Vacation rentals in Oakford

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!

Uncle Clyde’s Cabin

Bring the family to this great place with lots of room for fun. Great year round, whole house AC in the summer, heat and fireplace in the winter. Outdoor swings around a huge firepit. Steps to the lake. Fishing! Water rights, the boat ramp is one house away. Ten minutes to Havana for restaurants, shopping, river access. Dixon Mounds is 20 minutes north. Forty-five minutes from Peoria and one hour from Springfield. The sunsets and the peace and quiet are worth the stay. Pets are allowed, $75.

Big Oak Hillside Retreat, Secluded Tiny Cabin

Escape to the country in this bright and cozy semi off-grid tiny cabin, nestled on a secluded, wooded hillside on our 110-acre farm. This nature getaway features a modern farmhouse interior with rustic accents. Take a moment to unwind on the front porch in comfortable Amish crafted Adirondack chairs. Put a record on and sip a glass of wine as you enjoy the sunset. Perfect for a couple or individual seeking to connect with nature, this rural pet-friendly retreat is the ideal tranquil getaway.

Sheridan Studio Cottage

Traveling solo or with a companion? The Cozy Cottage is a fully renovated new listing that is the perfect tranquil retreat for you! The open floor plan studio cottage is loaded with amenities, whether you are here for business, leisure, or a romantic getaway to historic Petersburg, and is located just one block from the downtown square. The cottage comes with a designated parking spot. No stairs are required to enter. A large, covered porch extends the entire length of the cottage.

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!

Audrey's Abode

Audrey’s Abode is just the place you have been looking for to relax and reconnect with family, friends, nature and a simpler time. Located on a 7 acre hobby farm just south of Jacksonville, Illinois (30 minutes west of Springfield), Audrey’s Abode is a fully restored historic log cabin with all the modern amenities for a comfortable getaway. Need additional space? Check out our other listing next door - Bunkhouse Seventy-Four. Pets are welcome but we charge a $35 pet cleaning fee.

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.

Historic Havana Lofts ~ South Bank Loft ~ Downtown

The South Bank Loft features a large, open studio style living space highlighted by gorgeous floor to ceiling windows overlooking historic Main Street in Havana, Illinois. The space has been meticulously restored and boasts high twelve foot ceilings, original restored crown molding, exposed brick and original hardwood maple floors. The loft also features a kitchenette with high end cabinetry, custom tile back splash and under cabinet lighting.

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.

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!

Lodging on Main ~ Beckman Suite

This large suite is perfect for families or couples traveling together. There are 2 private bedrooms, one with a king bed, the other with a full bed with a twin loft. It has a full bathroom with a shower and tub. It also has an open concept kitchen and living room. The kitchen has a cook top, microwave, refrigerator, and dishwasher. The living room is super comfy with a 65" TV!

Holly & Matt Suite @ Three Pines Petersburg

You are going to love the Holly and Matt suite. This unique, octagon-shaped, two story suite is set behind an 1875 Italianate mansion perched high atop one of Petersburg's many hills. There is a mini fridge, microwave, and coffee/tea station and serene views from your second story screened in porch. This suite is perfect for a 2 night visit up to an extended stay.