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Check prices for these dates

Next weekend
28 Rab. I - 30 Rab. I
In two weeks
4 Rab. II - 6 Rab. II
In one month
18 Rab. II - 20 Rab. II
In two months
16 Jum. I - 18 Jum. I

Compare 997 Vacation Homes in Douglass Hills with updated reviews, rates, and availability.

Enchanting, energizing, and enjoyable!
Fridge, microwave, oven, stovetop

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.
Property grounds

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

Charming 2-bedroom house in lovely Louisville. Located near Churchill Downs/YUM.
ꕥLuxꕥHeated* Pool/Hot Tub/Gamerooms/Firepit/Outdoor Shower/Bunks
Fridge, microwave, oven, stovetop

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
Onsite parking

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
‘Big’ Little Farmhouse w Hot Tub- 4bd
Exterior

‘Big’ Little Farmhouse w Hot Tub- 4bd

9.2 out of 10, Wonderful, (28)
"The property worked great for the purpose of our family Christmas. It was a relaxing time for all of us."
‘Big’ Little Farmhouse w Hot Tub- 4bd
3 Bed, 3 Bath Loft in Downtown Louisville! Amazing River Views! Private Deck!
Terrace/patio

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!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (87)
"Such a great escape from the hustle and bustle of the city. Stayed for our girls volleyball tourney and it was so nice to get back to the house. "
The price is SAR 750
SAR 1,908 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
Fridge, microwave, oven, stovetop

Historic District Townhouse in City's BEST Location

9.8 out of 10, Exceptional, (187)
"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!
Exterior

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

7.0 out of 10, Good, (2)
"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
3 bedrooms, iron/ironing board, internet

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
Fridge, microwave, oven, stovetop

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
Fridge, coffee/tea maker, cookware/dishes/utensils

☆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."
☆Stunning Derby Home☆ 5 KING BEDS, HOT TUB,FIREPIT
7Br/4Ba - 4k Ft - Updated Gorgeous Historic Home
Fridge, microwave, oven, cookware/dishes/utensils

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
Outdoor dining

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
Outdoor dining

Pet-Friendly Clarksville Home w/ Central A/C

10.0 out of 10, Exceptional, (29)
"This listing was one of the best yet! Super accurate! Parking was perfect, even for our large trucks!!!! Location was easy to find and was super quiet at night!! The yard was perfect for our dog and appreciate the added gates!!!! Host was super responsive and super helpful!! We tried to book this house again when we are here this summer and was super sad to see it full that weekend already!! Hope to stay here next fall again!!!!! "
Pet-Friendly Clarksville Home w/ Central A/C
Modern downtown 4-BR/3 bath spacious home with free on site parking, sleeps 10
Fridge, microwave, oven, stovetop

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✪
Fridge, microwave, oven, stovetop

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

8.4 out of 10, Very Good, (9)
"Nice place , quiet neighborhood "
The price is SAR 509
SAR 1,383 total
includes taxes & fees
21 Mar - 22 Mar
✪Heated Pool, Firepit, Bikes, Grill, Pets✪
Charming shotgun home, in the heart of Louisville!
Outdoor dining

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
Dining

Rustic Loft - Mins to Downtown

8.0 out of 10, Very Good, (7)
"Awesome little urban spot"
The price is SAR 356
SAR 1,482 total
includes taxes & fees
25 Mar - 26 Mar
Rustic Loft - Mins to Downtown
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!
Outdoor dining

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

10.0 out of 10, Exceptional, (19)
"This place was just what we needed and very close to our event at Freedom Hall. I would definitely stay here again!"
Cozy Cottage-Bourbon Trail, Expo, YUM, Derby!
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
Executive Room | View from room

Hancock House

3.0 star property
8.0 out of 10, Very Good, (221)
"Was a great experience. "
The price is SAR 329
SAR 599 total
includes taxes & fees
19 Mar - 20 Mar
Hancock House
Stellar Suites
Front of property

Stellar Suites

4.5 star property
9.6 out of 10, Exceptional, (91)
"Outstanding!"
The price is SAR 439
SAR 705 total
includes taxes & fees
7 Apr - 8 Apr
Stellar Suites
The Bellwether Hotel
Highland Station Penthouse Suite | Private kitchen | Microwave, coffee/tea maker, paper towels

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 SAR 525
SAR 610 total
includes taxes & fees
30 Mar - 31 Mar
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.