Vacation rentals in Boston

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Top-rated vacation rentals in Boston

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

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Top guest favorite
A charming farmhouse features a Bedford stone exterior and pitched roof. The front porch is highlighted by a welcoming entrance, surrounded by greenery and flower pots. In the background, silos and farm structures are visible, set against a soft evening sky.
Home in Bardstown
5 out of 5 average rating, 49 reviews

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!

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Top guest favorite
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, 259 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)

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Top guest favorite
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, 127 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

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Top guest favorite
A well-kept, single-story home is set against a backdrop of a clear blue sky and colorful autumn foliage. The house features a welcoming front porch and is surrounded by expansive grassy areas, with a small lake visible nearby.
Home in New Haven
5 out of 5 average rating, 40 reviews

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.

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Top guest favorite
An open living area features a spacious sectional sofa arranged around a decorative area rug. Warm wood ceilings complement the neutral tones of the furniture. The kitchen and dining area are visible in the background, providing a seamless flow between spaces.
Guesthouse in Elizabethtown
4.99 out of 5 average rating, 76 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.

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Guest favorite
A cozy living area is highlighted by a large, plush bean bag chair and a comfortable sofa. A wall-mounted TV is positioned near a small table. Light-colored walls contrast with the dark furniture, while natural light enters from a nearby doorway.
Townhouse in Elizabethtown
4.98 out of 5 average rating, 291 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

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Top guest favorite
The exterior of the stone cabin is framed by lush greenery and flowering plants. Sunlight casts soft shadows across the textured stone walls. A decorative statue stands on a pedestal near the entrance, complementing the natural surroundings.
Cabin in Louisville
4.98 out of 5 average rating, 313 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.

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Top guest favorite
Home in Elizabethtown
5 out of 5 average rating, 57 reviews

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!

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Top guest favorite
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, 270 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.

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Top guest favorite
Home in Hodgenville
5 out of 5 average rating, 40 reviews

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

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Guest favorite
Home in Elizabethtown
5 out of 5 average rating, 6 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.

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Top guest favorite
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, 367 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.

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Popular amenities for Boston vacation rentals