Holiday rentals with a pool in Somerset

4.93 out of 5 average rating, 45 reviews

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

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!

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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, 21 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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Superhost

Home in Bronston

5.0 out of 5 average rating, 4 reviews

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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4.85 out of 5 average rating, 27 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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Superhost

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.

Apartment in Bronston

4.76 out of 5 average rating, 42 reviews

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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5.0 out of 5 average rating, 14 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.

4.95 out of 5 average rating, 91 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, 284 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, 114 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, 94 reviews

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.

Apartment 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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