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Top Holiday Rentals in Boston

Cozy cottage in charming New Hope with AC, WiFi

9.8 out of 10, Exceptional, (9)
"Perfect little cottage to unwind in after a day on the road. Clean and the bed is super comfy. Situated close to the Bourbon Trail distilleries. Our hosts (Jon and Robin) really paid attention to details from the bottled water in the frig to the coffee pods for the Keurig. We will definitely stay again when we're in the area."
The price is £151
includes taxes & fees
6 Aug - 7 Aug
Cozy cottage in charming New Hope with AC, WiFi

Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

10.0 out of 10, Exceptional, (216)
"We enjoyed the stay"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

10.0 out of 10, Exceptional, (215)
"This was a great place to stay"
The price is £201
includes taxes & fees
30 Aug - 31 Aug
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY

NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

10.0 out of 10, Exceptional, (1)
"Our family of 8 adults and two young grandchildren absolutely loved this property! The home is beautifully decorated, and the kitchen is both stunning and fully equipped with everything you could possibly need, and more.The barn was a fantastic bonus: a fun and safe place for our grandsons to burn off energy before bedtime, and a perfect spot for the adults to unwind and enjoy games together.From the moment we booked until checkout, Melissa was incredibly responsive and helpful. We couldn’t have...
The price is £489
includes taxes & fees
18 Aug - 19 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

9.4 out of 10, Exceptional, (47)
"Lovely quiet spot. We enjoyed our time here."
Cozy cabin w/ pool & hot tub! Close to Taylorsville Lake Marina & Bourbon Trails

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 £197
includes taxes & fees
3 Aug - 4 Aug
Ron & Orline's Home, park at the door & use our EV 50 amp charger

Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

10.0 out of 10, Exceptional, (92)
"Everything from top to bottom was fantastic about this property. The location was perfectly located to be able to go into Louisville or Bardstown. "
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (95)
"Perfect location, clean and well appointed. Absolutely recommend for anyone traveling through Bardstown."
The price is £116
includes taxes & fees
11 Aug - 12 Aug
A Room Off Broadway, a prime downtown hideaway

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

10.0 out of 10, Exceptional, (55)
"Great place to stay while doing a Bourbon Tour!!"
The price is £229
includes taxes & fees
5 Aug - 6 Aug
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

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

9.0 out of 10, Wonderful, (7)
"Decent for a townhouse"
The price is £146
includes taxes & fees
5 Aug - 6 Aug
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (24)
"Very nice house and great location. Would definitely stay here again!"
The price is £223
includes taxes & fees
4 Aug - 5 Aug
The Farmwife’s Hideaway

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (32)
"We really enjoyed our visit and the house was furnished and decorated very nice. Super easy communication with the owner, very transparent willing to help with whatever we needed. Will stay again. "
The price is £279
includes taxes & fees
12 Aug - 13 Aug
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (103)
"Very nice in downtown area was easy walking to everything "
The price is £146
includes taxes & fees
3 Aug - 4 Aug
Stay in a historic Early 1800s Guest House!

Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

10.0 out of 10, Exceptional, (3)
"Our stay at this townhouse was wonderful. The host answered our questions in a fast friendly manner. Its was very clean and the location was perfect. Loved our stay"
Relax in Historic Bardstown – Spacious 3BR Townhome Minutes from Downtown

Charming 4BR w/ Fire Pit + Next to Barton 1792

10.0 out of 10, Exceptional, (31)
"The property was very nice and in a convenient location close to the town center. Check in and out were both very easy. Definitely enough space for our group. "
The price is £281
includes taxes & fees
1 Sept - 2 Sept
Charming 4BR w/ Fire Pit + Next to Barton 1792

Spacious 5-bedroom cabin in wonderful Coxs Creek with WiFi, AC

10.0 out of 10, Exceptional, (1)
"We enjoyed this property so much! Everything that we needed within pretty good proximity of the KY expo center which is where we traveled too daily. Thank you so much for the quick responses & hospitality. "
Spacious 5-bedroom cabin in wonderful Coxs Creek with WiFi, AC

Beautiful apartment in the heart of downtown Bardstown, KY

9.6 out of 10, Exceptional, (140)
"Overall great stay and location in the heart of Bardstown "
The price is £170
includes taxes & fees
3 Aug - 4 Aug
Beautiful apartment in the heart of downtown Bardstown, KY

Angels Envy 29 - A relaxing place by the lake!

9.4 out of 10, Exceptional, (19)
"Nice accommodations for a girls weekend. "
Angels Envy 29 - A relaxing place by the lake!

Nice log cabin home in the heart of bourbon country. Pet friendly.

10.0 out of 10, Exceptional, (3)
"We had a celebration of life at a family member close to the stay. I live in Louisville so would've been a far drive once the celebration was over. The stay was unique and well kept. Would definitely stay again if the opportunity presents itself"
The price is £128
includes taxes & fees
3 Aug - 4 Aug
Nice log cabin home in the heart of bourbon country. Pet friendly.

Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

10.0 out of 10, Exceptional, (73)
"The house was perfectly located for all we wanted to do in the Bardstown area!"
The price is £345
includes taxes & fees
17 Aug - 18 Aug
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S
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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Top Boston Hotel Reviews

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.