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.

Guest favourite
A view of the in-ground swimming pool is presented, surrounded by a spacious patio area. The pool reflects the sky, with the Ohio River visible in the background. Lush greenery lines the riverbank, complemented by soft clouds above, creating a serene atmosphere.
Castle in Cannelton
4.93 out of 5 average rating, 15 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.

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.

Guest favourite
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
A view from the wrap-around porch reveals lush green trees surrounding a tranquil lake. Natural wooden beams frame the space, enhancing the connection to the outdoors. The serene landscape showcases the inviting natural beauty of the property.
Cabin in Derby
4.81 out of 5 average rating, 36 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.

Top guest favourite
A cozy outdoor seating area features four cushioned chairs arranged around a stone firepit, creating an inviting space for evening gatherings. Soft lighting from string lights enhances the atmosphere near the entrance of the cabin, which includes a wooden door leading inside.
Cabin in English
5 out of 5 average rating, 39 reviews

Cozy Cabin

Welcome to isolation from our crazy world. Here at our cabin, you be will able to unwind and relax. The entire property has been recently renovated for everyone to enjoy. Come out and enjoy a bonfire or relax on the porch with book in hand. There are multiple wineries close by, as well as a very scenic hiking trail at Hemlock Cliffs. Both, Holiday World and French Lick are a 35 min. drive which boasts tons of fun activities. Patoka Lake is also 15 min. away to the southern boat ramps.

Top guest favourite
A spacious living area features a high, sloped ceiling with track lighting. A mounted collection of deer antlers adorns the wooden walls. Comfortable seating is provided by a dark sofa and a cushioned chair, accompanied by a television and a rustic coffee table on a patterned rug.
Cabin in Grantsburg
4.97 out of 5 average rating, 37 reviews

Barndominium Lodge Getaway

Enjoy this spacious country setting inside and out . No steps, cabin is all on 1 level . Includes 1800+ sq. ft. and 2 car attached garage, 2 carports with plenty of parking. Covered porch, gas grill . Firepit /wood incl. Gathering area with picnic tables. 3 BR's 1 king , 1 queen, 1 full and 1 queen sofa sleeper. Fully equipped kitchen includes many cooking utensils plus dishwasher .Laundry room with washer & dryer. TV dish network DVD player with movies , shuffleboard & cornhole.

Superhost
Cabin in Leavenworth
5 out of 5 average rating, 3 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.

Top guest favourite
Home in Hawesville
5 out of 5 average rating, 30 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.

Top guest favourite
A scenic view of Carpenters Lake is presented from a grassy area featuring two wooden chairs. A sturdy bonfire pit sits in the foreground, framed by tall trees. The surface of the lake reflects the soft colors of the sky, creating a serene atmosphere.
Cabin in Maceo
4.99 out of 5 average rating, 79 reviews

Lakeside Cottage

Perfect for couples, a private getaway with a soothing, rustic yet modern asthetic. Enjoy the wildlife, beautiful views and gorgeous sunsets from the tree tops! Propane fire pit on deck & wood fire pit in the yard with wood provided. Lots of places to relax around the property. About a 15 min drive into Owensboro which is a very cool year-round Rivertown! Be sure to check out Friday after 5:00 if you're coming on a Friday! Let us know if you are bringing kayaks or canoes please!

Guest favourite
A rustic cabin crafted from timber is illuminated by warm lights from its windows. A campfire burns brightly in the foreground, surrounded by a grassy area and a parked vehicle nearby. The peaceful atmosphere is enhanced by the surrounding natural landscape.
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.

Popular amenities for Derby holiday rentals

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