Holiday houses in Sherman

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Top-rated holiday rentals in Sherman

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Top Guest favourite
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 favourite
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, 618 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 favourite
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, 167 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 favourite
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, 41 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 favourite
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, 119 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.

Superhost
Home in Springfield
5 out of 5 average rating, 4 reviews

Country Living Near The City

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 .

Guest favourite
The living room is filled with natural light, featuring a red sofa and a floral-patterned chaise lounge. A wooden TV stand with a television is present, while various framed artworks and decorative items adorn the walls. A large area rug adds comfort to the space.
Apartment in Springfield
4.93 out of 5 average rating, 782 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.

Guest favourite
Apartment in Springfield
4.89 out of 5 average rating, 102 reviews

Springfield Haven - Charming

Your family will be close to everything when you stay at this centrally located place. This cozy 2-bedroom, 1-bath apartment in Springfield, Illinois, offers hardwood floors, a fully equipped kitchen, and a comfortable living space with a smart TV. It's pet-friendly and near downtown amenities and public transit, perfect for a comfortable, convenient lifestyle. The apartment was fully renovated with new kitchen, bathroom, floors, windows, paint, and everything else.

Top Guest favourite
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, 29 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.

Top Guest favourite
Farm stay in Sherman
5 out of 5 average rating, 61 reviews

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!

Guest favourite
The kitchen features modern cabinetry in sleek gray tones, paired with a stainless steel refrigerator and oven. A double sink is positioned beneath a window that allows natural light to illuminate the space, complemented by black tile accents and wood-style flooring.
Home in Oak Ridge
4.87 out of 5 average rating, 140 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 favourite
Apartment in Springfield
4.94 out of 5 average rating, 385 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.

Popular amenities for Sherman holiday rentals

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