Vacation rentals with a pool in Lake Cumberland

4.85 out of 5 average rating, 117 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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Guest favorite

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.

4.92 out of 5 average rating, 24 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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A rustic cottage exterior is displayed, featuring a green metal roof and wooden siding. A covered porch with seating is visible, surrounded by a landscaped area of gravel and greenery. Sunlight filters through the trees, casting dappled shadows on the path.

4.95 out of 5 average rating, 22 reviews

Tranquil Cottage | Hot Tub | Boat Ramp | Pool

Welcome to Tranquil Cottage, your serene escape nestled near the idyllic Lake Cumberland! Step inside to discover our three cozy bedrooms, providing a sanctuary of tranquility and seclusion for a rejuvenating night's rest following your day's adventures. Whether you want a romantic hideaway, a family retreat, or go solo, Tranquil Cottage offers something special for everyone. ☆ Reserve your stay at Tranquil Cottage today and uncover the magic of lakeside living. Your ideal retreat beckons! ☆

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5.0 out of 5 average rating, 4 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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Guest favorite

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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4.85 out of 5 average rating, 27 reviews

4.96 out of 5 average rating, 94 reviews

A serene landscape showcases a private fishing pond surrounded by lush greenery, with a charming building reflected on the water's surface. Fluffy clouds drift in a blue sky, complementing the tranquil scene and inviting relaxation.

Farm stay in Somerset

23 Acre Lake Cumberland: Boats & Fishing Oasis

Escape to a 5-star, 23-acre private lake estate, your ultimate outdoor retreat by Lake Cumberland.. Enjoy our 3-acre fishing pond with all gear provided, kayaks and boats. Relax in a luxurious 8-person hot tub, savor meals on Traeger & egg grills & 2 fire-pits. Inside, find a cozy fireplace, high-speed Wi-Fi, Smart TVs, full bath and half bath plus a gourmet kitchen. Experience Lake Cumberland with our rentals, and let me be your guide to the best hidden gems. Your dream vacation awaits!

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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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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.

4.95 out of 5 average rating, 92 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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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, 115 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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Guest favorite

The exterior of the condo features a brown hue with a two-level design. A covered balcony is accessible via stairs, and a small seating area is visible on the porch. Multiple large windows provide natural light, while shrubs line the front entry.

Condo in Bronston

Gated Golf Course Condo w/view of Lake Cumberland

Our condo is located on a 400 acre peninsula surrounded by Lake Cumberland. Gated community with 18 hole golf course, swimming pool, sand volleyball, full outside basketball court, tennis courts, pickle ball courts, workout room, library, restaurant, 3 mile road track for those who like to run or walk with a view of Lake Cumberland. Condo has Wifi and Roku tv's. Our condo is located straight across from the pool with a view of Lake Cumberland within a short walking distance.

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4.89 out of 5 average rating, 95 reviews

4.89 out of 5 average rating, 126 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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