Holiday rentals in Derby

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Top-rated holiday rentals in Derby

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Guest favourite
The living area showcases a comfortable sofa with decorative pillows, adjacent to a dining table with elegant chairs. A modern kitchen area is visible, highlighted by stainless steel appliances and overhead lighting. The space features a neutral color palette and wooden flooring.
Flat in Corydon
4.94 out of 5 average rating, 280 reviews

Vera's Loft in Historic Corydon, IN

Vera's Loft is named for my mother who grew up just 2 blocks from here in historic Corydon. Completely renovated and updated 1 Bedroom Loft in a historic home built in 1900. At nearly 500 square feet, it is much larger and certainly more comfortable than your typical hotel room. Located in the downtown historic district, it is walking distance to shops, restaurants and more. Private off street parking and private, secure entrance make this an appealing choice for business or leisure travelers.

Top guest favourite
A cozy bedroom features a spacious bed with crisp white linens and decorative pillows. Above the bed, a vibrant artwork of a cow adds a touch of character to the room. A bedside lamp and a small blue nightstand provide additional comfort.
Place to stay in Vine Grove
4.99 out of 5 average rating, 150 reviews

Fort 5400

Rustic 1 bedroom unit on 6 acres. Beautiful creek a couple hundred yards from your door with lovely sunsets. Vaulted living room, dual reclining sofa, 50 inch ROKU TV & dinette. Kitchenette with full size refrigerator, microwave, and Keurig coffee maker. King size bed, cozy electric fireplace, 32 inch ROKU TV and closet with washer/dryer. The grounds are shared with one other tenant. FT Knox-6.2 Miles Elizabethtown Sports Park-15 miles Church Hill Downs-36 miles Boundary Oak Distillary-7 miles

Top guest favourite
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
5 out of 5 average rating, 11 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 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, 130 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.

Top guest favourite
A cozy master bedroom features warm wooden walls and ceiling, enhancing the natural ambiance. A king-size bed is adorned with a patterned blanket and complemented by wooden furniture. A mirror and map artwork are visible on the walls, with a small window allowing natural light to enter.
Loft in Huntingburg
4.93 out of 5 average rating, 222 reviews

Lovely Country Loft Lake, Hiking, Woods, Relaxing

Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.

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
4.93 out of 5 average rating, 248 reviews

Isaak's Hideaway - "Beautiful Fall Views"

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.

Top guest favourite
The cabin's exterior exhibits a rustic charm with unique angles and a mix of textures. Wooden walls are complemented by a metal roof, while multiple windows add character. A simple porch with log railings invites relaxation, surrounded by lush greenery.
Guest house in Hardinsburg
4.96 out of 5 average rating, 315 reviews

Once Upon a Time little Cabin in the Woods

Welcome to Always Ranch where this unique tiny cabin offers you a tranquil spot to relax. You will be surrounded by nature and off the beaten path. The cabin may look like a lean to but the inside is rustic and warming. We are located 20 minutes form Salem, 20 minutes from Paoli and Paoli Peak, and 35 minutes from Frenchlick Casino The kitchenette includes mini fridge, microwave, double hot plate and, grill on the outdoor firepit or grill. Boats are NOT available for guests at this time

Top guest favourite
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, 30 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 favourite
The log cabin is set on a hillside surrounded by trees, featuring a red metal roof and large windows. A wooden deck leads to the entry, providing views of the Ohio River and nearby farmland. The natural setting contributes to a peaceful ambiance.
Cabin in Leavenworth
4.97 out of 5 average rating, 129 reviews

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!

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, 270 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
The living area showcases a cozy seating arrangement with a dark gray sofa and an armchair, complemented by wooden accents. A flat-screen TV is mounted above a decorative brick fireplace, while a wooden coffee table sits centrally, enhancing the welcoming ambiance.
Cabin in Hardinsburg
5 out of 5 average rating, 34 reviews

Rough River Oasis: Close to Lake - Deck - Fire Pit

Step into the charming 1BR 1BA oasis near picturesque Rough River Lake. It promises a relaxing retreat just a few minutes from Nick's Boat Dock, scenic state park, restaurants, shops, exciting attractions, and landmarks. The lovely design and a rich amenity list will leave you in awe. ✔ Comfy King Bedroom + Queen Sleeper Sofa ✔ Relaxing Living Area ✔ Kitchenette ✔ Deck (Fire Pit, Dining, BBQ, Lounge) ✔ Workspace ✔ Smart TVs ✔ Wi-Fi ✔ Parking See more below!

Guest favourite
The cottage features a welcoming front porch adorned with red shutters and a bright red door. Two large, round rocking chairs are positioned on the porch, surrounded by greenery and a blue planter. The pathway leads to the spacious entrance.
Cottage in Maceo
4.96 out of 5 average rating, 174 reviews

Hattie's Hill Cottage

Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Popular amenities for Derby holiday rentals

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