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Holiday rentals with a pool in McCreary County

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Top-rated rentals with a pool in McCreary County

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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.

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.

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.

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.

Guest favourite
A serene outdoor scene features several tall trees with autumn foliage in shades of orange and yellow. The grassy area nestled between the trees leads to a glimpse of a calm lake, enhancing the natural beauty of the lakeside setting.
Townhouse in Burnside
4.94 out of 5 average rating, 72 reviews

Lakeside Hideaway I - lakefront w/hot tub

Welcome to our newly renovated lakefront townhouse on Lake Cumberland! Enjoy the view from our spacious decks or relax in the hot tub, by the campfire, or in the community swimming pool. Boaters can access the public boat ramp a quarter mile down the road. Hiking and ATV trails are located in the surrounding Daniel Boone National Forest. Cumberland Falls, Natural Arch, Princess Falls, the Big South Fork Recreation Area, SomerSplash Waterpark, and wineries are located a short drive away.

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, 236 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, 72 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! ☆

Popular amenities for McCreary County rentals with a pool

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favourite
An above-ground pool is surrounded by a wooden deck, featuring steps for easy access. Nearby seating areas, including chairs and a table, are positioned on the deck. Lush trees provide a natural backdrop, creating a private atmosphere.
Home in Caryville
4.89 out of 5 average rating, 104 reviews

Nice home close to the trails and the lake.

Guest favourite
A spacious living area features a stone fireplace and comfortable seating arrangement. Large windows provide natural light and views of the outdoors. A media console is positioned above the fireplace, and the room opens up to a kitchen area with modern appliances in the background.
Home in LaFollette
4.94 out of 5 average rating, 33 reviews

Chasing Wake: sleeps 24, hot tub, lakeview, dock

Superhost
A spacious lakefront estate is shown, featuring a drive-up area and a well-maintained lawn. The house has multiple gabled roofs, large windows, and a welcoming front porch adorned with seating. A two-car garage is visible to the right.
Home in Somerset
4.75 out of 5 average rating, 24 reviews

Lakefront Sunsetter at The Villager

Superhost
Home in Monticello
4.74 out of 5 average rating, 58 reviews

Private pool and hot tub overlooking the Lake !

Guest favourite
A comfortable living area is presented, featuring a gray sofa adorned with throw pillows. A round wooden table occupies the center, topped with decorative items, including a lamp and a small book. Light filters through sheer curtains, highlighting the patterned area rug.
Home in Burnside
4.9 out of 5 average rating, 10 reviews

Kellerman’s at VillagerResort-Pool, Boat slip/dock

Top guest favourite
A spacious patio area features a large smoker and gas grill. In the background, an in-ground pool is visible, complete with a slide and surrounded by a secure fence. Lush trees provide shade, and the sky is clear with a hint of blue.
Home in Somerset
5 out of 5 average rating, 6 reviews

Cumberland Classic/Boat Ramp/Private Pool/Bar/City

Guest favourite
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
4.83 out of 5 average rating, 23 reviews

Burnside Bungalow, w/ dock, pool & firepit

Superhost
A heated swimming pool is surrounded by lounge chairs and umbrellas, with a diving board extending over the water. The pool's clear blue water reflects the bright sky, while a building is visible in the background, providing access to additional amenities.
Home in Russell County
4.68 out of 5 average rating, 19 reviews

Lake Cumberland Ky State Park Q6

Apartment rentals with a pool

A panoramic view of Norris Lake is captured from the cottage, with a cluster of charming residences in the foreground. The landscape features rolling hills and lush greenery, with the tranquil water reflecting the clear blue sky.
Apartment in LaFollette
5 out of 5 average rating, 3 reviews

Norris Lake Cottage w/ Boat Slip

The family room features two comfortable sofas and a coffee table, with large windows allowing natural light to fill the space. The dining area, visible through an open layout, contains a wooden table with chairs, adjacent to a well-equipped kitchen.
Apartment in Bronston
4.88 out of 5 average rating, 8 reviews

Woodson Bend Gorgeous Lake View Condo First Floor

Superhost
A scenic view features a tranquil lake surrounded by lush greenery and gentle hills. White-roofed buildings are visible in the foreground, leading to the water's edge where boats can be faintly seen. The sky is filled with fluffy clouds scattered across a bright blue backdrop.
Apartment in LaFollette
5 out of 5 average rating, 8 reviews

one bedroom condo with a view

Top guest favourite
A two-story condo structure is surrounded by greenery, featuring a tree in the foreground and well-maintained grass. The building displays a mix of large windows and balconies, allowing for natural light to enter. A stone border outlines the walkway leading up to the entrance.
Apartment in Bronston
4.98 out of 5 average rating, 49 reviews

Relaxing Cumberland Getaway

Guest favourite
The exterior of a two-story wood-paneled condo is depicted, adorned with colorful patriotic decorations. A large American flag hangs from the porch, and several plants are visible nearby. Ample windows allow natural light, while a grassy area surrounds the entrance.
Apartment in Bronston
5 out of 5 average rating, 20 reviews

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

A spacious living area features a large sectional sofa adorned with colorful cushions, complemented by an oversized bean bag. Natural light brightens the room through sliding glass doors that lead to an outdoor space, with an open-flow view of a well-equipped kitchen.
Apartment in Bronston
4.75 out of 5 average rating, 20 reviews

Lake Cumberland Resort Condo w/ Direct Lake Access

Guest favourite
A French Bulldog is perched at the edge of a table, looking towards a glass of dark liquid. In the background, lush green hills with trees create a serene landscape, while a gas grill and outdoor seating are partially visible on the covered porch.
Apartment in LaFollette
4.91 out of 5 average rating, 78 reviews

HappyDaze Condo: Views, Private Hot Tub, Pool, Etc

The entrance to the condo features a covered porch with white columns, framed by neatly trimmed shrubbery. A concrete walkway leads to the door, providing accessibility. The surrounding area includes a gentle slope with additional greenery, highlighting the exterior's modern design.
Apartment in LaFollette
4.9 out of 5 average rating, 10 reviews

112-4 Deerfield Lakefront Condo.

Other holiday rentals with a pool

A cozy living area features a dark sectional sofa arranged around a low coffee table. A series of scenic artwork is displayed on the wall, complemented by a wall clock. Two windows allow natural light to fill the space, enhancing the warm wooden floors.
Cabin in Burnside
4.68 out of 5 average rating, 31 reviews

The Retreat on the Hill (411C) Fun, Lake, Pool

A spacious living room features a high ceiling with exposed wooden beams. The area includes multiple seating arrangements on comfortable couches, a stone fireplace, and large windows showcasing the scenic outdoor views. A polished wooden floor contributes to the inviting atmosphere.
Home in Burnside
4.79 out of 5 average rating, 76 reviews

Majestic View (6E) View, Fun, Lake, Pool

A spacious living area features two dark leather sofas and a central ottoman on a decorative area rug. Natural light enters through large windows, illuminating the open layout that connects to the kitchen area, visible in the background.
Cabin in Burnside
4.87 out of 5 average rating, 79 reviews

The Gathering Place (514C) Secluded, pool, lake

A bright living area features a modern gray sectional sofa, a patterned chair, and a glass coffee table. Natural light enters through large windows adorned with soft curtains. A propane fireplace adds warmth, while the open layout leads to the kitchen visible in the background.
Cabin in Burnside
4.78 out of 5 average rating, 9 reviews

The Love Shack (42C) Pool, Lake

A spacious living area features large windows that invite natural light and views of the surrounding nature. Comfortable seating, including a sectional and recliners, is arranged around a central coffee table. A media console with a TV and fireplace adds warmth to the room's design.
Holiday home in Burnside
4.67 out of 5 average rating, 12 reviews

Lakeview Paradise (1R) Fun, Lake, Golf carts, Pool

The exterior of the cabin features a warm wood facade complemented by green shutters and a metal roof. A welcoming porch with floral accents invites guests, while a pathway lined with stones leads to the entrance. Surrounding trees display vibrant autumn foliage.
Cabin in Burnside
4.79 out of 5 average rating, 42 reviews

Burnside Resort Cabin w/ Hot Tub & Outdoor Spots!

An open living area showcases a spacious layout with comfortable brown leather sofas, a wooden coffee table, and a dark wooden dining table accommodating multiple seats. The fully equipped kitchen is visible with wooden cabinetry, and large windows offer views of the surrounding forest.
Cabin in Burnside
4.61 out of 5 average rating, 59 reviews

The Great Escape (421C) Fun Lake Golf carts Pool

The open living area showcases natural wood accents throughout, featuring a cozy stone fireplace as the focal point. A kitchen island with bar seating is adjacent to a large dining table, complemented by a comfortable seating area with rustic furniture.
Cabin in Burnside
4.78 out of 5 average rating, 27 reviews

Bigfoot Bear Bend (14C) Fun Lake Golf carts Pool