Boston Holiday Rentals

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Holiday Rentals in Boston

Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
10.0 out of 10, Exceptional, (182)
"Very cute and clean property! Everything we needed and such a blast staying in Downtown Bardstown. Host was fantastic. "
The price is AU$406
includes taxes & fees
29 Sept - 30 Sept
Beautiful Decorated Apartment located in the heart of Downtown Bardstown, KY
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
10.0 out of 10, Exceptional, (189)
"Our daughter and her family stayed for my husband's 75th birthday. The condo was well stocked, clean and very comfortable! I will definitely book with them again!!"
Lakeside Cottage - upgraded hot tub! - near KY Bourbon Trail
A Bourbon Coinsurer's dream is where you will find Rolling Fork Farm
10.0 out of 10, Exceptional, (8)
"We were traveling with a total group of 8 (4 couples), and this house was perfect for everyone to have a comfortable and private place. It also was great for cooking in several very nice dinners as a group. House had everything we needed, was quiet and private, and well laid out for a group that is traveling together."
The price is AU$1,452
includes taxes & fees
30 Sept - 1 Oct
A Bourbon Coinsurer's dream is where you will find Rolling Fork Farm
A Room Off Broadway, a prime downtown hideaway
10.0 out of 10, Exceptional, (66)
"Excellent place to stay. It was very clean and well stocked. The bed was very comfortable. The porch is a great bonus as we spent hours sitting there just watching and listening to the sights and sounds of a quaint small town. Our host stopped by to say hello and we had a nice conversation about the town and house. We would happily stay here again."
The price is AU$235
includes taxes & fees
29 Sept - 30 Sept
A Room Off Broadway, a prime downtown hideaway
Apartment Downtown Bardstown<br>The PACK
10.0 out of 10, Exceptional, (39)
"We were able to visit family during our recent reunion. Very nice place to stay."
The price is AU$398
includes taxes & fees
28 Sept - 29 Sept
Apartment Downtown Bardstown<br>The PACK
Kentucky House: 22-acre Property on Bourbon Trail
3.0 star property
Kentucky House: 22-acre Property on Bourbon Trail
Beautiful apartment in the heart of downtown Bardstown, KY
9.8 out of 10, Exceptional, (116)
"Excellent location to downtown shopping and distilleries. Great atmosphere! Would do it again."
The price is AU$333
includes taxes & fees
2 Oct - 3 Oct
Beautiful apartment in the heart of downtown Bardstown, KY
Stay downtown within walking distance of restaurants, shopping, and breweries!
9.6 out of 10, Exceptional, (49)
"This was the 2nd time we have stayed. Great location with plenty to do. Highly recommend. "
The price is AU$323
includes taxes & fees
29 Sept - 30 Sept
Stay downtown within walking distance of restaurants, shopping, and breweries!
UPSCALE 1 STORY 3 Bdr BOURBON TRAIL UPGRADES Beds 3 XL Beds & Q/S
10.0 out of 10, Exceptional, (59)
"We decided to visit Bardstown for our son’s 21st birthday and tour a few of the distilleries. Pat was so informative with places of interest, places to eat and anything else in between. The house was perfect and everyone was comfortable and relaxed. She was easy to communicate with. We can’t wait to come back!!"
UPSCALE 1 STORY 3 Bdr BOURBON TRAIL UPGRADES Beds 3 XL Beds & Q/S
Ron & Orline's Home, park at the door & use our EV 50 amp charger
10.0 out of 10, Exceptional, (141)
"This home is only 5 blocks from downtown Bardstown! So many fun and historical sites all within walking distance. Talbott had Great food and The Oak and Grape bar is amazing!! Highly recommend both"
The price is AU$380
includes taxes & fees
29 Sept - 30 Sept
Ron & Orline's Home, park at the door & use our EV 50 amp charger
Classic Kentucky Farm: Bluegrass - Bourbon - Adventure - Cozy by the Fireplace
10.0 out of 10, Exceptional, (31)
"From the moment we arrived and met the owner, until our check out, our stay was 5-star!! The property is beautiful, both inside and out, with wonderful attention to detail. There were noise machines in each bedroom; fluffy, thick towels; well supplied kitchen; and local decor throughout the house. We had a great first night around the fire pit with stacked wood ready for use. If you enjoy nature, sitting out on the wrap around porch with your morning coffee (Keurig for that) will be your thing...
Classic Kentucky Farm: Bluegrass - Bourbon - Adventure - Cozy by the Fireplace
Cozy Apartment in quiet neighborhood with quick access to everything you need!
9.2 out of 10, Wonderful, (5)
"Nice property, with good space to move around and easily accessible to Ft Knox. Will be back next year to visit again."
Cozy Apartment in quiet neighborhood with quick access to everything you need!
Angels Envy 29 - A relaxing place by the lake!
9.8 out of 10, Exceptional, (12)
"Nothing fancy. Very clean. Great location if you're fishing/boating. Close enough to Louisville to visit attractions there too. Walking distance to pool. Could sleep 2 couples, and 2 more individual if someone wanted to sleep on the couch. Only complaint, the mattresses are rock hard. Still gave 5 stars."
Angels Envy 29 - A relaxing place by the lake!
Stay in a historic Early 1800s Guest House!
10.0 out of 10, Exceptional, (85)
"We enjoyed our stay"
The price is AU$302
includes taxes & fees
1 Oct - 2 Oct
Stay in a historic Early 1800s Guest House!
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
9.2 out of 10, Wonderful, (27)
"We came from Louisville to just get away for a couple of nights. Enjoyed our stay. We’ve stayed in this community 3 times before. Will likely be back again. "
GET AWAY FROM IT ALL - Cottage 28 Taylorsville Lake
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
10.0 out of 10, Exceptional, (74)
"We really enjoyed our stay. Host was very good to communicate with. We had everything we needed and felt very comfortable. Lots of space for everyone to enjoy both inside and outside. "
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!
Whiskey Business *Heart of Bardstown Square*
10.0 out of 10, Exceptional, (22)
"House was very clean and furnished admirably. Had a great time with friends while there. close to all the places we wanted to go. Places to eat in bardstown were very good. Neighbor hood was a little iffy, but no issues. "
The price is AU$774
includes taxes & fees
29 Sept - 30 Sept
Whiskey Business *Heart of Bardstown Square*
Kentucky House: 22-Acre Property on Bourbon Trail
10.0 out of 10, Exceptional, (14)
"The property was great we could not have found a better place to stay for the Bardstown Bourbon Festival. Plenty of room for 9 adults to stay plus so much to do on property we never got board. Fire pit with smores at night fishing in pond (caught 14 fish released them back). Every morning woke up to deer in the yard just a wonderful time."
Kentucky House: 22-Acre Property on Bourbon Trail
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
10.0 out of 10, Exceptional, (12)
"Good location that was close to everything we needed. Worked great for 2 couples traveling together."
The Bourbon Charm Homestay. Bourbon Trail, PGA, Derby
Peaceful Cottage Minutes from Lake Access
10.0 out of 10, Exceptional, (3)
"Very comfortable and clean, loved the pool at the facility."
Peaceful Cottage Minutes from Lake Access
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Other types of properties in Boston you may be interested in

Wingfield Inn and Suites
2.0 star property
8.8 out of 10, Excellent, (1180)
"We had a two room suite for the price. Accidentally for got my watch charger that they were unable to find. Would not recommend the room for those with mobility issues the jetted tub was high would be difficult for them to get in and out . the beds were very comfortable but high "
The price is AU$176
includes taxes & fees
29 Sept - 30 Sept
Wingfield Inn and Suites
Distill-Inn
2.5 star property
9.2 out of 10, Wonderful, (845)
"Really nice little property. A lovely lady on the front desk, really welcoming. Clean. modern newly decorated hotel."
The price is AU$174
includes taxes & fees
29 Sept - 30 Sept
Distill-Inn
Gold Vault Inn
2.5 star property
8.0 out of 10, Very good, (900)
"I was actually surprised at how clean everything was. It does look like an older hotel but its upkeep was exceptional. I have really no negative comments about my stay."
The price is AU$126
includes taxes & fees
1 Oct - 2 Oct
Gold Vault Inn
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.

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?

Stay in a historic Early 1800s Guest House!: This holiday home rental outside of Boston is in the city centre, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

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 Heaven Hill Bourbon Heritage Center.

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.