Holiday rentals in Boston

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Top-rated holiday rentals in Boston

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.
Cabin in Lawrenceburg
4.98 out of 5 average rating, 247 reviews

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)

Guest favourite
An outdoor living space features a hot tub beneath a wooden pergola, with water cascading gently. Comfortable seating is arranged nearby, facing a cozy firepit. Bright orange doors lead to the interior, surrounded by lush greenery and a privacy fence.
Home in Coxs Creek
4.9 out of 5 average rating, 120 reviews

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.

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, 121 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
Guest house in Elizabethtown
4.99 out of 5 average rating, 71 reviews

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.

Top guest favourite
A spacious living area features a sectional sofa positioned against a light green wall. Aviation-themed prints adorn the walls, while a wooden table with two stools is situated nearby. A ceiling fan provides air circulation, and natural light filters through the space.
Townhouse in Elizabethtown
4.94 out of 5 average rating, 296 reviews

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

Top guest favourite
A serene outdoor space is illuminated by string lights, creating a warm ambiance at night. Adirondack chairs surround a circular fire pit, with a charcoal grill nearby, set against a backdrop of greenery. The screened-in porch can be seen in the background.
Home in Bardstown
5 out of 5 average rating, 118 reviews

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.

Top guest favourite
A wooden deck leads to the entrance of the cottage, surrounded by lush greenery. A concrete patio features a circular table with benches, providing a shaded outdoor space. The natural setting creates a serene environment, with trees framing the view.
Cottage in Hodgenville
4.98 out of 5 average rating, 264 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.

Superhost
Home in Elizabethtown
5 out of 5 average rating, 3 reviews

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.

Top guest favourite
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
4.96 out of 5 average rating, 162 reviews

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

Top guest favourite
The cabin exterior is constructed with natural wood logs, featuring a metal roof in a deep hue. Windows allow natural light to enter, with a covered porch area to the side. A paved driveway leads to the entrance, surrounded by natural greenery.
Cabin in Elizabethtown
4.9 out of 5 average rating, 360 reviews

The Cabin- private,cozy, firepit, hammock, pacman

Take a break and unwind at this peaceful oasis. Blurring the lines between structure and nature, this cabin retreat inspires a feeling of tranquility. The footprint compacts everything one could need- living, kitchen, bed, bathroom, washer/dryer, games and more. Enjoy the peaceful sounds of nature while napping in the hammock. Cook dinner over an open flame in the firepit. Test your skills to beat the high score on PacMan arcade or the foosball table.

Top guest favourite
Dome in Mount Washington
4.98 out of 5 average rating, 249 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.

Top guest favourite
The front yard features lush green grass bordered by colorful flower beds. Bright yellow and orange blooms stand out among the landscape, complemented by decorative stones and well-maintained shrubs. The house, with a warm brick exterior and inviting porch chairs, is visible in the background.
Home in Bardstown
5 out of 5 average rating, 51 reviews

Bourbon and Horses LLC

Whole house, 3 br- 2 ba. On a little over 1 acre of land in a beautiful rural setting House has bourbon and horses theme. Every bedroom has a very comfortable queen size bed. Brand new 4 burner barbecue grill. Kitchen and both bathrooms are brand new Kitchen is fully stocked with pots, pans plates, wine, glasses, bourbon, glasses, blender, air fryer, microwave, coffee pot, Kurig pot as well.

Popular amenities for Boston holiday rentals

  1. Airbnb
  2. United States
  3. Kentucky
  4. Nelson County
  5. Boston