Holiday rentals in Lewisport

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Top-rated holiday rentals in Lewisport

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Guest favourite
The exterior of a charming light blue house is shown, featuring white shutters and a welcoming front porch. A decorative wreath adorns the door, while pink ornamental grasses frame the yard, adding a pop of color to the peaceful setting.
Home in Rockport
4.85 out of 5 average rating, 61 reviews

Near Holiday World & Owensboro, The Little House

The Little House is a charming 2-BR, 1-bath retreat, ideal for family vacations or romantic getaways. Nestled in a peaceful location, this cozy home offers easy access to local attractions: Lincoln Pioneer Village and Museum – 0.3 miles Downtown Owensboro – 10 miles Bluegrass Hall of Fame – 11 miles Newburgh, IN – 21 miles Holiday World – 21 miles Unwind and relax in this convenient, comfortable home base. Pet-friendly for small dogs under 25lbs (Pet fee: $50). Professional photos coming soon!

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, 180 reviews

Hattie's Hill Cottage

Cozy cottage located just behind the main home on the property (see photos). Relax by the pool, open seasonally, which is shared by the main house guests and host family, or enjoy an evening stroll out in the country. Conveniently located near Owensboro, Rockport, Hawesville, and Lewisport. The cottage features one flexible bedroom with either two twins or one California king, Wi-Fi, Smart TV, well-stocked kitchen, dining/work space, comfortable recliners, and access to the beautiful grounds.

Top guest favourite
An outdoor fire pit area is surrounded by six wooden Adirondack chairs, creating a cozy gathering spot on a grassy lawn. The former church building is visible in the background, framed by trees and bathed in natural light.
Home in Grandview
5 out of 5 average rating, 106 reviews

The Storehouse - unique retreat near Holiday World

The Storehouse, a church built in the 1890s, is nestled in the serene backdrop of Grandview, Indiana. This former sanctuary has been thoughtfully transformed into a 3 BR home, perfectly blending old-world charm with contemporary amenities. You will love the original hardwood floors and stained glass windows in every room. Less than 15 min. from Holiday World and Lincoln State Park, there is much to do. Return and unwind in the private hot tub or gather around the fire pit under the stars.

Top guest favourite
An open concept living area features a plush gray sofa with accent pillows, complemented by a modern coffee table on a textured area rug. The kitchen area includes wooden cabinets and bar seating, while natural light brightens the space through a nearby window.
Home in Owensboro
5 out of 5 average rating, 188 reviews

4bed3BR Near Conv Ctr/Fisher Pk/30to HolidayWorld

METICULOUSLY CLEAN, updated 3 bedroom home, 4 beds each with tv! Home is 3 miles from Convention Ctr, Bluegrass Museum, Science Museum, Botanical Garden. It’s also 4 minutes from baseball fields (Fischer), Thompson Berry( soccer), 30 min to Holiday world, private and fenced backyard with lighted patio. Home is well stocked with ALL you may need! If the home is empty previous night, early check in, no charge! - Wifi - Roku TV in all bedrooms - Washer and Dryer - Stocked kitchen, book now!

Guest favourite
A spacious living area is visible, featuring light wood flooring and a combination of seating options, including a brown leather sofa and two blue armchairs. A wooden dining table is situated in the foreground. Natural light enters through the door at the far end.
Flat in Hawesville
4.93 out of 5 average rating, 107 reviews

Feel at Home at the Highlander Center

Welcome to our three bedroom, two bath apartment in downtown Hawesville, Kentucky. It is tucked away in the back of a building that used to be the local school's bus garage. The mattresses are memory foam (Nectar), 42 inch smart TVs in every bedroom, and a 50 inch smart TV in the living room. A fully equipped kitchen with a dishwasher, washing machine, and dryer will make your stay more enjoyable. Free parking that is next to the entry door and lit by a street light. Free Wifi.

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, 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.

Top guest favourite
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, 80 reviews

Lakeside Cottage

Perfect for couples, a private getaway with a soothing, rustic chic 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
The exterior of the Cozy Cottage is presented, showcasing a two-story structure with blue shutters and flower boxes. A set of wooden stairs leads to the entrance, which is framed by a tree that provides shade. The surrounding yard features green grass and a pathway.
Home in Owensboro
4.94 out of 5 average rating, 215 reviews

The Cozy Cottage

Join us for a relaxing stay at the Cozy Cottage! Inside you will find everything you need to make for a cozy stay whether you’re with us for short weekend or a month. Outside you will find plenty of spaces to sit and enjoy the view of the Ohio River just 2 blocks away. The Cozy Cottage is conveniently located less than 5 minutes from downtown Owensboro and popular attractions such as the Convention Center, Bluegrass Museum, Botanical Gardens, and Jack C. Fisher Park.

Top guest favourite
A cozy log cabin is framed by lush greenery, featuring a bright red metal roof and a welcoming front porch decorated with rustic accents. A stone pathway leads up to the entrance, while the Ohio River is visible in the background, enhancing the peaceful rural setting.
Cabin in Cannelton
5 out of 5 average rating, 36 reviews

Big Timber (Relax by the River)

Needing a rural place to get away? This cozy 3 bedroom, 2 bath house that sleeps 6 has a front row seat to the beauty of The Ohio River. Relax on our deck, relax river side by the outdoor fire pit, or watch the barge traffic from inside. The house sits within minutes of The Hoosier National Forest offering hiking / fishing and a peaceful atmosphere, 50 minutes from Holiday World, and 55 minutes from French Lick. (WIFI, NO WATER ACCESS)

Top guest favourite
Cottage in Owensboro
4.97 out of 5 average rating, 426 reviews

Nature Lovers Retreat

This charming cottage is the perfect getaway for nature lovers. Relax in this home’s cheerful and cozy atmosphere, located on the edge of Ben Hawes Park with over 4 miles of beautiful walking trails and 7.5 miles of bike trails in this gorgeous 297 acre forest. Enjoy all the comforts of home, including free WiFi, TV, washer and dryer, full kitchen, and free parking. This special retreat is also only 1 mile from Ben Hawes Golf Course.

Guest favourite
The exterior of a two-story house features a combination of dark gray siding and light stone accents. A neatly trimmed lawn and stone steps lead to the entryway, where a welcoming porch is visible. Large windows allow natural light to illuminate the space.
Home in Tell City
4.87 out of 5 average rating, 15 reviews

Large home to share the fun

Bring the whole family to this great place with lots of room for fun. Cook together, play together, then enjoy all Tell City and the surrounding area has to offer. Close to state forests for hiking, the Ohio River and Patoka Lake for boating, Holiday World for family fun and, of course, the great hospitality, restaurants and people of Perry County, IN. Close enough to the downtown area to walk to everything.

Top guest favourite
Home in Lewisport
5 out of 5 average rating, 9 reviews

Cozy, convenient, golf!

Great for a vacation or work stay, this 4 bedroom 3 bath house sits 50 yards from the golf course. A secluded private drive gives a great view including a front and back covered porch . All the amenities of your house including a full kitchen, large screen tv with high speed internet, fireplace, and a golf cart!

Popular amenities for Lewisport holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Hancock County
  5. Lewisport