Holiday rentals in Pointer

4.95 out of 5 average rating, 252 reviews

A charming log cabin is depicted with a green metal roof and a welcoming front porch. An American flag is displayed prominently, while a patio umbrella provides shade over a table and chairs. Surrounding greenery enhances the natural setting.

Cabin in Liberty

Sandy Acres Hobbit - Near Galilean Home - Liberty

Sandy Acres Hobbit Cabin is a one bedroom 2 Log Beds with Loft via ladder... nestled in the majestic hills of Kentucky, on 30 Acres 5 miles south of Liberty. Family owned and run. Our non-smoking, pet friendly ($20), log cabin has central heat and air conditioning, Log Beds, with all the comforts of home. Cable TV-DVD player and High Speed WI-FI service. Quiet getaway. Perfect for the single, couple or small family looking for adventure. SandyAcresCabins Liberty, KY. Click on Picture for More.

LocationValueAmenities

5 out of 5 average rating, 19 reviews

Farm stay in Somerset

Lake House | By Marina | Farm View | HotTub | Pond

Welcome to Lakin’ it Easy!!! Your newly built and cozy farm retreat located in Somerset, KY. This 3 bedroom, 2 bathroom home is designed to provide you with modern comfort and a peaceful farm setting, making your stay truly exceptional. Located 1 mile from Lake Cumberland and only minutes from town! Enjoy coffee on both covered porches overlooking the farm and relax in the brand new hot-tub featuring a Bluetooth sound system and lights! Ask us about our kayak and pontoon rentals for added fun!

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4.94 out of 5 average rating, 17 reviews

4BR Entire Home, Near Lake, Free Boat Parking

Escape to Somerset in our brand-new 4-bed, 2-bath home, perfect for 10 guests! Just minutes from Lake Cumberland, SomerSplash Water Park, and downtown this modern retreat is ideal for family trips. Enjoy a private hot tub, fire pit, fast WiFi, and a fully stocked kitchen. With space for boat parking, it's the ultimate lake getaway base. This beautiful property comfortably sleeps 10 guests! Bedroom 1: King bed Bedroom 2: Queen bed Bedroom 3: Queen bed Bedroom 4: Bunk Bed/ Twin+ 2 Single beds

LocationFamilyComfort

4.95 out of 5 average rating, 22 reviews

The exterior of the cabin features a wooden façade complemented by large windows that allow natural light to enter. A red door serves as the focal point, flanked by two tree shadows and lush greenery on a well-maintained path leading to the entrance.

Cabin in Nancy

Horse Haven

Enjoy a peaceful cabin located on a 14 acre horse ranch just 6 miles from Cumberland Point, and 7 miles from Pulaski County Park, both with boat ramp access to beautiful Lake Cumberland. We are also in close proximity to Mill Springs Battlefield, Haney’s Appledale Farm, Bear Wallow Farm, and much more. Our spacious parking area is also big enough for boat parking. Whether your day is filled with hiking, boating, fishing, hunting, or just sight seeing, end it by the fire pit under the stars.

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4.95 out of 5 average rating, 64 reviews

An outdoor deck features a rustic wooden floor with a wrought-iron table and two chairs, each adorned with soft pink cushions. The scene is framed by trees, while a soft sunrise casts gentle colors over Lake Cumberland in the background.

Home in Monticello

Lake House "Dar Bida" Monticello

Escape to Dar Bida, a secluded 4,000 sq ft retreat overlooking beautiful Lake Cumberland. Enjoy breathtaking lake views, peaceful surroundings, spacious living areas, and a well-equipped home designed for comfort. Whether you’re boating, fishing, kayaking, hiking, gathering with family and friends, or simply unwinding on the deck, Dar Bida is the perfect getaway. Two boat ramps are within 5 miles, with boat storage available in the gated community. Marinas are also just a short drive away.

LocationFamilyAccess

4.96 out of 5 average rating, 67 reviews

The open-concept kitchen features white cabinetry with a marble countertop and a central island, seamlessly connecting to the cozy living area. A stone fireplace acts as a focal point, surrounded by comfortable seating and natural light flowing from nearby windows.

Farm stay in Hustonville

Farmhouse Escape at Smith Acres in Central KY

This beautifully renovated farmhouse offers a peaceful, romantic escape in the heart of Kentucky farm country. Tucked away on 65 acres at Smith Acres, it’s where rustic charm meets modern elegance. Whether you’re planning a family getaway, a weekend for two, or booking as part of a wedding celebration, you’ll find cozy spaces, sweeping views, and that sweet stillness that invites you to slow down and savor the moment. Perfect for reconnecting and making lasting memories together.

LocationFamilyHeating

The front porch features two comfortable swings with patterned cushions, inviting relaxation. A sturdy railing surrounds the porch, and a bright orange door serves as a focal point. Potted plants and natural landscaping enhance the welcoming entrance.

5 out of 5 average rating, 13 reviews

Curve Cottage

Located on "The Rattlesnake" Hwy 192 just on the outskirts of Somerset. This inviting home offers 2 bedrooms, 1 with a queen bed, the second with a full bed. There is a 3rd room available with a futon as well. Both bathrooms are tastefully done with all of the amenities. The Curve Cottage is located on several wooded acres with a creek. Perfect for a quiet getaway or for a place to rest after a day of riding "The Rattlesnake". We are located 8 short miles from downtown Somerset.

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The exterior of a single-story home is displayed, featuring a white façade and a maroon roof. A circular concrete driveway is presented, allowing easy access. Lush green grass surrounds the house, with trees providing shade in the background.

4.93 out of 5 average rating, 69 reviews

Copper Roof Cottage

Your family will be close to everything when you stay at this centrally-located place. New circle concrete drive big enough to pull a boat through - no need to back up! Flat green space, spacious enough for parking RV or boat or for kids to play around. The side patio hosts a small charcoal grill, table with 4 chairs and an umbrella. Inside includes a full size comfy couch, table with 4 chairs, and a recliner chair. All TVs are Smart TVs! Non-smoking!

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Guest house in Science Hill

The exterior of the duplex features a blue-gray facade with stone accents. A neatly paved path leads to the front door, flanked by small shrubs. A two-car garage is visible on the left side, with a clear view of the surrounding bare trees.

5 out of 5 average rating, 10 reviews

Kentucky Farm Stay: Cozy Duplex

Welcome to our charming duplex located on our peaceful family farm in Science Hill, KY offering a relaxing retreat with cozy accommodations surrounded by beautiful countryside. Perfect for families, our duplex provides all the comforts of home. Whether you're here for work, relocation, or a weekend of relaxation, you'll love the tranquil setting found in this home away from home. Come unwind, explore, and make memories on our beautiful property!

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4.98 out of 5 average rating, 223 reviews

A spacious entryway features a striking artwork installation on the black wall, complemented by a spiral staircase leading to the upper level. Comfortable seating includes a tufted leather chair and a plush sofa, with a round wooden coffee table at the center on a decorative area rug.

Guest house in Somerset

Elegant Modern Rustic Retreat w/ Hot Tub

A steel framed industrial warehouse converted into an upscale two bedroom rustic-chic living space located within 8 miles of beautiful Lake Cumberland and within 5 minutes of Downtown, Somerset. The city is yours to explore from your own private 2 bed, 1 bath modern rustic retreat. Picture comfy beds, full bathroom, a kitchen built for entertaining, all under a metal tin roof for those rainy days when you just want to curl up and relax.

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A modern chalet exterior features a striking combination of wood and metal, showcasing large windows that invite natural light. A small deck extends from the upper level, set against a backdrop of lush greenery. The entrance is marked by a concrete pathway leading to the main door.

4.91 out of 5 average rating, 181 reviews

Coffee with the Squirrels

New chalet only 5 minutes to city of Somerset and 5 minutes to Lake Cumberland! Cozy 1 king size bedroom with custom features throughout. Walk out on your master suite deck and have coffee with nature! Full size bathroom w custom tile. Back deck that overlooks woods and wildlife. Sometimes there is a neighbor who has a dog that barks a couple housss down, I’m sorry if it does, doesn’t happen often

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A spacious living area features wood flooring and natural light from multiple windows. A comfortable sofa and a chair are arranged for relaxation. A television is positioned on a dark wood console, complemented by an organized bookshelf displaying various storage bins.