Holiday rentals in Derby

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Top-rated holiday rentals in Derby

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Guest favourite
A wooden cabin with a unique architectural design is situated along the riverbank. The structure features multiple roofs and a spacious porch overlooking the water. A large boat is docked nearby, with lush greenery and rolling hills visible in the background.
Cabin in Magnet
5 out of 5 average rating, 13 reviews

The Heron's Nest

The “Heron’s nest” is Four stories tall, with FOUR Bedrooms, THREE Full Bathrooms. Eight person dining room table, Full Bath , Living room with WI-FI, flat TV & DVD player, plus a large bedroom with a King sized Bed. Going upstairs, the Loft bedroom has a King sized Bed and Full Bath. Down stairs to the lowest level walk out basement, there is a third bedroom with a Queen Bed a Fourth Bedroom with a Queen bed, TV. Hot Tub $45. Pet $45 per pet per night. Visitors (not overnight) are $10 each.

Top guest favourite
A modern cabin features a large deck surrounded by lush greenery, showcasing expansive glass windows that provide ample natural light. The structure has a sloped roof and is partially nestled among tall trees, highlighting the serene forest setting.
Cabin in New Pekin
4.96 out of 5 average rating, 106 reviews

Anjuna House - a Scandi riverfront forest getaway

Welcome to the enchanting retreat of "Anjuna," nestled among a sprawling forest in the heart of southern Indiana. This modern 4-bedroom, 3 bathroom luxury cabin features 14' floor-to-ceiling windows, and 1000+ sqft deck! Outside there are 12 acres of forest to explore, an outdoor shower and a tranquil river which meanders through the property. Anjuna is near Knobstone trail, Marengo Cave, and the bourbon trail in Louisville. Bring family, friends or just yourself to relax or explore at Anjuna!

Guest favourite
Cabin in Harned
4.93 out of 5 average rating, 29 reviews

Pine Cabin: Lakefront & Pet Friendly, 1 bed/1 bath

Snuggle up on the couch with good book, warm up by the gas fireplace in the winter, or watch the fog settle with an early morning cup of coffee from this pet-friendly, lakefront 1 bedroom, 1 bath cabin. The cozy Pine Cabin is perfect for a couples get away or a staycation for yourself. With no distractions of today's modern "amenities", get back in touch with nature and embrace the solitude that the Pine Cabin offers with beautiful views of the lake and our everchanging, visiting waterfowl.

Top guest favourite
A view from above captures a six-person hot tub with inviting blue water. Nearby, a circle of Adirondack chairs surrounds a fire pit, all nestled in a wooded area illuminated by warm string lights hanging overhead.
Cabin in Eckerty
4.98 out of 5 average rating, 167 reviews

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.

Guest favourite
The wooden cabin features a traditional design with a peaked roof and a red door. Surrounded by trees and under a clear sky, it is situated near the Ohio River, with gravel pathways leading to the entrance and an expansive view of the water visible in the background.
Cabin in Cannelton
4.92 out of 5 average rating, 259 reviews

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.

Superhost
The exterior of Whitetail Lodge features a rustic wooden structure with multiple balconies. Surrounding greenery and seasonal foliage enhance the natural setting. A wooden sign representing the lodge is displayed prominently near the entrance.
Cabin in Derby
4.81 out of 5 average rating, 37 reviews

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.

Guest favourite
Home in Leavenworth
4.87 out of 5 average rating, 15 reviews

The Historic Haven- Cozy retreat near the Overlook

Escape the noise and step into small-town charm in this renovated historic retreat - just steps from a one-of-a-kind general store that feels like a step back in time. The Overlook Restaurant is just down the road with delicious food and stunning views of the Ohio River. It is also close to the Dock Restaurant and Bar (live music on select weekends!), national forestry, Blue River kayaking, and the Marengo and Wyandotte caves. Perfect for nature lovers, adventurers, or a peaceful getaway.

Superhost
Cabin in Leavenworth
5 out of 5 average rating, 4 reviews

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.

Guest favourite
A rustic cabin constructed from wood and stone is nestled among trees, with a front porch featuring a railing. Sunlight highlights the natural surroundings, and fallen leaves cover the ground, creating a serene outdoor environment.
Cabin in Derby
4.95 out of 5 average rating, 276 reviews

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.

Top guest favourite
A cozy living area features a plaid couch positioned next to an ottoman and a small side table. A wooden bench sits against the wall under a mirror. A television is mounted on the wall opposite the entrance door, with natural light illuminating the space.
Flat in Hawesville
4.97 out of 5 average rating, 91 reviews

Highlander's Hidden Gem 1 Bedrm

Drive right up to your front door! There is only one other apartment sharing this location. Amenities include wifi, smart televisions in living room and bedroom, couch that folds out into a full size bed (pillows and blankets are in the ottoman in front of couch), eat in kitchen, and free parking. Even though this is a small town, there is a convenience store 1/2 block away, a Walmart that is 3 and 1/2 miles away, and two other local restaurants that deliver to your door.

Top guest favourite
An inviting open space features rustic wooden beams and finishings, complemented by a comfortable gray sofa with decorative pillows. A central kitchen island is visible, along with a sliding wooden barn door. Light fixtures enhance the warm ambiance of the interior.
Cabin in Leavenworth
4.96 out of 5 average rating, 72 reviews

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.

Guest favourite
A spacious bedroom features wooden paneling and a ceiling fan. Natural light enters through large windows adorned with forest-themed curtains. A bed with a patterned quilt and several cushions is positioned beside a dresser, creating a cozy retreat with rustic charm.
Cabin in English
4.84 out of 5 average rating, 185 reviews

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.

Popular amenities for Derby holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Perry County
  5. Derby