Holiday rentals in Pointer

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Top-rated holiday rentals in Pointer

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The exterior of the home is presented, showcasing a ranch-style structure with a gabled roof. A covered porch is visible, adorned with seating. Lush greenery and colorful flowerbeds enhance the surrounding landscape, while clear blue skies provide a bright backdrop.

Home in Liberty

4.96 out of 5 average rating, 24 reviews

Teddy Hill Homestead

Teddy Hill Homestead is 2 miles from many Amish stores and markets. 6 miles from the Bread of Life. 16 miles from Lake Cumberland. 33 miles from Wolf Creek Dam. 5 minutes from the Green River with several spots to enter with kayaks. Lots of opportunities to see the rolling hills and soothing waterways of Kentucky. A little over 1,800 square feet with 2 bedrooms, large open living/dining/kitchen, large bathroom with walk in shower, half bath with laundry, game room, closet space, and a POOL!

Guest favourite

The newly constructed cabin features a welcoming wooden exterior with a spacious deck surrounded by trees. Large windows and a central chimney are visible, allowing natural light to fill the interior spaces while blending harmoniously with the forested surroundings.

Cabin in Russell Springs

4.93 out of 5 average rating, 44 reviews

Lake Daze Cabin

Lake Cumberland Cabin Getaway! Newly constructed cabin on the hills of Lake Cumberland. Perfect for the weekend fishing trip, guys weekend, or your family vacation on the lake! Plenty of parking for your water toys, so bring your boat, jet ski or kayaks and launch them at the ramp at the end of Jones Road. No boat? No Worry! This ramp offers walk in float access or shore fishing. Full kitchen offers everything needed to enjoy your meals, or grill outside on the Blackstone in the BBQ Shack.

Top guest favourite

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

4.94 out of 5 average rating, 16 reviews

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.

Guest favourite

An aerial view of a rustic cabin surrounded by trees, showcasing a gravel driveway leading up to the entrance. A fire pit is visible in the yard, alongside a well-maintained lawn that transitions to the forest. The nearby road and landscape reflect a tranquil setting.

Home in Nancy

4.88 out of 5 average rating, 68 reviews

"Eagle's Cliff" at Lake Cumberland Beautiful Views

Beautiful cabin tucked back in a peaceful quiet street with gorgeous views of Lake Cumberland. We named it Eagle's Cliff because occasionally you will see Bald Eagle's soaring across the cliffs while relaxing on the porch. Bring the whole family to this 2 bed, 1 bath cabin. Has a fire pit and plenty of parking in the back. Closest public boat ramp is approximately 3.5 miles away on Ramp Road a very quick drive from the property. Roughly 15 minutes to Lee's Ford Marina and the city of Somerset.

Top guest favourite

A wooden deck is set against a vibrant green landscape, showcasing rolling hills under a clear blue sky. Two chairs are positioned on the deck, offering an inviting space to enjoy the expansive mountain view.

Cabin in Burnside

4.93 out of 5 average rating, 389 reviews

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Top guest favourite

A wooden table is positioned beneath a large window, showcasing a view of Lake Cumberland framed by autumn trees. A lamp with a nautical theme sits on the table, while decorative items add a touch of warmth to the space.

Home in Somerset

4.98 out of 5 average rating, 110 reviews

Spectacular View of Lake Cumberland- Entire House

Enjoy the famous sunsets over Lake Cumberland from our spacious 48 foot deck and lower patio. This home is perfect for any family on vacation to this gorgeous area. With the nearest boat dock (Lees Ford Marina) being a mile away. Interested in biking or hiking? Pulaski County Park (4mi) is a great spot for both! After a fun day out and about come back to our newly updated kitchen, or enjoy a summer nights cruise to one of our local restaurants. We can't wait to book with you!

Guest favourite

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.

Guest house in Science Hill

5 out of 5 average rating, 7 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!

Top guest favourite

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

4.99 out of 5 average rating, 209 reviews

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.

Top guest favourite

A spacious living area features a sectional sofa with a checked throw, a spiral staircase leading to a loft, and a hanging hammock chair. A ceiling fan provides ventilation, and large windows allow natural light to fill the room. A recliner is positioned for comfortable seating.

Cabin in Wayne County

4.95 out of 5 average rating, 82 reviews

Secluded Cabin on 18 Acres Near Lake Cumberland

Important Notice: No Hunting Permitted. Take it easy at this tranquil cabin on a private 18-acre farm—just 10 minutes from Conley Bottom Resort and Burnside Island. Enjoy the fire pit, peaceful wooded paths, and full privacy. Nearby attractions include restaurants, lake views, hiking, a Wildlife Management Area, kayak rentals, a 3D archery range, bowling, mini golf, and more. The perfect mix of seclusion and fun near Lake Cumberland.

Guest favourite

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.

Home in Somerset

4.9 out of 5 average rating, 149 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

Top guest favourite

A spacious wooden deck surrounds the guesthouse, showcasing a modern architectural design with a vaulted roof. Comfortable seating and tables are arranged, complemented by potted floral arrangements. Large windows invite natural light, and the surrounding trees create a serene environment.

Home in Science Hill

4.97 out of 5 average rating, 119 reviews

TT’s Treehouse

Cozy studio guesthouse with beautiful oak vaulted ceiling overlooking scenic woods and creek just 10-15 minutes from boat ramp on Lake Cumberland. Covered porch around guesthouse with gas grill access. Kitchen fully stocked. Full size sofa couch, and 2 full size floor mattresses in loft. Free wifi available. Onsite boat parking available. Fire pit and fire table available-both outside. No smoking.

Top guest favourite

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.

Home in Somerset

4.98 out of 5 average rating, 281 reviews

Alle’s place near downtown

The whole group will enjoy easy access to everything from this centrally located home. Convenient to just about anything. This home is located downtown in a quiet neighborhood. Within 8 minutes Walking to the town square. And a 10 minute drive to lees ford marina and under 15 minutes to Burnside marina. It is also less than 3 miles to the rural development center.