Vacation rentals with outdoor seating in Bullitt County

A stone patio is surrounded by several Adirondack chairs, positioned around a central fire pit. A large tree provides shade in the backyard, while string lights hang overhead. The backdrop features a distillery rickhouse with dark siding, contrasting with the greenery and open lawn.

5 out of 5 average rating, 106 reviews

Quiet Bardstown 4BR home near 1792 & Distilleries

The Angel’s Share in Bardstown welcomes you to smell the bourbon aging right in our backyard! <1mile from downtown restaurants, bourbon bars, shops, walk to the Bourbon Fest, Buttermilk Days, Distilleries, and to Bardstown attractions! Our 4BR 1 Bath home welcomes up to 8 guests in a quiet neighborhood, tastefully decorated, a well-stocked kitchen for cooking, drinks, gas grill, music (including vinyl) or backyard fire pit and games under the string lights! Even custom bourbon tasting boards!

A charming single-story home features a welcoming front porch with two rocking chairs. Well-maintained landscaping includes shrubs and a gravel pathway leading to the entrance. The exterior showcases a light-colored façade and a gabled roof, surrounded by a grassy yard and neighboring structures.

4.94 out of 5 average rating, 208 reviews

Bardstown Bourbon Bnb - near My Old KY Home

Welcome to our charming Airbnb in Bardstown, Kentucky, the bourbon capital of the world! Situated in the heart of downtown, our spacious and beautifully decorated home is the perfect retreat for bourbon enthusiasts, history buffs, and nature lovers alike. Boasting of three comfortable bedrooms, each furnished with plush bedding. The living area is bright and airy, with large windows and comfortable seating for you to relax. The fully-equipped kitchen is perfect for cooking up delicious meals.

Tiny home in Shepherdsville

The tiny house exterior features a gray facade with white trim, complemented by a front door and decorative accents. A sun sculpture and a flowering plant enhance the entrance. There are two outdoor chairs positioned on either side of a stone pathway leading to the door.

4.93 out of 5 average rating, 229 reviews

Tiny House Near Louisville

The tiny house is 200 square feet, but has everything you need for a cozy stay! It’s located inside our half acre fenced in backyard which is right off I-65 and is 15 minutes to downtown Louisville. Fast food, restaurants, gas stations, and laundry mat are less than a mile away. The backyard is a shared space with us, so there’s a small chance you see us or our friendly dogs out there. We built the tiny house ourselves, so we take pride in it and hope you choose to experience tiny house living!

A cozy living room is showcased with a warm color palette and original hardwood floors. A decorative fireplace serves as a focal point, while two upholstered chairs sit beside a small coffee table. Bookshelves filled with collectibles line the walls, and natural light flows in through the window.

5 out of 5 average rating, 100 reviews

Historic Adam Anthony House, circa 1800!

Historic Georgian home circa 1800 in the heart of the Bourbon capital. Purchased by a coppersmith, Adam Anthony in 1809 for 3000 gallons of whiskey. A home away from home that will take you back in time while still affording you the comforts of modern amenities. Original hardwood floors of ash and poplar, new mattresses, fully equipped kitchen, washer/dryer, and plenty of free parking. You are a block from all shopping, dining, and nightlife of downtown Bardstown. Bourbon capital of the world!

A cozy living area features dark leather sofas and a rustic wooden coffee table. The room is softly illuminated by decorative lamps and small Christmas trees, while framed artwork and wooden accents adorn the walls, creating a warm and inviting space.

4.96 out of 5 average rating, 218 reviews

Bourbon City Retreat

Escape to a Bourbon City retreat In historic Bardstown Ky named “Most Beautiful Small Town In America”. Experience the Bourbon Trail starting where bourbon was born. Visit Jim Beam American Still House, Heaven Hill Bourbon Heritage Center & Four Roses Warehouse just to name a few. Be sure to visit My Old KY Home and My Old KY Dinner Train. Enjoy southern cuisine at Mammy’s Kitchen, Stephen Foster Restaurant & The Rick house. Enjoy your stay in a quiet, clean & cozy home in Bourbon City Decor.

Guest suite in Coxs Creek

A cozy living area is furnished with a spacious sectional couch and a leather armchair. A wooden coffee table holds magazines. Light-colored walls are complemented by framed artwork, and a pass-through window connects to the kitchenette area.

4.99 out of 5 average rating, 205 reviews

★Jenny's Place - Basement Suite, Private Entrance★

Welcome to Kentucky & Bourbon Country! Jenny's Place includes your own private lower-level walkout suite, with all the amenities, nestled in a quiet subdivision. We are centrally located near many events and activities, including the Bourbon Trail, Four Roses Bottling (5 min away), Jim Beam Distillery (10 min away) and Bernheim Forest (10 min away). We are conveniently located 15 minutes from Bardstown, the Most Beautiful Small Town in America. Come see us!

4.96 out of 5 average rating, 142 reviews

The cottage is nestled among lush greenery, showcasing a unique design with corrugated metal and concrete. A wooden deck leads to the entrance, surrounded by neatly arranged flower beds. Windows provide ample natural light while blending harmoniously with the woodland surroundings.

Cottage in Coxs Creek

Bourbon Trail Cottage

Unique cottage nestled in the woods located along the Bourbon Trail. Centrally located near miles of nature trails in Bernheim Forest & many of the distillery tours. Yet lots of privacy on 10 wooded acers. 8 minutes to Jim Beam Distillery, 8 min to Bernheim Forest, 4 min to Four Roses Bourbon Warehouse & Bottling Tour, 12 min to the City of Bardstown, 30 min to Churchill Downs, 26 min to Louisville International Airport (SDF) NO SMOKING NO PETS

4.98 out of 5 average rating, 174 reviews

An interior view of the geodesic dome features a cozy sleeping area with a king size bed and attractive bedding. A dining table with four brown chairs is positioned nearby. Natural light streams in through the large geometric windows, illuminating the earthy tones of the decor.

Dome in Mount Washington

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.

4.83 out of 5 average rating, 268 reviews

The pastel purple tiny home features a wooden deck adorned with seating. A vibrant arrangement of potted flowers is positioned in the foreground, complementing the home's exterior. Large windows invite natural light, and an air conditioning unit is discreetly mounted on the side.

Camper/RV in Louisville

Pastel Tiny Home • Romantic Retreat on 15 Acres

💖 Escape to your own pastel paradise—perfect for couples or solo dreamers. This periwinkle 200 sq ft Polly Pocket-inspired tiny home sits on 15 acres in Louisville. Sip coffee at the bar table, cozy up with AC/heat, and stargaze by the fire pit 🔥 on your scenic deck with glowing lights ✨ Pet-friendly, peaceful, and totally unique—this is more than a stay. It’s a magical escape made for connection, rest, and unforgettable memories. 🌙🌿

A charming two-story home features white siding and a dark shingle roof. Large black-framed windows offer a view into the interior, while a covered entryway with a black door adds an inviting touch. A well-maintained lawn surrounds the property.

4.9 out of 5 average rating, 243 reviews

The Black Swan on 5th

Welcome to The Black Swan on 5th! This stylish 3BR, 2.5BA retreat in downtown Bardstown sleeps 6, plus a potential 4th bedroom that used to be storage with basic amenities for 2 more guests. Enjoy a cozy living room with fireplace, full kitchen, private patio with fire pit and outdoor TV, smart TVs, fast Wi-Fi, and board games. Walk to top bourbon spots, restaurants, and historic sites. Includes off-street parking and in-home laundry.

Apartment in Shepherdsville

A spacious living area features a mix of seating options, including a black leather sofa and a brown couch, centered around a coffee table. Wall art and memorabilia adorn the light-colored walls, and a ceiling fan provides airflow in the bright room.

4.91 out of 5 average rating, 119 reviews

Blast from the Past

This unit has a very spacious layout. It has all type of memorabilia from the past which will bring back all types of memories. It has 1 king and 2 queen beds with a roll out bed in the closet for that extra quest. This is one half of a duplex. It has plenty of parking and is located on our Venue property. Check out our guide book for local attractions and mileage