Holiday houses in Oaktown

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Top-rated holiday rentals in Oaktown

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

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Top Guest favourite
Cabin in Linton
5 out of 5 average rating, 57 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

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Top Guest favourite
Cabin in Unionville
5 out of 5 average rating, 206 reviews

Elevated Wilderness | Mindful Retreat | 2 Kings

Executive Forest Sanctuary/2 King Beds, Hot Tub & Trails Escape to an architectural masterpiece set on 40 private, wooded acres. Designed for professionals, couples, and active adults seeking a high-end nature reset, Cabin Porch Paradise balances complete seclusion with proximity to Southern Indiana’s best destinations. Whether you are unwinding in the spa amenities, working remotely via high-speed fiber, or exploring the surrounding lakes and state parks, this is your ultimate ridgetop retreat.

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Top Guest favourite
A vibrant mini beach house is situated beside a calm body of water, surrounded by lush trees. Multiple kayaks in green and blue are lined up at the shore, while a shaded seating area with a red umbrella provides a spot for relaxation.
Tiny home in Jasonville
4.99 out of 5 average rating, 150 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.

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Guest favourite
A well-lit living area features a sleek black dresser beneath a large television. A decorative basket rests on the floor, offering a touch of warmth. Natural light enters through the window, which is adorned with blinds, complementing the light-colored walls.
Home in Palestine
5 out of 5 average rating, 20 reviews

Palestine Illinois Retreat! Long-term discount!

Illinois Retreat with Pet-Friendly Yard! Ideal for a quaint family getaway, this 3-bedroom, 1.5-bath vacation abode in Palestine offers a cozy atmosphere that immediately welcomes guests. Equipped with a full kitchen and a secluded backyard, this rental ensures an stress-free relaxation spot. Proximity to scenic parks provides ample opportunity for you and your pets to explore. Whether you're here for relaxation or adventure, this dwelling promises a delightful stay for all. Fiber internet

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Guest favourite
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, 129 reviews

The Relax Inn - Whole Home - 3 bed 2 bath

This stylish recently 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 patio. 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.

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Guest favourite
Home in Robinson
4.86 out of 5 average rating, 7 reviews

Mema’s Hummingbird

Welcome to Your Cozy Loft Retreat, The Hummingbird. Escape to this charming one-bedroom, one-bath getaway, perfect for couples, solo travelers, or anyone seeking a peaceful place to recharge. The highlight of the space is the lofted bedroom, reached by a beautiful spiral staircase that adds both character and charm to the home. Inside, you’ll find a warm and inviting atmosphere with thoughtful touches throughout. Let this cozy loft be your home away from home.

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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, 198 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.

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Top Guest favourite
The cabin's exterior is gently nestled among lush greenery, showcasing wood siding and a welcoming red front door. A paved pathway leads through manicured landscaping, with trees providing shade in the vicinity. The serene lake is visible behind the cabin, enhancing the natural setting.
Cabin in West Salem
4.99 out of 5 average rating, 157 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.

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Guest favourite
The guesthouse exterior is framed by lush greenery and colorful flower beds, featuring a rustic wooden facade. Large windows allow natural light into the interiors. A stone pathway leads to the entrance, enhancing the inviting atmosphere of the property surrounded by mature trees.
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!

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Top Guest favourite
A cozy small house is framed by lush green grass, with a tree providing shade. Windows are adorned with awnings, and a simple front door is visible. The backdrop features a cornfield, while a soft sunset glow fills the sky, creating a serene ambiance.
Home in Worthington
4.91 out of 5 average rating, 105 reviews

Cozy and quiet with many amenities! Close to Crane

Cozy small house on back street..very quiet neighborhood, with lots of privacy! Beautiful sunset views from the back deck!

LocationValueCleanliness

Guest favourite
A sunroom is filled with natural light, featuring a comfortable seating area with a sofa and two side tables. A coffee table sits on a patterned rug, complemented by indoor plants near large windows overlooking a green yard.
Home in Vincennes
4.95 out of 5 average rating, 175 reviews

Cheerful 3-bedroom home with huge yard

Relax with your family at this peaceful, spacious home located near historic downtown.

ValueFamilyGetting around

Guest favourite
A welcoming exterior view of a single-story house features a green siding façade and two front windows covered by awnings. A paved pathway leads to the front door, flanked by neatly trimmed bushes and a grassy area, indicating a peaceful neighborhood setting.
Home in Palestine
4.9 out of 5 average rating, 21 reviews

Little Green Getaway Palestine/Robinson area

Take it easy at this unique and tranquil getaway, only 7 miles from Robinson, Illinois

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Popular amenities for Oaktown holiday rentals

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