Holiday houses in Oaktown

Serene Tranquil Escape!

Cozy 2-Bedroom 1 Bath Home in the Heart of Palestine, IL Welcome to your home away from home! Nestled in the charming town of Palestine, Illinois, this cozy 2-bedroom home offers the perfect blend of comfort and convenience for families, couples, or small groups. Fully Equipped Kitchen: Stocked with appliances, cookware, utensils, perfect for home-cooked meals. Comfortable Living Room: Unwind on the plush sofa with access to Wi-Fi and a smart TV for streaming your favorite shows. AppleTV, DVD

Bright Sunroom, Giant Sectional, Parking, 5 Min IU

A spotless, thoughtfully curated home designed to feel comfortable, calm, and genuinely livable — not a bare rental. Guests consistently mention the immaculate cleanliness, comfortable beds, oversized sectional, and thoughtful extras that make settling in easy. Located in a residential neighborhood, under 10 mins to IU, downtown, stadiums, dining, parks, and Kroger. This home is ideal for campus visits, couples, small groups, and professionals who value comfort, cleanliness, and a calm place.

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

Cheerful two bedroom Farmhouse with free parking

Your family will be located in a lovely Bloomington rural setting that is less than 10 miles from Indiana University and less than 5 miles from beautiful 10,750 acre Lake Monroe. You will be able to unwind on the front porch swing, relax on the spacious back deck or warm your hands and feet by the fire pit provided. If you are a foody you are within 10 to 15 minutes from the many Bloomington restaurants or if you prefer the cooking option there is a full kitchen for your culinary creativity.

Whitetail Woods cabin w/ HOT TUB and Patoka pass

Relax with the whole family at this peaceful cabin minutes from Patoka Lake entrance, winery, distillery, brewery, and dining! Perfect for family adventures, romantic getaways, ladies' weekends, and hunting trips. The cabin is located in peaceful Grant Woods surrounded by gorgeous Southern Indiana nature. You'll love relaxing in the 6-person hot tub, rocking on the covered front porch, and roasting marshmallows around the backyard fire pit. Cabin is a short drive to French Lick/West Baden.

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

Kingsley House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

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.

Rustic cottage w/ porch & scenic views

Escape to a peaceful countryside retreat where rustic charm meets modern comfort. Serene views, rolling fields, and wide open skies await. - Sleeps 6 | 3 br | 5 beds | 2 baths - Full kitchen w/ new appliances & stocked supplies - Living room w/ 55" TV + kids play area - Master suite king bed + crib, double vanity, walk‑in shower - Upstairs rooms queen & twin beds each - Front porch chairs, outdoor dining & pet‑friendly

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.

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!

The Goose Pond Cottage

Located in a private secluded and wooded area, it offers a peaceful and exceptional place to stay. It has a Queen sized bed downstairs and stairs to a loft with 2 twin XL beds. It also has a full kitchen and an outdoor firepit with grill.