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Compare 155 Vacation Homes in Boston with updated reviews, rates, and availability.

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (87)
"A beautiful house with plenty of room. It's in a quiet location not too far from Louisville and very affordable. We only stayed a night, but it was spacious for us to be able to relax and hang out for the evening.Our minor issues was finding the correct driveway in the dusk was a little tricky. It was raining hard when we arrived and there isn't a paved path from the parking spots to the porch, so we had to slosh through the muddy yard. We did our best to not trudge wet shoes in the house...
The price is AED 735
AED 1,868 total
includes taxes & fees
25 Mar - 26 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

Stay in a historic Early 1800s Guest House!

10.0 out of 10, Exceptional, (94)
"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 AED 422
AED 701 total
includes taxes & fees
6 Apr - 7 Apr
Stay in a historic Early 1800s Guest House!

Spacious, Fully-Stocked, Walking distance to Downtown

10.0 out of 10, Exceptional, (13)
"Nice place and very clean. Had everything we needed!"
Spacious, Fully-Stocked, Walking distance to Downtown

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

2.0 star property
10.0 out of 10, Exceptional, (9)
"The property was perfect for our needs and the host was incredibly communicative and helpful. Everyone had their own, comfortable room (four adult men), the common areas were great, and it was conveniently located near all of the local distilleries and shopping. The kitchen was well stocked with everything we needed to cook a great meal, and even had sharp knives which is rare! We did find that Uber didn't work as well as we had hoped, and the local car service had an hour wait, so for future...
The price is AED 604
AED 1,799 total
includes taxes & fees
25 Mar - 26 Mar
Bourbon Blue - Toast Trailside with Family and Friends! 8 minutes from Downtown

The Farmwife’s Hideaway

10.0 out of 10, Exceptional, (7)
"A peaceful comfortable place near the Bardstown Bourbon trail favorites. I highly recommend this place for your stay."
The price is AED 760
AED 1,239 total
includes taxes & fees
25 Mar - 26 Mar
The Farmwife’s Hideaway

"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

10.0 out of 10, Exceptional, (17)
"Everything as described. Very clean."
"Parkside Haven with Hot Tub Near Bourbon Trail & Louisville"

Bourbon Trail Estate on 22.5 Acres!

10.0 out of 10, Exceptional, (15)
"For an old restored estate style home, it was very clean and inviting. Takes a minute to get acclimated to the layout because it’s enormous but perfect for privacy. Host was immediate with their responses. My only recommendation would be to update the gas grill for guests who plan to stay in and cook. It was completely rusted inside. Again, not enough of a complaint to lower a five star experience. And honestly, had I mentioned it, the host probably would have delivered a new one!"
Bourbon Trail Estate on 22.5 Acres!

Hillside Home Close To The Bourbon Trail

8.8 out of 10, Excellent, (5)
"Furnace was out on arrival. Had repaired the next day. Impressed with conscientiousness in getting corrected!"
The price is AED 305
AED 1,154 total
includes taxes & fees
25 Mar - 26 Mar
Hillside Home Close To The Bourbon Trail

Bourbon Trail Oasis at Boone Farm - Private & Peaceful

2.0 star property
10.0 out of 10, Exceptional, (2)
"We stayed at the property over a long weekend. Great location to visit several different bourbon distilleries. Very quiet, spacious place."
The price is AED 584
AED 1,148 total
includes taxes & fees
25 Mar - 26 Mar
Bourbon Trail Oasis at Boone Farm - Private & Peaceful

16 Mi to Louisville: Pet-Friendly Getaway!

10.0 out of 10, Exceptional, (4)
"The house was very nice (HVAC system a little loud when running) and exactly was described in the listing. Would g back."
16 Mi to Louisville: Pet-Friendly Getaway!

Sheppard 4bd3ba FtKnoxEliz baby-theater-arcade-gym

9.6 out of 10, Exceptional, (18)
"My family and I travel to E town every month and have stayed at numerous properties around the area. This house was immaculate. The movie room and arcade area was such a hit. The entire property was extremely clean and well maintained. The Host was quick to respond and very easy to get in touch with. 100000/10 "
Sheppard 4bd3ba FtKnoxEliz baby-theater-arcade-gym

✸ Luxurious, Modern 3 BR only 1.8mi from Etown Sports Park ✸

10.0 out of 10, Exceptional, (14)
"This property was excellent! Very Clean . Had extra perks everywhere. We enjoyed our stay in this comfortable home . We will be staying here again when needed in the future. "
✸ Luxurious, Modern 3 BR only 1.8mi from Etown Sports Park ✸

The Bunkhouse: Trail Ride, Stargaze, Firepit &more

10.0 out of 10, Exceptional, (1)
"Perfect stay. Wonderful hosts, beautiful location, loved everything about it. Only suggestion would be some ice trays to make ice. Thanks for sharing your special place with us. "
The price is AED 290
AED 547 total
includes taxes & fees
25 Mar - 26 Mar
The Bunkhouse: Trail Ride, Stargaze, Firepit &more

Luxurious 2BR /2Bath with Outdoor Courtyard and Garage in Downtown Bardstown

10.0 out of 10, Exceptional, (215)
"Nice weekend stay….everything was as should be. Appreciate the hospitality. Thank you. "
Luxurious 2BR /2Bath with Outdoor Courtyard and Garage in Downtown Bardstown

New 3-bedroom stylish house centrally located in Elizabethtown.

2.0 star property
9.0 out of 10, Wonderful, (6)
"Quiet, respectful "
New 3-bedroom stylish house centrally located in Elizabethtown.

NEW “ Sweet SouthernComfort” 3 bd 2+bth. IN TOWN

10.0 out of 10, Exceptional, (1)
"We had a great stay. The house is clean and updated and it's close to everything we wanted to do. "
NEW “ Sweet SouthernComfort” 3 bd 2+bth. IN TOWN

Angels Envy 29 - A relaxing place by the lake!

9.6 out of 10, Exceptional, (15)
"Great place! Very comfortable and convenient for our hunting trip!! "
The price is AED 496
AED 1,111 total
includes taxes & fees
31 Mar - 1 Apr
Angels Envy 29 - A relaxing place by the lake!

The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat

9.8 out of 10, Exceptional, (36)
"House was nice but not practical for people our age 70. No handrails going down to the basement area, we made it work but, but we had to be very careful. Loved seeing the livestock, but was a little distan"
The price is AED 735
AED 2,120 total
includes taxes & fees
29 Mar - 30 Mar
The Bourbon Lodge - Log home escape, Bourbon Trail, sunsets, peaceful retreat

Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

10.0 out of 10, Exceptional, (38)
"Great location. Just a few minutes from downtown. Very clean and fit our needs. "
The price is AED 915
AED 1,931 total
includes taxes & fees
25 Mar - 26 Mar
Sunset Porch-Sittin' Golf View, 4 bed, Bourbon Trail, Basement Bar/GameRm

UPSCALE 1 STORY 3 Bdr BOURBON TRAIL UPGRADES Beds 3 XL Beds & Q/S

10.0 out of 10, Exceptional, (64)
"We had a great time on the whiskey trail and staying atThis rental was wonderful. Close to town and a lot of the distillery’s. The house was very comfortable and had everything you would need. The owner was in touch making sure we didn’t need anything. "
The price is AED 841
AED 1,729 total
includes taxes & fees
25 Mar - 26 Mar
UPSCALE 1 STORY 3 Bdr BOURBON TRAIL UPGRADES 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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Other property types in Boston

Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

10.0 out of 10, Exceptional, (87)
"A beautiful house with plenty of room. It's in a quiet location not too far from Louisville and very affordable. We only stayed a night, but it was spacious for us to be able to relax and hang out for the evening.Our minor issues was finding the correct driveway in the dusk was a little tricky. It was raining hard when we arrived and there isn't a paved path from the parking spots to the porch, so we had to slosh through the muddy yard. We did our best to not trudge wet shoes in the house...
The price is AED 735
AED 1,868 total
includes taxes & fees
25 Mar - 26 Mar
Close to Bourbon Trail/Parks/Easy access to I-65/Pool/Firepit/Free Firewood!

A Room Off Broadway, a prime downtown hideaway

10.0 out of 10, Exceptional, (78)
"A Room Off Broadway was very clean and beautiful. The host is very nice and easy to communicate with. Highly recommend this place!!"
The price is AED 367
AED 587 total
includes taxes & fees
25 Mar - 26 Mar
A Room Off Broadway, a prime downtown hideaway

3B/3B; Single Family Lakeside Retreat W/Hot Tub

9.6 out of 10, Exceptional, (44)
"Stated 2 nights here while traveling to southern state. Had a chance to see rural Kentucky & it was refreshing."
3B/3B; Single Family Lakeside Retreat W/Hot Tub
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.