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Check prices for these dates

Next weekend
19 Dec - 21 Dec
In two weeks
26 Dec - 28 Dec
In one month
9 Jan - 11 Jan
In two months
6 Feb - 8 Feb

Vacation Homes in Boston

Property grounds
Bluegrass & Bourbon - a Peaceful Retreat & Hangout

Vacation Home in Bardstown

10.0 out of 10, Exceptional, (48)
"Great house and location!"
United States
Susan K.
The price is AED 347
AED 1,233 total
includes taxes & fees
15 Dec - 16 Dec
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Outdoor spa tub
Kentucky Sunrise 18- Greet the Sun As it Rises

Vacation Home in Taylorsville

9.8 out of 10, Exceptional, (51)
"Great place - everything and more!Suzanne was super helpful!"
United States
leslie Z.
The price is AED 496
AED 1,140 total
includes taxes & fees
10 Dec - 11 Dec
Kentucky Sunrise 18- Greet the Sun As it Rises
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff

Vacation Home in Radcliff

9.8 out of 10, Exceptional, (12)
"Property is well maintained and the home owner was more than accommodating. "
United States
jeshaaiah
The price is AED 312
AED 668 total
includes taxes & fees
2 Jan - 3 January 2026
Charming 2-bedroom townhome with High Speed wifi and smart TV’s in Radcliff
Outdoor dining
Angels Envy 29 - A relaxing place by the lake!

Vacation Home in Taylorsville

9.4 out of 10, Exceptional, (20)
"Great place good accommodation "
United States
Ryan D.
The price is AED 477
AED 1,095 total
includes taxes & fees
10 Dec - 11 Dec
Angels Envy 29 - A relaxing place by the lake!
Outdoor spa tub
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)

Vacation Home in Taylorsville

9.6 out of 10, Exceptional, (53)
"We had a girls weekend and everything was perfect. Would definitely stay here again."
United States
Susan N.
The price is AED 500
AED 1,087 total
includes taxes & fees
21 Dec - 22 Dec
Seabiscuit 5- Relax And Kick Back (Decorated for the 2025 Christmas Season)
Dining
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

Vacation Home in Springfield

2.0 star property
10.0 out of 10, Exceptional, (12)
"Great location, vey quiet and close to all the distilleries"
United States
Patrick D.
The price is AED 493
AED 1,703 total
includes taxes & fees
15 Dec - 16 Dec
Bourbon Trail Oasis at Boone Farm - Private & Peaceful
Outdoor dining
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country

Vacation Home in New Hope

10.0 out of 10, Exceptional, (62)
"Great place to stay while doing a Bourbon Tour!!"
United States
PATRICIA
The price is AED 417
AED 1,066 total
includes taxes & fees
11 Dec - 12 Dec
New Hope Bourbon Stop- historic home, peaceful spot in heart of Bourbon country
Exterior
Hillside Home Close To The Bourbon Trail

Vacation Home in Bardstown

9.0 out of 10, Wonderful, (15)
"Nice place in walking distance to the Bardstown downtown area. Enjoyed the accommodations, local food and activities! "
United States
Michael D.
The price is AED 305
AED 1,158 total
includes taxes & fees
11 Dec - 12 Dec
Hillside Home Close To The Bourbon Trail
Fridge, microwave, oven, stovetop
New Downtown Luxury Townhouse in Bourbon Country

Vacation Home in Elizabethtown

10.0 out of 10, Exceptional, (54)
"Gorgeous throughout & great location for walking around Elizabethtown & enjoying all the area has to offer. No detail has been missed in this rental, and you will have all the comforts of home as well as a lovely rooftop deck. "
United States
Shannon D.
The price is AED 526
AED 1,021 total
includes taxes & fees
10 Dec - 11 Dec
New Downtown Luxury Townhouse in Bourbon Country
Private kitchen
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown

Vacation Home in Elizabethtown

2.0 star property
The price is AED 256
AED 565 total
includes taxes & fees
11 Dec - 12 Dec
The E-town Retreat 2-bedroom townhome in beautiful Elizabethtown
Outdoor dining
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square

Vacation Home in Coxs Creek

10.0 out of 10, Exceptional, (10)
"Host provided great communication before and after our stay. Super great location for anyone visiting the Bourbon Trail. Thank you for making our stay in Kentucky such a great experience for everyone!"
United States
Chris V.
The price is AED 826
AED 2,377 total
includes taxes & fees
11 Dec - 12 Dec
NEW Distiller's Dream - Bourbon Trail Country Fun - 12 min to Bardstown Square
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown

Vacation Home in Elizabethtown

9.0 out of 10, Wonderful, (14)
"Very clean and prefect location. Thank you A"
United States
Eric L.
The price is AED 386
AED 688 total
includes taxes & fees
31 Dec - 1 January 2026
Charming 2-bedroom townhome with AC, WiFi in nice Elizabethtown
Fridge, microwave, oven, stovetop
The Derby House - Relaxing retreat before and after the excitement of the Derby!

Vacation Home in Louisville

9.6 out of 10, Exceptional, (16)
"Great stay "
United States
Raymond P.
The price is AED 580
AED 1,360 total
includes taxes & fees
30 Dec - 31 Dec
The Derby House - Relaxing retreat before and after the excitement of the Derby!
Exterior
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB

Vacation Home in Taylorsville

9.8 out of 10, Exceptional, (37)
"clean rooms and comfortable beds. Good management contact ability! Could be less ceiling spider webs but overall, a good stay."
United States
Deborah R.
The price is AED 687
AED 1,447 total
includes taxes & fees
10 Dec - 11 Dec
The Barefoot Cottage 53. Pet friendly with fee, NEW HOT TUB
Dining
Spacious, Pristine Home w/ Firepit, Bourbon Lounge

Vacation Home in Bardstown

2.0 star property
The price is AED 744
AED 1,658 total
includes taxes & fees
10 Dec - 11 Dec
Spacious, Pristine Home w/ Firepit, Bourbon Lounge
Terrace/patio
Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!

Vacation Home in Bardstown

2.0 star property
10.0 out of 10, Exceptional, (28)
"Great stay! Very spacious, clean, and near everything we wanted to go to."
United States
Brent F.
The price is AED 698
AED 1,939 total
includes taxes & fees
17 Dec - 18 Dec
Bourbon Blue - Bourbon Trail Getaway - 8 minutes from Downtown Bardstown!
Terrace/patio
Sheppard 4bd3ba FtKnoxEliz baby-theater-arcade-gym

Vacation Home in Elizabethtown

9.8 out of 10, Exceptional, (34)
"Great Location and Stay"
United States
Russ K.
The price is AED 621
AED 1,344 total
includes taxes & fees
10 Dec - 11 Dec
Sheppard 4bd3ba FtKnoxEliz baby-theater-arcade-gym
Fridge, microwave, oven, stovetop
Charming 3-bedroom house in Elizabethtown

Vacation Home in Elizabethtown

10.0 out of 10, Exceptional, (16)
"Nice property. Much nicer than a hotel!"
United States
Brenda K.
The price is AED 466
AED 802 total
includes taxes & fees
11 Dec - 12 Dec
Charming 3-bedroom house in Elizabethtown
1 bedroom, iron/ironing board, WiFi, bed sheets
Just 10 minutes from town -We're more than just a place to stay!

Vacation Home in Elizabethtown

9.0 out of 10, Wonderful, (16)
"We had an excellent stay! Check-in and check-out were super easy. It was very clean and comfortable with a fully appointed kitchen. The hosts were friendly and attentive. We hope to stay again and enjoy this unique and beautiful location."
United States
Susan M.
The price is AED 413
AED 678 total
includes taxes & fees
10 Dec - 11 Dec
Just 10 minutes from town -We're more than just a place to stay!
TV, fireplace
Downtown Bourbon Black Swan House

Vacation Home in Bardstown

9.8 out of 10, Exceptional, (21)
"Great place, very clean and plenty of hangout space. Very close to great restaurants and shopping. "
United States
larry s.
The price is AED 496
AED 1,073 total
includes taxes & fees
10 Dec - 11 Dec
Downtown Bourbon Black Swan House
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

The Trail Hotel

The Trail Hotel

10/10 Excellent
"This place is amazing!!"
Mitchell 1-night trip
Posted less than an hour ago
The Trail Hotel