Holiday rentals in Boston

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Top-rated holiday rentals in Boston

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Top guest favourite

Home in Boston

4.98 out of 5 average rating, 105 reviews

Ginger's Blissful Acres

Enjoy peace and quiet in the country! A quick 10 minute drive to downtown Bardstown. 1750 sq ft home on 50 acres. The property has been in the family since 1902. Great for families, couples and motorcycle riders! Enjoy a full kitchen, grill and fire pit with wood. Parking right outside the back door. Centrally located on the Bourbon Trail and close to Bernheim Forest, My Old Ky Home, Mammoth Cave, Kentucky Railway Museum, antique shops, Lincoln's birthplace, Fort Knox, museums and many others.

Top guest favourite

Townhouse in Elizabethtown

4.98 out of 5 average rating, 237 reviews

Bear-BnB - Relaxing Bear Themed Space

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

Top guest favourite

Cabin in Louisville

5 out of 5 average rating, 214 reviews

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.

Top guest favourite

Farm stay in Loretto

4.99 out of 5 average rating, 472 reviews

The Barrel Head

* LOCATED RIGHT ON THE BOURBON TRAIL * At the Barrel Head bed, we strive to make our guest feel as comfortable as possible. This location has been newly remodeled and furnished; a brand new queen size bed, pull out sofa, and coffee bar ensure that you are getting the sleep and energy you need for all of your endeavors while staying on the Bourbon Trail. The Barrel Head is also handicap accessible. There are not any steps, and we have installed a walk in shower for anyone in a wheel chair.

Guest favourite

Home in Bardstown

4.91 out of 5 average rating, 109 reviews

The Barton House

Welcome to the Barton House - your home away from home near the Bourbon trail, wineries, and more! The Barton house gets its name from its close proximity to the Barton 1792 distillery & view of Barton rickhouses from the front door. The house sits in a quiet neighborhood & is a 5 min. drive to the dinner train and quaint streets of downtown Bardstown. It is a short 10 min. drive to many of the distilleries and wineries. Celebrating something special or a special occasion? Let us know!

Top guest favourite

Flat in Elizabethtown

4.96 out of 5 average rating, 174 reviews

Emerald Loft~Downtown Etown

Simplicity at the Emerald Loft. Your whole group will love the central location. You will be right in the middle of restaurants, boutiques, bars and coffee shops. Stay downtown right in the center of it all! This beautiful apartment features 1 bedroom (queen bed) and 1 full bath, a fully equipped kitchen, washer/dryer, smart tvs and Wi-Fi. *3 miles to Etown Sports Park *2 miles to Bluegrass Sportplex *2 miles to Freeman Lake *13 miles to Ft. Knox *8 miles to Boundary Oak Distillery

Top guest favourite

Cottage in Hodgenville

4.98 out of 5 average rating, 208 reviews

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.

Guest favourite

Cottage in Coxs Creek

4.96 out of 5 average rating, 141 reviews

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

Top guest favourite

Dome in Mount Washington

4.98 out of 5 average rating, 170 reviews

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.

Guest favourite

Cabin in Hardin County

4.97 out of 5 average rating, 355 reviews

Cabin at Calico Springs

Welcome to The Cabin at Calico Springs, located on 150 acres with nine natural springs, a stream that runs year round, hiking trails, and beautiful forests. This cozy cabin features a great room with living, dining, and kitchen space. There is a private bathroom. The loft has a queen, a bunk bed (2 twins) and a twin. The downstairs has a wrap around porch with room for dining, swinging, and relaxing.

Top guest favourite

Flat in Shepherdsville

4.91 out of 5 average rating, 126 reviews

For the ones who serve

We decorated and dedicated this place in honor of my father who served in WW2 as a Marine. He passed March of 2020. We have all type of military things along with other unique pieces. We plan on always coming up with more things to change it around. This is a part of a duplex which sits on the property with our wedding venue. Check out our guide book for local attractions and mileage

Guest favourite

Townhouse in Radcliff

4.94 out of 5 average rating, 153 reviews

Little Piece of Heaven...7.5 miles to Ft. Knox

Two bedroom one bath duplex. Outdoor patio with grill. Full kitchen with dishwasher, laundry room, big screen TV with basic cable in living room and in queen bedroom, work desk provided in living room area. Four car parking space provided. Close to Ft Knox, Radcliff and Elizabethtown as well as local Shopping and dining. Neighborhood Walmart very close by.