
Holiday rentals in Oaktown
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Top-rated holiday rentals in Oaktown
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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.

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

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

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!

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.

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.

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.

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.

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.

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.

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

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
Other great holiday rentals in Oaktown

Abode Blue

Swift Sanctuary

Loft apartment close to downtown Terre Haute.

Brick Street Inn

LakeWay II- 4 min to 41 & The Lake

Hillenbrand Hideaway

Peppercorn Roost Cottage

Bluegill Cottage
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