Vacation rentals with a patio in Jessamine County

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Top-rated patio rentals in Jessamine County

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Top guest favorite

A covered porch features several wooden rocking chairs positioned along a railing, overlooking a lush green yard that gently slopes down to the river. Trees provide a serene backdrop while a small table rests beside the chairs for relaxation.

Cottage in Wilmore

4.98 out of 5 average rating, 264 reviews

River House - Cottage with KY River View & Access

Come relax at the peaceful river house. It feels like a retreat right on the Kentucky River with a party-sized dock for easy river access. It’s a cozy cottage on stilts with a breakfast bar on the porch and swing on the patio. Be surrounded by nature and beautiful views of the river and palisades. Tuck away in seclusion just minutes away from downtown Wilmore, Asbury University & Seminary. 35 minutes or less from LEX Bluegrass Airport, Keeneland and Shaker Village. See guidebook for more info.

Top guest favorite

The deck area is partially illuminated at night, featuring a comfortable seating arrangement with cushions. An American flag gently flutters nearby, surrounded by lush greenery. A decorative area rug adds a touch of warmth, complementing the tranquil waters visible just beyond the railing.

Home in Harrodsburg

5 out of 5 average rating, 23 reviews

The Blue Heron Lakeside Chalet

Welcome to The Blue Heron Chalet, where tranquility meets breathtaking views on the shores of Herrington Lake. Our charming A-frame invites you to unwind in the serene beauty of Kentucky. Whether you're seeking a romantic retreat, a family vacation, or a gathering of friends, our lakeside chalet promises an unforgettable experience filled with relaxation, adventure, and cherished memories. Welcome to your home away from home in the heart of the Bluegrass and minutes away from the Bourbon Trail

Top guest favorite

A yellow house is featured, set against a backdrop of bare trees and blue sky. A concrete pathway leads to the entrance, which is framed by a railing. The surrounding grass provides a natural feel, while glimpses of water and boats are visible in the distance.

Home in Lancaster

5 out of 5 average rating, 30 reviews

Lake side Bluff at Sunset Marina

Herrington Lake! Beautiful home located next to Sunset Marina and Resort at Herrington Lake. Located minutes from Kennedy Bridge on the Lancaster Kentucky side of Herrington Lake. Outstanding lake view with a parklike setting close to Marinas and Restaurants. Home is fully appointed with all you need for a comfortable retreat! Spend the day on the lake and relax on the deck and watch the boats go by. Located in a no wake zone and only minutes from local marinas and nearby towns. Well Kept!

Superhost

A comfortable living area features a blue velvet sofa with decorative pillows, positioned in front of a modern glass coffee table. A mounted television displays a serene landscape. A cozy fireplace is situated beneath the TV, complemented by light-colored walls and a patterned area rug.

Apartment in Lexington

4.82 out of 5 average rating, 94 reviews

Blue and gray modern apartment!

This place is in a townhouse that has been divided it,your Airbnb is above,your don’t share with anything is designed for the best short-term rental experience.Easy access to the following: - Less than 6 miles Rupp Arena, Kroger Field, Downtown, and UK Campus - 10.5 miles from LEX airport & Keeneland - 4.0 miles from Hamburg Pavilion - 5 minutes to main grocery stores - 5 miles to I-75 2 min access to new circle rd. Driveway parking is available Perfect place to stop to rest from a long road.

Top guest favorite

The living room features vaulted ceilings and an open layout. A sectional sofa and a reclining chair offer comfortable seating, while a coffee table sits centrally. Light hardwood flooring and soft wall decor contribute to a bright and airy ambiance. A large TV is mounted on a nearby wall.

Home in Lexington

4.99 out of 5 average rating, 118 reviews

Newly renovated upscale house with high ceilings

Get away and cozy in at this clean and comfortable two bed, two bath private home centrally located in a convenient, quiet neighborhood less than a five-minute walk to Kroger, restaurants, coffee, and a yoga studio. Easily accessible to Fayette Mall and UK by car. Fully equipped kitchen for cooking meals, reclining sofa for relaxing, 65" TV, books and games. One new Sealy king bed and a bunk bed with one double and two twin mattresses (one trundle). Washer and dryer available for your use.

Superhost

An open-concept living area features a light blue accent wall, a comfortable gray sofa with decorative pillows, and a wooden coffee table positioned on tiled flooring. Natural light filters through the window, enhanced by surrounding decor and a ceiling fan above.

Apartment in Wilmore

4.82 out of 5 average rating, 60 reviews

Wilmore Cozy Corner Reg. #9575

For up to 2 adults and 2 kids. Escape to our charming, centrally located apartment in the heart of Wilmore, Kentucky. Nestled in a peaceful neighborhood, our space offers a tranquil retreat for visitors seeking comfort, convenience, and a touch of Southern hospitality. You'll immediately feel at home in our cozy and thoughtfully designed apartment greeted by the open-concept living area. The fully equipped kitchen, tranquil bedroom, and well-appointed bathroom will ensure a comfortable stay.

Top guest favorite

Two cows and a sheep are seen grazing on hay in a sunlit pasture. A white farmhouse can be observed in the background, surrounded by expansive green fields and a wooden fence, under a clear sky scattered with soft clouds.

Home in Wilmore

5 out of 5 average rating, 60 reviews

Milk & Honey Farm Cottage House

The Milk & Honey Farm Cottage House Farm Stay! Conveniently located in Wilmore, KY just 15 miles to Lexington! 5 minutes to Asbury University, 19 miles to Keenland and 13 miles to Shaker Village. Our peaceful Farm setting provides for a wonderful relaxing atmosphere, with all the amenities, and yet convenience to all that Central Kentucky has to offer! Come experience a working family farm, take a stroll and visit the animals, enjoy the sunset, and wind down in our comfortable cottage house.

Top guest favorite

A cozy loft area with knotty pine ceilings features a spacious bed and a seating arrangement with a white sofa and armchair. A wooden dresser and a small coffee table are positioned thoughtfully. Natural light fills the space, enhancing views of the surrounding landscape through the windows.

Farm stay in Lancaster

5 out of 5 average rating, 204 reviews

Serene barn loft in the heart of the Bluegrass

Relax and unwind in this charming barn loft nestled amidst 13 rolling acres on Honey & Vine Farm. This loft is the ideal honeymoon and anniversary space! Enjoy coffee in the morning from Adirondack chairs overlooking the pond, spectacular sunsets from the deck, and absolute serenity in this peaceful setting. Queen bed, private entrance, and beautiful sunsets. The goats and two horses love meeting new friends! 20 minutes to Danville and near hiking, lake Herrington, and Shaker Village.

Top guest favorite

A serene landscape is depicted, featuring a horse standing near a wooden fence. The sun rises in the background, casting a soft light over the green pastures and trees lining the property. A spacious area is visible behind the horse, showing additional grazing horses.

Farm stay in Nicholasville

5 out of 5 average rating, 7 reviews

Kinlark Horse Country Stay

Watch the sunrise over green pastures from this newly renovated apartment on the lower level of a large home on 10 rolling acres. Private entrance, no shared spaces. Spread out over 2,000sqft of living space! Full kitchen, 2 bedrooms, 1 bathroom, private patio, laundry room & even a game room! King bed & bunk beds in one bedroom, and a Queen in the other. Pullout couches available. If you bring more than 6 guests, let us know & we'll prepare your desired couch/bed arrangement for the extras.

Superhost

The exterior of the White Chalet is showcased, featuring a contemporary design with a white facade and black accents. A grey walkway leads to the front door, surrounded by well-maintained green grass. A two-car garage is visible to the left, with clouds and sunlight filtering through the sky.

Home in Lancaster

4.8 out of 5 average rating, 69 reviews

New Construction/ Close to Herrington Lake

The White Chalet is a brand NEW construction home centrally located in a peaceful neighborhood in Lancaster, KY. Whether you are going to Keeneland, a sporting event, Herrington Lake, or just looking for a fun getaway, you will only be a short commute to all that Central KY has to offer! Featuring 4BR, 3BA, high end kitchen, hot tub, game room, and sauna, we have all the amenities needed for a short or long stay. We are 21mi to Downtown Lexington & 20mi to Wilderness Trail Distillery.

Guest favorite

A private heated salt-water pool is surrounded by a spacious concrete deck, featuring two black lounge chairs for relaxation. Lush green trees provide a natural backdrop, enhancing the tranquil outdoor space. The pool's clear blue water invites enjoyment and leisure.

Guesthouse in Lexington

4.89 out of 5 average rating, 282 reviews

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.

Top guest favorite

A collage showcases various outdoor and indoor entertainment areas. A blue pool is surrounded by sun loungers. A hot tub is visible nearby. Inside, a game room features a pool table, air hockey, and arcade machine, highlighting multiple recreational options.

Home in Lexington

4.97 out of 5 average rating, 126 reviews

Bluegrass Fall FunZone! Pool! Hottub! GameRm!

Your friends and family will be centrally located in a peaceful Cul-de-sac in Lexington with all the perks! Whether you are going to Keeneland, a sporting event, or just looking for a fun getaway, we have all the entertainment you need! Featuring a pool, hot tub, arcade machine, pool table, ping pong, air hockey, and shuffleboard table! Looking to just relax? Help yourself to our complimentary coffee bar and take in the cozy sounds by our fire pit in the back yard!