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, 218 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, 722 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 modern lakehouse is set against a backdrop of greenery and vibrant sky at dusk. The exterior features a spacious deck with outdoor seating and access to a hot tub. A firepit area is visible on the grassy expanse, offering an inviting outdoor space for relaxation.
Home in Danville
5 out of 5 average rating, 16 reviews

Crooked Lake Getaway- lakefront

Newly built, secluded 2 bedroom, 2 bath lakehouse on multiple wooded acres nestled between Kennekuk County Park & Kickapoo State Park. Sleeps six (2 bedrooms with 2 queen beds plus pull-out couch). Access Kickapoo mountain bike trails from the property. Spend your time in complete privacy, swimming or paddling kayaks & canoes down the mile-long Crooked Lake, playing on the private dock and dockside Lillypad (floating water mat), relaxing in the hottub, or making s’mores around the firepit.

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.

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, 747 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.

Top guest favorite
Barn in West Terre Haute
4.96 out of 5 average rating, 224 reviews

The Goat-el at Old 40 Farm

If you enjoy unique spaces & love animals, this is the apartment for you. Stay in the most unique "barn" you'll find. This loft apartment includes a full bath & is shared with 20+ goats & other farm animals. You're sure to have a memorable stay. There is a small pond on the property & ample free parking. If you time your stay right you could join in goat yoga or another farm event! This barn is located just off I-70 & a short drive to several areas colleges, the casino, & entertainment!

Superhost
The rustic barn is set against a vibrant sunrise sky, showcasing a mix of pink and orange hues. Lush green grass surrounds the barn, with farm equipment visible nearby. Trees and open fields fill the background, reflecting the charm of the rural landscape.
Barn in Rockville
4.78 out of 5 average rating, 124 reviews

The 1938 Barn

The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.

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 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.

Top guest favorite
A single-story cabin is framed by lush greenery, showcasing natural wood siding and a welcoming front porch. The porch features seating arrangements and decorative elements, while the pathway leads to a gravel driveway, enhancing the serene ambiance of the surrounding woods.
Cabin in Carbon
4.98 out of 5 average rating, 239 reviews

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

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
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, 280 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!

Popular amenities for Oakwood vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Vermilion County
  5. Oakwood