Vacation rentals in Oaktown

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Top-rated vacation rentals in Oaktown

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

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Top guest favorite
Cabin in Linton
5 out of 5 average rating, 56 reviews

The Handcrafted Hideaway

Take the back road and come stay at The Handcrafted Hideaway. Our cabin is surrounded by woods,lakes,and wild pampas grass. We are located 1.5 mile from Red Bird Off-roading State recreation area and 5 miles from Green Sullivan State Forest. Spend your day relaxing on the front porch, fishing from one of the 2 docks on the property, or bring your off-road vehicle along and head for adventure at Red Bird! We have a fire ring in the backyard-ready for relaxing evening campfires and story telling

Top guest favorite
Tiny home in Jasonville
4.99 out of 5 average rating, 149 reviews

Beach Style Lakeside Mini Cottage Idle Zone

Beds/NO LINENS Showers/ NO TOWELS Kitchen/sink mini fridge no stove outside grill, fire pit, and cast iron provided. Dishware, silverware, and cooking utensils provided. Things you will need to bring: Linens, pillows, towels, dish rags and personal hygiene items. We will provide enough trash bags, toilet paper, dish soap to get you started after that its renters responsibility. We have state certified kilm dried firewood for sale $6 bundle. Coffee Pot take both grounds and k-cups. 4 lawn chairs.

Guest favorite
Bungalow in Bloomington
4.98 out of 5 average rating, 123 reviews

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Top guest favorite
A private hot tub is positioned on a wooden deck surrounded by trees, providing a serene outdoor space. Twinkling string lights are draped overhead, adding a soft glow to the area. Adirondack chairs are arranged nearby, creating an inviting spot for relaxation.
Cabin in Eckerty
4.98 out of 5 average rating, 162 reviews

Whitetail Woods cabin w/ HOT TUB and Patoka pass

Relax with the whole family at this peaceful cabin minutes from Patoka Lake entrance, winery, distillery, brewery, and dining! Perfect for family adventures, romantic getaways, ladies' weekends, and hunting trips. The cabin is located in peaceful Grant Woods surrounded by gorgeous Southern Indiana nature. You'll love relaxing in the 6-person hot tub, rocking on the covered front porch, and roasting marshmallows around the backyard fire pit. Cabin is a short drive to French Lick/West Baden.

Guest favorite
The home’s entrance is illuminated by soft outdoor lights, highlighting a covered porch with two comfortable chairs. Steps lead up to the front door, surrounded by light snow on the ground, creating a serene evening ambiance.
Home in Robinson
4.94 out of 5 average rating, 127 reviews

The Relax Inn. Freshly remodeled 3 bed 2 bath home

This stylish freshly remodeled house is perfect for the weekend getaway or a long-term stay. The home offers plenty of room for the whole family as well as pets. There is a nicely shaded back yard with a swing set, playhouse and gas grill. The house provides all the necessary amenities and a few extras for a comfortable stay. The house is located close to the Robinson Refinery and offers plenty of parking. This property is designed for comfort for traveling workers and their families.

Top guest favorite
Home in Terre Haute
5 out of 5 average rating, 8 reviews

Ozran Cottage - a mid-century Lakefront getaway

Cozy mid-century modern lake cottage nestled among mature trees on several private acres. Relax by the brick fireplace or outdoor firepit, unwind on the deck, or stroll down to the private dock to enjoy the lake and nature views. Features 2 bedrooms (1 king, 2 fulls), a full bath, laundry, and a charming kitchen with everything you’ll need. Bespoke handmade furniture adds warmth and character—perfect for up to 4 guests seeking a quiet, design-forward escape surrounded by nature.

Top guest favorite
A spacious covered patio is depicted, showcasing a concrete floor with a shaded area. Wooden benches are visible, and trees frame the view of the calm lake just beyond the railing. A grill and seating are present, enhancing the outdoor experience.
Bungalow in Linton
4.9 out of 5 average rating, 196 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.

Superhost
A circular stone fire pit is surrounded by grass, with a crackling fire at the center. Lush trees frame the background, and the serene lake is visible beyond the fire pit, reflecting soft light from the sky.
Cabin in Loogootee
4.82 out of 5 average rating, 119 reviews

Peaceful Lake House Cabin 1, Direct Water Access!

This Cozy Cabin Duplex is located directly on West Boggs Lake, with a large, wrap-around, stationary dock to fish from, and multiple floating docks for your boat! Enjoy our kayaks, free with your stay, and explore all West Boggs has to offer! Cabin features 2 bedrooms with 2 Queen beds and a pull out sofa bed in the living room. Fully equipped kitchen, full bathroom, and an amazing deck for watching the sun set.

Top guest favorite
A private swimming pool is surrounded by lush trees, providing a serene backdrop. The clear blue water reflects the sky, while the poolside features a textured concrete deck and steps leading down into the pool.
Cabin in West Salem
4.99 out of 5 average rating, 155 reviews

Lake Cabin in the Woods

🌲Escape to peace and nature at Lake Cabin in the Woods! Unwind in your private hot tub, enjoy the shared pool, and soak up year-round tranquility surrounded by trees and wildlife. Located between I-70 and I-64, about 60 miles from Effingham, IL and Evansville, IN, our cozy cabin offers the perfect blend of seclusion and convenience—ideal for relaxing, recharging, and reconnecting with nature.

Guest favorite
The exterior of the rustic guesthouse features a stone patio area with several chairs for outdoor seating. Surrounding greenery and mature trees create a natural setting. Large glass doors provide a view of the interior, while a winding stone pathway leads to the entrance.
Cabin in Robinson
4.97 out of 5 average rating, 146 reviews

Rustic Guest House Cabin in a Secluded Setting

Let this guesthouse be your home away from home! Guests will enjoy the rustic feel of the private guesthouse located on 1 acre of land and surrounded by mature trees. Nearby in Robinson there are historic sites, hiking & lakes, golf, wineries and much more!

Guest favorite
A spacious living area is framed by a wooden archway, featuring a large, brown sectional couch facing a coffee table on a patterned area rug. A modern kitchen is visible in the background, with light-colored cabinetry and stainless-steel appliances. Natural light enters through the windows.
Home in Washington
4.93 out of 5 average rating, 110 reviews

3 bdrm, 2.5 bath, new rmdl, 7 recliners, 8 guests,

Nice 3 bedroom / full basement 2.5 bath completely remodeled home close to downtown and all area restaurants. well lit exterior and street area. Nice neighbors. Easily accessible from highway. Code lock on back door for easyheckin and entry.

Top guest favorite
The kitchen features white cabinets with a brick accent wall, contrasting with dark countertops. A stove and refrigerator are positioned along the walls, with a double sink beneath a window. A striped mat adds texture to the floor, leading toward an open doorway to the adjacent room.
Home in Odon
4.96 out of 5 average rating, 126 reviews

Peaceful Habitation

Cozy home on the edge of town, minutes from Interstate 69 and Crane Naval Base. Quiet neighborhood, very little traffic. A place to be by yourself or a family getaway.

Popular amenities for Oaktown vacation rentals

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