Vacation rentals in Chapin

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Top-rated vacation rentals in Chapin

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Top guest favorite

The spacious front porch features wooden flooring and a covered area supported by logs. Outdoor seating is arranged beside a planter with greenery, offering views of the open fields and distant tree line. Handrails are visible along the steps leading down to the lawn.

Cabin in Winchester

4.96 out of 5 average rating, 157 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.

Guest favorite

Home in Havana

4.95 out of 5 average rating, 125 reviews

Private Beach • Lakefront • Kayaks • Sunsets

The Havana Cabana is your home away from home. Take time to breathe and just be by soaking in your surroundings and being with the people that matter most. We strive to provide you with a relaxing atmosphere and great amenities. You will have full access to your own private, sandy beach (directly behind the home) with amazing sunset views and great fishing. We provide 3 adult kayaks, one double and one child (under 150 pounds), and a pedal boat. Great outdoor fire-pit for s’mores and memories.

Top guest favorite

A charming cabin sits adjacent to a tranquil lake, surrounded by lush greenery and colorful autumn foliage. A front porch features hanging plants, welcoming visitors to the peaceful outdoor space. Smooth stones outline the water's edge, creating a serene landscape.

Cabin in Camp Point

4.99 out of 5 average rating, 127 reviews

Oakbrook Akers Lakeside Cabin Retreat

Located in the heart of the country, Oakbrook Akers Cabin is an absolute retreat! Relax on the many porches overlooking the lake, take time to meander to the docks to fish, enjoy s'mores over the stone fire pit or spend the evening at the grilling station in our covered patio. In the winter, tuck yourself away in the cozy cabin complete with a wood burner, having a movie or game night (with popcorn of course)! Built by my father, we hope you cherish your time spent here just as our family has.

Top guest favorite

The building features a classic architectural style with large bay windows and ornate detailing. The ground floor includes glass storefronts, while the upper level showcases decorative molding and an inviting façade in a warm maroon color.

Loft in Virginia

4.94 out of 5 average rating, 155 reviews

Two Doors Down Loft, Virginia-Lincoln territory!

Located in VIRGINIA, IL-Our fantastic, urban vibed loft sits on the town square across from the town's historical courthouse. We are 30 minutes from Springfield, 15 minutes from Jacksonville and in the middle of Abe Lincoln territory and historical markers. The loft is also surrounded by lovely wineries and wildlife parks. Be sure to thoroughly read our listing to ensure that we'll meet all of your needs in exploring our unique area. Two Doors Down is a hidden gem listed at a super price!

Guest favorite

A spacious yard is shown, featuring well-kept grass and a combination of trees and a red-brick structure in the background. A screened-in porch is visible on the right, while several red chairs are arranged around a table on the left, creating areas for relaxation.

Guest suite in Pittsfield

4.82 out of 5 average rating, 131 reviews

Florence Guest House--Loft Unit

Upper Loft Unit is the top floor of the guest house. With it's own entrance & deck area, No Interaction (if desired) from the lower unit is possible. Loft Supplies: Living room/kitchen area, private bathroom, large bedroom with 2 twins/1 full bed (Fitted Bed spreads). Deck with an amazing view of the area. Guests DO HAVE FULL USE of the large yard. Guest House Has: Parking area, two Illinois river lots, charcoal grill, screened in porch. ALL linens, towels, Bed sheets!!

Top guest favorite

Apartment in Carrollton

4.88 out of 5 average rating, 149 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!

Top guest favorite

A screened-in porch offers a spacious area with natural light filtering through large windows. A wooden swing is positioned for relaxation, alongside a wicker chair. Decorative potted plants and a small display shelf with various items enhance the inviting atmosphere.

Home in Beardstown

4.98 out of 5 average rating, 237 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 tranquil pond is framed by lush greenery and towering trees. A sturdy bench sits invitingly under a large tree, providing a perfect spot for relaxation. The water reflects the vibrant blue sky, enhancing the serene atmosphere of the natural surroundings.

Home in Carlinville

4.97 out of 5 average rating, 107 reviews

The Campground House

Escape to a private retreat just an hour from St. Louis! Our charming getaway offers a peaceful, country atmosphere where you can relax and unwind or dive into nature. Need more space or a unique experience? Check out our sister property, Timberline Ridge - Tiny Piney! Perfect for additional accommodations or a unique change of scenery, Tiny Piney offers cozy and rustic charm that complements your stay at The Campground House.

Guest favorite

Loft in Beardstown

4.91 out of 5 average rating, 117 reviews

Downtown Home with a View

Parkview gives you hotel convenience with the comfort of home. Our rooms are stocked with everything you will need for your stay and then some. You will love the amazing views of the river and the city square, and the coziness of classic home decor. You are able to enjoy our downtown shopping, dining, and nightlife just by walking out the door. There is plenty of street parking and limited off street parking as well.

Guest favorite

A scenic view of a walking trail bordered by tall grass and vibrant autumn foliage. A tranquil pond is visible in the background, reflecting the cloudy sky. The landscape is rich in warm colors, creating a serene natural setting.

Apartment in Murrayville

4.97 out of 5 average rating, 410 reviews

Peace on the Prairie - Studio Apartment

This studio apartment is complete with full kitchen, bath, queen size bed, queen-size futon, a 50-inch smart TV with digital antenna reception, Netflix, and laundry facilities. Located on 24 rural acres of native prairie, forest, several ponds, and walking trails throughout, this is a great getaway to experience tranquility. Daily rental. Multiple day discount applied at booking. No cleaning fee.

Top guest favorite

A functional kitchen space is shown, featuring white cabinetry and a small island on wheels. A dining area with bar stools is positioned under pendant lighting. Smooth wooden flooring enhances the room's brightness, while stainless steel appliances are visible in the background.

Home in Petersburgh

4.96 out of 5 average rating, 183 reviews

The Petersburg Place nestled near downtown

Please enjoy your stay at The Petersburg Place, a cozy 2-bedroom, 1 bathroom home nestled on a neighborhood hillside near downtown Petersburg, Illinois! The house has only three steps required to enter the single-level home, keyless entry, plenty of room to park several vehicles or a boat, a fenced backyard with a deck, full kitchen with cooking essentials, a 55" TV (Amazon Firestick), and Wi-Fi.

Top guest favorite

A shaded patio area features a large orange umbrella above a circular table surrounded by black metal chairs. Lush green grass extends towards the serene Virginia Lake, which is framed by trees and offers a peaceful view of the water.

Place to stay in Virginia

4.99 out of 5 average rating, 313 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!