Vacation rentals in Oakwood

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Top-rated vacation rentals in Oakwood

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Top guest favorite

The open-concept living area features a sleek black sofa and a decorative area rug. A staircase leads to the loft space above. Large windows allow for natural light, while wooden accents on the walls and ceiling create a warm, inviting environment.

Home in Potomac

4.94 out of 5 average rating, 216 reviews

Wren House in the Woods

This is a lovely private guest house in the woods along a stream Main bedroom has queen bed. Loft has 2 twins. Full private bath with large step in shower. The lighted screened porch and open deck sit above the west creek near the banks of the Middlefork River -- enjoy nature at its midwestern best. This home is surrounded by oaks, maples, and walnut trees, so the birds are all around, along with other wildlife. Middlefork, designated as a "National Scenic River". Extra people see other details

Top guest favorite

A historic two-story home features a large front porch with white railings, surrounded by a well-maintained lawn and decorative flower planters. Tall trees provide shade, and a driveway leads to a two-car garage at the side.

Loft in Monticello

4.99 out of 5 average rating, 721 reviews

Monticello Carriage House

This carriage house is located at the back of the property of a 117-year-old historic home 4 blocks from downtown shopping and dining. We're 15 minutes from Allerton Park & Retreat Center, 25 minutes to Champaign and 30 minutes from Decatur. You’ll enjoy the comfy bed, two dining/game spaces, TV area, a small kitchen with cooktop, small refrigerator, microwave, coffee pot and a full bathroom. It is great for a weekend get-away! Come to enjoy Monticello! Same-day bookings-6:30 check-in time

Top guest favorite

A living area features a comfortable brown sofa and a blue armchair, complemented by a light-colored coffee table. Natural light enters through sliding doors, revealing a glimpse of the outdoor surroundings. A map decorates the wall, adding a hint of history to the space.

Home in Rantoul

4.99 out of 5 average rating, 101 reviews

No Fees! - The Chanute - Your Home Base

Located in Rantoul, Illinois, this two bedroom, one bath gem has been lovingly transformed to celebrate the history of Chanute Air Force Base and honor the base's namesake, Octave Chanute. Situated in a quiet neighborhood, THE CHANUTE provides guests with easy access to local highlights such as the Rantoul Sports Complex, B52 BMX track, Gordyville USA, & Flyover Studios, while only requiring a short drive to visit the University of Illinois and other attractions throughout Central Illinois.

Top guest favorite

The kitchen features light wood cabinetry and a variety of modern appliances, including a stove and double-door refrigerator. A wooden dining table with chairs is positioned beneath a stained glass window, with sunlight illuminating the space. The warm wooden flooring complements the rustic decor.

Home in Champaign

4.97 out of 5 average rating, 744 reviews

The Depot B & B: A Peaceful Retreat

Just minutes from campus, downtown, and the airport, The Depot is a historic home attached to 5 wooded acres, a lake, and a "big sky" view across the prairie for watching sunsets and night skies. Originally a train depot constructed in 1857, it has been fully modernized for contemporary living. However, we have taken great effort to preserve its rustic charms that Abraham Lincoln would have known during his circuit riding days before the Civil War. These include graffiti from 1917.

Guest favorite

A bright living area features two comfortable sofas and a stylish armchair arranged around a coffee table. Natural light enters through windows covered with light drapes, complementing the neutral color palette and wooden floor. A decorative plant and artwork add subtle elements of warmth.

Home in Rantoul

4.9 out of 5 average rating, 91 reviews

Tiny Home, Clean, Baby-Friendly

Welcome to your perfect home-away-from-home! We are delighted to present a stunning and newly remodeled, baby-friendly short-term furnished rental, located just steps away from an historic air force base and across from a picturesque lake. With a comfortable size of 625 sq ft, this inviting space is ideal for those seeking convenience, tranquility, and modern amenities. HUGE backyard, fully fenced, for your relaxation and enjoyment. Perfect for professionals, families, or vacationers.

Top guest favorite

A bright and airy guest suite features large windows allowing natural light to fill the space. A coral-colored sofa is positioned next to a marble-topped table. A dining area with wooden chairs is seen in the background, complemented by decorative shelves.

Guesthouse in Urbana

4.96 out of 5 average rating, 277 reviews

West Urbana state street guest suite

Next to the heart of University of Illinois campus, surrounded by beautiful mature trees, this spacious and serene guest suite will enhance your experience in town. The guest suite has it own entrance. It is connected to the sunroom of our main house. This space do not come with TV, washer and dryer. And the space do not have kitchenette. However, we provide microwave, mini fridge, and coffee maker. This space is not limited mobility accessible. No party and no smoking.

Top guest favorite

A modern living space features a spacious gray sofa adorned with colorful cushions. A wooden dining table is set with two brown chairs and decorative candlesticks. Large windows allow natural light to illuminate the room, accentuating the sleek wooden flooring.

Home in Sidney

4.98 out of 5 average rating, 62 reviews

Salt Fork River Bungalow

Completely remodeled CLEAN rustic-minimalist home in a safe rural setting. Less than 20 minutes from Champaign-Urbana, home of the U of I, and only 3 minutes to the famous Sidney Dairy Barn. This cozy home overlooks the beautiful Salt Fork River where you can unwind on the restored double swing. You may see deer, squirrels, owls, hawks, eagles, and hummingbirds (in season). Relax and enjoy the country while still being close to city action. We know you will love it here!

Top guest favorite

A single-story house is surrounded by lush greenery, featuring a well-maintained lawn and mature trees. The front porch provides access to the entryway, with a gravel driveway visible in the foreground. The property offers a sense of seclusion within a natural setting.

Home in Oakwood

4.96 out of 5 average rating, 69 reviews

Kickapoo Creekside Escape

Escape the ordinary and immerse yourself in the beauty of nature at our 3BR/2BA home nestled by a creek just a short 1/2 mile from Sportsmans Lake, Vermilion River, Middle Fork, and all that Kickapoo has to offer. This is the ultimate haven for outdoor enthusiasts seeking a break from the chaos of everyday life. Come unwind and relax knowing you are equipped with all the amenities you need for a comfortable stay without sacrificing the rustic charm of the wilderness.

Guest favorite

A charming cottage is nestled in a spacious yard surrounded by lush greenery. The exterior features a dark siding with white trim, a welcoming front porch, and patio chairs positioned for relaxation. A gravel driveway leads up to the entrance, enhancing accessibility.

Cottage in Danville

4.94 out of 5 average rating, 424 reviews

The Little House *Weekly/Monthly Special Rate*

Quiet little cottage is situated in the back of our large peaceful property. We are located outside of city limits with our cottage being bordered on one side by dense woods and several large oak trees shading the entire area. This cottage has it's own private driveway with easy one level access. It's common to have deer grazing in the yard during the early morning and evening hours. A great place to relax.

Top guest favorite

The exterior of a newly renovated ranch home is presented, featuring a light colored facade and a welcoming front porch. A well-maintained lawn surrounds the house, with autumn trees visible in the background under a clear sky.

Home in Catlin

5 out of 5 average rating, 44 reviews

Comfy, Safe, Small Town Home

This unique place has a style all its own. Cozy newly renovated ranch home in a small safe community between Danville, Illinois and Champaign-Urbana, Illinois. The layout of this property is perfect for someone wanting the whole house to themselves or traveling with a friend. If traveling with a friend, each person could have their own partition with privacy and separate entrances and exits to the home.

Top guest favorite

A spacious bedroom features a large king-size bed topped with a bright yellow blanket. Natural light floods the room through multiple windows and a vaulted skylight. A blue dresser provides a pop of color, alongside a contemporary desk and chair. A TV is mounted on the wall.

Cottage in Urbana

5 out of 5 average rating, 279 reviews

Sun-Splashed Private Cottage 10-min to U of I

Cozy, one-bedroom guest cottage on the edge of town, just a 10-minute drive to campus. This charming hideaway provides all the comforts of home, with sunlit rooms overlooking a peaceful private pond. Enjoy easy access to the vibrant life of Champaign-Urbana, then return home to a relaxing retreat, surrounded by nature. Perfect for a solo sojourn or a romantic getaway!

Top guest favorite

A charming grain bin is surrounded by lush greenery and features a welcoming porch. Bright clouds float in a blue sky overhead, while an American flag hangs near the entrance, enhancing the inviting exterior.

Farm stay in Alvin

4.99 out of 5 average rating, 353 reviews

The Has Bin

Welcome to The Has Bin! My place is close to agriculture and farm life. You’ll love my place because of the views, the coziness, the unique-ness, the farm experience, the quiet outdoors. My place is good for couples, solo adventurers, and business travelers. **No pets or smoking allowed. Service animals must have proper paperwork.