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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.

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Top guest favourite
A welcoming living area is presented, featuring a spacious black sectional sofa and a cozy round chair. Natural light floods in through sliding glass doors, leading to an outside view. A subtle decor with plants and a table lamp adds to the inviting ambiance.
Home in Lake Geneva
4.93 out of 5 average rating, 163 reviews

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.

Guest favourite
Two decorative stone lion statues are positioned at the entrance of the brick home. The lion on the left is seated, facing forward, while the one on the right is slightly turned. The front porch features a textured concrete step and a surrounding garden with greenery.
Home in Rockford
4.89 out of 5 average rating, 250 reviews

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.

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
4.97 out of 5 average rating, 116 reviews

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!

Guest favourite
A comfortable living room features a pair of brown leather sofas and a wooden coffee table, arranged over a light rug. A wall-mounted TV displays a scenic image. Natural light filters through the nearby windows, illuminating the space with a warm glow.
Home in Rockford
4.91 out of 5 average rating, 102 reviews

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!

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
4.99 out of 5 average rating, 313 reviews

* 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".

Guest favourite
An aerial view captures a sprawling five-acre property surrounded by a lush woodland forest. The landscape features a well-maintained green lawn with several trees and pathways, along with multiple buildings nestled together, offering a sense of tranquility in nature.
Home in Harvard
4.95 out of 5 average rating, 201 reviews

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.

Guest favourite
A single-story ranch home is presented with a dark blue exterior and white shutters. A neatly trimmed lawn and concrete pathway lead to the front door. Flanking the entrance, small shrubs add greenery, while a tall evergreen tree stands nearby.
Home in Montgomery
4.87 out of 5 average rating, 155 reviews

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.

Guest favourite
Home in Rockford
4.96 out of 5 average rating, 104 reviews

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.

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, 109 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 favourite
A spacious living area is highlighted by large windows offering views of the water. Colorful seating options, including bean bags and patterned chairs, complement a wooden coffee table. Sleek ceiling fixtures and a soft rug define the gathering space, enhancing the open layout.
Home in Richmond
4.95 out of 5 average rating, 207 reviews

TheGlassCabin @ HackmatackRetreat

The Pond House, a vintage glass cabin filled with art, water views & eclectic vibes privately perched on the sacred grounds of Hackmatack Retreat Center. Native prairie, a winding slow river, two ponds, 200+ year old oaks & big sky- Countless places to curl up, gathering, focus-- nooks and crannies indoors and out, we offer “time out for time in” amidst this noisy world. Minutes from 2 small towns, all amenities, we're all about peace & ease-- let us custom curate your experience !

Top guest favourite
The front of a cape cod style home is shown, featuring a welcoming porch with white railings and hanging flower baskets. The house is surrounded by well-maintained green grass and lush shrubs, with two gabled dormers on the roof adding character.
Home in Rockford
4.98 out of 5 average rating, 206 reviews

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.

Guest favourite
A well-lit living area features a neutral color palette with wood flooring. A comfortable sofa is positioned next to a low coffee table. A wall-mounted TV is displayed across from a decorative wall art featuring a Highland cow. Natural light enters through nearby windows.
Home in Janesville
4.85 out of 5 average rating, 109 reviews

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