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Holiday rentals in Oaktown

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Top-rated holiday rentals in Oaktown

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Top guest favourite
A cozy cabin surrounded by lush greenery features a patio area with a dining table and a grill. The brick exterior is complemented by a backdrop of trees, creating a serene outdoor space for relaxation.
Cabin in Linton
5 out of 5 average rating, 70 reviews

Little Red Cabin

Peaceful location in the Greene/Sullivan Forest. Within 2 miles of over 30 stripper pits for some of the best fishing in southwest Indiana. Also excellent for a nice couple's get-a-way from the hustle and bustle of the city. This cabin is located in the forest so cell service can be very poor. I do have a cell phone booster on the fireplace which helps a little bit if you stand in front of it, but be aware that cell phone service is poor. Also keep in mind that we do not have Wi-Fi available.

Top guest favourite
Bungalow in Greenup
4.99 out of 5 average rating, 150 reviews

Craftsman Bungalow Guest House

Welcome to the Craftsman Bungalow Guest House. This special place is close to everything, making it easy to plan your visit. It is a 1930's Sears Craftsman home located near downtown Greenup, about 1 mile from Rt 70. Greenup, known as the Village of the Porches between Interstate 70, IL RT 40 and IL RT 130, with over 1500 residents. Our Main Street (Cumberland St/Il Rt 121) is also part of the National Road, attractive old architecture, beautiful overhanging porches leading to our Covered Bridge

Top guest favourite
A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.
Cabin in French Lick Township
4.99 out of 5 average rating, 206 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Top guest favourite
The exterior of the historic Sanders Store features a stone facade with large green-framed windows and doors. The covered porch is adorned with potted plants, and the surrounding landscape includes freshly mulched flower beds. A large tree provides shade nearby.
Place to stay in Bloomington
4.99 out of 5 average rating, 106 reviews

The Sanders Store

The Sanders Store, formerly known to Bloomington natives as Hays Grocery, is a landmark on Fairfax Road. Originally erected in 1913, the Sanders Store operated as a grocery for the Sanders community until 1967. The space was vacant and largely used for storage until 2019 when it was obtained, historically designated, fortified and reimagined into a deluxe vacation rental that sleeps 7! Six miles from downtown Bloomington and the Fairfax Marina at Lake Monroe. Great for IU events or boating!

Top guest favourite
A rustic cabin is framed by lush greenery and colorful flowers along a landscaped yard, showcasing a sloped metal roof and wooden exterior. Tall trees surround the property, creating a serene and private atmosphere.
Cabin in Bedford
4.97 out of 5 average rating, 277 reviews

River Rock Cabin

Come to beautiful southern Indiana and stay in our rustic cabin with all the comforts of home. Overlooks White River, close to Bedford, Bloomington, near Spring Mill Park & Bluespring Caverns. There is hiking nearby at Hoosier NF and Milwaukee Trail. Great home base if you are going to IU football game, French Lick or just want to get away for a relaxing weekend. Lots of golfing near by. Limestone bluff overlooks the White River 125 ft. below cabin porch. There is a patio plus a fire pit.

Top guest favourite
A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.
Home in Bloomington
4.96 out of 5 average rating, 100 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Top guest favourite
A serene view of the Wabash River is captured through a window, framed by lush greenery. A well-manicured lawn leads to the water's edge, with tall trees creating a natural border. The peaceful setting reflects a calm atmosphere, inviting moments of relaxation.
Cabin in Terre Haute
4.97 out of 5 average rating, 302 reviews

Wabash River House

This home is situated on the river, offering a private setting with quick access to other amenities. It’s only 5 miles to I70, 3 miles to Indiana State University, 7 miles to Rose-Hulman Institute of Technology, and 6 miles to Saint Mary-of-the-Woods College. It’s also just half a mile away from The Landing. The home features a full kitchen, a living room, two bedrooms, and two full bathrooms. There’s also upgraded WiFi and a 58-inch Smart TV with basic cable in the living room.

Top guest favourite
A charming single-story home is presented with a gravel driveway leading to a wooden fence. A flag is displayed at the front entrance, and a large umbrella is visible in the yard, surrounded by trees providing a natural backdrop.
Bungalow in Terre Haute
4.98 out of 5 average rating, 306 reviews

The Rustic Retreat

Enjoy your stay at the Rustic Retreat. The large living room offers plenty of space for work or relaxation. Has washer/dryer. The back yard offers a grill, picnic table, extra chairs and umbrella. Roku TV and Wi-fi available. Full size bath with shower, King and Queen beds, with additional TV in the King room. The kitchen has many items for your cooking needs. Off street parking and close to many amenities. Dusk-to-Dawn light that shines over the back yard and driveway.

Guest favourite
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
4.89 out of 5 average rating, 286 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 favourite
A living room area features a flat-screen TV positioned on a light-colored console. A comfortable armchair is situated nearby, complemented by a small side table. The room is illuminated with soft lighting, and a wooden door provides access to the exterior.
Bungalow in Linton
4.9 out of 5 average rating, 188 reviews

Lake Harvey Vacation Rentals - 2-Bedroom Bungalow

Relax in our 2-bedroom Bungalow on 15-acre Lake Harvey just south of Linton, Indiana on the edge of Goose Pond Fish & Wildlife area, and just minutes from Greene Sullivan State Forest. Perfect for your hunting/fishing trip, or to bring your family for a peaceful vacation. Our Bungalow features 2 bedrooms, one with 2 queen beds, and one with a double bed, living room, dining room, fully equipped kitchen, 2 full bathrooms, and an attached carport.

Guest favourite
An open concept living area features high ceilings with large windows overlooking the lake. Sofas are positioned around a round coffee table on a textured rug. A dining table for eight is visible in the background, complemented by a modern kitchen equipped with new appliances.
Home in Terre Haute
4.96 out of 5 average rating, 134 reviews

Luxury Lake House: Stay French Lake

This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

Guest favourite
Home in Elnora
4.89 out of 5 average rating, 36 reviews

Small Town House

Welcome to the Small Town House, perfectly situated in the heart of Elnora, Indiana. This homey retreat offers a peaceful escape in a quaint small town, ideal for families, workers, and students looking for a quiet environment. We are still doing some updates as time goes by, so there will be more changes coming!

Popular amenities for Oaktown holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Knox County
  5. Oaktown