Vacation rentals with a pool in Oldham County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Oldham County

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

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Top guest favorite

An inviting open kitchen showcases modern appliances and a spacious countertop, perfect for meal preparation. A cozy living room features a plush sofa, complemented by natural light from nearby windows and tasteful decor that enhances the comfort of the space.

Home in Prospect

5 out of 5 average rating, 119 reviews

Stay@Peppermint Cottage Norton Commons w/breakfast

Step into Peppermint Cottage and find the perfect blend of convenience and charm! Just 20 minutes from SDF airport, Churchill Downs, and downtown Louisville's excitement, this trendy east end haven offers an irresistible walkable lifestyle. Stroll or bike to 18 mouth watering restaurants, 14 unique boutiques, and YMCA with pool. Enjoy lakeside fishing, Sunday farmers markets, summer concerts, parks and Friday food truck festivities. Your ideal Louisville adventure awaits at Peppermint Cottage!

Guest favorite

A serene river view is captured at sunset, showcasing a vibrant sky with purple and orange hues reflected in the calm water. Lush green foliage borders the riverbank, creating a peaceful natural setting.

Home in Goshen

4.99 out of 5 average rating, 73 reviews

Relaxing River Retreat with Private Pool

Beautiful river front vacation-like home with sparkling private pool and gorgeous landscaping for enjoying Oldham County's natural beauty. Pool has plenty of space to splash while enjoying the river view (pool is open from April through October, and is not heated). NOTE: This is NOT a party house. Parties are not allowed. Home is protected with ring cameras. Must be 25 years old to rent, per Oldham County regulations. Please also note home is on 3 levels and requires going up and down stairs.

Guest favorite

An aerial view of the outdoor space reveals an infinity edge pool surrounded by illuminated stonework. Comfortable lounge chairs and a fire pit are positioned on the spacious patio, framed by lush greenery and flower beds, creating an inviting environment for relaxation.

Home in Goshen

4.86 out of 5 average rating, 21 reviews

The Boathouse: A Peaceful Paradise

The Boathouse is located at the back of Tartan's Landing Marina off of the Ohio River. It sleeps up 7 people (1 king bed, 2 queen beds, 1 XL twin bed) has full kitchen and 2 full baths. Enjoy the infinity edge pool (open May-Oct), hot tub, outdoor fire pit, pickle ball area & private boat ramp (ARRANGEMENTS MUST BE MADE AHEAD OF TIME FOR A BOAT.) Heating the pool is optional for additional charge per day. All seasons are beautiful from the Boathouse located 30 min from downtown Louisville.

Guest favorite

A cozy living room is featured, showcasing a large sectional couch and a flat-screen TV on a sleek stand. Built-in shelves with colorful items provide visual interest, while a fireplace offers warmth. Natural light illuminates the soft carpeted floor, enhancing the space's inviting feel.

Townhouse in Louisville

5 out of 5 average rating, 26 reviews

Safe, scenic, convenient. Bordering a State Park!

Located in one of the safest parts of Louisville, this place is conveniently located by shops, restaurants, parks, and a movie theater, and only a few minutes from a major highway. Walk right out to the beautiful Tom Sawyer Park. Park features free to use nationally recognized BMX bike track, 6 tennis courts, 16 pickleball courts, a playground, an archery range, walking trails, shelters, and even an Olympic size pool with a splash ground (small entrance fee for pool and splash ground.)

Top guest favorite

A spacious living area features a large sectional sofa adorned with decorative pillows, a round coffee table, and a cozy armchair. A ceiling fan hangs above, and wooden wall decor adds character. The dining area is visible in the background, inviting communal gatherings.

Home in Prospect

5 out of 5 average rating, 40 reviews

NEW Bourbon Trail, Downtown, Modern, Pets, Shops

Welcome to your Kentucky getaway in the heart of Norton Commons! This inviting retreat offers easy access to Louisville’s best attractions, from bourbon tastings and horse country tours to live music and dining downtown. From October 2 to November 2, wander through the glowing Jack O'Lantern Spectacular at Iroquois Park. After a day of adventure, relax with dinner downstairs or unwind on the porch surrounded by crisp autumn air and cozy neighborhood charm. Book your fall getaway now!

Top guest favorite

The exterior of Sabre Hill Farm is captured, showcasing a multi-story, dark blue and wooden house surrounded by greenery. A gated entrance leads to a tree-lined driveway. A sign with the farm's name and address is prominently displayed in the foreground.

Farm stay in Simpsonville

5 out of 5 average rating, 43 reviews

4BR Farm~Bourbon Trail~private pool~horses

Sabre Hill Farm house rental is the perfect place to immerse yourself in the relaxing sounds of nature. On the 25 acres you will find all the comforts of home on a farm with horses, goats and mules. It is ideally positioned as home base for both indoor & outdoor activities including Derby & Horse Events, group gatherings &/or bourbon tours. Between activities unwind on the veranda or pool overlooking the horse paddocks. Pool May thru Oct. heated 85*. Horse boarding available.

A modern living area features neutral-toned furnishings, including a spacious sofa and two accent chairs. A coffee table sits centrally, complemented by a textured area rug. A large flat-screen television is mounted on the wall, and warm lighting highlights the open kitchen area in the background.

Apartment in Prospect

New place to stay

Acadia II Apt. in the Commons

The Acadia II apartment is a 2,125 sf BRAND NEW second floor apartment with a terrace that overlooks the charming Norton Commons community in Louisville, KY. The apartment includes ALL new furniture, appliances, bedding, towels and kitchenware to make your stay comfortable and easy. Norton Commons is a mixed-used community featuring parks, use of pool (in season), special events and 100 walkable businesses including award-winning restaurants, bars, retail shops, and services.

Top guest favorite

An open-concept living space showcases modern kitchen amenities, including stainless steel appliances and quartz countertops. A cozy seating area is arranged with a dark sofa and decorative rug, while sliding doors lead to a patio, enhancing the room's spacious feel.

Apartment in Prospect

5 out of 5 average rating, 47 reviews

The Lyric 185 - Norton Commons

Welcome the luxurious accommodations of the Lyric at Norton Commons. The Norton Commons neighborhood is an extremely walkable, mixed use development with shopping, restaurants, bars, and coffee shops. This unit is offered as a partnership with Watch Hill Proper, Louisville's premier bourbon destination. This unique partnership allows our guests the opportunity to participate in exclusive bourbon experiences, tastings, food pairings, and even private barrel selection.

Guest favorite

A charming brick building is shown with multiple balconies. The façade features large windows and doors, including red and green entryways. An outdoor seating area is visible, enhancing the welcoming appearance of this inviting rental.

Apartment in Prospect

4.88 out of 5 average rating, 17 reviews

Cozy City Condo in Norton Commons

Norton Commons – Your Perfect Getaway! This beautifully designed short-term rental combines modern comfort with timeless charm, offering an ideal stay for both leisure and business travelers. Whether you’re here for a weekend escape, a family visit, or a work trip, 9440 Norton Commons Blvd offers the perfect blend of style, comfort, and convenience. Book now and experience the best of Prospect, KY!

Top guest favorite

A colorful living area features a striking red ceiling and vibrant wall art depicting a circus theme. Seating includes a gray sofa, a round dining table, and unique patterned chairs. Large windows allow natural light to fill the space, enhancing the playful decor.

Home in Prospect

5 out of 5 average rating, 32 reviews

CIRCO LOCO - uNCommon Stay

Circo Loco is a fun getaway where any idea is welcome, there is not one too wild. Circo Loco invites you to come embark on a circus adventure of a lifetime. With free access to beautiful community pools, countless parks, and an endless number of unique opportunities in the Norton Commons & Louisville area- we promise you won't be disappointed staying here. This unique place has a style all its own.

The exterior of a two-story brick house is displayed, featuring white shutters and a welcoming entrance. A manicured lawn stretches in front, complemented by landscaped shrubs and trees. Blue skies with scattered clouds provide a bright backdrop to the home.

Home in Louisville

5 out of 5 average rating, 10 reviews

Home Baby Home

5 bedroom, 3.5 bath, finished basement. Huge open backyard with screened in porch. Dog Friendly. Enjoy the big backyard that has a trampoline, basketball hoop, large fire-pit area & screened in porch that has ring toss, cable tv with sitting area & granite high top table to play games around or dine together. Plenty to do inside as well including pop-a-shot, theater room & tons of board games.

Guest favorite

The exterior of the Waterfall Walkout Retreat is displayed, showcasing a spacious yard with a picnic table. A multi-level structure is visible, featuring large windows and outdoor spaces. Lush greenery surrounds the property, enhancing the natural ambiance.

Guest suite in Oldham County

4.79 out of 5 average rating, 78 reviews

WATERFALL WALKOUT HILLTOP SLEEPS 10+, 4 BR 2BA

Our Waterfall Retreat is an adorable 4 bedroom, 2 bath Hilltop Getaway Located only 35 minutes from downtown Louisville and Madison, Indiana. Relax in a country setting with serene nature! Perfect for individual travels, couples, family vacations, or just a simple get away! Welcome to Oldham County, KY. We look forward to hosting your stay!