Holiday rentals in Rockport

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Top-rated holiday rentals in Rockport

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Top guest favourite
The charming front porch is visible, featuring two red rocking chairs and a welcoming American flag. Lush green bushes frame the path leading up to the entrance, while a well-maintained yard provides a spacious outdoor feel. A bright blue sky complements the inviting atmosphere.
Home in Beaver Dam
4.95 out of 5 average rating, 364 reviews

Country Charm

This House is located in a quiet neighborhood one block off Main street here in Beaver Dam, KY. Enjoy a nice cozy country home while you visit. It is fully finished so you will feel right home. The property sits on a corner lot with access from both streets. The house has a front porch for lazy evening to catch some fresh air. You can pull right up underneath the carport for easy access to the back door for entry. The home offers a nice yard and fire pit. You are minutes from stores/ food.

Top guest favourite
Treehouse in Franklin
4.99 out of 5 average rating, 191 reviews

Treetop Views *Trails, Fishing *No Cleaning Fee

Amazing two-story house nestled high up in the trees. A true treehouse! This treehouse sits amongst a forest of poplar trees and feels very secluded and private. It has spectacular views of Kentucky’s rolling hills as it looks out across the valley. This treehouse was hand built and handcrafted with love and attention to detail. Located just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) and Mammoth Cave (55 min).

Superhost
A charming tiny home is set against a backdrop of lush greenery. The exterior features a welcoming front porch with two rocking chairs positioned on either side of the entrance, inviting moments of relaxation. A large tree provides shade and adds to the overall serene ambiance.
Tiny home in Beaver Dam
4.86 out of 5 average rating, 43 reviews

A Cozy Kentucky Retreat w/ Fishing and boating

Nestled in the serene countryside, our cozy tiny home offers the perfect escape just minutes from town. Enjoy the tranquility of nature while casting a line into the peaceful pond, complete with fishing poles to rent for your convenience. Unwind by the campfire under the stars, sharing stories and savoring the warmth of the flames. This charming retreat is ideal for those seeking a blend of comfort and adventure, making it the perfect getaway in the heart of Kentucky’s beautiful landscape.

Superhost
Tiny home in Central City
5 out of 5 average rating, 11 reviews

Twin Oaks Tiny Home

Welcome to our freshly renovated tiny home. Relax in a quiet country setting in this cozy space. Our home features a queen bed and a pullout sofa, perfect for couples, small families, or friends traveling together. It is fully furnished with everything you need to relax and enjoy your stay, also features a large back deck to enjoy a cup of coffee in the morning. We hope you feel right at home—please don’t hesitate to text or call if you need anything at all. Your comfort is our priority!

Guest favourite
A single-story home with a brick facade is presented. The driveway leads to a garage, while a well-maintained lawn features neatly trimmed grass and colorful flowerbeds. Large front windows allow for natural light, framed by light-colored siding underneath a gabled roof.
Home in Owensboro
4.94 out of 5 average rating, 135 reviews

Bluegrass Commons

You will be close to everything when you stay at this centrally-located three bedroom two bath home right off the bypass that is a short drive to anywhere in Owensboro, KY for any business travelers. This is a brand new construction home in Bluegrass Commons neighborhood! New furnishings and the home sleeps 6 comfortably. Split bedroom with an open concept perfect for families. Fully stocked kitchen with a keurig coffee station. Large backyard perfect for entertaining or just grilling.

Top guest favourite
A cozy cabin stands surrounded by a well-maintained lawn, with three large windows adorning its bright red exterior. Lush greenery frames the structure, while a screened-in porch is visible, providing a serene view of the landscape. Tall trees offer shade nearby.
Cabin in Calhoun
4.93 out of 5 average rating, 42 reviews

Little Red on the Green River

Little Red on the Green is the perfect getaway if you enjoy the peacefulness of watching the river flow downstream. This simple, cute, cozy, 600 square foot, one room cabin is sure to be enjoyed. The private riverfront, property is just steps from the river bank. If you like to fish, this might be the perfect spot! If you have a boat, the Calhoun boat ramp is only 2 miles away. This property is centrally located - 25 miles north-east of Madisonville, 20 miles south of Owensboro, Ky.

Top guest favourite
Cabin in Dixon
4.96 out of 5 average rating, 336 reviews

Crouse’s North Ninety Lake House

If you want a place where you can be socially distanced, this is the place! (discounts for weekly or monthly stays.) The cabin is set in a 90 acre area surrounded by woods with two small lakes (fishing, walking trails and paddle boating available at no extra charge). There is only one other cabin on the 90 acres. Nearest town, Dixon (3 miles), Madisonville (20 miles, Henderson 21 miles), Evansville, IN (has a regional airport about 35 miles). Truly a relaxing getaway place.

Guest favourite
The treehouse is illuminated by soft outdoor lights, highlighting its wooden structure and welcoming design. A gently curving walkway leads to the entrance, surrounded by tall trees and a glimpse of Lake Malone visible in the background.
Treehouse in Lewisburg
4.95 out of 5 average rating, 156 reviews

Treehouse with HOT TUB!(Lake Malone)

Prepare to be taken to new heights as you enjoy this beautiful, private treehouse located on Lake Malone. It features an absolutely stunning view of the lake through an 8x14 glass door that opens up to allow the cool lake breezes to waft your cares away as you relax in the recliner. It also features a hot tub, large deck, full kitchen, Jacuzzi tub, rainfall shower, beautiful woodwork, two complimentary kayaks, and many other unique features that will make your stay unforgettable.

Top guest favourite
The entrance to the cabin is framed by wooden siding, featuring a central door adorned with a seasonal wreath. Natural elements, including pumpkins, are arranged on a small porch flanked by rustic decorations and a wooden fence made of branches.
Cabin in Dixon
4.91 out of 5 average rating, 548 reviews

Handcrafted Cabin in Woodsy Heaven

PLEASE read listing before booking. Custom built wood cabin nestled in the rolling hills of western Kentucky. Cozy decor with vintage theme, handcrafted wood floors, and outdoor space overlooking wooded property. Rustic studio space full of modern amenities. Close proximity to 5450 acre Wildlife Management Area with hiking, horseback riding, fishing, hunting, and swimming. Perfect location to get back to nature. Great peaceful weekend or overnight getaway.

Top guest favourite
Two painted horses trot across a grassy field as the sun sets in the background, casting warm hues of orange and pink in the sky. Lush trees border the scene, enhancing a sense of tranquility in the natural landscape.
Cabin in Russellville
5 out of 5 average rating, 202 reviews

Keehn Hideaway-Hot tub/King bed/Horses/Secluded!

Come relax in our brand new Amish-made mini-HIDEAWAY! (Couples, friends, mother/daughter, business, or ME-time). We built our DREAM PLACE (with a brand new hot tub, GAS grill, and GAS firepit), and we are now sharing it with you! Located on 20 acres in the beautiful hills of Kentucky, you will be AMAZED at the sunsets and quietness. There are no near neighbors except the chirping birds and our horses to pet, watch, and feed. Come be refreshed!

Top guest favourite
A spacious living area features a cozy sectional sofa, a round coffee table, and a patterned area rug. The kitchen, visible in the background, is equipped with modern appliances. A warm light fixture and natural light enhance the inviting atmosphere.
Flat in Beaver Dam
5 out of 5 average rating, 47 reviews

Main Street 2BR Upscale Apartment

This stylish 2-bedroom apartment has everything you need and is in the heart of downtown. It is surrounded with entertainment! Walking distance to food, shopping, concerts, events, and more. Next door to Beef O'Brady's Bar & Grill. Walking distance to Beaver Dam Amphitheater and City Park. COMING SOON DOWNSTAIRS: "The Dam Gallery" and outside courtyard, "The Green" for hanging out, relaxing and enjoying our local arts culture.

Guest favourite
The front yard features a well-maintained lawn with freshly mulched landscaping. Two flowering plants are arranged neatly in the garden, while a charming walkway leads to the front porch. Decorative lanterns are positioned near the entrance, enhancing the welcoming atmosphere.
Home in Central City
5 out of 5 average rating, 13 reviews

Guitars & Harmony

Daddy, want you take me back to Muhlenberg County…this gem is located in the heart of the Western Kentucky Coalfield. Guitars & Harmony is a charismatic, completely furnished cottage house. It encompasses two queen bedrooms and two full bathrooms, along with a fully stocked kitchen and charming family area. Each room echoes the rich, traditional, musical heritage that makes Muhlenberg County so unique.

Popular amenities for Rockport holiday rentals

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