Holiday houses in Boston

The Barrel Proof Bungalow

This stylish 3 bedroom 2 bathroom home on the "Kentucky Bourbon Trail" has been a labor of love and full remodel down to the studs. The Barrel Strength Bungalow is centrally located between Interstate 65 (Jim Beam) and Bardstown's city center. A unique outdoor living space with one of a few hot tubs in Bardstown area Airbnb's. Also offers a firepit, outdoor grill and patio area. More than 15 distilleries within an hour's drive and approximately 30-35m to Downtown Louisville and Churchill Downs.

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, support your rejuvenation, & to tap into your creative flow. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses distilleries. (Note:18+only)

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

Mom's House

Welcome to this lovely well-kept home in the country with a small lake and a large yard! Relax on the deck, sit by the lake, watch the sun rise over the hill in a place that feels like home. Near the Bourbon Trail! 5 mins to KY Railway Museum. 10 mins to Log Still Distillery & The Amp, and Lincoln's Boyhood home. 20 mins to Bardstown, Hodgenville, 25 mins to E'Town. 40 miles to Churchill Downs. The house is well stocked with everything you may need including breakfast items! Plenty of parking.

Game room & 3 acre lake in the country!

Bring the whole family to this private country getaway. With 2500 sq ft of living space and 7 total acres you’ll have plenty of space to explore! Of those 7 acres, 3 of them are a private lake great for fishing, swimming or a paddle boat. This “guesthouse” is the finished basement of the house we live in. These are 2 completely separate spaces with their own entrances. We live in the upstairs and offer our 2500 sq ft finished basement with its own living room, kitchen, game room & 2 bedrooms.

AIR BnB -- Aviation Themed Comfort

You will be close to everything in Elizabethtown when you stay at this newly remodeled, centrally-located place with Aviation themed highlights. Unique amenities unlike any experience Including: 1Gb Fiber with WiFi, 55" QLED TV, Nest Thermostat with Nest Smoke & Carbon Monoxide, LoveSac Sactional, Keurig D-Duo Coffee, Walker Edison Beds with premium Therapeutic brand mattresses. Full Laundry, and Flywheel Exercise Bikes, Weber Natural Gas Grill and Outdoor Seating area. Included Laundry

Historic Cabin by Bourbon Trail

Historic, unique, tasteful and serene - the Edward Tyler house, ca. 1783, is a stone cabin 20 minutes SE of Louisville on 13 acre estate. Near the famous bourbon trail, rental includes full cabin and large screen porch overlooking pond with fountain. First floor has living/dining/kitchen space with small sofa bed and stone fireplace (gas); queen bed and full bath on second floor. American and European antique furnishings and fine art welcome you to fully updated home with central HVAC.

Bluegrass and Bourbon - Peace on the Bourbon Trail

Retreat to your peaceful hangout after a day of exploring all that Bardstown and KY have to offer! Relax by the fireplace and stream a movie on the 75" TV, cook a full meal in the well-stocked kitchen, create a unique cocktail with all the tools you could wish for, breathe fresh air on the screened-in porch that borders greenspace, challenge friends to poker in the game room, grill dinner on our charcoal grill, or roast hot dogs and s'mores on the firepit area. This must be the place.

Basil Cottage on the Creek

The Basil (baz-el) cottage is the perfect get-a-way where you can sit on the back porch sipping coffee while overlooking the babbling creek- get back in touch with nature for a much needed break from the stress of every day life. It may be a much needed romantic weekend, a mid- way point as you tour the bourbon trail, visiting Lincoln's childhood home or just a place of your own while in town to visit family, no matter what brings you to our cottage- you will love it here.

King Bed | Walk Downtown | Coffee Bar | Cozy Home

Located near downtown Hodgenville, this newly renovated home is perfect for travelers, tournament families, wedding guests, or a relaxing stay 5 min near Lincoln’s Birthplace. 🛏️ King bed + queen bed 🚗 10 miles to I-65 ⚾ 18 min to Elizabethtown Sports park 📍 Walk to food, coffee & shops 💒 Near local wedding venues 🏞️ 50 min to Mammoth Cave 🍳 Stocked kitchen + oils & spices ☕️ Coffee bar 🔐 Keyless entry 💻 Fast WiFi 🖤 Blackout shades 🌙 Late check-ins welcome

The Cabin at Mystic Mountain

Luxury 2BR/2.5BA retreat tucked into a peaceful wooded setting near Elizabethtown and the Bourbon Trail. Enjoy whole-home air purification, filtered water throughout, vaulted ceilings, designer finishes, a fully equipped kitchen, and private ensuite baths for both bedrooms. Relax on the covered porch with your morning coffee or evening bourbon. Secluded yet convenient to Fort Knox, Bardstown, I-65, and Mammoth Cave. Ideal for couples seeking privacy and comfort.

Bourbon Way 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