big backyard TV Room

The Mayfield House
Destinations to explore
- Chicago Holiday rentals
- Downtown Chicago Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- St. Louis Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Wisconsin River Holiday rentals
- Ann Arbor Holiday rentals
- Traverse City Holiday rentals
- Madison Holiday rentals
- Twin Cities Holiday rentals
- Alpine Valley Resort
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
- White Pines Forest State Park
- Richard Bong State Recreation Area
- Rock Cut State Park
- Medinah Country Club
- Hurricane Harbor Rockford
- Villa Olivia
- Black Sheep Golf Club
- Moraine Hills State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- The Oasis Water Park
- Otter Cove Aquatic Park
- Fox Valley Winery Inc
- Staller Estate Winery
- Valentino Vineyards & Winery
- Lynfred Winery
- Grand Geneva Resort & Spa
- DC Estate Winery




