Holiday rentals with a pool in McCreary County

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Top-rated rentals with a pool in McCreary County

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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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

4.75 out of 5 average rating, 40 reviews

Lakefront Condo at Woodson Bend Resort

Woodson Bend Resort unit 8-4, 2 bedroom, 2 bath, 1st floor condo overlooking beautiful Lake Cumberland. Open floor plan, large side deck with gas grill and gas fire pit, 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.

Superhost

The kitchen space features white cabinetry paired with sleek black appliances. A central island with bar seating provides a casual dining option. Natural light enters through the nearby window, illuminating the wooden countertop and hardwood flooring.

Apartment in Bronston

4.85 out of 5 average rating, 34 reviews

Lovely 3-bedroom lake condo with golf and a pool

Choose to relax, have fun, or both within this wonderful community with your friends and family! We look forward to welcoming you into our home. - Newly renovated TOP FLOOR condo within a golf cart lake resort - 3 bd 2 ba - Lake access on resort - Private enclosed deck - Pool, golf, volleyball, tennis, pickle ball - Restaurant onsite (closes after summer) - Live music on particular dates - Golf cart rentals - Private boat launch - Boat rentals - Short distance from restaurants, bars, and fun

Superhost

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

4.84 out of 5 average rating, 110 reviews

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.

Superhost

A rustic stone fireplace stands as a focal point in the room, featuring a wooden mantel above the fire. Warm flames flicker inside the glass enclosure, while a textured area rug lies on the wooden floor, complemented by a plaid armchair nearby.

Cabin in Burnside

4.9 out of 5 average rating, 21 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.

Guest favourite

Home in Pulaski County

4.9 out of 5 average rating, 10 reviews

The Bass Shack

Beautiful Golf & Lake retreat located on the 7th hole within Woodson Bend Resort. This is a gated community with 24 hr security, located on a 455 acre peninsula, surrounded by scenic Lake Cumberland. Amenities include a clubhouse with swimming pool (seasonal), tennis, pickleball, and basketball courts. 18 Hole golf course, 3 mile walking trail, playground, restaurant (seasonal), & boat launch. This condo is newly renovated and includes 2 bedrooms, 1 full bath, fully equipped kitchen & laundry.

Top guest favourite

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.

Home in Pulaski County

5 out of 5 average rating, 19 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.

A rustic cabin constructed with natural wood materials sits among lush greenery. The structure features a peaked roof and multiple windows, while a wooden deck extends from its side, offering a view of the surrounding forested area. A stone pathway leads to the entrance.

Cabin in Burnside

5 out of 5 average rating, 3 reviews

Cozy Cabin

Cozy Cabin located in a gated resort is your private retreat! Unwind with a book by the campfire or tell stories under the stars, relax on the screened in porch overlooking the beautiful landscape of the Daniel Boone National Forest. Check out the 3 swimming pools, miles of hiking trails and tennis court. Use the nearby boat ramp to make memories on Lake Cumberland. Cozy Cabin is peaceful, clean, and surrounded by nature while also offering adventure and modern amenities. You'll love it here!

Guest favourite

A spacious kitchen features natural wood cabinetry and a granite countertop, complemented by a sink and modern appliances. Large windows allow ample light to brighten the area, offering a view of the outdoor space, while a casual dining setup with wooden chairs is visible in the background.

Apartment in Bronston

4.78 out of 5 average rating, 60 reviews

Lake Cumberland's Woodson Bend Resort Condominium

This beautifully decorated rustic condo is located across from the swimming pool, restaurant, and tennis/pickleball courts with an 18-hole championship golf course! It's close to the volleyball court, basketball court, and the playground! Enjoy boat/golf packages and a catering service as well. Burnside Marina offers boat and jet ski rentals so you can have plenty of fun on Lake Cumberland! There's also Hiking-Rock Climbing-Biking-Fishing-Horse Riding-Somersplash Park-Rafting and antiquing.

Top guest favourite

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.

Cabin in Burnside

4.93 out of 5 average rating, 72 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.

Superhost

The exterior of the cabin features a wooden facade with dark green accents. A spacious screened-in porch is accessible via a set of steps. Rocking chairs are arranged on the porch, and colorful flower beds line the base of the structure, complemented by landscaping stones.

Cabin in Burnside

4.9 out of 5 average rating, 235 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!

Superhost

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.

Cabin in Burnside

4.89 out of 5 average rating, 70 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! ☆

Guest favourite

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

4.89 out of 5 average rating, 88 reviews

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.