Holiday rentals with a pool in Kentucky

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Top-rated rentals with a pool in Kentucky

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

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Top guest favourite
An indoor heated pool is enclosed within a greenhouse, surrounded by lush greenery and potted plants. The water appears inviting and clear, reflecting the natural light filtering through the translucent roof. Decorative elements, including sculptures, enhance the tranquil atmosphere.
Guest house in Dayton
4.97 out of 5 average rating, 175 reviews

Art Studio at Turtle Hill, 5-Acre Oasis Near City

The Art Studio at Turtle Hill is located in Dayton, Ky, 2.2 miles from downtown Cincinnati. The studio is situated on 5 acres overlooking the Ohio River making it a unique urban location that feels like a country setting. The main house has a heated enclosed pool that is available to guests, a fire pit and pond. The studio has a full laundry, full kitchen and 4 off-street parking spots. The main bedroom (one queen) is on the first floor and the second bedroom (2 twins) is a loft. No cleaning fee

Top guest favourite
Cabin in Franklin
4.95 out of 5 average rating, 121 reviews

Family Getaway! Fish, Hike, Swim, No Cleaning Fee

Our home is located out in country just off of I65 outside the historical little town of Franklin, KY. We are located between Nashville (45min), Bowling Green (35min) & Mammoth Cave (55 min). We are surrounded by rolling hills of farmland and horse ranches. It is a log cabin style home on 30 acres. Sit out on the front porch and watch the deer. Play games, read a book. Lay out by the pool (summer). Take a hike or go fishing down at the pond. Get out and explore! Or, you can just rest and relax.

Top guest favourite
Home in Washington County
4.99 out of 5 average rating, 176 reviews

Bourbon Trail Pool&Hottub FUN-ZONE! GameRm! Fish!

This two-story country-side home is sure to keep you entertained while also having a relaxing vibe for your getaway. Nestled just off the Bourbon Trail, Makers Mark and historic Bardstown are just a short drive. Proximity to Louisville and Lexington is great too! Sitting on 3 acres, this home Features 4 bedrooms, 2 and a half bathrooms! Amenities include a newly constructed fenced in Inground Pool(open April-October), WiFi/DirecTV, Pool Table, Ping Pong Table, and Golden Tee Arcade Machine!

Top guest favourite
Guest house in Stanton
4.98 out of 5 average rating, 340 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

Superhost
Cottage in Winchester
4.88 out of 5 average rating, 114 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.

Guest favourite
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
4.89 out of 5 average rating, 252 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!.

Guest favourite
The exterior of the guest house features a stone base and a modern upper level with large windows. Lush greenery and vibrant yellow daffodils blossom in the foreground, enhancing the natural setting. A colorful mix of trees and plant life surrounds the structure, set against a clear blue sky.
Cabin in Covington
4.94 out of 5 average rating, 270 reviews

Guest House Monte Cassino Vineyards

The Guest House at Monte Cassino Vineyard, an architectural gem. At 650 sq ft, this free standing, studio loft space is a ground up restoration of an 1830s summer kitchen. Completed for 2016 season, it includes a kitchenette, with mini fridge, microwave and coffee machine. Outdoor grill is available as well. The living room has a fireplace and the bedroom loft is a designer's dream. Adjacent to the main house, the GH also includes use of the pool in season. Extremely private grounds.

Guest favourite
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, 122 reviews

Hemlock Hideaway Red River Gorge game room 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.

Top guest favourite
Two ceramic swans are placed close together on a wooden surface, creating a charming focal point. The backdrop features a calm lake surrounded by lush greenery, enhancing the serene atmosphere of the setting.
Cottage in Crittenden
5 out of 5 average rating, 133 reviews

Lake Front w/ Pool! Between Ark & Creation Museum.

If you are looking to experience lake life, look no further! Our Guest House sits on the beautiful 140 acre Bullock Pen Lake. It's a great place to relax, or enjoy kayaking, paddle boating, paddle boarding and fishing. We have one of the best views of the lake. The Guest House is fully renovated and decorated with relaxation in mind. It has everything you would need for your stay. After all, the lake is where your worries fade and memories are made! (The pool is now closed!)

Top 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
4.95 out of 5 average rating, 122 reviews

Red River Gorge. Game room. 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.

Top guest favourite
A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.
Farm stay in Georgetown
4.96 out of 5 average rating, 169 reviews

Beautiful farm stay apartment, rural Georgetown KY

Creekside Hideaway is your home away from home. Nestled in rural horse country, come for a relaxing stay with the whole family. Book this 1,100 sq ft full basement, 1-bedroom, 1-bath Georgetown vacation rental! (This is not a full home.) Tour the elite thoroughbred farms, take a trip on the Bourbon Trail, visit the KY Horse Park, have a day at the races during historic Keeneland (April & October), or drive a bit further for Churchill downs or the Ark Encounter.

Guest favourite
The mansion is embraced by lush greenery, situated on a gently sloping landscape. A winding driveway leads to the property, which features multiple roof lines and a combination of stone and siding exteriors. Surrounding trees enhance the secluded feel of this tranquil retreat.
Home in Blaine
4.83 out of 5 average rating, 138 reviews

Hidden Acres Escape: A Bluegrass Retreat

Escape to our hidden gem tucked among the rolling hills of Blaine, KY. This secluded estate spans 200 scenic acres, offering solitude for those who crave true peace. Immerse yourself in nature’s beauty, unwind in the indoor pool, and bask in the luxury of a sprawling mansion. Whether you’re exploring miles of trails or savoring quiet moments overlooking lush vistas, discover an unforgettable sanctuary where nature and comfort unite.

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