Vacation rentals in Derby

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Top-rated vacation rentals in Derby

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Top guest favorite
A charming cabin with a green metal roof sits nestled among lush greenery. A wooden deck features light seating areas, while a hammock is comfortably draped between two trees, inviting relaxation in the serene outdoor surroundings.
Cabin in English
4.99 out of 5 average rating, 87 reviews

Retreat, Recharge, Renew in a Secluded Paradise

Retreat, recharge, renew in a private paradise nestled in the Hoosier National Forest in Southern Indiana. Treat yourself to retreat and get away to this secluded piece of heaven on earth in a cabin snugged into the national forest in a rural area. Enjoy peace, and quiet. This is absolutely a hidden haven of heaven on Earth. Being in the Hoosier National Forest, we are situated in a recreational region that features many outdoor activities and offerings for nature lovers to explore and enjoy.

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
4.95 out of 5 average rating, 20 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 serene cabin nestled among trees is illuminated by soft string lights. A fire pit surrounded by wooden chairs is positioned near the cabin, offering a cozy outdoor gathering space. The lush greenery creates a peaceful, secluded atmosphere.
Cabin in Eckerty
4.98 out of 5 average rating, 106 reviews

Lured to the Lake cabin w/ HOT TUB and Patoka pass

Come relax at “Lured to the Lake” cabin minutes from Patoka Lake entrance, Winery, Distillery, and Brewery! Perfect for family adventures, romantic getaways, and ladies' weekends. The cabin sits on a peaceful, wooded 3/4 ac. surrounded by gorgeous southern Indiana nature. Watch wildlife from the hot tub or enclosed back porch. A picnic table, firepit, and Blackstone grill are available for use. The cabin also has corn hole boards and an air hockey table! 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, 262 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
Cabin in Derby
4.79 out of 5 average rating, 42 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.

Top guest favorite
A deck area is presented with a dining table covered by an umbrella, surrounded by chairs. Soft lighting from candles creates a warm atmosphere, while lush trees provide a natural backdrop along the lakeside. The railing allows for unobstructed views of the serene environment.
Cabin in Maceo
4.99 out of 5 average rating, 91 reviews

Lakeside Cottage

Perfect for couples! Thoughtfully designed with a soothing, rustic chic asthetic. Enjoy the peace and quiet, 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. About a 15 min drive into Owensboro which is a very cool year-round Rivertown with plenty of restaurants, shops, pubs, and especially the beautiful Riverfront Park! We are also on the Bourbon Trail! Bring your kayaks and enjoy the lake!

Top 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
4.94 out of 5 average rating, 53 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 Leavenworth
5.0 out of 5 average rating, 6 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 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, 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.

Guest favorite
A serene view of the lake is depicted, with a cabin nestled among lush trees on the opposite shore. The still water reflects the vibrant greens of the forest and the cabin, creating a tranquil and balanced scene.
Cabin in Harned
4.88 out of 5 average rating, 26 reviews

Oak Cabin: Lakefront & Pet Friendly, 2bed/1bath

Let the stress soar away at the pet-friendly Oak Cabin! This cabin is the perfect place to relax and renew for families and friends. It offers the most breath-taking views of the lake during sunrise and sunset. There is a gas grill for perfect summertime burgers, a trolling boat for exploring the beautiful lake, and a picturesque hiking trail. Spend your day on the porch swing, with no city sounds to ruin the silence and no city lights to hide the night sky.

Top guest favorite
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
4.95 out of 5 average rating, 77 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 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
4.84 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.

Popular amenities for Derby vacation rentals