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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Guest favorite
A modern structure with a blend of wood and stone features is situated along the riverbank. A spacious terrace surrounds a hot tub and an in-ground pool, offering unobstructed views of the Ohio River. The surrounding area is lined with trees, enhancing the natural setting.
Castle in Cannelton
4.93 out of 5 average rating, 14 reviews

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.

Top guest favorite
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, 99 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!

Top guest favorite
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, 157 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 favorite
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, 254 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.

Guest favorite
A single-story home is set on a grassy area surrounded by bare trees. The exterior features a combination of blue and red siding with a red metal roof. Neatly trimmed bushes frame the front, and a gravel path leads to the entrance.
Home in Evanston
4.97 out of 5 average rating, 36 reviews

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.

Guest favorite
Cabin in Harned
5 out of 5 average rating, 16 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.

Top guest favorite
The exterior of the home features a light-colored facade with a welcoming front porch adorned with two chairs. A concrete driveway leads to a garage, while the neatly landscaped yard includes shrubs and mulch. Clear blue skies and soft clouds complete the serene outdoor setting.
Home in Brandenburg
4.99 out of 5 average rating, 114 reviews

Brandenburgs Favorite Airbnb

Over 100 guests agree..this 5 Star spotless home is perfect for vacation or business travel! Professionally designed for guests luxury and comfort, this Airbnb is rated in the top 1% of Airbnbs with all 5⭐️ Reviews. Enjoy the privacy of having the whole home, the comfy beds, the amenities and fluffy towels. Cook in the spacious kitchen with coffee bar, cookware, and spices. Relax in the outdoor spaces or watch the big TV's! This perfectly located home is one not to miss!

Guest favorite
The open living area features a wooden dining table with several chairs, positioned near a stone fireplace. A seating area with a sofa and TV is visible, while a staircase leads to a lofted space above. Natural light fills the room from multiple windows.
Cabin in McDaniels
4.88 out of 5 average rating, 136 reviews

The Cabin at Kopple Cove! Lakefront @ Rough River

Relax with the whole family at this waterfront Cabin on Rough River Lake! Full loft game room, large bedroom with oversized log bunk beds, huge 66 foot deck, and entertainment area. Located on private lake acreage. Beach your boat on the shoreline and tie to a tree. Great area for fishing! Swingset, bonfire pit, and charcoal grills. Located very close to grocery, bait shop, and restaurants! Free use of Owners Paddle boat. Renters must have previous positive reviews on AirBNB.

Guest favorite
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, 275 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 favorite
A spacious, single-story house with white siding and a brown roof is shown. A driveway leads to the entrance, surrounded by green grass and shrubbery. A basketball hoop stands in the yard, indicating recreational space. Trees are visible in the background against a partly cloudy sky.
Home in Saint Anthony
4.97 out of 5 average rating, 183 reviews

Hoosier Homestead in scenic southern Indiana

The Hoosier Homestead is nestled in the gently rolling hills of southern Indiana on historic Hoosier farmland. The beauty of southern Indiana is right outside the Homestead doorstep with scenic drives to numerous points of interest just minutes away. The Hoosier Homestead provides a cozy gathering space for your family and friends. Whether relaxing inside or counting stars by the fire bowl at night, everyone loves our Homestead. It is a great place to come together!

Top guest favorite
An aerial view captures a working family farm surrounded by lush farmland. A clear, stocked pond reflects the sky, while trees and open grassy areas provide natural beauty. The main building with a metal roof is complemented by a driveway leading to additional greenery.
Cottage in English
4.99 out of 5 average rating, 118 reviews

The Davenport Farm Cottage

No cleaning fee! Free fishing, swimming & firewood. 1 minute off I-64. Relax at our 5th generation working family farm surrounded by the Hoosier Nat Forest. 2 1/4 acre stocked pond. Roast your catch over the fire pit or on the 36” Blackstone. Stable/strong high speed wifi. Hunters-when you're done with drafty & bare cabins, stay here. We also have a very nice cleaning station with heat, lights, tables & hot/cold running water for clean up.

Guest favorite
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
4.83 out of 5 average rating, 180 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 vacation rentals

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