Vacation rentals in Derby

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Top-rated vacation rentals in Derby

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 169 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, 261 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
4.82 out of 5 average rating, 38 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
4.89 out of 5 average rating, 18 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.

Guest favourite
Farm stay in Tell City
5 out of 5 average rating, 8 reviews

Welcome to Doña Catalina Farm house.

Welcome to Doña Catalina Farm House. This is the perfect place to get in touch with nature and have a relaxing and recharging vacation. Wake up to birds singing and enjoy a coffee in the front porch. We have a beautiful outdoor space for adults, children and even your pets to enjoy. The house is located on 17 acres of land surrounded by trees. We have a catch and release pond in the property and the area is perfect for hiking and hunting inside the property. We’d love to have you stay!!

Guest favourite
Cabin in Harned
4.91 out of 5 average rating, 23 reviews

Maple Cabin: Lakefront & Pet Friendly,3bed/1.5bath

Escape to the pet-friendly Maple Cabin, the perfect place to create vacation memories for families. With two bedrooms on the main floor and a cozy loft bedroom, there is plenty of room for everyone to unwind. This spacious cabin offers much needed serenity when escaping the stress of life. There is a gas grill for perfect summer burgers, a trolling boat for exploring the beautiful lake, and a picturesque hiking trail. End your day by the gas fireplace, enjoying the sounds of nature.

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
Home in Hawesville
4.97 out of 5 average rating, 37 reviews

Meadowview

Keep it simple at this peaceful and centrally-located place. The house is right off the main highway. It is on a dead end street with only three houses and a beautiful meadow on the other side. The back deck makes it easy to sit and enjoy the view of the meadow. The living room and both bedrooms have televisions. Free Wifi and parking make this spot even sweeter. The home has a fully stocked kitchen and bathroom amenities. Memory foam mattresses make for a good night's sleep.

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
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.

Guest favourite
A cabin is nestled among lush trees, revealing a stacked stone chimney and a spacious deck in the foreground. A nearby rustic structure hints at additional charm, with gravel pathways leading to the entrance, surrounded by the tranquility of nature.
Cabin in Paoli
4.96 out of 5 average rating, 114 reviews

Patoka River Hideaway

Take it easy at this cabin in the woods! If you are looking for a peaceful getaway nestled in the woods, you have found it! Located between Paoli and English this cabin sits back in the woods where you can see and hear the Patoka River flowing through. Sit out on the deck and enjoy our hot tub or firepit and relax! Enjoy your stay as a couple or small group to unplug and reconnect.

Popular amenities for Derby vacation rentals

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