
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.

Downtown Fun, 2 Doors from River
Historic home with modern amenities by the river & downtown Rockford. 3 bedrooms, 2.5 bathrooms, pool table gameroom, computer workspace, full kitchen. Ride our beach cruiser along the breathtaking Rock River Bike Path to top attractions including Anderson Japanese Garden, Discovery Center Museum, Burpee Museum, Sinnissippi Riverfront Park—all within 5 minutes. At day end, unwind and entertain your family in the playroom with pool table and big screen TV. Book now to lock in your next getaway!

* 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.

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.

The Secret Garden
Summer is COOLER in Geneva! Located just 3 blocks from shops and restaurants in beautiful, downtown Geneva. Our space can sleep up to 4 comfortably. We offer amazing amenities like plush bed & linens, array of coffee and teas and goodies, 50" flat screen smart tv for watching movies after a day of fun in Geneva. Beautiful bath equipped with everything, including homemade salt scrub. A secure, separate entrance to come & go. It is a basement soace so ceilings are lower than average home.

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.

Charming Lake Geneva, Wisconsin 3BR/2Bath Home
Step into the comfort of this sun-soaked 3BR 2Bath home in a tranquil area in Lake Geneva, WI. This relaxing retreat with a picturesque private pond is immersed in a breathtaking natural ambiance offering a perfect escape from the big city crowds. The stylish design and rich amenity list will leave you in awe. ✔ 3 Comfortable Bedrooms ✔ 2 Living Areas ✔ Sunroom ✔ Fully Equipped Kitchen ✔ Patio with a grill ✔ Pond Access ✔ High-Speed Wi-Fi ✔ Smart TVs ✔ Board Games/ Learn more below!

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.
Popular amenities for Cherry Valley house rentals
House rentals with a pool

Abbey Dreams - on Geneva Lake

Rock River Relaxation Home

Paradiso Vacation

Mulford Complex Private Estate • Spa & Pool

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

HD Jameson House at River’s Edge

In Ground Pool, Full Ranch Home

Luxury Abbey Springs Lake House |Golf Cart |Resort
Weekly house rentals

The Gurler House

Small private home. Comfy. Unassuming. Classy.

Cozy Lakehouse Only 20 min to Lake Geneva Area

Large modern, chic family home

Your Home Away from Home in RKF pet friendly

Look at the reviews! Julie's House on Main

Charming 1930s "Kinsey Farms" Cottage

Rockford Rural
Private house rentals

Completely renovated 1 Bedroom Lakeside suite

Quality Budget Stay in Rockford, Upper Duplex

Unique Victorian Cottage Close to Town

Updated house-great south Rockford neighborhood!

Duplex in Dekalb, IL

Downtown Rockford Rock & Roll 2 BR 1.5 bath

The Mayfield House

Family-Friendly Home in Rochelle
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
- Traverse City Holiday rentals
- Ann Arbor Holiday rentals
- Madison Holiday rentals
- Twin Cities Holiday rentals
- Alpine Valley Resort
- Raging Waves Waterpark
- Wilmot Mountain Ski Resort
- White Pines Forest State Park
- Rock Cut State Park
- Richard Bong State Recreation Area
- Medinah Country Club
- Hurricane Harbor Rockford
- Black Sheep Golf Club
- Villa Olivia
- Moraine Hills State Park
- The Mountain Top Ski & Adventure Center at Grand Geneva
- The Oasis Water Park
- Otter Cove Aquatic Park
- The Water Works Indoor Water Park
- Fox Valley Winery Inc
- Lynfred Winery
- Staller Estate Winery
- DC Estate Winery
- Valentino Vineyards & Winery