
Vacation rentals with a pool in Kentucky
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kentucky
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

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.

4th Street Suites - Comfortable King Bed Suite
Live the best of Louisville in this sleek 1‑bed, 1‑bath downtown retreat! Perfect for couples, families, or friends, it features a cozy king bed, 2 rollaways, a fully stocked kitchen, and a bright living area. Enjoy morning coffee or evening drinks on your private balcony, stroll to nearby restaurants and bars, then relax by the pool or hot tub, play a round in the golf simulator, or unwind with a game of pool. Your launchpad for adventure—or a quiet, stylish escape when it’s time to rest!

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

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.

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 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.

Creekside Adventures
Make some memories at this unique and family-friendly place. Our guest suite is very spacious and open. Many of our guest have let us know how inviting and relaxing it is to stay in. We also have a creek where our children use to play when they were little. Kids can easily play in it when the weather is nice but please be careful on the walls and stones. We also have a pool area that is available for swimming during late May through early September. We do not allow pets. No Parties

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!)

Cozy studio with private pool and firepit
Welcome to our charming studio apartment located above our detached garage with a private pool. Whether you're looking for a relaxing getaway or a convenient base to explore the city, our cozy studio has everything you need. Close to the following locations: Fayette mall 1.9 miles Bluegrass airport 4.5 miles University of Kentucky 4.6 miles Keeneland 5.1 miles Manchester Music Hall 5.7 miles Rupp Arena 6.4 miles Lexington Opera House 6.5 Please no smoking in the room.

Hattie's Hill Cottage
Cottage sits behind our home (see photo). NOTE- Main house may have large groups. Pool and outside areas share spaces. Near Owensboro, Rockport, Hawesville & Lewisport. There is ONE bedroom which can be made into EITHER two California twins OR one California king -Wifi. We have a Smart TV you may use your Netflix and so on with. Kitchen is well stocked with necessities. Eating/work space is provided. Comfortable recliner chairs. Access to the grounds.

Downtown Apt • Pool, Gym, Hot Tub + Golf Simulator
Experience Louisville like a boutique hotel stay in the heart of downtown. This luxury apartment sleeps up to 2 with a king memory-foam bed for a restful night. Enjoy complimentary coffee and courtyard views from your apartment. Walk to dining, nightlife, and 4th Street Live!, then unwind with the heated pool, hot tub, golf simulator, gym, or a cozy movie night. Elevated comfort, prime location book your stay with us today.
Popular amenities for Kentucky rentals with a pool
House rentals with a pool

Bourbon Trail Lake Home w/ Hot tub & King Bed

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Hot Tub, Bourbon Trail, Peaceful Spot, 3 king beds

Historic House on Lake with Pool - Stone Haven

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

Fantastic Kentucky Lake Vacation

Tranquility in the Mountains - House

Kentucky Sunrise 18- Greet the Sun As it Rises
Condo rentals with a pool

Relaxing Cumberland Getaway

WoodsonBendResort 7-3 Condo 1 Brd Lake Cumberland

The Big Blue Wave - 2-Bedroom Condo by Rupp Arena

Gated Golf Course Condo w/view of Lake Cumberland

Lakefront Condo at Woodson Bend Resort

Luxury Apartment/Near Louisville/EV Charger

Lovely 3-bedroom lake condo with golf and a pool

Paradiso - Divine Condo, Perfect Downtown Location
Other vacation rentals with a pool

1791 Cabin on Historic Horse Farm

Homey 1BD/1B Downtown Next to WKU + Gym

The Nook at Castaway Farm

Bourbon Retreat • Hot Tub + Game

Blue Moon Cottage: Music Room, Inground Pool

Quiet horse farm with pool, hot tub and more!

Cozy Cabin w/Hot Tub in Lake Cumberland Resort, KY

Woodsy Waterfront Cabin with Loft
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