Holiday rentals 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
5.0 out of 5 average rating, 70 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 favourite
Cabin in Linton
5.0 out of 5 average rating, 86 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
A spacious studio features a comfortable sitting area with gray seating, a small table, and a decorative wall art piece. The kitchenette is visible in the background, equipped with modern appliances. Light-colored bedding adorns the spacious bed, enhancing the inviting atmosphere.
Flat in Linton
4.99 out of 5 average rating, 106 reviews

Suite Dreams at The Well Ste A

Newly remodeled, spacious and serene space located in the heart of Linton, Indiana. Small town with ample restaurants, shopping and coffee shops with in 10 minutes drive. Bonus, donut shop is right next door. Best Donuts in town. Perfectly located for outdoor enthusiast with Goose Pond Fish and Wildlife, Greene Sullivan State forest, Shakamak State Park all within 6 to 13 miles. As well as Edwardsport Power Plant just 19 miles away. Please note. No children under the age of 12 years old

Top guest favourite
Home in Terre Haute
5.0 out of 5 average rating, 17 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 favourite
A single-story home is shown, featuring a light blue exterior and a symmetrical layout. A metal roof reflects sunlight, while a green lawn is framed by shrubs and trees. A paved driveway leads to a garage on one side, creating a welcoming entrance.
Home in Sullivan
4.91 out of 5 average rating, 35 reviews

3 Bedroom Bungalow

Your family will be close to everything when you stay at this centrally-located place in Sullivan, Indiana. You will have everything you need in a home away from home. Fully furnished with all your kitchen needs. You'll have Wi-Fi with 2 smart TVs and a dvd TV. Fenced in back yard with gas grill included. Pet friendly with extra deposit. This home is only minutes from Sullivan Lake, the city park and pool, bowling alley, grocery store, Walmart, and many restaurants.

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, 206 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
Tiny home in Sullivan
4.57 out of 5 average rating, 7 reviews

*HOT TUB* Cabin at Broken Cable Lake

This beautifully updated tiny home is situated right in the middle of 75 acres, sitting next to a 6 acre lake. Offering the perfect place to unwind. Wake up to birdsong, watch for deer, turkey and other wildlife. Simply relax and take in the view. Whether you’re seeking quiet mornings with coffee on the porch or evenings in the hot tub, this cozy getaway is the perfect place to reconnect with nature.

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, 168 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 favourite
Tall grasses sway gently in the foreground as a warm sunset casts an orange glow across the horizon. Soft clouds are visible in the sky, creating a serene backdrop for this natural landscape.
Home in Jasonville
4.97 out of 5 average rating, 87 reviews

Country Living - No cleaning fee

Peace and quiet. Nature all around. No city noise. This house is back a 1/2 mile lane. Very private. It sits next to a railroad with fields and a pond on three sides. Need space for a group or family? This property can sleep six comfortably. And, a washer and dryer help you keep up with laundry. Deer, raccoon, wild turkey and sundry wildlife regularly visit this country paradise.

Guest favourite
Flat in Palestine
5.0 out of 5 average rating, 5 reviews

Red Maple Apartment Heartland Industrial Rental

Nestled on the edge of historic Palestine IL , we offer a peaceful place for you to rest and relax , whether your on vacation or working . We are located 15min from Robinson Il Marathon oil refinery , Hershey chocolate company and so much more that Robinson has to offer . No pers allowed/ no smoking inside!

Top 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, 151 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!

Top guest favourite
Home in Vincennes
4.91 out of 5 average rating, 46 reviews

Vincennes First Airbnb

The once 5 Star rated Airbnb is back on the market. If you enjoy total privacy with no neighbors in the heart of Vincennes then this is your place.

Popular amenities for Oaktown holiday rentals