Boston Holiday Rentals

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Holiday Rentals in Boston

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 NZ$393
includes taxes & fees
21 July - 22 July
Be Our Guest! Create Unforgettable Memories in This Unique Family Getaway!

Spacious cozy renovated home Bourbon Trail

9.8 out of 10, Exceptional, (12)
"This was a great place to stay. It was clean, quiet, and well kept."
The price is NZ$616
includes taxes & fees
23 July - 24 July
Spacious cozy renovated home Bourbon Trail

The River Hill Farm Cottage offers the perfect blend of peace and modern ease.

The price is NZ$578
includes taxes & fees
22 July - 23 July
The River Hill Farm Cottage offers the perfect blend of peace and modern ease.

Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit

10.0 out of 10, Exceptional, (8)
"The place was great. Comfortable accomodations and would visit again!"
The price is NZ$772
includes taxes & fees
21 July - 22 July
Still Hill Bourbon Trail Home on 5 acres with a hot tub and fire pit

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 NZ$223
includes taxes & fees
14 July - 15 July
Cozy Bourbon Trail Loft suite in charming Loretto

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, (71)
"Great location for exploring bourbon distilleries. Home was well stocked with everything you might need. We very much enjoyed our stay."
The price is NZ$645
includes taxes & fees
17 July - 18 July
Upscale 1 STORY 3 Bd 2 Ba on BOURBON TRAIL Close to Town 4 Beds/3 XL Beds + Q/S

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 NZ$413
includes taxes & fees
14 July - 15 July
The Farmwife’s Hideaway

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

10.0 out of 10, Exceptional, (152)
"Cozy home with a wonderful host. I would definitely recommend staying here to anyone"
The price is NZ$428
includes taxes & fees
22 July - 23 July
Ron & Orline's Home, park at the door & use our EV 50 amp charger

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 NZ$315
includes taxes & fees
14 July - 15 July
Stay in a historic Early 1800s Guest House!

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (30)
"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 NZ$601
includes taxes & fees
23 July - 24 July
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Central Bardstown Home Near Distilleries & Dining

10.0 out of 10, Exceptional, (6)
"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 NZ$587
includes taxes & fees
22 July - 23 July
Central Bardstown Home Near Distilleries & Dining

Downtown Bourbon Black Swan House

9.8 out of 10, Exceptional, (8)
"Loved staying here! So close to downtown-we were able to walk everywhere we wanted. The house is so nice. I would definitely stay here again and recommend highly!"
Downtown Bourbon Black Swan House

"The Trailhead" - Beautiful Property in the Heart of Bardstown

9.6 out of 10, Exceptional, (11)
"Perfect for our family and close to everything"
The price is NZ$903
includes taxes & fees
28 July - 29 July
"The Trailhead" - Beautiful Property in the Heart of Bardstown

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

2.0 star property
10.0 out of 10, Exceptional, (17)
"Spacious home, very clean, and an easy location to visit many establishments around Bardstown."
The price is NZ$892
includes taxes & fees
23 July - 24 July
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

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 NZ$1,181
includes taxes & fees
12 Aug - 13 Aug
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown

Hillside Home Close To The Bourbon Trail

9.2 out of 10, Wonderful, (11)
"We enjoyed our stay. Thanks you!"
The price is NZ$526
includes taxes & fees
14 July - 15 July
Hillside Home Close To The Bourbon Trail

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

The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery

10.0 out of 10, Exceptional, (29)
"Great property to stay. Centrally located to all of the area's distilleries."
The price is NZ$553
includes taxes & fees
22 July - 23 July
The Angels Share Quiet 4 BR Home in City of Bardstown by 1792 Distillery

Fire pit - Yard Games - Foosball - KY Bourbon Trail

10.0 out of 10, Exceptional, (34)
"Let’s just say this is my 2nd time here and will always come back!!!!!"
The price is NZ$652
includes taxes & fees
14 July - 15 July
Fire pit - Yard Games - Foosball - KY Bourbon Trail

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 NZ$497
includes taxes & fees
23 July - 24 July
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
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.