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Holiday rentals with a pool in Powell County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Powell County

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

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Guest favourite
Home in Stanton
4.94 out of 5 average rating, 32 reviews

HotTub| Firepit| Theater| Arcade| RRG| Hollerwood

Sunlight spills across rich wood interiors, the scent of pine lingers in the air. Whether you’re gathered around the fire pit under a blanket of stars or soaking in the hot tub after a day of adventure, The Grey House is made for moments you’ll never forget. This spacious cabin blends rustic charm w/ modern comfort. Bring your four-legged family members along! Spend mornings sipping coffee on the porch, afternoons splashing in the pool, & evenings cooking together in the fully equipped kitchen.

Top guest favourite
A spacious living area features a comfortable sectional sofa accompanied by a recliner. A patterned area rug covers the floor, and a coffee table stands nearby. A fireplace is set against a white brick wall, with decorative shelves holding various items above.
Home in Richmond
4.97 out of 5 average rating, 143 reviews

Near to EKU; discounts to 10%

Located 5 minutes from I-75. Newly renovated basement apartment perfect for solo travelers, friends or couples and is pet friendly. Take it easy at this country setting and enjoy the pool. Convenient to EKU, stay after a day at Keeneland, exploring the Bourbon Trial, concerts or just a peaceful and relaxing getaway. Available small hot tub on request. Guest space has own entrance and is separate and independent from host’s space. 5-10 minutes restaurants, groceries, gas, drug stores and banks.

A private pool is situated on a gated deck, surrounded by colorful outdoor furniture. Rolling hills are visible in the background, enhancing the serene outdoor space. The cottage is prominently featured behind the pool, offering a harmonious blend of relaxation and nature.
Home in Clay City
4.53 out of 5 average rating, 17 reviews

1,600 Acres | Pool | Pond | Hidden Treasure - RRG!

You’ve found it.. ‘Hidden Treasure’ nestled in the misty mountains of Clay City, KY. This cozy 3-bedroom, 1 bathroom cottage is perfect for your party of 6. Spend the day soaking in the pool or relaxing on the gated deck. Head behind the cottage to your own private pond with fishing poles provided. Hidden Treasure is located in The Holler - KXCR racetrack offering 1,600 acres of dirt bike trails and mountain terrain to explore. Natural Bridge State Park and more are only a 30 minute drive away!

Top guest favourite
A scenic view of a poolside deck captures the early morning sun rising over the mountains. A pair of Adirondack chairs are positioned nearby, beside a firepit. The serene landscape is featured with rolling hills and a layer of mist hovering in the valley.
Guest house in Stanton
4.98 out of 5 average rating, 320 reviews

Robbie’s Rest: Amazing Mountaintop Sunrises

2020 new unit with nice deck, wonderful mountain scape with amazing sunrises from your deck or the deck of the main house where host lives. 8 acres that sit where the rolling hills meet the mountains overlooking the Daniel Boone Forest. 35 miles from Lexington, you will enjoy the peace & quiet of the beautiful mountains. Minutes away from the trails, waterfalls & attractions of Natural Bridge State Park & the Red River Gorge! We hope you will visit us soon! *Sunrise is not always visible

Guest favourite
A private pool is surrounded by a spacious concrete patio, featuring clear blue water reflecting the sky. A ladder leads into the water, and a lounge chair rests nearby. A fence provides privacy, alongside a grass area that enhances the outdoor space.
Home in Stanton
4.94 out of 5 average rating, 48 reviews

Red House Retreat-the perfect place to get away

Welcome to the Red House Retreat, a vintage home with modern conveniences. This is the perfect place for a weekend getaway or mini vacay. Located in Stanton, this house is only minutes from the Red River Gorge, Natural Bridge & Hollerwood Park. It is a great place for hikers, climbers, off road enthusiasts, and families. Just 45 minutes from Lexington. A private courtyard is the perfect addition to your stay. Trailer parking and fast Wi-Fi makes this place a great getaway opportunity.

Flat in Winchester
New place to stay

One-year-old duplex - 20 min from Lexington!

This two-bedroom, two-bath, ranch-style duplex is one year old and still smells new! Across the street is a large pool (seasonal) & fitness center with full access for our guests. The house features a fully stocked kitchen, and large grocery stores/restaurants are all within a 5-minute drive. We have an 85-inch TV in the living room and a full reclining leather sofa, creating an incredible home theater experience. The quiet neighborhood is only minutes from downtown Winchester and I-64.

A tranquil outdoor pool is surrounded by a smooth deck, featuring blue planters at each corner. Lush greenery and trees create a natural backdrop, while the Kentucky River is visible beyond the pool area. The setting offers a relaxing ambiance for outdoor enjoyment.
Cottage in Winchester
4.88 out of 5 average rating, 106 reviews

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

Superhost
A charming cabin features a distinct black metal roof and inviting front porch seating. The grassy foreground leads to the entrance, framed by a backdrop of trees. Natural light highlights the home’s structure against a clear blue sky.
Cabin in Clay City
4.94 out of 5 average rating, 117 reviews

Hemlock Hideaway Red River Gorge fireplace hot tub

Hemlock Hideaway at Red River Gorge is a 3 bedroom, 2 bath cabin that can sleep up to 10. The cabin features a pool, hot tub, game room, and electric vehicle charger on a private 2.5 acre setting. The home has two king sized beds, three full sized beds, a twin trundle bed, twin sleeper chair and queen sleeper sofa. There is a fully stocked kitchen and free onsite laundry. All of this and so much more and only a 20 minute drive to the Red River Gorge, Natural Bridge State Park area.

Guest favourite
A charming two-story home is displayed with a combination of brick and siding. The landscaped front yard includes trimmed shrubs and patches of grass. A spacious driveway leads to a two-car garage. Large windows provide ample natural light to the interior.
Home in Richmond
4.81 out of 5 average rating, 27 reviews

Heart of Richmond

Welcome to your home away from home in the heart of Richmond, KY. This beautiful retreat offers everything you need for a memorable and relaxing stay. Perfectly positioned to put you at the center of all things Richmond, this oasis combines convenience with comfort and style. The highlights of the property are the salt water pool and the covered back patio. Take a dip, read a book, lounge comfortably or fire up the grill, the choice is yours! Come see us and make some memories!

An aerial view captures the expansive property featuring a private lodge surrounded by lush greenery. A spacious pool is situated adjacent to the lodge, accompanied by shaded seating under colorful umbrellas. A serene pond reflects the natural landscape, emphasizing the site's tranquil atmosphere.
Home in Wellington
4.91 out of 5 average rating, 23 reviews

SECLUDED LOG CABIN/POOL/SLEEPS 20 REDRG/CR LAKE

NO SHOES, NO SHIRT, NO NEIGHBORS * NO PROBLEM! Sunset Ridge Farm Events & Wilderness Lodge/Wedding Venue is between Red River Gorge, & Cave Run Lake in the Daniel Boone Nat. Forest, on ridge top cliffs, where Indians once lived, our 4,500 sq ft. authentic Log Cabin is your totally secluded hide-a-way! Enjoy a leisure stay, reunion, retreat, honeymoon, or book a separate wedding package, corporate event, etc. at this private 100 acre hideout. Come stay where the blacktop ends!

Guest favourite
The exterior of a ranch-style home is displayed under a twilight sky, showcasing a snow-covered landscape. Soft illumination highlights the entrance, while the nearby hills create a serene backdrop. The overall atmosphere conveys a sense of peace and seclusion in a quiet setting.
Villa in Stanton
4.96 out of 5 average rating, 117 reviews

Red River Gorge. Pool. Pets. Wi-fi

Nestled in the quiet town of Stanton, Kentucky; 10-15 minutes away from all that Red River Gorge has to offer. 45 min to Lexington. Our house is whimsical and spacious. Perfect for families! We have a huge kitchen to cook a meal and relax by the fire pit in our private courtyard that overlooks the mountains. Also our Private pool is available March-Nov. Pet friendly (3 pet max) with a fully fenced in back yard. Please add pets to the reservation and pay the pet fee.

A view from a balcony reveals a tranquil wooded backyard, filled with tall trees and a lush green lawn. A small structure is faintly visible in the distance, enhancing the serene ambiance of the natural surroundings.
Home in Beattyville
4.88 out of 5 average rating, 32 reviews

Mother Lode Getaway

Located half a mile from the Motherlode climbing area, our home is approximately 20 minutes from the heart of the Red River Gorge (Miguel's Pizza, Natural Bridge State Park, etc) Enjoy an in-ground pool that is surrounded by a large deck and has lawn chairs for relaxing. There is a wooded back yard and a little walking trail. Big kitchen, a formal dining room and a breakfast nook. There are TVs throughout that use Hulu streaming services, WiFi, and cell service.

Popular amenities for Powell County rentals with a pool