Holiday rentals with outdoor seating in Washington County

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Top-rated rentals with outdoor seating in Washington County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Top guest favourite
The collage showcases various elements from Restin' Holes, including a wooden bed with textured bedding, a vibrant mural of a wizard, a detailed bookshelf backdrop, and the property logo featuring sunflowers and a rustic acorn design. A nature-inspired mural adds to the cozy ambiance.
Earthen home in Willisburg
5 out of 5 average rating, 12 reviews

Restin' Holes Ky Bourbon Trail D *Sauna*HotTub*Gym

Experience the Kentucky village charm at Restin' Holes. Our cozy, unique rental is located on the Bourbon Trail yet still tucked away on 20 acres for relaxation and enjoying many amenities. Be calmed with the peaceful waterfall at our rustic destination. We want you to kick back and make yourselves at home. *Playground*Hot tub*Sauna*Gym*Firepit*Painted Murals Restin' Holes was created with everyone in mind. Book your stay today and discover the perfect vacation & make unforgettable memories.

Top guest favourite
Barn in Lebanon
4.99 out of 5 average rating, 197 reviews

Walk To Maker’s Mark | Wagon Wheel Barndominium

🏆 Voted one of the Top “5 Unique Stays in Marion County, Kentucky” – January 30, 2026. Welcome to the Wagon Wheel Barndominium, a private barndominium just steps from Maker’s Mark on the Bourbon Trail. If you’re looking to relax and kick back at a remote place on the Bourbon Trail with friends you’ve found your space! This unique rustic Barndominium on 8 acres along Hardins Creek sleeps 6 comfortably. Relax with multiple outdoor seating areas to enjoy creek views, Makers cropland, and wildlife.

Top guest favourite
The exterior of the home features a charming white façade with black accents, complemented by a small set of steps leading to the front door. Lush green grass surrounds the property, and a gravel pathway is lined with decorative stones and small shrubs.
Home in Springfield
4.98 out of 5 average rating, 134 reviews

Bourbon Trail Schoolhouse

Enjoy staying in a piece of history within this old one room schoolhouse converted to a two bedroom home. Sit out on the swing or by the firepit as you enjoy peaceful sounds of the country and the creek adjacent to the property. Located right on the Bourbon Trail with only a 5 min drive to Maker’s Mark, 17 min to Limestone, and 20 min to Log Still Distillery. Venture in to the city of Springfield to learn about Abe Lincoln and his parents, married in the courthouse, still being used to this day!

Guest favourite
The image collage features various spaces of a stylish home. A cozy lounge area with a fireplace is shown, alongside an outdoor hot tub surrounded by greenery. The dining area is connected to a deck, and a game room with a bar creates an inviting entertainment space.
Home in Bardstown
4.96 out of 5 average rating, 117 reviews

StillHill: HotTub GameRoom Whiskey Lounge Acreage

Stylish 3 bedroom home located in the Bourbon Capital is a perfect getaway to be still or tour the best Kentucky bourbon from a local whiskey still. Centrally located within 25 miles of 10 distilleries! Close to the Old Kentucky dinner train, the Derby, and a short drive to Louisville & Lexington. Enjoy 5 private acres where you can soak in the hot tub, swing on the patio, sit by the fire and watch the birds and deer. Then relax in our indoor lounge or garage game room after a day of adventures

Top guest favourite
A welcoming porch area features two rocking chairs paired with hanging planters. A colorful decorative flag adds a vibrant touch. The floor is concrete, and potted plants complement the yellow exterior of the house, enhancing the inviting atmosphere.
Home in Willisburg
5 out of 5 average rating, 33 reviews

Large KY Farmhouse/Golf Range/Bourbon Trl/Animals

Great place for groups! Turnerville Tavern is a unique vintage farmhouse/gift shop/driving range located in the heart of the Bourbon Trail in central KY. With vintage furnishings and a large downstairs living room dedicated to all things Kentucky, groups can gather here and feel at home in the Bluegrass. There are 3 outdoor porches to sit and view the farm and a gift shop. Other amenities include a fire pit, books, ping-pong, wide yard, cornhole, and farm animals. Very peaceful & private farm.

Superhost
Flat in Springfield
5 out of 5 average rating, 3 reviews

Marigold Manor: Eclectic Unit 3 Apartment

Welcome to Unit 3 of Marigold Manor! This apartment features 1 bedroom, 1 bathrooms, a kitchen/living combo, back patio seating, a shared space fire pit, laundry closet, and parking in the rear of the home. While this is a multi unit home, each space has a private entrance and locked interior doors. Whether your stay is short or long, you'll find plenty of amenities to make yourself comfortable. If you want to book the entire home, book each unit. You must climb stairs to access this unit.

Guest favourite
Home in Bardstown
4.9 out of 5 average rating, 10 reviews

NEW Hot Tub • 5BR Estate Near Bourbon Trail

Midweek discounts from 5-15% when reserving 2 days or more. Price reflected in reservation total Your Bourbon Trail home base — where the day ends together. Soak in the hot tub at sunset, pour a nightcap on the porch, and wake up to quiet farmland views just minutes from the distilleries. This is the kind of place groups actually stay in — not separate hotel rooms. Planned for gathering: large shared spaces, outdoor hangout areas, and room for everyone to spread out without feeling crowded.

Top guest favourite
Home in Springfield
5 out of 5 average rating, 93 reviews

Near Makers Mark + Hot Tub +Walk to Dine

Charming, spotless, and historic yet modern are just a few words from 5-star reviews! The Kentucky Barrel House a unique retreat on the Bourbon Trail. Take a dip in the hot tub- grab a towel from the warmer, chat by the firepit. Pet-friendly, fenced yard. Equipped kitchen, or walk to downtown restaurants. Minutes to: Maker’s Mark, Willett, Bardstown Bourbon, Heaven Hill, Beam and many more. Wedding venues nearby: Cornerstone Acres Events, The Grove At Silverton Hill, and My Old Kentucky Home.

Top guest favourite
Home in Washington County
4.99 out of 5 average rating, 178 reviews

Bourbon Trail Summer POOL-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
A unique circular structure made of wood stands on a wooden deck surrounded by vibrant wildflowers. The entrance features a sliding door, while a small shelf extends from the side, inviting guests to explore the natural setting.
Farm stay in Chaplin
4.96 out of 5 average rating, 114 reviews

Cottage Retreat at Tiwazzen Farm

The Tiwazzen Farm cottage lies in the peaceful hills of Central Kentucky. It is ideal for a weekend recharge, disconnect or a place to find your center and connect with nature. If you want peace, quiet and tranquility, look no further! If it's Bourbon, Horses and Urban night life you're into, Tiwazzen Farm is perfectly located between Bardstown, Louisville and Lexington. If you're looking for a day at the lake, we are minutes from both Willisburg and Taylorsville Lake State Park.

Top guest favourite
A charming cabin exterior showcases a dark paneling design. A front porch is furnished with two chairs and features a side table. Colorful flowers are planted along the base, complemented by gravel pathways and a backdrop of trees and rolling hills.
Cabin in Springfield
5 out of 5 average rating, 64 reviews

The Little Cabin on Sunset Ridge

Relax in the country on our privately owned farm. Conveniently stay along the Kentucky Bourbon Trail. Maker’s Mark is 6.9 miles away, Historic Bardstown, the Bourbon Capital of the World is less than 10 miles away which is home of multiple distilleries. Start your day with a cup of coffee watching the sunrise or unwind by the fire pit as the sun sets. This is one of two cabins we have on the property, so if this isn’t available check #2 or bring others and you each have a cabin!

Guest favourite
A modern cabin with a dark exterior is located amidst lush greenery, elevated on a wooden foundation. Large glass windows provide open views of the natural surroundings, while a clear path leads to the entrance. Trees surround the structure, enhancing the serene setting.
Shipping container in Springfield
4.92 out of 5 average rating, 51 reviews

Box on the Beech

Escape to our unique cabin nestled along the picturesque banks of the Beechfork River, located in the heart of Central Kentucky, right on the famous Bourbon Trail. Unplug, unwind, and enjoy a drink (we prefer bourbon) while gazing at the stars above and listening to the music of nature. Our tranquil riverside cabin provides the perfect setting for a relaxing and memorable stay. Please note that cell phone service within the unit may be limited, depending on your carrier.

Popular amenities for outdoor seating rentals in Washington County