
Holiday rentals in Derby
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Top-rated holiday rentals in Derby
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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.

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

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.

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.

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.

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.

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

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.

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.

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!

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
Other great holiday rentals in Derby

Boulder Ridge Cabin

The Den At Bear Hollow

Ohio River Room with a View Cozy apartment.

Rough River Lake Cabin close to ramp pet friendly!

Cozy Cabin/ Lake Pointe Cabin-Patoka Lake

The Castle

Back Roads Indiana

Lakefront Cottage - Lake Access & Observation Deck
Destinations to explore
- Western North Carolina Holiday rentals
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- Southern Indiana Holiday rentals
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- Louisville Holiday rentals
- Holiday World & Splashin' Safari
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Muhammad Ali Center
- Angel's Envy Distillery
- Victoria National Golf Club
- Louisville Slugger Field
- Louisville Slugger Museum & Factory
- Heritage Hill Golf Club
- Falls of the Ohio State Park
- Turtle Run Winery
- Big Four Bridge
- Kentucky Science Center
- Waterfront Park
- River Run Family Water Park
- Big Spring Country Club
- Frazier History Museum
- Evan Williams Bourbon Experience
- The Pete Dye Course at French Lick
- Lincoln State Park
- Bruners Farm and Winery
- Arborstone Vineyards
- Best Vineyards




