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.

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

College Cottage

Centrally located to 3 colleges and 2 hospitals in a peaceful neighborhood, this cozy, open concept studio guesthouse is perfect for a short- or long-term stay. This newly renovated garage apartment to guesthouse requires no steps and features a spacious fenced in area for your pet. Creativity abounds in this uniquely decorated space. It features a king-sized bed as well as queen sized sofa sleeper. The kitchen is well stocked and has a coffee/tea bar for your enjoyment. Pets are welcome.

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.

Lakefront Cabin with Hot Tub, Sauna

Welcome to Emerge Cabin at Atlas Views Resort! Situated right at the heart of our micro-resort, this modern sanctuary offers prime views of our lovely pond. ✅ Newly built modern cabin 🛏️ 2 King beds | Sleeps up to 4 (max 5) 💦 Private hot tub + cold plunge 🔥 Fire pit & grill 🧖‍♂️ Access to shared sauna & resort pond 🌅 Floor-to-ceiling windows with scenic water views 🌲 Minutes from Patoka Lake & Hoosier National Forest 🌄Just 10–15 minutes from French Lick & West Baden

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.

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.

1 Bedroom Apartment Overlooking Courthouse Square

Cozy, downtown apartment overlooking the Courthouse on the square in Bloomfield. Located approximately 25 minutes from Crane Naval Base, this apartment is perfect for contractors or attorneys in the area on work or anyone visiting family or friends in the Bloomfield area. The Kitchen is fully functional with necessary cookware, dishes and utensils. Beautiful view of the Courthouse. Cheaper than the Hotels near Crane!

Simply Savvy

Charming 1 bed, 1 bath home with everything you need for a relaxing stay. Enjoy a full kitchen, in-house laundry, cozy living room, and a spacious bedroom with en-suite bath. The inviting front porch is perfect for morning coffee or evening sunsets. Located on a large lot near downtown with plenty of parking and fun nearby activities. Ideal for both weekend getaways and extended stays.

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!

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!