Vacation rentals in Oakwood

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Oakwood

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

A spacious hot tub is positioned on a wooden deck, softly lit with blue illumination, surrounded by tall trees. Steam rises gently from the water, suggesting a warm and relaxing environment, ideal for unwinding after a day outdoors.

Cabin in Rockville

4.78 out of 5 average rating, 41 reviews

Relaxi CABin

Come enjoy our cabin in the woods. It is set up for the perfect combination of rest, relaxation, and recreation. Step away from your busy life to spend some time enjoying nature. Melt away stress in any of the 12 available sleeping spots in the AC, layout in any of the 3 hammocks, sit by the fire pits, or soak in the 5 person Hot tub. When you're ready for some fun the cabin is located at the lake and next to the park. Take your family out in the 4 Kayaks, do some fishing, and so much more.

Guest favorite

A cozy sun porch is furnished with a woven seating arrangement, including a sofa and two chairs with decorative cushions. A coffee table sits on a patterned rug, complemented by a window reflecting natural light and offering views of the outdoors through the glass door.

Bungalow in Clinton

4.91 out of 5 average rating, 240 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

An outdoor patio area is illuminated by string lights, creating a warm ambiance against the evening sky. A small table and chairs are positioned nearby, while cornfields are visible in the background, enhancing the rural setting.

Farm stay in Georgetown

4.9 out of 5 average rating, 125 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.

Superhost

Home in Champaign

4.86 out of 5 average rating, 29 reviews

Extra Large Home w/ Chefs Kitchen Near UofI

Centrally located in Champaign, IL this single family home provides all of the comforts of home away from home! The cap-cod style home features 2 separate living areas, a formal dining room, plus causal dining/breakfast area, fully equipped kitchen, on-site laundry facilities, and a gorgeous screened porch. The yard is fully fenced with plenty of room for fun! The property features a first floor Bedroom and full bathroom. Upstairs are the other 2 baths and 4 beds, with a dedicated work space.

Guest favorite

A spacious wooden deck is surrounded by lush greenery, featuring a propane grill and a dining set with several chairs. String lights are hung above, creating a welcoming ambiance in the natural setting. The cabin's large windows offer views of the wooded surroundings.

Cabin in Bloomingdale

4.96 out of 5 average rating, 72 reviews

Treetops Cabin in the Woods!

Experience Treetops cabin in the woods for your relaxing retreat! A unique cabin overlooking a huge ravine, surrounded by old growth forest. Enjoy views of the woods and ravine from the large windows, huge deck and screened in porch. Tons to do for the nature lover within minutes from the cabin, including Turkey Run, Shades, 31 Covered Bridges and many other attractions in Parke County. Walk to Jackson Bridge from the cabin. Plenty of space, privacy and activities for the whole family!

Guest favorite

Home in Sullivan

4.97 out of 5 average rating, 112 reviews

Lake Shelbyville-Lakeside Villas

Lake Shelbyville is the perfect place to spend your next vacation, reunion, weekend away you name it! Our property offers amenities shared among the villas; fully stocked pond, half basketball court, fire pits, playground, & backs up to a local popular camping ground, just minutes from the lake and marina! Inside our villas are fully equipped kitchens, washer and dryer, free WiFi, smart TVs, fully stocked with starter amenities to get your vacation started without rushing to the store!

Guest favorite

A wooden deck features two chairs positioned to offer views of Lake Vermilion. The surrounding trees create a natural frame, while the calm water reflects the greenery. The deck extends toward the lake, providing an inviting space for relaxation.

Home in Danville

5 out of 5 average rating, 16 reviews

Gorgeous 12 Person Lake House! 5 BDRMs & 4 Baths!

Experience lake living at its finest at this stylish rustic mid-century lake house. Whether you're planning a family vacation, a friend reunion or just a quick escape, Casa Del Lago is your spot! The spacious home sits on Lake Vermilion, one of Illinois' most stocked fishing lakes. Enjoy all that nature has to offer w/o sacrificing modern convenience! In a peaceful area of town you'll be surrounded by nature & wildlife. We also offer a 10 person Pontoon Boat for an additional fee.

Guest favorite

The cottage exterior is illuminated at night, featuring a welcoming porch with wooden columns. Two rocking chairs and a small table are positioned on the porch, surrounded by seasonal decorations. The pathway is lined with smooth stones, leading to the entrance.

Cottage in Sullivan

5 out of 5 average rating, 204 reviews

Lakewood Cottage #1 @ Lake Shelbyville

A completely renovated cottage, nestled in the country of Sullivan, just minutes from boating, camping, golf, theatre style shows, and more. If you are looking for peaceful nights, this place is for you! Surrounded by trees and nature where many days you will catch deer roaming the yard. Plenty of yard space for games, a fire table to converse around, and chairs on the porch to sit back, relax, and take in the tranquil sounds that surround you here at Lakewood Cottage.

Guest favorite

The exterior of the cabin features an A-frame design with large glass doors leading to the deck. Two comfortable chairs surround a round stone table, creating a space for relaxation. Lush trees provide shade, enhancing the tranquil outdoor setting.

Cabin in Ashmore

4.89 out of 5 average rating, 200 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.

Superhost

A serene lake is viewed from the wooden deck of a rustic A-frame home. Clear reflections of trees and the sky can be seen on the water's surface. Canoes are positioned along the shore, surrounded by lush greenery and wildflowers.

Farm stay in Fithian

4.9 out of 5 average rating, 172 reviews

30 Acre A-Frame Lakehaus near Champaign

Perfect for a romantic getaway or family fun, you are bound to enjoy your time on our private 30 acre retreat. Relax and watch fireflies, listen to birds, crickets, and fish jumping in the private 7 acre lake while sipping your coffee on the patio. Try out some stargazing year-round with our new telescope. During the cooler months, relax and stay cozy while enjoying colors of the leaves or watching the snow fall. Find us on utube under “SECLUDED RUSTIC AFRAME”

Guest favorite

A small floating dock is visible on calm water, equipped with a simple chair and surrounded by lush greenery. The water reflects the surrounding trees, creating a serene setting ideal for relaxation and fishing.

Home in Brazil

4.92 out of 5 average rating, 305 reviews

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Guest favorite

A rustic cabin is seen nestled among trees near a calm lake, reflecting its brown wooden exterior. A covered porch is visible, providing outdoor seating. A small dock extends into the water, enhancing the tranquil setting surrounded by nature.

Cabin in Carbon

4.98 out of 5 average rating, 178 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!