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Compare 967 Vacation Homes in Douglass Hills with updated reviews, rates, and availability.

Enchanting, energizing, and enjoyable!

10.0 out of 10, Exceptional, (74)
"Very nice place. I would recommend it. "
Enchanting, energizing, and enjoyable!

Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.

5.0 out of 10, (2)
"Overall I really loved the house. It was very cozy and I loved that there was enough space for me and my 3 boys to spread out. TVs in every room was great so they could watch what they wanted and no one was fighting over the TVs. The game room is a nice touch and they definitely enjoyed it. The house is within 10mins of all of Louisville attractions. Just make sure you rent a car. Grocery store is less than 8mins away so it was great to be able to run out and get a few things. Communication was...
Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.

ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

7.4 out of 10, Good, (3)
"We had an amazing time at this property. We were in town for a basketball tournament and had all our family ranging from 65 to 7 years old. Everyone had a great time. Just a short drive to Louisville. Made all our meals at the house and enjoyed the pool and hot tub. The pool house was amazing. Lots of extra room to play games and sleep."
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks

The Curated Chateau—Minutes from Louisville

10.0 out of 10, Exceptional, (25)
"Headed to Louisville KY for a meeting at the fairgrounds expo center and we made this our home away from home for a few days. It did not disappoint. Beds were super comfy and the area felt safe. Reserved parking spot right out front. Had the weather been warmer we would have had a fire in the fire pit out back! "
The Curated Chateau—Minutes from Louisville

3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

10.0 out of 10, Exceptional, (52)
"Had group of high school friends in town for the Bourbon Classic. Everything within walking distance. The floods kept up from enjoying Louisville. I will return."
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!

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!

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (188)
"The townhouse is as listed and great communication with the property manager, very responsive. It’s nice that they provide white noise machines in the rooms for guests who are not use to city noises, very helpful. Love the location and ability to walk around the highlands area, would definitely stay here again. "
Historic District Townhouse in City's BEST Location

Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

6.8 out of 10, (3)
"We had a great time spending Thanksgiving at the Rock & Roll Riverhouse! The property was clean, spacious and entertaining for our kids. We had 7 adults and 2 kids and had enough room for us all. It was a great location and was an easy drive into Louisville. "
Rock & Roll RiverHouse: Pool Table, Mins to Louisville!

615 E Washington, Nulu Bourbon Trail

9.8 out of 10, Exceptional, (77)
"Went with a group of guys and stayed at this property for a bourbon trail trip. Property is nice and met all of our needs."
615 E Washington, Nulu Bourbon Trail

Kentucky holiday home with Hot Tub & pool In Louisville KY

9.0 out of 10, Wonderful, (16)
"The house is exactly what it says it is. Everything you want it to be to make it feel homey. It was great all around "
Kentucky holiday home with Hot Tub & pool In Louisville KY

☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

9.0 out of 10, Wonderful, (22)
"So close to the Louisville Convention Center. Could not have asked for a better place for a group to all stay together ! Excellent property choice."
The price is AED 534
AED 1,521 total
includes taxes & fees
26 Mar - 27 Mar
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT

7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home

10.0 out of 10, Exceptional, (18)
"Awesome property, great for larger groups. Our group was 15 people and the house fit us easily, great location. Walking distance to restaurants and a short Uber to downtown. Communication was amazing and we were provided an early check-in and later check-out. We would absolutely stay here again. "
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home

Brand New Downtown Luxury Home

10.0 out of 10, Exceptional, (9)
"This house was the perfect home base for our large group trip to Louisville! The location was very convenient - we were a few miles away from all the action on Whiskey Row, with tons of bars and restaurants right down the street. Despite being in the heart of downtown, the house itself was surprisingly spacious and comfortable. Plenty of room for everyone to spread out and relax, and the common areas were great for hanging out and playing games. We would definitely recommend this VRBO to...
Brand New Downtown Luxury Home

Pet-Friendly Clarksville Home w/ Central A/C

10.0 out of 10, Exceptional, (30)
"This rental is so cute! The owners have thought of everything. I highly recommend staying here."
Pet-Friendly Clarksville Home w/ Central A/C

Modern downtown 4-BR/3 bath spacious home with free on site parking, sleeps 10

9.4 out of 10, Exceptional, (25)
"This was our second stay in this home; I grew up in this area and we visit family throughout the year. This home is perfect for my husband, me and our adult sons and their families. It’s roomy, with great size bedrooms and hard-to-find three full baths. The layout of the home works well, and while we didn’t use the backyard on this visit, the fire pit and cornhole are nice. We also love the off street private parking. The host was easy to work with and responsive. We would stay again. "
Modern downtown 4-BR/3 bath spacious home with free on site parking, sleeps 10

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

8.4 out of 10, Very Good, (9)
"House just as described! The pool was the selling point for us! Even in the beginning of March it was as warm as a hot tub! We had 2 families in town for a volleyball tournament and after a long day of volleyball it was perfect to just relax and unwind. We sat outside by the fire pit and made s’mores ( provided by host!). House is an older home with hardwood floors that tend to squeak a bit, but such great character! I am very picky about cleanliness and this house did not disappoint! We did...
✪Heated Pool, Firepit, Bikes, Grill, Pets✪

Charming shotgun home, in the heart of Louisville!

9.6 out of 10, Exceptional, (23)
"We had a great time during our stay in Louisville. The house was clean and just as the listing described. I’ll definitely stay here again next time I’m in town."
Charming shotgun home, in the heart of Louisville!

Rustic Loft - Mins to Downtown

8.0 out of 10, Very Good, (7)
"Awesome little urban spot"
The price is AED 327
AED 1,417 total
includes taxes & fees
24 Mar - 25 Mar
Rustic Loft - Mins to Downtown

Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!

10.0 out of 10, Exceptional, (19)
"The property was an amazing home away from home. It was clean, close to everything, and worth the three hour drive. Property management was detailed, efficient, and the perfect hosts. If you are ever in Louisville staying here will be to your advantage!!! 5 "
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!

Preston Retreat - Convenient Germantown Location

4.0 out of 10, (2)
"It was a place to sleep. Unfortunately they did not have bedding for the pull out bed. We had to go buy some. The home itself is really cute but not well kept, the toilet didn’t work unless you reset the float every time. The washer and dryer didn’t work either, I had to restart it several time to get it to finish one load. Closet doors are all broken. The neighborhood is not one I would choose to stay in the future."
The price is AED 275
AED 845 total
includes taxes & fees
24 Mar - 25 Mar
Preston Retreat - Convenient Germantown Location
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 Douglass Hills

Hancock House

3.0 star property
8.0 out of 10, Very Good, (224)
"Stayed for one night for a work trip and it was great."
The price is AED 322
AED 587 total
includes taxes & fees
24 Mar - 25 Mar
Hancock House

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is AED 389
AED 643 total
includes taxes & fees
7 Apr - 8 Apr
Stellar Suites

The Bellwether Hotel

2.0 star property
8.0 out of 10, Very Good, (11)
"Beautifully redone historic building. Enjoyed design features and Christmas decor! Great walkable neighborhood. "
The price is AED 499
AED 579 total
includes taxes & fees
6 Apr - 7 Apr
The Bellwether Hotel
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.