Hebron Estates Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Hebron Estates Vacation Homes

Our top choices for Hebron Estates vacation homes

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

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

10.0 out of 10, Exceptional, (2)
"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!"
The price is CA $311
CA $904 total
includes taxes & fees
Aug 24 - Aug 25
NEW Distiller's Dream - Country House and Bar-n- 12 min to Downtown Bardstown
Home In The Highlands! 5br/2ba Walkable! Hot tub!
Outdoor dining

Home In The Highlands! 5br/2ba Walkable! Hot tub!

9.4 out of 10, Exceptional, (11)
"Great location and beautiful home"
Home In The Highlands! 5br/2ba Walkable! Hot tub!
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Fridge, microwave, oven, stovetop

✪Heated Pool, Firepit, Bikes, Grill, Pets✪

8.8 out of 10, Excellent, (15)
"Thank you for sharing your lovely home with us. The pool was a hit with the kids and we had a wonderful time relaxing and enjoying our vacation. Thank you for being such gracious hosts and providing us with a comfortable and enjoyable stay. We hope to visit again in the future!"
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Fridge, microwave, oven, stovetop

Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly

10.0 out of 10, Exceptional, (137)
"The property is fabulous! Our group absolutely loved the stay. we liked the property so much that we found ourselves cutting our visits throughout Kentucky short to get back to the house to enjoy the accommodation. "
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Sleeps24*6000SF*Louisville*YardOasis*Dome*HotTub*Firepit*Pets*Lux Amenities*View
Outdoor dining

Sleeps24*6000SF*Louisville*YardOasis*Dome*HotTub*Firepit*Pets*Lux Amenities*View

2.5 star property
10.0 out of 10, Exceptional, (12)
"We had a great time- the property was perfect for our group of 14. Would stay here again!"
The price is CA $1,173
CA $2,565 total
includes taxes & fees
Aug 24 - Aug 25
Sleeps24*6000SF*Louisville*YardOasis*Dome*HotTub*Firepit*Pets*Lux Amenities*View
Close to Everything in Louisville!!!
Exterior detail

Close to Everything in Louisville!!!

9.4 out of 10, Exceptional, (33)
"Very clean and nice place close to the exposition center would stay there again."
The price is CA $159
CA $389 total
includes taxes & fees
Aug 20 - Aug 21
Close to Everything in Louisville!!!
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
Lobby

Family Friendly, Historic Mansion Row, **5 min from Louisville!**

10.0 out of 10, Exceptional, (38)
"Convent and accommodation was excellent for 10 "
Family Friendly, Historic Mansion Row, **5 min from Louisville!**
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
Property grounds

Bluegrass & Bourbon - a Peaceful Retreat & Hangout

10.0 out of 10, Exceptional, (34)
"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 CA $149
CA $510 total
includes taxes & fees
Aug 24 - Aug 25
Bluegrass & Bourbon - a Peaceful Retreat & Hangout
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
TV, foosball, offices

New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!

9.4 out of 10, Exceptional, (30)
"Great location and awesome place to stay. We all had a great time!"
New! The Old Timer - 5BR/4.5BA - Hot Tub! Historic!
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14
Terrace/patio

Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14

10.0 out of 10, Exceptional, (15)
"This place was perfect for our group. We had 6 couples stay and it was such a great location. It is close to so many things to do and the grocery store is right behind the house. Would definitely stay here again."
The price is CA $366
CA $1,099 total
includes taxes & fees
Aug 26 - Aug 27
Highlands Derby City Dream ~ 6BR+Hot Tub Sleep 14
The Chuckwick House - Sleeps 10 in Beds
Terrace/patio

The Chuckwick House - Sleeps 10 in Beds

9.4 out of 10, Exceptional, (33)
"Great location for visiting all the distilleries in the area."
The Chuckwick House - Sleeps 10 in Beds
3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
Outdoor dining

3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU

9.8 out of 10, Exceptional, (177)
"Overall a great place to stay."
The price is CA $173
CA $452 total
includes taxes & fees
Aug 31 - Sep 1
3 BR, 2.5 Baths! GREAT VALUE!!! LOCATION!!! Highlands, EXPO, Downtown, NULU
3-story Bourbon Luxe Historic Retreat 2 mi to Whiskey Row-NULU
4 bedrooms, desk, iron/ironing board, travel crib

3-story Bourbon Luxe Historic Retreat 2 mi to Whiskey Row-NULU

10.0 out of 10, Exceptional, (81)
"House is gorgeous. Proximity to downtown is great. Owners were very communicative and helpful. Can’t find anything bad to say at all. "
3-story Bourbon Luxe Historic Retreat 2 mi to Whiskey Row-NULU
Big Chill! 5br 2ba Walkable- Hot tub!
Terrace/patio

Big Chill! 5br 2ba Walkable- Hot tub!

2.0 star property
9.6 out of 10, Exceptional, (11)
"Everything was just like it said in description. Great property for my work stay. "
Big Chill! 5br 2ba Walkable- Hot tub!
Large Private Home close to Bourbon Trail!/POOL/Free Firewood/Parks/Close to I65
Outdoor pool

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

10.0 out of 10, Exceptional, (93)
"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
Kentucky holiday home with Hot Tub & pool In Louisville KY
Fridge, microwave, oven, stovetop

Kentucky holiday home with Hot Tub & pool In Louisville KY

9.2 out of 10, Wonderful, (23)
"Great property, very quick & responsive host. House is larger than it looks from the outside. "
Kentucky holiday home with Hot Tub & pool In Louisville KY
Best Location!!! - Huge Historic Charm - 3BR-3BTH
3 bedrooms, iron/ironing board, WiFi

Best Location!!! - Huge Historic Charm - 3BR-3BTH

9.2 out of 10, Wonderful, (86)
"Very accommodating & clean. "
Best Location!!! - Huge Historic Charm - 3BR-3BTH
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Terrace/patio

Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed

9.8 out of 10, Exceptional, (56)
"Great property and wonderful hosts. Very comfortable and relaxing place in a great location. "
The price is CA $149
CA $557 total
includes taxes & fees
Aug 26 - Aug 27
Ultra Modern in NuLu, Hot Tub, Fire Pit, King Bed
Luxury victorian house 8BD 3.5Bth Game yard
Fridge, microwave, oven, stovetop

Luxury victorian house 8BD 3.5Bth Game yard

10.0 out of 10, Exceptional, (1)
"House is newly remodeled and sleeps many comfortably. We loved the back yard hangout and party games. Location is excellent. Walking distance to a fun restaurant/bar scene. The host, Michael, was very responsive. Would definitely stay again. "
Luxury victorian house 8BD 3.5Bth Game yard
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
Microwave, oven, stovetop, dishwasher

Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly

10.0 out of 10, Exceptional, (1)
"This post will be long. My family and I were completely surprised by the beauty of this property. The intentionality of the bedrooms, interior decorations, the size of the property , so we all could stretch out. I am thoroughly impressed. We will be back."
Bourbon Trail Retreat 5 King Beds Sleeps 18 Gated Private Family-Friendly
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 Hebron Estates Hotel Reviews

Derby City Gaming & Hotel - A Churchill Downs Property

Derby City Gaming & Hotel - A Churchill Downs Property

10/10 Excellent
"The room was clean and comfortable. The casino had a good amount of slots"
Robin 1-night trip
Posted 19 hours ago
Derby City Gaming & Hotel - A Churchill Downs Property