Holiday rentals in Oakford

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Top-rated holiday rentals in Oakford

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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, 107 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
Cottage in Carthage
4.96 out of 5 average rating, 469 reviews

Private Lakefront Romantic Cottage w/Swimspa&sauna

This cozy cottage is for couples looking to escape from it all and regenerate on many levels. You'll have your very own steam shower ....check out the company description.... . "Featuring 10 acupuncture jets, sunken tub and a high efficiency steam engine, the 608P steam bath is designed to greatly increase your spa experience. Indulge yourself in a state of complete relaxation". You'll also enjoy the comfy bed, fully stocked kitchen, private deck and access to a Swimspa and sauna 100 ft away.

Top guest favourite
A bright interior space showcases a cozy sleeping area featuring a spacious bed with a textured white blanket. Natural light streams through large sliding doors, leading to a deck. Additional elements include a television mounted on the wall and a small accent table beside the bed.
Tiny home in Lewistown
5 out of 5 average rating, 148 reviews

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.

Guest favourite
The exterior of the cozy cottage features a welcoming facade with a shaded porch. Two relaxed chairs sit on a paved patio surrounded by lush greenery and colorful flowers. A small fire pit is visible, inviting relaxation in a tranquil outdoor setting.
Tiny home in Petersburgh
4.97 out of 5 average rating, 30 reviews

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.

Top guest favourite
An extra large studio suite is presented, featuring a king sized bed with neutral bedding and decorative pillows. A two-person window bench with a built-in charging station overlooks the downtown area. Light streams in from a large window, providing a spacious and airy feel.
Loft in Havana
4.96 out of 5 average rating, 139 reviews

Lodging on Main ~ W. D. Suite

Extra large studio suite. It features a king sized bed, full bathroom with shower and tub, microwave, and refrigerator. There is a two person window bench with a built in charging station that overlooks beautiful downtown Havana. Walking distance to Havana's riverfront park, wonderful shopping, and restaurants. Located near Dickson Mounds Museum, Emiquon and Chautauqua National Wildlife Refuge, Bellrose Island, Havana's historic Water Tower, and Illinois River Road National Scenic Byway.

Top guest favourite
The interior of the cabin features exposed wooden beams and reclaimed logs, creating a rustic aesthetic. A comfortable sofa is positioned in front of a brick fireplace, which is flanked by a dresser. A small dining table and chairs occupy one corner, with a cozy area rug enhancing the warmth of the space.
Cabin in Jacksonville
4.97 out of 5 average rating, 773 reviews

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.

Guest favourite
A living area is showcased with a sleek futon and a wooden rocking chair. A coffee table holds stacked magazines, while a textured rug covers the floor. The kitchen area is visible in the background, featuring modern cabinetry and seating at a countertop with three stools.
Flat in Havana
4.98 out of 5 average rating, 133 reviews

Opera House Suite 1

Newly constructed guest accommodations on second floor of the historic J.E. Meyer 1888 Opera House. We are located just two blocks from the scenic Illinois River and Havana's Riverfront Park and its walking paths. Your retired from the local newspaper and the Opera House office is below. They liveclose by for after hours contact. The suite includes a full kitchen and groceries are just a block away, or enjoy the neighborhood restaurants and shopping, all in easy walking distance.

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, 126 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.

Top guest favourite
A welcoming exterior of a bungalow is displayed, featuring light siding and a sloped roof. A decorative front porch is outlined by several steps and a railing. A large tree offers shade, while a flag enhances the inviting atmosphere. A fenced yard is visible in the background.
Home in Beardstown
4.98 out of 5 average rating, 315 reviews

My Little Bungalow on Monroe Street.

My Little Bungalow on Monroe is a family friendly, stylish bungalow that is a welcoming space in a peaceful Beardstown neighborhood. Only two blocks from the city square, the Bungalow on Monroe is within easy walking distance of several local eateries, and festival events held in the city square. This two bedroom home is has one queen bed, three twin beds and a daybed. A washer and dryer, as well as a second shower are available in the basement.

Top guest favourite
The spacious living area features exposed brick walls and hardwood floors, complemented by a comfortable couch and two modern armchairs. A round area rug defines the seating space, while a small table displays a vase of flowers. The queen-sized canopy bed is visible in the background.
Loft in Havana
4.98 out of 5 average rating, 298 reviews

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.

Top guest favourite
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, 224 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.

Top guest favourite
A rustic log cabin, set on a grassy area, features a covered porch with rocking chairs. Sunlight filters through the surrounding trees, illuminating the wood exterior and stone steps. A small white cat is seen resting on the porch, adding a charming touch to the serene setting.
Place to stay in Virginia
4.98 out of 5 average rating, 382 reviews

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!

Popular amenities for Oakford holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Menard County
  5. Oakford