Vacation rentals with a pool in Jeffersontown

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Jeffersontown

  • Total vacation rentals

    Explore 20 vacation rentals in Jeffersontown

  • Nightly prices starting at

    Jeffersontown vacation rentals start at $140 CAD per night before taxes and fees

  • Verified guest reviews

    Over 20 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    20 of Jeffersontown vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Jeffersontown rentals

Top-rated rentals with a pool in Jeffersontown

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

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Guest favourite
Home in Taylorsville
4.89 out of 5 average rating, 137 reviews

#18 Kentucky Sunrise - Lakefront Home with spacuio

Escape to Kentucky Sunrise Cottage, a charming two bedroom home perfectly situated in the heart of the Bourbon Trail and horse country. Relax on your private patio with a soothing hot tub or take a refreshing dip in the resort style pool. This family friendly retreat features a fully equipped kitchen, cozy living space with a sleeper sofa, and easy lake access. Whether you are exploring local distilleries or enjoying a peaceful getaway, our pet friendly cottage offers the ultimate comfort for yo

Guest favourite
Cottage in Taylorsville
4.95 out of 5 average rating, 224 reviews

Luxury Retreat with Hot Tub

Welcome to Four Seasons Cottage on the Bourbon Trail! This charming property is located in a peaceful vacation community, just a short walk from the seasonal pool. Featuring 2 bedrooms, a fully equipped kitchen, and cozy living room with a fireplace, this cottage is perfect for a family getaway or a couples retreat. Enjoy the large deck with a hot tub and BBQ, as well as access to nearby hiking trails and attractions. Cottage 37 sits on a ridge that overlooks the 3,050-acre Taylorsville Lake.

Guest favourite
An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.
Home in Mount Washington
4.99 out of 5 average rating, 107 reviews

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

Welcome to the "Bourbon Barrel Retreat" where this truly unique property offers a one-of-a-kind getaway. This newly renovated 5-bed, 3 full bath ranch boasts two additional buildings on the property to provide a Kentucky experience like no other. Immerse yourself in the ambiance of the Bourbon Speakeasy or spend time at the Pickleball Sports Lounge. Unwind and relax however you would like! An ideal location where you are a short drive to Bardstown, Louisville, Lexington, Mammoth Cave and more!

Top guest favourite
A comfortable living area is furnished with a leather recliner and a wooden coffee table. A television is mounted on the wall opposite the open kitchen, where light cabinetry and seating at the counter are visible. Natural light enters the room, creating a warm ambiance.
Home in Jeffersonville
4.95 out of 5 average rating, 114 reviews

Cozy Neighborhood Home - 10 min to Louisville!

Relax just 10 minutes from downtown Louisville at this beautiful patio home in a newly built community. Perfect for a weekend trip, business travelers, those with pets, travel nurses, and others! Quick, easy access to River City via I-65 or East End Bridge from a quiet, charming neighborhood just blocks from the area’s newest restaurant corridor. We are dog friendly, and boast a large side-yard and sidewalks throughout. Also enjoy the neighborhood’s paved walking trail with a lake view.

Guest favourite
A comfortable living room features a dark leather sofa with accent pillows, a coffee table positioned at its center, and a medium-sized television mounted on the wall. Natural light filters in through large windows covered by patterned curtains, while a door leads to a small balcony.
Apartment in Central Business District
4.92 out of 5 average rating, 204 reviews

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!

Guest favourite
A two-story cottage is situated against a lush green backdrop. The exterior features light-colored siding, a covered porch, and multiple windows that allow natural light. A well-maintained lawn surrounds the home, enhancing the inviting appearance of the property.
Cottage in Taylorsville
4.94 out of 5 average rating, 190 reviews

The Gathering Place

The Gathering Place is the perfect place to get away and gather with family and friends. The resort is located conveniently between Bardstown, Louisville, and Frankfort on the Bourbon Trail. Offseason hiking, fireplace, and hot tub make a great peaceful getaway or work from "home" experience. Enjoy fishing, boating, kayaking, hiking, bird/deer watching and relaxing. The owners have been Resort guests for years and now own a cottage to enjoy and share with family, friends, and guests.

Guest favourite
A cozy living area is featured with a large light-colored sofa adorned with various decorative cushions. Two lamps sit on either side of a wooden coffee table, which displays a decorative "hello" sign. Three wall art pieces showcasing plant designs are displayed above the sofa.
Apartment in Central Business District
4.96 out of 5 average rating, 158 reviews

Downtown | Walk to Restaurants, Free Parking

Experience Louisville like a boutique hotel stay in the heart of downtown. This luxury apartment sleeps up to 4 with a king memory-foam bed and a queen memory-foam sleeper sofa for a restful night. Enjoy complimentary coffee and skyline views from your private balcony. Walk to dining, nightlife, and 4th Street Live!, then unwind with the golf simulator, gym, a seasonal dip in the heated pool and hot tub, or a cozy movie night. Elevated comfort, prime location book your stay with us today.

Guest favourite
Guest suite in Jeffersonville
4.94 out of 5 average rating, 191 reviews

Come explore Jeffersonville & Louisville

The hot tub is available year-round. Perfect for relaxing and de-stressing during your stay. The pool is open May 1 ~ Oct 1. You can stay in and binge-watch movies from our collection of DVD's or your Apple TV app favorites on the 110-inch screen in the theater room. Please browse our photos & read the descriptions under them. You’ll love our home because we are close to downtown Louisville & Jeffersonville yet tucked away enough for a peaceful, relaxing stay. No early check-ins allowed.

Top guest favourite
A living area features comfortable seating arranged around a wooden coffee table. A stone fireplace with an electric insert is positioned beneath a flat-screen television mounted on the wall. The warm red walls create a cozy backdrop, and kitchen facilities are visible in the background.
Cottage in Taylorsville
4.99 out of 5 average rating, 154 reviews

Lakeside Cottage -upgraded hot tub- Bourbon Trail!

Welcome KY visitors, horse lovers, Bourbon Trail guests, or anyone looking for a getaway! This is a somewhat rustic, homey, comfortable 20 year old cottage. It's not perfect, but our guests find it charming and sufficient. You'll find the home exactly as described with the offerings and expectations. Rest, relax, and recharge in a gated community overlooking Taylorsville Lake. Don’t be another hotel's customer when you can stay in a spacious home with a Jacuzzi J-235 hot tub.

Top guest favourite
The outdoor space features a concrete patio surrounded by colorful trees, showcasing a blend of autumn hues. A charcoal and gas grill is covered, positioned on one side of the patio. The entrance door to the lower-level unit is visible, offering a private and secure access point.
Guest suite in Shepherdsville
4.99 out of 5 average rating, 101 reviews

Private 1000 sq ft 1-bedroom lower level apartment

Relax in this beautiful wooded setting in Bourbon Country less than 4 miles from I-65. Private entrance into freshly painted 1-bedroom unit with new kitchen and 9' ceilings. Perfectly located near 19 Bourbon Distilleries, 4 Wineries, Bernheim Forest, Knob Creek Gun Range, Churchill Downs and other exciting destinations. Jim Beam Distillery & Forest Edge Winery are 7 min away. There is a seasonal (shared) concrete patio, deck and pool available in the warmer months.

Guest favourite
A two-story cottage with light gray siding and a symmetrical facade is shown. The front porch features wooden steps leading to an inviting entrance. Lush green hedges frame the exterior, while a gravel driveway extends to the left, emphasizing the cottage's serene setting.
Cottage in Taylorsville
4.84 out of 5 average rating, 128 reviews

Lake Livin' & Bourbon Sippin'

Edgewater Resort, 20 minutes from Louisville, is Taylorsville Lake's premier vacation spot, tucked away in a gated community with over 163 acres that overlooks the marina. Within walking distance you'll find a community pool (seasonal) with a fire pit. This two-story cottage sleeps up to 10 guests and showcases a master suite with two private balconies and a jetted soaking tub. You can also hang out on the private deck out back equipped with a 4-person hot tub.

Guest favourite
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
4.99 out of 5 average rating, 69 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.

Popular amenities for Jeffersontown rentals with a pool