Holiday rentals in Greene County

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Top-rated holiday rentals in Greene County

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Guest favourite
A spacious bedroom is visible through an open doorway, featuring a large bed framed by neutral-toned bedding and pillows. A wooden bench sits at the foot of the bed, while a minimalistic chair and small plant add a touch of decor. Natural light enters through a nearby window.
Cabin in Kampsville
4.96 out of 5 average rating, 47 reviews

Riverfront Cabin • Deck Views + 5 Acres

Welcome to The Riverhouse – a cozy cottage retreat perched on 5 private acres overlooking the Illinois River. Unwind on the wide back deck with sweeping views of the water, or enjoy a quiet morning coffee surrounded by nature. Inside, the home is thoughtfully styled with decor inspired by the river’s charm—think fishing, boating, and the laid-back rhythm of life on the water. Perfect for a weekend escape, a peaceful solo stay, or reconnecting with friends and family just steps from the river.

Guest favourite
A cozy cabin is nestled among tall trees, featuring a welcoming front porch and a green door. The surrounding lawn is well-kept, with open fields visible in the distance, creating a peaceful and serene setting.
Guest house in Jerseyville
4.96 out of 5 average rating, 159 reviews

Cozy cabin on farm near Jerseyville and Grafton IL

No cleaning fees! Relax in this cozy cabin on a 30 acre farm w/beautiful views & peaceful surroundings. Near shopping, wineries, nightlife, hunting & fishing. Abundant wildlife & farm animals-horses, cows, chickens, goats, sheep, geese. Two bedrooms (one in a spacious loft) with a queen sofa sleeper in the living room. Full kitchen w/dish washer. Fireplace & cathedral ceilings in living room. Full bath w/shower. Covered front porch. Screen porch off living area w/outdoor seating. Fire pit.

Guest favourite
A spacious living room displays a combination of modern and classic furnishings. A leather sectional sofa is paired with a velvet armchair and a coffee table. Artwork adorns the walls, while a large TV and an electric fireplace serve as focal points, supplemented by natural light from the windows.
Flat in Carrollton
4.98 out of 5 average rating, 44 reviews

The Charleston Suite

This 2700 square foot upstairs private suite overlooks the historic town square and offers 6 beds in 3 bedrooms (2 queens, 2 fulls, 2 twins) a large living room, full sized kitchen with oversized island, separate dining, one bathroom with a shower and a separate soaking tub, laundry area, and the best views of the city. We are 5 minutes from Walnut Hall wedding venue and from the KC Hall venue. We are just steps away from the county courthouse and local restaurants, coffee, and shopping.

Top guest favourite
The cabin exterior is displayed, featuring a large, covered porch with a swing and seating area. The structure is surrounded by lush green grass and trees, highlighting its rural setting. The roof is gabled, and the siding is a combination of white and green.
Cabin in Carrollton
4.92 out of 5 average rating, 141 reviews

Graham Farm Cabin

Enjoy the country life in rural Greene Co in our cabin located on our farm. A great getaway spot! Features 2 bedrooms, 2 bathrooms, kitchen, dining, living room, laundry, porch and fire pit. Look out over the field for a beautiful sunrise. On a clear night, the stars are amazing! Enjoy nature and take a walk along our creek. Spend some time in our little town at our local shops and restaurants.... We live in the country between Carrollton and Jerseyville. (There is no WiFi.)

Guest favourite
A serene bedroom features a spacious bed with soft, muted linens and decorative throw pillows. Natural light filters through the room, illuminating the rustic wooden accents and century-old hardwood floors. A decorative bench sits at the foot of the bed, enhancing the cozy atmosphere.
Flat in Carrollton
4.88 out of 5 average rating, 163 reviews

Farmhouse Loft

Experience the life and hospitality of a quintessential small town - Carrollton, Illinois. A historic community located just off the beaten path, Carrollton convincingly captures the spirit of rural America. Inspired by the peaceful charm of country life, we showcase century-old hardwood floors, exposed brick walls and thoughtful design. Farmhouse Loft is a charming retreat on the historic courthouse square --enjoy life in a loft apartment overlooking the courthouse lawn!

Guest favourite
An aerial view captures a riverfront property surrounded by lush greenery. The home features a large deck overlooking the water, with trees lining the shoreline and open grassy areas nearby. A mix of residential structures is visible in the distance, enhancing the serene country setting.
Home in Hardin
4.98 out of 5 average rating, 44 reviews

Riverfront Home in Calhoun County

Enjoy your relaxing experience nestled alongside the Illinois River in this private, riverfront property. You will be able to spend your time Eagle watching, fishing, or observing the barge traffic pass through the Joe Page Bridge. This space allows for the perfect country experience right on the back porch. The home is within walking distance of a public boat ramp and restaurant. For a short drive, you may find more restaurants, bars, grocery stores, and a gas station.

Top guest favourite
A charming country house is set on a green, grassy lot, featuring a front porch with two steps leading up to the entrance. An American flag is displayed on the porch. Surrounding trees provide shade, and the peaceful landscape showcases open fields.
Home in Medora
4.94 out of 5 average rating, 50 reviews

country living

enjoy out door living in the country. watch longhorn cattle from back yard, take hikes, ride bicycles, provided, watch stars at night while roasting s'mores over bonfire. make 1 breakfast with longhorn breakfast sausage. spend a peaceful weekend together away from the city. no phone (service is available if u still want technology), no wifi. decompress away from technology. please read all sections. Also, we live on the property in case you have questions

Guest favourite
A charming yellow exterior of the home is highlighted by a metal roof. A welcoming front porch features a bench and two chairs, surrounded by well-maintained greenery and a grassy area. Large windows allow natural light to fill the interior spaces.
Home in White Hall
4.91 out of 5 average rating, 65 reviews

The Humble Hideaway

Escape the hustle and bustle in our charming backyard oasis, just a short walk from Main Street. This private home offers a cozy patio, and all the comforts of home including a fire pit and dining table. The home itself is bright and airy with hardwood floors, and a new central air conditioning. Curl up on the plush sofa and enjoy the flat screen smart TV in the main living area or prepare a meal in the fully equipped kitchen with brand new appliances.

The farmhouse is set on a spacious grassy area, featuring a front porch with seating. A gravel path leads to the entrance, while surrounding trees provide a natural backdrop. The home includes a white exterior with a green roof and a satellite dish, emphasizing its rural charm.
Farm stay in Hillview
5 out of 5 average rating, 10 reviews

Hunters' Haven in Greene County

This 2 bedroom farmhouse is complete with full kitchen, bath, and laundry facilities. Located on 3 rural acres near the Illinois River, this home is perfect for hunters and those wanting to experience the tranquility of rural life. Close proximity to hunting leases in county. Also welcome to weekend travelers and extended-stay workers.

Top guest favourite
A cozy living area features exposed brick walls and polished wooden floors. Two sofas, one light and one dark, are arranged around a central coffee table. A braided area rug adds texture. Two lamps provide soft lighting, and a television is positioned against the wall.
Flat in Jerseyville
4.96 out of 5 average rating, 84 reviews

Luxury loft

This luxury loft apartment is located in the center of historic Jerseyville. This charming 1888 building has all the comforts of home with large living spaces, two bath and bedrooms, and a well appointed kitchen. Shopping, entertainment, and restaurants are within blocks of the apartment.

Top guest favourite
An open dining area features a large wooden table surrounded by six black chairs. Natural light illuminates the space, highlighting the contrast of the wooden elements with the modern metal railing leading up the stairs in the background.
Home in Carrollton
4.96 out of 5 average rating, 47 reviews

Sunshine on Fifth

This house is conveniently located 3 blocks from the Carrollton square. Please note that this house does sit on the highway through town so there will be some traffic noise.

Top guest favourite
A welcoming entryway showcases a decorative wreath adorned with autumn leaves, pinecones, and small pumpkins. The living area is visible in the background, featuring a light-colored couch and kitchen area, complemented by a soft glow from a nearby window.
Guest house in Carrollton
4.97 out of 5 average rating, 100 reviews

Shade Family Inn-Carrollton 2-bedroom Apt

Located 3.5 blocks from the Carrollton Square, the Shade Family Inn is the perfect place for your stay! Private parking/yard.

Popular amenities for Greene County holiday rentals

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  2. United States
  3. Illinois
  4. Greene County