Boston Holiday Rentals

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Holiday Rentals in Boston

Cozy Bourbon Trail Loft suite in charming Loretto

8.0 out of 10, Very good, (1)
"The property is very cozy, quiet, and comfortable! All the details were well thought out and I appreciated the informative labels, such as on the AC. Stayed in the queen bed which was super comfortable as well. Only suggestion would be to add directions on how to find it. I came in after dark and had a difficult time figuring out where it was after Google maps incorrectly sent me to an apartment building nearby. A unit number marking on the exterior would be useful, as I only realized I was in...
The price is AU$208
includes taxes & fees
16 July - 17 July
Cozy Bourbon Trail Loft suite in charming Loretto

Just 10 minutes from town -We're more than just a place to stay!

10.0 out of 10, Exceptional, (4)
"It was so great. Super clean and awesome location. We got to roam around and enjoy the property as well"
The price is AU$247
includes taxes & fees
16 July - 17 July
Just 10 minutes from town -We're more than just a place to stay!

New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

10.0 out of 10, Exceptional, (54)
"Great place to stay while doing a Bourbon Tour!!"
The price is AU$463
includes taxes & fees
29 July - 30 July
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

8.8 out of 10, Excellent, (6)
"Decent for a townhouse"
The price is AU$295
includes taxes & fees
12 Aug - 13 Aug
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a cozy property, centrally located in Bardstown KY. We rented it as a 1 bed 1 bath but it can be rented as a 3 bed . Very clean with comforts of home"
Charming 1-bedroom house in enjoyable Bardstown with AC, WiFi

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (102)
"This property was very charming, warm and well equipped for our stay. We would highly recommend this property over a hotel room. Would definitely go back!"
The price is AU$292
includes taxes & fees
23 July - 24 July
Stay in a historic Early 1800s Guest House!

The Cottage at River Hill Farm

The price is AU$416
includes taxes & fees
28 July - 29 July
The Cottage at River Hill Farm

Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

2.0 star property
10.0 out of 10, Exceptional, (18)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is AU$838
includes taxes & fees
28 July - 29 July
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

2.0 star property
10.0 out of 10, Exceptional, (6)
"Really enjoyed our visit, which met our needs very well."
The price is AU$665
includes taxes & fees
12 Aug - 13 Aug
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

2.0 star property
10.0 out of 10, Exceptional, (5)
"Exactly as described, was perfect for our family. Alan was great at communicating and giving places to eat at."
The price is AU$479
includes taxes & fees
28 July - 29 July
Explore Bardstown's bourbon heritage - Heaven Hill just 13 minutes away

Charming Shepherdsville Cozy Home with Lakeside views

10.0 out of 10, Exceptional, (3)
"Very nice property. Excellent communication with the host. Would stay again."
The price is AU$466
includes taxes & fees
27 July - 28 July
Charming Shepherdsville Cozy Home with Lakeside views

Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!

The price is AU$551
includes taxes & fees
28 July - 29 July
Spacious 7-bedroom Farmhouse in New Haven - On Bourbon Trail!

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (22)
"A peaceful comfortable place near the Bardstown Bourbon trail favorites. I highly recommend this place for your stay."
The price is AU$365
includes taxes & fees
21 July - 22 July
The Farmwife’s Hideaway

Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

10.0 out of 10, Exceptional, (7)
"We loved our stay!"
The price is AU$373
includes taxes & fees
21 July - 22 July
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

9.6 out of 10, Exceptional, (9)
"Perfect for our stay and clean. Close to Elizabethtown"
The price is AU$303
includes taxes & fees
11 Aug - 12 Aug
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Central Bardstown Home Near Distilleries & Dining

10.0 out of 10, Exceptional, (7)
"The house was perfect for our time here. It was beautifully decorated and well appointed with everything we needed for our stay! The location was great. We were so close to everything. The weather was perfect on our last night and we spent it out back by the fire pit. We really loved the house and we will be back. "
The price is AU$561
includes taxes & fees
28 July - 29 July
Central Bardstown Home Near Distilleries & Dining

Hillside Home Close To The Bourbon Trail

9.2 out of 10, Wonderful, (11)
"We enjoyed our stay. Thanks you!"
The price is AU$518
includes taxes & fees
28 July - 29 July
Hillside Home Close To The Bourbon Trail

Ron & Orline's Home, park at the door & use our EV 50 amp charger

10.0 out of 10, Exceptional, (154)
"Cozy home with a wonderful host. I would definitely recommend staying here to anyone"
The price is AU$397
includes taxes & fees
17 July - 18 July
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Spacious cozy renovated home Bourbon Trail

9.8 out of 10, Exceptional, (13)
"This was a great place to stay. It was clean, quiet, and well kept."
The price is AU$572
includes taxes & fees
23 July - 24 July
Spacious cozy renovated home Bourbon Trail
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

Can I find holiday rentals in Boston?

Yes, there are holiday rentals close to the most popular sights in Boston, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Boston has to offer?

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown: This holiday home rental outside of Boston offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Boston?

Explore the area and family-friendly sights such as Kentucky Railway Museum, or get out into nature at a spot like Bernheim Arboretum and Research Forest. In the wider area, you’ll find Jim Beam American Outpost and Bardstown Art Gallery.

What’s a holiday rental in Boston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Boston. Holiday rentals offer extras such as kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for family gatherings.