Holiday houses in Boston

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Top-rated holiday rentals in Boston

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Top Guest favourite

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

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!

5.0 out of 5 average rating, 51 reviews

Top Guest favourite

Guesthouse in Elizabethtown

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.

4.98 out of 5 average rating, 81 reviews

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

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

4.94 out of 5 average rating, 303 reviews

Superhost

Home in Lebanon Junction

Bourbon Trail Retreat | 21 Acres Near Louisville

NEW LISTING! Experience Kentucky and the Bourbon Trail at this private 21-acre retreat! Sleeps 12 with 3 bedrooms + a bonus sleeping area with attached full bathroom. Enjoy a private fishing pond (KY fishing license required, catch & release only), fire pit, spacious deck for dining and relaxing, & exploring. Bordering 1,000 acres of Camp Crooked Creek with easy access to the Bourbon Trail, Bernheim Forest, Elizabethtown, Bardstown, and Louisville attractions, it is in the perfect location!

5.0 out of 5 average rating, 4 reviews

Top Guest favourite

Home in Elizabethtown

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!

5.0 out of 5 average rating, 63 reviews

Guest favourite

Home in Elizabethtown

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.

5.0 out of 5 average rating, 6 reviews

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

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.

4.91 out of 5 average rating, 376 reviews

Top Guest favourite

Dome in Mount Washington

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.

4.98 out of 5 average rating, 264 reviews

Top Guest favourite

A spacious green yard is visible, bordered by trees. A circular driveway leads to a single-story house with a covered front porch. Surrounding grass is neatly mowed, offering ample space for outdoor activities.

Home in Elizabethtown

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.

4.95 out of 5 average rating, 104 reviews

Guest favourite

The front of the home features a welcoming porch area with two chairs placed beside a small table. Lush green grass and decorative plants frame the porch, which is complemented by a large shade tree. The entrance is marked by a wooden door with clear glass panels.

Home in Elizabethtown

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.

4.97 out of 5 average rating, 111 reviews

Top Guest favourite

A spacious living area features a large sectional sofa in a neutral tone, adorned with decorative pillows. A round coffee table sits centrally on a soft area rug, complemented by a wooden side table. The backdrop includes a dining area and a well-equipped kitchen.

Home in Elizabethtown

Quiet and Convenient E-Town/Sports Park, Ft Knox

Your family will be close to everything when you stay at this centrally-located place. Right off of I-65 close to all major roadways. Located on a quiet cul-de-sac. Two king beds and a queen bed. Fold away beds also available. Additional guests can be allowed with pre-approval and $25 per person. Full kitchen and two full baths. House has just finished being fully renovated and newly furnished. Plenty of parking in driveway.

5.0 out of 5 average rating, 71 reviews

Top Guest favourite

Home in Radcliff

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!

4.97 out of 5 average rating, 32 reviews