Vacation rentals in Sherman

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Top-rated vacation rentals in Sherman

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Top guest favorite
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
5 out of 5 average rating, 104 reviews

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!

Top guest favorite
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
4.98 out of 5 average rating, 616 reviews

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.

Guest favorite
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
4.96 out of 5 average rating, 166 reviews

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!

Top guest favorite
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.
Home in Springfield
5 out of 5 average rating, 39 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.

Top guest favorite
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 Petersburgh
4.96 out of 5 average rating, 116 reviews

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.

Guest favorite
The living room features a mix of vibrant seating options, including a spacious red couch, floral-patterned armchairs, and a coffee table. Natural light enters through the large windows, with sheer curtains framing the view. A decorative fish hangs above a television console, complementing the  wood floor.
Apartment in Springfield
4.93 out of 5 average rating, 775 reviews

The Purple Awning House at Lincoln Park

Charming two bedroom apartment overlooking scenic Lincoln Park. The only person closer to Abe will be Mary. Whether you are traveling solo or as part of a group, the Purple Awning House's spacious bedrooms, comfortable couch and a large inflatable bed (if needed) ensures everyone will have a good night's rest. * Note that this is a main floor apartment with another separate apartment upstairs (different entry). Please smoke outside and do not bring the butts inside.

Top guest favorite
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
5 out of 5 average rating, 28 reviews

Flower Farm Stay • Sleeps 7 • 1.5 Acres

Stay at our peaceful 3BR, 2BA farmhouse. Located on Good Seeds Flower Farm, this cozy, well-kept home sleeps 7 (2 queen beds + bunk room) and includes a full kitchen, living room, workspace, and mudroom with washer/dryer. Step outside to a fire pit and outdoor dining with sweeping views of flowers and farm fields. Wheelchair-friendly with ramp, wide doors, grab bars, accessible shower, sink, and entrances throughout the home. *Field is in bloom April-early October.

Guest favorite
A welcoming front porch is enclosed with large windows, allowing natural light to enter. An American flag is displayed prominently, while purple irises and green plants line the porch. Two blue pots add a touch of color to the grassy yard.
Home in Oak Ridge
4.88 out of 5 average rating, 138 reviews

The Perfect Spot

Enjoy a stylish experience at this centrally-located home in the heart of the medical district. I have designed this home specifically to be an Airbnb. It would be ideal for the visiting travel nurse or doctor or someone wanted to see the Lincoln sites. Within 1 mile of the home are two springfield hospitals, the state capital building, Lincoln’s Tomb, the presidential library and museum, grocery stores, coffee shops, restaurants and many other places of business.

Top guest favorite
A spacious living area features a dark upholstery sofa with decorative pillows arranged on a circular area rug. A modern armchair sits next to a wicker basket. Artwork adorns the walls, and ambient lighting is provided by recessed ceiling lights.
Apartment in Lincoln
4.95 out of 5 average rating, 103 reviews

Art Institute: Downtown Lincoln

Stay in a beautifully restored 1915 Oddfellows building in the heart of historic downtown Lincoln, IL. This unique Airbnb offers a charming blend of history and modern comfort, two art galleries and original architectural details. Just steps away from local restaurants, shops, and attractions, it’s perfect for history lovers and travelers seeking a one-of-a-kind experience. Enjoy the charm of the past with today’s conveniences in this iconic Art Institute setting.

Top guest favorite
A comfortable sleeping area featuring a queen-sized bed with a soft blanket, accompanied by a twin bed upon request. A cozy armchair sits nearby, and natural light filters through large windows, illuminating some indoor plants and decorative elements.
Apartment in Springfield
4.94 out of 5 average rating, 383 reviews

Full studio apartment by the best Springfield park

Historic home attic converted to a private 3rd floor apartment, featuring private kitchen and bathroom. Located just two blocks from what many would agree is the best park in Springfield, with a pond, a botanical garden, tennis courts, a playground, and nice roads to run, walk, bike, or skate on. We are also very close to downtown as well as other commercial areas. This space is on the 3rd floor with private access from outdoor stairs and keypad entry.

Guest favorite
A dining area is presented with a large rectangular table surrounded by multiple chairs. Natural light enters through double glass doors, leading to an outdoor space. A decorative fireplace with a brick background adds character to the room, which features a soft, neutral color palette.
Home in Springfield
4.95 out of 5 average rating, 175 reviews

Large Updated Historic Beauty

Pet-friendly, large home near the hospitals, downtown shopping, and Lincoln sites! Boasts 5 bedrooms, 2.5 bathrooms, and large privacy fenced yard. This house can sleep 12 people. The master bedroom is a wonderful, relaxing oasis with a large soaking tub in a huge “wet room” with a shower. On the 3rd floor is a video game room with a PS4 and multiple games. Bring your pets and whole family to enjoy this beautifully updated historic home!

Top guest favorite
A cozy bedroom features a spacious bed covered with a neutral-colored blanket. Natural light enters through two windows, illuminating the light grey walls and hardwood flooring. A plant sits atop a wooden dresser, while a patterned area rug adds softness to the floor.
Home in Petersburgh
4.97 out of 5 average rating, 219 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.

Popular amenities for Sherman vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Sangamon County
  5. Sherman