Vacation rentals in Chapin

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Top-rated vacation rentals in Chapin

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Top guest favorite
The cabin's exterior is viewed from a grassy area, showcasing a covered porch with steps leading up to the entrance. Two white doors are framed by light-colored walls, while a red wreath adds a touch of color. The natural surroundings feature trees in the background.
Cabin in Winchester
4.96 out of 5 average rating, 197 reviews

Container Home GREAT Countryside Views COZY Stay

Singing Hills Cabin is the ultimate getaway for fresh air and an unbeatable view of the countryside. Enjoy morning coffee as the sun rises from the large front porch. This newly renovated container home is perfect for small families looking for an outdoor escape or for couples seeking a romantic getaway. It is located on a 40 acre hobby farm, so do not be surprised if you see cows and other wildlife during your stay! The best deer hunting, river access, and restaurants are located minutes away.

Top guest favorite
A cozy room features wood-paneled walls and natural light streaming through a large window. A bunk bed and a spacious bed are set against opposite walls, both adorned with striped bedding. Two pendant lights provide illumination, enhancing the room's warm atmosphere.
Vacation home in Meredosia
4.98 out of 5 average rating, 97 reviews

Scenic 3 bedroom Wildlife Retreat

Relax with the whole family at this peaceful place to stay. This rustic retreat is located on the Illinois river and adjacent to the 5,255 acre National Wildlife Refuge. Whether you fish, watch wildlife from the back deck, relax by firepit or go duck hunting on the bay, you are sure to enjoy this peaceful stay with your family and friends. Wildlife includes bald eagles, whitetail deer, fox, herons, egrets and over 100 species of songbirds. Native prairie trails adjacent to property as well.

Guest favorite
A wooden deck overlooks the expansive Illinois River valley, framed by lush greenery. Soft morning light casts a serene glow over the landscape, revealing winding river views and trees in the distance.
Cottage in Pearl
4.96 out of 5 average rating, 97 reviews

Beautiful Secluded Home With a breathtaking view

Long hidden driveway up to the ultimate private getaway. Beautiful house on six acres with panoramic views of the Illinois River valley, and plenty of space inside and out. Wake up to a breathtaking sunrise from the deck, and feel the serenity as the barges pass by. As evening comes to a close, enjoy a drink and some s’mores by the fire pit and take in the tranquility of this country setting. Seriously, do yourself a favor and spend some time at this quiet, peaceful, one of a kind property!

Top guest favorite
A cozy dining area is highlighted by a wooden table surrounded by four chairs. Antique stained glass windows illuminate the space with soft colors. A small kitchen area is visible in the background, featuring modern appliances and bright cabinetry.
Cabin in Jacksonville
4.98 out of 5 average rating, 411 reviews

Bunkhouse Seventy-Four

Once used by seasonal farm labor in the 1930s, Bunkhouse Seventy-Four is a fully restored historic bunkhouse with all the modern amenities for a comfortable getaway. Perfect for couples, it features a full kitchen, bath, queen bed, a spacious porch, beautiful antique stained glass windows, a private outdoor soaking tub (Apr-Nov) on a 7 acre hobby farm. Also check out our listing, Audrey’s Abode, which is next door. Pets are welcome but we charge a $35 pet cleaning fee.

Top guest favorite
A spacious living area features a three-panel bay window with views of the square. Comfortable seating includes a leather sofa and two light-colored chairs surrounding a small table. A modern gas fireplace is positioned beneath a wall-mounted TV, providing a cozy focal point.
Apartment in Beardstown
5 out of 5 average rating, 27 reviews

The VanderWaal

Where 19th century history, modern conveniences and elegant styling meet. Whether you're traveling for business, vacationing, or in town to meet family or friends, the VanderWaal provides luxurious accommodations that will make your stay comfortable and worry-free. Located just steps from the Old Lincoln Courthouse and museum, the VanderWaal is a modern, open concept second-story loft space crafted in a building that traces its origins as far back as the 1880's.

Guest favorite
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, 108 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.

Top guest favorite
A welcoming exterior of a bungalow is displayed, featuring light siding and a sloped roof. A decorative front porch is outlined by several steps and a railing. A large tree offers shade, while a flag enhances the inviting atmosphere. A fenced yard is visible in the background.
Home in Beardstown
4.98 out of 5 average rating, 326 reviews

My Little Bungalow on Monroe Street.

My Little Bungalow on Monroe is a family friendly, stylish bungalow that is a welcoming space in a peaceful Beardstown neighborhood. Only two blocks from the city square, the Bungalow on Monroe is within easy walking distance of several local eateries, and festival events held in the city square. This two bedroom home is has one queen bed, three twin beds and a daybed. A washer and dryer, as well as a second shower are available in the basement.

Guest favorite
A cozy living area features a black sofa with decorative pillows and a wooden coffee table at its center. Natural light streams through two windows, illuminating the neutral tones and textured decor. A small accent chair and a patterned rug complete the inviting space.
Loft in Winchester
4.92 out of 5 average rating, 183 reviews

The Bike Flat

Visit historic Winchester and explore what our quaint community has to offer! This stylish place to stay is perfect for a quiet getaway and can accommodate groups thanks to its ample space. You can bring the family or plan a getaway with friends. The flat is located above a newly opened bicycle and coffee shop that also offers craft beers and wine. We hope you will consider choosing our rural accommodations for a trendy and relaxing experience!

Top guest favorite
Home in Mount Sterling
4.95 out of 5 average rating, 19 reviews

Cozy Cottage 405

Welcome to this charming, newly remodeled, two bedroom home nestled in a quiet, safe, small town neighborhood. Enjoy the convenience of easy access to local shops and employers. Whether you’re here for work, hunting or just visiting the area, everything you need is just minutes away. Inside you’ll find an open living space, two bedrooms and a dedicated laundry room. High-speed fiber Internet is included.

Top guest favorite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 389 reviews

Virginia Lake Getaway/Fishing/Hot Tub/Hammock

Welcome to your charming log cabin located in Virginia, IL. This 1-bedroom, 1-bathroom cabin is designed to provide you with rustic comfort, making your stay truly exceptional. Nestled on a bluff overlooking the serene Virginia Lake, this 1850's log cabin combines historic charm with modern luxuries. Set on 80acres of timber and water for you to explore. Hike, kayak, fish or just relax and enjoy!

Top guest favorite
A two-story tiny house is positioned at the end of a grassy path, surrounded by native grasses and trees. A rainbow flag gently waves in the breeze, and several trees display autumn foliage, adding color to the serene landscape.
Townhouse in Murrayville
4.98 out of 5 average rating, 355 reviews

Peace on the Prairie — Quiet Nature Retreat

Peace on the Prairie Too is a thoughtfully designed two‑story tiny house set on a 24‑acre restored prairie, offering the kind of quiet, space, and natural beauty that’s hard to find anywhere else. Whether you’re here to unwind, create, reconnect, or simply breathe a little deeper, this tiny house gives you room to slow down without giving up comfort.

Guest favorite
Home in Pittsfield Hill
4.94 out of 5 average rating, 36 reviews

Full Country Home Pittsfield, Illinois

Relax with the whole family at this peaceful place to stay. WE HAVE WIFI and Smart Tv in the living room and back bedroom Great place for hunters,jeepers,rock climbers, 10 minutes to Pittsfield,Illinois where there are many restaurants, shopping and historic attractions. Located between New Hartford and Summer Hill, Illinois on US Hwy 54

Popular amenities for Chapin vacation rentals