Vacation rentals in Derby

Top guest favorite

Guest favorite

Turkey Fork Creek Retreat

Turkey Fork Creek, our roomy retreat features a large yard for pets and children, outdoor games, and a secluded setting (10 acres). The expansive deck overlooking the woods is a guest favorite, an ideal place to unwind with coffee or cocktails while taking in the views. Inside offers an open layout, comfortable seating, and a fully equipped kitchen. Nearby, explore kayaking, hiking, and local dining, or relax on the patio. Perfect for gatherings, celebrations, or a quiet escape any time of year

NYA river front Lighthouse Castle

It's rare to find a place that's both historic and one-of-a-kind.Here you have it all, freshly renovated 4,000 sq/ft sleeps 20, in-ground summer pool and year around hot tub.Breath taking views of the Ohio River with plenty of to do inside and out. Enjoy our game room pool/pingpong table, shuffle board and darts along with a spectacular Ohio River view from each room! We are conveniently located 1 hour from Louisville,Owensboro and Evansville.Check us out NYAMillennial on ticktock and YouTube.

Isaak's Hideaway -Beautiful Views for every season

Isaak's Hideaway is a spacious cedar log cabin with expansive windows overlooking the Ohio River and surrounded by Hoosier National Forest in Magnet, IN. Sleeping up to eight, this cabin is ready to entertain a houseful of family and friends. Enjoy the amazing river view and barge traffic while relaxing at the stone fire pit or lounging in the hot tub. Also, located about 50 minutes from Holiday World. Freshly painted with all new appliances! Also check out Pop's Hideaway - Magnet, IN.

Whitetail Lodge, Twin Lakes Cabins

Welcome to Whitetail Lodge, an amazing two-story cedar retreat between two peaceful lakes in Southern Indiana located in our evergreen forest. Relax on the wraparound porches with beautiful water views, wildlife, and the sounds of nature. Perfect for couples, families, and friends, the lodge offers comfort, space, and memorable experiences. Enjoy paddle boats, kayaks, fishing, hiking trails, yard games, a private pavilion, fire pit and endless opportunities to unwind and reconnect outdoors.

Top guest favorite

Guest favorite

Farm Stay with Sunset Views

This home is on a family farm in Spencer County, IN, just 15 minutes from Holiday World. It boasts open areas both inside and outside for family and friends to spend quality time together. We invite you to watch the cows graze and view the sunset from the back porch. Although the home is located on a rural gravel road, we are fortunate to provide fiber internet/WiFi and city water. The space comfortably sleeps 14 adults. 3 toddlers which don’t count toward occupancy. We offer 1 night stays

The Patriot House

We would be delighted to welcome you to the Patriot House. This home is tucked away on 5 acres of dreamy countryside! It features a thoughtfully designed layout of 1,440 square feet and is the perfect mix of comfort and style. While the neighbors are nearby, they are far enough away to keep your secrets safe! Just a hop, skip, and a jump from Holiday World, 15 minutes away—and just 1.9 miles from Matilda’s wedding venue, it's the perfect getaway to relax and make unforgettable memories.

Luxurious cabin on Little Blue River and the Ohio

Kick back & relax in this calm, stylish cabin, situated on Little Blue River. This cabin offers a one bedroom open concept with a king size bed, fully equipped kitchen, luxurious amenities, private boat dock, firepit, indoor fireplace, lighted deck, use of 2 kayaks, firewood, & peace & quiet surroundings. 45 min. from Patoka Lake & Winery, Holiday World, & Turtle Run Winery. 30 min. from Cave Country Canoes, Marengo Cave, & Corydon Old Capitol .10 min. from The Overlook Restaurant.

BIG TIMBER RIVER CABINS, "The Hawk's Nest"

The Hawk's Nest is a newly-built, authentic, hand-crafted log cabin with all the modern amenities. It sits on a bluff overlooking the Ohio River and serene Kentucky farmland. Located 5 minutes from I-64 in Crawford County Indiana, the cabin is easy to reach. The site is park-like & private, although not totally secluded. The cabin contains a full bath & kitchen. It also has heat/AC, TV, gas grill & private hot tub. Rent a cabin, relax, and watch the river boats float by!

Derby Escape

Welcome to the rolling hills of Southern Indiana. Your escape from the day to day grind awaits. Our cabin was built in the 1800's and reassembled (with modern conveniences) in 1996. Ideal for the hunter, hiker, boater or fisherman. Thousands of acres of Hoosier National Forest, the Ohio River and it's tributaries all provide a one of a kind outdoor recreation experience. Or you can just sit next to the fire, enjoy the night sky and relax! Either way... Welcome to Derby.

Oak Cabin: Lakefront & Pet Friendly, 2bed/1bath

Let the stress soar away at the pet-friendly Oak Cabin! This cabin is the perfect place to relax and renew for families and friends. It offers the most breath-taking views of the lake during sunrise and sunset. There is a gas grill for perfect summertime burgers, a trolling boat for exploring the beautiful lake, and a picturesque hiking trail. Spend your day on the porch swing, with no city sounds to ruin the silence and no city lights to hide the night sky.

Top guest favorite

Guest favorite

Riversong- Timberframe Cabin

Take it easy at this unique and tranquil getaway. The Riversong Cabin is a newly built Timberframe with gorgeous views overlooking The Ohio River. Large windows give multiple views of the surrounding landscape of Indiana and Kentucky. The Riversong also provides a private hot tub with beautiful expansive views to the East and to the West towards Horseshoe Bend. This cabin is located in the quaint little town of Leavenworth, Indiana.

Lily's Pad - Rustic cabin on the creek.

Take it easy at this unique and tranquil getaway. This cozy 2 bedroom cabin sits on stilts and boasts a 3 story deck with a hot tub. The cabin is nestled on 3 acres surrounded by towering black walnut trees and a creek you can fish and swim in. There are lots of outdoors opportunities nearby. A firepit area with picnic tables is available for use. Hottub! Please view 'show more' and read complete details before booking.