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 out of 5 average rating, 84 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
Cabin in Linton
5 out of 5 average rating, 68 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
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, 104 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 out of 5 average rating, 16 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.

Guest favourite
A living room features wooden walls and a peaked ceiling. A black fireplace with a TV above is centered in the space, complemented by a wooden coffee table and comfortable seating. A small sailboat décor piece and bookshelves add character to the room.
Home in Linton
4.92 out of 5 average rating, 146 reviews

Lake Harvey Vacation Rentals - The Lake House

Relax in our 3-bedroom Lake House on 15-acre Lake Harvey just south of Linton, Indiana on the edge of Goose Pond Fish & Wildlife area, and minutes from Greene Sullivan State Forest. Perfect for your hunting/fishing/bird watching trip, or for a peaceful family vacation. Our Lake House features 3 bedrooms, with 3 king beds and 1 double bed, living room, dining room, fully equipped kitchen, 2 full bathrooms, laundry room, screened front porch, back patio, and attached garage.

Top guest favourite
A spacious game room features a red pool table alongside a round dining table. Bright lights illuminate the area, while a textured wall adds an element of depth. The room includes a seating area with benches and a few pieces of wall art, creating a relaxed atmosphere.
Home in Montgomery
5 out of 5 average rating, 25 reviews

Country escape with game room!

Very spacious with lots of space for the whole family to come and spend time together. Enjoy time by the fire in the unique patio grain bin, or in the basement game room playing board games, pool, or darts. Enjoy a meal in the large spacious kitchen with ample seating space for the whole family, 3 separate living areas with smart tvs. 4 full baths, Bedrooms include 2 king beds, 3 queens and possibly 3 or 4 twin beds in the basement game room storage area.

Superhost
Tiny home in Sullivan
4.5 out of 5 average rating, 4 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. **HOT TUB not available 8/10-8/11

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.

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
A spacious barn structure features a peaked roof and large double doors, set against a backdrop of lush greenery. The area around the barn is landscaped with grass and trees, contributing to a serene rural environment.
Farm stay in Odon
4.98 out of 5 average rating, 65 reviews

The Barn

Cozy waterfront home in peaceful, scenic Amish country. Approximately two miles from Interstate 69. Visit from April through August to observe our purple Martin colony. Close to White River Valley Antique Show.

Top guest favourite
A bright living area features a gray couch with decorative pillows, positioned near a wall clock. A plant adds greenery to the space, while light streams through a nearby window, illuminating the room's wood-like flooring. A welcome mat is visible at the entrance.
Home in Odon
4.96 out of 5 average rating, 136 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.

Top guest favourite
Home in Vincennes
5 out of 5 average rating, 41 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