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, 210 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

The bungalow exterior features white siding and a brown roof, situated on a spacious green lawn. The driveway leads to a two-car garage, with a charming front porch and several large windows allowing natural light in. A manicured flower bed adds a touch of color.

Bungalow in Clinton

4.92 out of 5 average rating, 273 reviews

Small Town Bungalow

Welcome to peaceful small town life. Two-bedroom bungalow on quiet street, close to everything. Newly renovated. Fully furnished. Original hardwood floors, new tile bath, king master, daybed/trundle second, queen sofa bed in living room. Large country kitchen stocked with fresh non-GMO eggs. Desk with printer. Roku TV in living room. Wi-fi internet. Garage parking. Spacious well groomed yard with tire swing. Sun porch. Pets welcome. Clean, comfortable, ready to be your home away from home.

Guest favorite

A cozy living area features a dark wooden desk with a modern chair and a large television mounted on the wall. A comfortable sofa provides seating, accented with various cushions. Natural light enters through partially sheer curtains, and potted plants add a touch of greenery.

Farm stay in Georgetown

4.91 out of 5 average rating, 133 reviews

Farm Escape w/Nature Views, Central Location

Retreat to the views of nature at Highland Farm getaway, no shortage of starry nights and prairie winds. We treat guests to an experience that's quirky and cool, we do not pretend to be a 5-star hotel but have hotel amenities like blackout blinds, unlimited wifi, full kitchen and sound machine. Centrally located on the IL/IN border, 15 minutes to I-74. Minutes from Forest Glen Nature Preserve, Beef House Restaurant, Big Thorn Farm & Brewery, Turkey Run State Park and Midwestern covered bridges.

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

5 out of 5 average rating, 348 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. *Stays are available without breakfast at reduced rates. *Hot breakfast will no longer be served after 10/25. Blocked dates may be available-contact me for more info **No pets or smoking allowed. Service animals must have proper paperwork.

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, 728 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

An aerial view of a spacious brick home set on a green property, surrounded by trees. A gravel driveway leads to the house, where a white trailer is parked. The yard features landscaped areas with shrubs and grass, creating a natural environment.

Home in Urbana

4.98 out of 5 average rating, 124 reviews

Quiet Urbana bonus room, 5 miles from University

Our space is a sunny bonus room located above the garage of our home which is situated on a beautiful piece of property on the edge of town. Private entrance to the property includes a slightly steeper than normal staircase. Once inside, you will find a large area that includes two double beds, a recliner, work desk, dresser, Smart TV w/ Roku. The large bathroom (shower only) includes fridge, microwave, & K-Cup w/Starbucks coffee pods. Space not suitable for young children. No pets.

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, 266 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 large tree with a sign reading '9330 The Cabin' is visible in the foreground. A gravel driveway leads to the cabin, framed by lush, green trees that create a serene natural environment.

Cabin in Ashmore

4.9 out of 5 average rating, 253 reviews

Sweet Dreams Cabin. Peaceful & Relaxing

Get some quality family time at this newly remodeled cabin near the beautiful Embarrass river. You are surrounded by beautiful woods and a small creek. Lush wildlife is all around you so you can be one with nature. The cabin has all the luxury's to allow for a long term stay as well. Beautiful Lake Charleston is not far away. The large circle drive offers plenty of parking for your boat and guest. The large deck on the rear gives a beautiful view to be enjoyed by all.

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

4.95 out of 5 average rating, 64 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

The exterior of a wooden cabin is presented, showcasing natural logs with a rich brown hue. Flower beds filled with various plants and blooms line the base of the cabin. A white front door is framed by greenery, with steps leading up to the entrance.

Guesthouse in Rockville

4.96 out of 5 average rating, 231 reviews

Hideaway Hollow

This is a fully furnished picturesque Amish-built cabin in beautiful and secluded Parke County, Indiana. The cabin comes complete with all amenities including full bath with shower, queen bed, A/C, dish TV, wifi internet and full kitchen. There is a large deck attached with a beautiful view of the swinging bridge and the woods. Cook out on the deck's gas grill and enjoy cool evenings by the fire pit (wood provided). Enjoy a nap in the shade in the hammock.

Top guest favorite

A modern living area features a sleek television unit with an open shelf, displaying various magazines and decorative items. A black metal staircase is visible, adorned with framed posters on the wall, leading to the upper level. Warm wood flooring enhances the inviting space.

Home in Champaign

5 out of 5 average rating, 132 reviews

Gallery Getaway

Welcome to Gallery Getaway, your perfect escape in a newly renovated, serene townhome! This charming two-bedroom home offers a unique blend of comfort and creativity, making it an ideal retreat for art lovers and those seeking tranquility. Whether you’re here for a short stay or an extended visit, Gallery Getaway offers a unique and enriching experience. Book your stay today and discover the perfect blend of comfort, convenience, and creativity!

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.