Vacation rentals with a pool in Lake Cumberland

4.84 out of 5 average rating, 115 reviews

A panoramic view showcases lush greenery surrounding a winding river. The landscape is dotted with trees under a clear blue sky, and distant hills create a serene backdrop. The natural light enhances the beauty of the scene, providing a tranquil atmosphere.

Home in Burnside

Ohana - Best Views and Best Experiences

One of the best views on the lake nestled in the Daniel Boone National Forest. Spacious 4 BR home w/bonus basement sleeping area w/Queen memory foam mattress. Large hot tub under covered screen porch & located in a private gated resort community w/multiple pools, tennis courts, walking/ATV trails- all within 1 mile of boat ramp. New furniture & TVs in every bedroom, basement game room with bar/poker table, jacuzzi tub in master. Terrific lake views from every room! Excellent WiFi for working.

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A partially enclosed porch features a hot tub illuminated by soft lighting. Two white chairs are positioned near the hot tub, with wooden decking visible outside. Trees and natural greenery can be seen through the protective screens, creating a serene outdoor ambiance.

4.91 out of 5 average rating, 23 reviews

Lake Cumberland Resort Getaway at the Cabin

Charming private cottage in a gated Community at Lake Cumberland Resort, this 3-level home sits on 2 acres inside in the Daniel Boone National Forest & has fantastic reviews. Watch the sunrise from the front porch swing & sunsets from the the hot tub patio around the outdoor fire place. Gather around a campfire pit under the stars, or hike over a hundred miles of trails that literally start in your back yard. Active security patrols, three swimming pools, boat ramp, boat dock & tennis courts.

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Townhouse in Pulaski County

A spacious living area is furnished with comfortable leather sofas and a wooden coffee table. Natural light is invited in through large windows, revealing views of the outdoors. The open layout leads to a well-equipped kitchen, with decorative stone accents on the walls.

5 out of 5 average rating, 20 reviews

Lake-Front Woodson Bend 14-1

1st Floor condo sits on a gorgeous Lake Cumberland. 3-5 minutes walk to the clubhouse, which features a restaurant, swimming pool, kiddie pool, 6 dedicated Pickleball Courts, 2 tennis courts, basketball, volleyball, and playground. Well-appointed kitchen with stainless appliances features a bar area perfect for entertaining! The screened-in heated and cooled back porch w/lake views and a gas grill. The Primary bedroom has a king-size bed and Bedroom 2-Queen and Bedroom 3-Queen w/twin trundle.

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5 out of 5 average rating, 3 reviews

Home in Bronston

Woodson Bend - Golf Cart included- 22 Fairway View

Located at Woodson Bend Resort, a gated community on Lake Cumberland in Bronston, Kentucky, featuring privately owned condos and patio homes, an 18-hole golf course, a clubhouse, driving range, pool, Mulligans restaurant, full court basketball, sand volleyball, 6 pickle ball courts, 2 tennis courts, and other amenities. Located 100 yards from the swimming pool, tennis courts, and Mulligan's Restaurant. A short walk to the pickle ball courts. Overlooking the 7th fairway on the golf course.

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4.84 out of 5 average rating, 25 reviews

A charming white bungalow is framed by a well-maintained lawn and colorful flower beds. A red roof adds a pop of color, and the welcoming entrance features a brick pathway leading to the front door. American flags adorn the porch, enhancing the inviting exterior.

Home in Somerset

Burnside Bungalow, w/ dock, pool & firepit

Experience a perfect lake getaway at Burnside Bungalow. This newly renovated 3-bedroom, 3-bathroom Lake Cumberland home sleeps 12 and offers views of the lake. The guests have exclusive access to a private dock slip and Villager Resort amenities. The home has an eat-in kitchen, Roku TV, Wi-Fi, and ample parking for vehicles. Enjoy lawn games, S’mores at the fire pit, and the lower level game and bunk room. Check-in time is 4 pm, and check-out time is 10 am. Smoking and pets are not allowed.

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4.76 out of 5 average rating, 42 reviews

The entrance sign for Woodson Bend Resort is framed by natural stone and surrounded by well-maintained landscaping. Tall trees stand in the background, creating a serene setting that invites guests into the resort.

Condo in Bronston

Lakefront Condo at Woodson Bend Resort

Woodson Bend Resort unit 8-4, updated 2 bedroom, 2 bath, 1st floor condo overlooking beautiful Lake Cumberland. Open floor plan, large side deck with gas grill, large, cozy screened in porch. Expansive kitchen perfect for entertaining, featuring a large island with stools, new table that seats 8, stainless steel appliances and washer & dryer. Great location, close to pool and clubhouse. 18 hole golf course, playground, basketball, tennis, sand volleyball. 10 minutes to Burnside Marina.

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5 out of 5 average rating, 12 reviews

Lakehouse - Private Dock -Pool - Pickleball

Welcome to your perfect lake escape! Our Cottage everything you need for a relaxing getaway. With sleeping space for up to 7 guests, the first bedroom features a king bed, second bedroom has a full bed, & a single bunk bed + Our sunroom has and a comfy pullout couch. We have a fully stocked kitchen + outside you’ll find a patio with a fire pit! Guests also enjoy access to a community pool just a short walk away and a private boat slip, making it easy to spend your days out on the water!

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A spacious cabin exterior is displayed, featuring a welcoming porch surrounded by tall, neatly trimmed conifer trees. The screened lower deck showcases several red lounge chairs, providing a relaxing outdoor area. The lush green lawn complements the natural surroundings, enhancing the inviting outdoor space.

4.94 out of 5 average rating, 87 reviews

Cozy Cabin w/Hot Tub in Lake Cumberland Resort, KY

This cabin backs up to the Daniel Boone National Forest. Located at Lake Cumberland Resort, in Burnside Kentucky, this cabin offers a 3 brm, 2 full bath that sleeps up to 10 people. There are smart tv's in every room, Wifi, 24 Hr gated security, a community pool open from memorial day to labor day, and a boat ramp inside the resort for easy access to the river. Perfect for planning a hiking trip , family reunion, boating adventure , UTV trip, girls/guys trip, or fishing tournament.

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4.89 out of 5 average rating, 282 reviews

The Enchanted Hideaway /Pet Friendly with Hot Tub!

Come relax at the Enchanted Hideaway Cabin just minutes from beautiful Lake Cumberland within the gated Lake Cumberland Resort. This 2 BR 2BA cabin offers much to love including open concept kitchen, dining, and living room area, washer and dryer, screened-in porches, grill, fire pit and much more! And you will love the private hot tub on the back porch! There are 3 community swimming pools in the resort with one only a short walk from the cabin. Book your perfect get-a-way today!

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A charming cottage exterior is framed by lush greenery, featuring a welcoming red door with shutters. An American flag is displayed at the entrance, with a gravel path leading to the porch, which has wooden railings and a small seating area overlooking the natural surroundings.

4.91 out of 5 average rating, 110 reviews

Whispering Woods Cottage | Hot Tub | Pool

Welcome to Whispering Woods, your peaceful sanctuary nestled near Lake Cumberland. Step into our cozy 1-bedroom cottage that offers tranquil surroundings and a restorative night's sleep after your day's adventures. Perfect for a romantic getaway, a solo retreat, or a change of scenery for remote workers, Whispering Woods provides space for up to two guests. ☆ Book your escape at Whispering Woods today to experience the enchantment of lakeside living. Your perfect retreat awaits! ☆

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4.89 out of 5 average rating, 124 reviews

An aerial view captures a serene lakeside setting, showcasing several houses with well-maintained yards. The vibrant green trees line the banks of the river, reflecting nature’s tranquility against the clear blue water.

Home in Burnside

Cozy Cumberland Lakeview Shangri-la

A fun, lake view lake house situated on the banks of the Big South Fork River. You will love waking up each morning with a beautiful view of the river. Watch as the boats go out for a day on the water. Every where you turn, you are surround with beauty. We back up to the Daniel Boon National Forest. No matter the time of year you decide to stay, there is always plenty of hiking, fishing and site seeing to do. We are also right across the street from the pool.

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