
Vacation rentals in Boston
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Boston
Guests agree: these stays are highly rated for location, cleanliness, and more.

Farmhouse/25 mins to E-town/45 mins to Louisville
If you like having options, then the Farmhouse is perfect for you! Large groups can easily gather in the indoor and outdoor living spaces. There are quiet nooks if you are seeking solitude. Experience life in the country with a front-row seat to an operating farm. Watching the sunset will awaken a deep sense of appreciation for the things of nature that happen every day without any help from us. Visit the Kentucky Derby Museum, Mammoth Cave, Lincoln’s Birthplace and more with a short drive!

Bourbon Cabin - Speakeasy/HotTub/Arcade/Derby
🏡 Bourbon Trail Hideaway – A spacious 5BR, 3.5BA log cabin on 6 private acres, just 9 mins from Jim Beam! 🍂 Blending rustic charm with modern comforts, this retreat features a Brand NEW speakeasy lounge, hot tub, fire pit, wraparound decks, arcade games, and a well-stocked kitchen. Enjoy breathtaking sunsets, fast WiFi, plush seating, Smart TVs, and a cozy ambiance, plus luxurious beds, spa-like bath, and plenty of space to relax or entertain. Perfect for groups, couples & bourbon lovers! 🥃✨

Downtown Elizabethtown Mid-Century Charm Home
Cozy 2BR/2BA mid-century modern home, great for tournament families or working travelers. This is also my personal home when I’m not traveling & I share it with guests while I’m away. Sleeping setup: 1 king, 1 full, futon sofa bed and two queen air mattresses. Minutes from Etown Sports Park, downtown, Freeman Lake & the hospital. Fully equipped kitchen plus a Pac-Man arcade game that kids love. Backyard opens to a large community field with baseball and soccer space, plus a grill and fire pit

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!

Private lake close to the Bourbon Trail
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

Elizabethtown Sports Park/Bourbon Trail
Escape to our spacious retreat just minutes from Elizabethtown Sports Park and 20 minutes from world-class Bourbon Trail distilleries. Nestled in the woods, it offers privacy and room for the whole family. After games or tastings, relax in the hot tub, gather around the firepit, and soak in the peaceful setting. The perfect base for tournaments, bourbon adventures, or simply unwinding in the Bluegrass. Whether it's competition or relaxation that brings you here this home has it all!

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.

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.

The North Mantle House
THIS IS THE ONE! Welcome to The North Mantle! Less than 1.2 MILES from downtown Elizabethtown! 3 MILES to Bluegrass Sportsplex and ONLY 7 MILES to Ford BlueOval Battery Park. Centrally located w/plenty of parking! Our completely renovated place accommodates up to 8 guests comfortably! Open floor plan offers 3 bedrooms & 2 full bathrooms. The fully equipped kitchen has an island with seating for 2 and a dining table with seating for 8.

Secluded country getaway
Bring the whole family to this great place with lots of room for fun.There is a large yard for the kids to play. It has an upstairs exercise room over the garage.A large back porch for grilling or relaxing.There is a wood fire pit plus a gas one too. Plenty of room inside.Easily sleeps 10. It is located close to the interstate and E-town Sports park. A large yard for outside activities. It is quiet and peaceful located on 6 .5 acres.

Rockstar~Indoor pool~Sleeps 10~Gameroom~Volleyball
Rockstar is a bold rock ’n’ roll retreat built for unforgettable stays. This 4 bedroom, 3.5 bath home sleeps 10 with 5 beds, including two king primary suites. Make a splash in the private indoor pool, battle it out in the game room with ping pong, foosball and giant Connect 4, then fire up the grill on the large deck with picnic tables. The yard features volleyball and cornhole. Turn it up, kick back, and live like a Rockstar!
Popular amenities for Boston vacation rentals
Other great vacation rentals in Boston

Bourbon Trail Retreat | 21 Acres Near Louisville

Woodland Oasis: Historic Cabin with Modern Comfort

Mom's House

King Bed | Walk Downtown | Coffee Bar | Cozy Home

Distillery Overlook Barndo Home

Bourbon Trailhead- Bardstown 4BR•Games•Spa•FirePit

Unique & Historic Gem on Bourbon Trail ~ Location!

Bourbon Blue: 8 min to Dwntn Bardstown & Spacious!
Destinations to explore
- Nashville Vacation rentals
- Atlanta Vacation rentals
- Gatlinburg Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- Pigeon Forge Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Asheville Vacation rentals
- Chattanooga Vacation rentals
- Knoxville Vacation rentals
- Mammoth Cave National Park
- Kentucky Exposition Center
- Kentucky Kingdom & Hurricane Bay
- Kentucky Derby Museum
- Louisville Slugger Field
- Churchill Downs
- Waterfront Park
- Kentucky International Convention Center
- University of Louisville
- Louisville Slugger Museum & Factory
- Jefferson Memorial Forest
- Falls of the Ohio State Park
- Muhammad Ali Center
- James B Beam Distilling
- Angel's Envy Distillery
- Nolin Lake State Park
- Dinosaur World
- Bardstown Bourbon Company
- Bernheim Arboretum and Research Forest
- Frazier History Museum
- Big Four Bridge
- Four Roses Distillery Llc
- Cherokee Park
- Kentucky Down Under Adventure Zoo





