Vacation rentals in Oakwood

4.93 out of 5 average rating, 224 reviews

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

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

4.99 out of 5 average rating, 744 reviews

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

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

The exterior of a charming mid-century home is shown, surrounded by lush greenery and flowering plants. The house features a light-colored facade, blue window trim, and a welcoming front porch. A gravel driveway and a parked car are visible alongside the residence.

4.94 out of 5 average rating, 156 reviews

Dottie's Digs: Mid-Century Modern Cozy Home

Enjoy delightful Urbana in this cozy, sophisticated mid-century home. Dottie's Digs is nestled in the quiet, tree-line neighborhoods of historic east Urbana—also close to the University of Illinois, downtown Urbana, shopping, and Carle hospital. This spacious home is sure to cover all your needs: parking, full kitchen, 2 bedrooms & bathrooms, large office/den, screened in back patio, large private yard, TV/bluetooth speaker, & exquisite vintage-boho decor inspired by my grandmother, Dottie.

5 out of 5 average rating, 38 reviews

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

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.

4.98 out of 5 average rating, 116 reviews

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

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.

A modern living room is presented, featuring a large sectional sofa in dark gray and a sleek white coffee table. A 65" TV is mounted on the wall, with light wood flooring adding warmth to the space. Natural light floods the room through sheer curtains, creating an inviting atmosphere.

4.95 out of 5 average rating, 109 reviews

Chic Home + Chef’s Kitchen near UIUC, Carle, DT

Escape to a charming Urbana retreat—just a 5-min walk to UIUC, 2 mins to Carle Hospital, and 5 mins to Downtown. Tucked in a quiet neighborhood yet steps from cafés, restaurants, yoga studios, parks, grocery stores, and the bus stop. Perfect for work, wellness, or a cozy getaway. Designed for movie nights(massive 85" TV), cooking dates(designer kitchen), and restful sleep, this modern stay offers comfort, convenience, and a touch of magic—all within walking distance of everything you need.

4.96 out of 5 average rating, 779 reviews

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

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.

4.95 out of 5 average rating, 292 reviews

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

West Urbana state street guest suite

Next to the heart of the UIUC campus and surrounded by mature trees, this spacious, serene guest suite offers a relaxing stay. It has a private entrance with a foyer, a studio style main room and a bathroom. Sleeps two comfortably with a queen bed and a sofa (not a pull-out) for lounging. No TV, washer, or dryer. No kitchenette, but a microwave, mini fridge, and coffee maker are provided. Snacks and coffee pods provided. Not accessible for limited mobility. No parties and no smoking.

4.96 out of 5 average rating, 82 reviews

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

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.

4.94 out of 5 average rating, 100 reviews

A shaded outdoor seating area features a round table surrounded by four chairs under a large umbrella. The view captures a peaceful landscape of green fields and trees, with horse fencing visible in the distance, creating a serene environment.

Barn in Covington

The Bunk House at LS23 Ranch

Just passing through or a nice getaway, come enjoy your stay at a working horse farm. Staying in our cozy barn bunk house, you will find yourself surrounded by nature and horses. Within 30 Miles to Turkey Run and Kickapoo State park, 10 Miles from the Golden Nugget Casino, and 5 miles from I-74 lies and 15 minutes to Danville IL lies our hidden paradise. We are dog friendly, but do ask that they are on a leash, and crated while you are away (crate provided).

The living room features a spacious layout with comfortable seating, including a sofa and armchair. Natural light floods through multiple windows, illuminating the area. An area rug warms the hardwood floor, and decorative artwork lines the walls, adding a touch of style.

4.98 out of 5 average rating, 101 reviews

Bright & Warm House + Bikes Near Campus & Hospital

Welcome to your perfect home away from home! Our cozy and stylish home with 3 bedrooms and 1 bathroom is ideally located just a 5-minute walk from campus and Carl Hospital, making it the perfect choice for students, professionals, and families. Plus, a bus station is just a minute away, ensuring you have all the convenience you need for exploring the area. Moreover, enjoy complimentary biking service for easy local exploration.

The exterior of a single-story house is depicted, featuring a light-colored facade with dark shutters. A pathway lined with gravel leads to the front door, which is flanked by two large windows. A leafy shrub is situated near the entrance, and a large tree provides shade.