Holiday rentals in Sherman

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!

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.

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.

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.

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.

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.

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 .

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!

Windsor House

Escape to our cozy retreat, perfect for families and friends looking for a longer stay. Located just six minutes from the hospital and ten minutes from downtown Springfield, our home is nestled in a peaceful neighborhood. Enjoy the convenience of having everything you need within a short 10 to 15-minute drive. Experience comfort and relaxation in a space designed for your enjoyment! Master Has a King 2nd bedroom is. Queen and 3rd bedroom is a full mattress

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.

Abe's Hideaway - HOT TUB, Arcade, Theatre, FUN!

Our property is not just a place to stay; it's an experience in itself! Enjoy our hot tub, arcade, & theater room, PLUS unique "hideaways" that let kids (& kids at heart) play hide & seek in a whole new way. Nestled in a tranquil subdivision near Lake Springfield, our spacious haven offers a gateway to the city's vibrant attractions and beyond. With convenient access to I-72 and I-55, you're just moments away from all that Springfield has to offer.

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!