Vacation rentals in Sherman

5.0 out of 5 average rating, 111 reviews

The exterior of a charming historic home is displayed, featuring a welcoming porch, a gravel driveway, and well-maintained landscaping. Large trees provide shade, and an American flag is gently waving. A spacious garage is located adjacent to the house.

Farm stay in Springfield

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

LocationFamilyCheckout

4.98 out of 5 average rating, 680 reviews

An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.

Tiny home in Springfield

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

ValueLocationLayout

4.97 out of 5 average rating, 175 reviews

A green sign reading 'Old Gillett Farm' is positioned at the entrance of a private drive. The road is flanked by a wooden fence, with lush grass and trees visible on either side. A clear blue sky enhances the serene rural setting.

Home in Elkhart

Relaxing Vineyard Cottage on a Peaceful Farm

Discover the charm of our beautifully restored cottage, once the caretaker's home on the historic farm in Elkhart, IL. Ideal for retreats, vacation rentals, or photoshoots, this getaway offers a unique blend of history and comfort. The cottage features three spacious bedrooms, two full baths, and a fully equipped kitchen with an on-site washer and dryer. Unwind on the inviting front porch, where you can soak in the serene views of this tranquil oasis. Book now for a one-of-a-kind destination!

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An open-concept living space features a spacious seating area with multiple dark sofas arranged invitingly around a light-colored area rug. Warm wood tones enhance the atmosphere, while large windows allow natural light to fill the room.

5.0 out of 5 average rating, 54 reviews

The Getaway at Sandgate

Welcome to The Getaway at Sandgate. Thoughtfully designed with a blend of modern farmhouse style and timeless country charm, this home offers the perfect balance of comfort, style, and serenity. Whether you’re escaping the city, visiting loved ones, or simply craving a quiet weekend to recharge, The Getaway at Sandgate feels like coming home — only better. With hotel-quality amenities and personal touches throughout, you’ll find everything you need to relax and unwind in effortless comfort.

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The exterior of the home showcases a single-story brick façade with a gabled roof. A covered front porch is accessible by three steps, featuring a wrought-iron door and two windows on each side. A well-maintained lawn extends out in front, with gravel bordering the foundation.

4.82 out of 5 average rating, 82 reviews

Park Place near Lake Springfield

From the owners of The Nest, we introduce Park Place. Completely remodeled 2BR 2BA unit located in a very quiet neighborhood in Franklin Park near Lake Springfield. Large spacious unit with vaulted ceilings, a gas fireplace and private deck and grill. The master bath has a custom tiled jacuzzi tub. You are steps from a large open park with a covered pavilion and playground. UIS ball fields are within walking distance . We offer a full kitchen, washer dryer units and a 2 car garage.

FamilyValueOutdoor spaces

4.96 out of 5 average rating, 136 reviews

The main living area features exposed red brick walls and large windows that allow natural light. A television is positioned on a stand across from a pair of sofas. A vintage bicycle decoratively hangs on the wall, and a telescope stands nearby, enhancing the space.

Loft in Petersburg

The Flat

A historic mid-1800’s building on the Petersburg Square! Guests will enjoy the entire apartment-loft which includes private Queen bedroom and private bath. The main living area features a full kitchen, dishwasher, 1/2 bath and washer & dryer. Accommodates up to six guests (airbeds, sofa bed pull out). Smoking of any kind (including cigarettes, cigars, vaping, or marijuana) is not permitted inside the space. Failure to follow this policy may result in additional cleaning fees.

ValueFamilyLaundry

5.0 out of 5 average rating, 6 reviews

5BR Lake Springfield Oasis | Sleeps 14 | Fire Pit

Escape to LakeTown Springfield IL. This spacious 5BR home near Lake Springfield for up to 14 guests! Enjoy keyless smart lock entry, an indoor electric fireplace, ceiling fans, and family perks like an included pack 'n play and blender. Minutes way from Lake Springfield your days are filled boating, kayaking, fishing, and exploring nearby trails or historic downtown Springfield or IL State Fairgounds. Nights end relaxing around the cozy outdoor fire pit or covered patio.

ValueLocationSleep quality

5.0 out of 5 average rating, 34 reviews

A welcoming farmhouse exterior is presented with white siding and a dark roof. A covered porch features two rocking chairs. Lush green grass surrounds the home, complemented by neatly arranged flower beds and a light concrete pathway leading to the entrance.

Home in Pleasant Plains

Flower Farm Stay | Fresh-Cut Blooms | Sleeps 7

Stay at our peaceful 3BR, 2BA farmhouse on Good Seeds Flower Farm. The home sleeps 7 with two queen bedrooms and a bunk room, plus a full kitchen, workspace, laundry, fire pit, outdoor dining, and beautiful farm views. Wheelchair-friendly features include a ramp, wide doors, grab bars, an accessible shower and sink, and step-free entrances. Click "Show more" to learn how your stay supports employment for individuals with disabilities through the mission of Good Seeds.

ValueFamilyCheckout

4.9 out of 5 average rating, 143 reviews

Apartment in Springfield

Renovated 2BR | Pets, Parking & Workspace

Relax in a bright, fully renovated 2-bedroom apartment near downtown Springfield. The home sleeps up to 5 with two queen beds and a sofa bed—ideal for families, work trips, and longer stays. Enjoy a fully stocked kitchen, dedicated workspace, smart TVs, in-unit laundry, Wi-Fi, and free carport parking. Hardwood floors and an open living and dining area make it easy to settle in. Pets are welcome. Please note: this is an upstairs unit and guests must climb stairs to enter.

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Superhost

4.86 out of 5 average rating, 14 reviews

Country Living Near The City/ Fairgrounds

Relax with the whole family at this peaceful place to stay. Just outside the city limits and only 2 minutes from the Northside of the Fairgrounds. 5 minutes from airport. 10 minutes from downtown. 15 minute westside, theYou will enjoy country living while still close to all the local attractions. Large parking area. Spacious pet-friendly backyard. 2 bathrooms with freshly updated kitchen. 3 bedrooms with king size bedroom with walk out back deck. 2 Queen size bedrooms .

LocationFamilySleep quality

5.0 out of 5 average rating, 76 reviews

A welcoming living room features a light-colored sofa paired with a cozy armchair. A television sits on a white media console, and a decorative plant adds a touch of greenery. Warm wood flooring complements the neutral color scheme.

Farm stay in Sherman

The Homestead at Pumpkin Creek

Have you ever wished you could stay overnight at the pumpkin patch?! Come out and enjoy the farm in the "off season". We have some of our fan favorites like the corn bin, swings, the stadium, and goat feeding available for guests to enjoy as well as a beautiful, stocked pond for fishing. The view out the double eight foot sliding doors or off the deck overlooks the pond and the rolling hills with a beautiful view for your enjoyment. Come out and enjoy the farm!

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A collage of four images showcases the property’s inviting features. The theater room displays plush seating, while the cozy bedroom highlights soft textures and warm colors. The outdoor area reveals a spacious seating arrangement surrounding a fire pit, and the living room is arranged with a comfortable sectional.