Holiday rentals in Oaktown

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

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.

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.

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

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.

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.

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.

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.

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.

Cozy Cottage

Take a break and unwind at this peaceful oasis. Located 2 blocks from Dollar General Market and two blocks from White River Valley Antique Show in the sleepy town of Elnora. 5 miles from large Amish community and several restaurants offering authentic Amish food, country stores and shops.

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!

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.