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Douglass Hills Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Douglass Hills vacation rentals

TV

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi

Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Shelbyville
10.0 out of 10, Exceptional, (20 reviews)
"The Stables suite was perfect for an extended stay in Shelbyville. Great location and wonderful place to stay. "
United States
Kim K.
The price is AED 441
AED 775 total
includes taxes & fees
20 Jul - 21 Jul
Downtown Main Street One-Bedroom Suite w/ Hi-Speed Wifi
Bar (on property)

Unique Downtown Studio with an Industrial Vibe

Unique Downtown Studio with an Industrial Vibe
Shelbyville
10.0 out of 10, Exceptional, (32 reviews)
"The VRBO was perfect. Has the elegant modern feel just like the pictures show and has lots of space to hang out and relax. Loved the location and how walkable it was to coffee shops, restaurants, and bars. Loved staying here and highly recommend!"
United States
Lucas L.
The price is AED 331
AED 653 total
includes taxes & fees
24 Jun - 25 Jun
Unique Downtown Studio with an Industrial Vibe
Fridge, microwave, oven, stovetop

Preston Retreat - Convenient Germantown Location

Preston Retreat - Convenient Germantown Location
Merriwether
8.2 out of 10, Very Good, (13 reviews)
"Close to where we needed to be"
United States
terry k.
The price is AED 235
AED 788 total
includes taxes & fees
28 Jun - 29 Jun
Preston Retreat - Convenient Germantown Location
Free WiFi

2 Queen Beds|Nsmk,Micfridge

2 Queen Beds|Nsmk,Micfridge
Jeffersonville
10.0 out of 10, Exceptional, (269 reviews)
"Wasn't expecting much but it really hit the mark for a short stay. Quiet atmosphere helped me relax after a long drive."
United States
Anonymous traveler
The price is AED 234
AED 265 total
includes taxes & fees
28 Jun - 29 Jun
2 Queen Beds|Nsmk,Micfridge
Iron/ironing board, WiFi, bed sheets

Alfesco - Walkable Highlands Guesthouse

Alfesco - Walkable Highlands Guesthouse
Deer Park
8.6 out of 10, Excellent, (11 reviews)
"Great communication, accommodations, and location- Trifecta! "
United States
Lisa K.
The price is AED 198
AED 526 total
includes taxes & fees
6 Jul - 7 Jul
Alfesco - Walkable Highlands Guesthouse
Outdoor spa tub

Bourbon Trail*Firepit*Hot Tub*Gameroom*Sleeps 10

Bourbon Trail*Firepit*Hot Tub*Gameroom*Sleeps 10
Shelbyville
10.0 out of 10, Exceptional, (20 reviews)
"Great location perfect house to enjoy"
United States
tim d.
The price is AED 1,567
AED 1,976 total
includes taxes & fees
24 Jun - 25 Jun
Bourbon Trail*Firepit*Hot Tub*Gameroom*Sleeps 10
Smart TV, books

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!

Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Jeffersonville
9.6 out of 10, Exceptional, (42 reviews)
"This little apartment was great for what we needed! Clean, efficient, fast communication with the host, and right on the river near cute shops and restaurants. The washer/dryer was a great bonus. "
United States
Courtney
The price is AED 257
AED 581 total
includes taxes & fees
28 Jun - 29 Jun
Cozy Riverside Apt. Min to Downtown Louisville. King Bed, Coffee Bar!
Fridge, microwave, oven, stovetop

Beautiful restored Victorian farmhouse

Beautiful restored Victorian farmhouse
Shelbyville
9.4 out of 10, Exceptional, (14 reviews)
"Great location to downtown Shelbyville. Porch is awesome!!"
United States
Alison L.
The price is AED 770
AED 1,581 total
includes taxes & fees
24 Jun - 25 Jun
Beautiful restored Victorian farmhouse
Fridge, microwave, oven, stovetop

American Pharoah Twin Spires Suite

American Pharoah Twin Spires Suite
Jeffersonville
10.0 out of 10, Exceptional, (4 reviews)
"Great place in downtown Jeffersonville. Clean and great location for Abbey Road on the River. Just had a few suggestions for mgr, im sure he'll consider. We'd def stay here again!"
United States
doris S.
The price is AED 294
AED 524 total
includes taxes & fees
19 Jul - 20 Jul
American Pharoah Twin Spires Suite
2 bedrooms, desk, iron/ironing board, travel crib

Historic Highlands Retreat! Spacious Rustic Apt in the Heart of it all!

Historic Highlands Retreat! Spacious Rustic Apt in the Heart of it all!
Cherokee Triangle
9.0 out of 10, Wonderful, (6 reviews)
The price is AED 275
AED 661 total
includes taxes & fees
24 Jun - 25 Jun
Historic Highlands Retreat! Spacious Rustic Apt in the Heart of it all!
Exterior

St. Matthew’s - Walk to Shops & Restaurants

St. Matthew’s - Walk to Shops & Restaurants
St. Matthews
9.0 out of 10, Wonderful, (12 reviews)
"We had everything we needed. Great location!"
United States
Adam S.
The price is AED 298
AED 1,479 total
includes taxes & fees
30 Jun - 1 Jul
St. Matthew’s - Walk to Shops & Restaurants
Exterior

Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row

Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Clarksville
9.8 out of 10, Exceptional, (19 reviews)
"Loved every second of this place!"
United States
Alexus W.
The price is AED 165
AED 643 total
includes taxes & fees
6 Jul - 7 Jul
Sunny Side of Whiskey Row 2miles Main Street Louisville Bourbon City, Museum Row
Interior

Modern Apartment with King Bed, Historic Building

Modern Apartment with King Bed, Historic Building
Downtown Louisville
9.2 out of 10, Wonderful, (16 reviews)
"Perfect stay. Mins away from my travel assignment. I would stay again for sure"
United States
Erika
Modern Apartment with King Bed, Historic Building
Interior

Contemporary Studio in NuLu Arts District

Contemporary Studio in NuLu Arts District
Downtown Louisville
9.8 out of 10, Exceptional, (17 reviews)
"Matt communicated well and was always on top of anything we asked for. Great location and great apartment!! Will definitely stay here again."
United States
Stacey W.
The price is AED 198
AED 526 total
includes taxes & fees
6 Jul - 7 Jul
Contemporary Studio in NuLu Arts District
Smart TV, books

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!

Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Clifton
10.0 out of 10, Exceptional, (35 reviews)
"Our stay was very pleasant, great location, lots of great restaurants. Tyler the host was was always available when we had an issue. "
United States
Max D.
The price is AED 275
AED 725 total
includes taxes & fees
24 Jun - 25 Jun
Spacious Stylish Retreat in the Heart of Clifton Neighborhood, King Bed, Coffee!
Fridge, microwave, oven, stovetop

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Charlestown
10.0 out of 10, Exceptional, (20 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is AED 415
AED 614 total
includes taxes & fees
28 Jun - 29 Jun
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Exterior

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance

Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
Louisville
9.8 out of 10, Exceptional, (148 reviews)
"Host were nice and friendly "
United States
Robert M.
The price is AED 843
AED 1,341 total
includes taxes & fees
24 Jun - 25 Jun
Captain's Cabin Bed & Breakfast: Bourbon Trail, History & Romance
TV

Beautiful Loft on Historic Whiskey Row

Beautiful Loft on Historic Whiskey Row
Downtown Louisville
9.6 out of 10, Exceptional, (10 reviews)
"In the middle of whiskey row. Really enjoyed the property. You will have to pay for parking "
United States
John O.
The price is AED 257
AED 594 total
includes taxes & fees
29 Jun - 30 Jun
Beautiful Loft on Historic Whiskey Row
Front of property

The Bellwether Hotel

The Bellwether Hotel
3.5 star property
Tyler Park
9.0 out of 10, Wonderful, (51 reviews)
"Would stay again. Clean and comfortable in a great location. "
United States
David
The price is AED 487
AED 566 total
includes taxes & fees
29 Jun - 30 Jun
The Bellwether Hotel
Dining

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Jeffersontown
9.4 out of 10, Exceptional, (36 reviews)
"Great close to everything clean place definitely recommend "
United States
Jefferey S.
The price is AED 1,319
AED 2,725 total
includes taxes & fees
25 Jun - 26 Jun
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
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 Douglass Hills Hotel Reviews

Galt House Hotel Trademark Collection by Wyndham

Galt House Hotel Trademark Collection by Wyndham

8/10 Good
"It had a lot of amenities and things available, but a lot of things were at cost like the bell service. Very nice conservatory with drinks and coffee shop and other restaurants."
Christopher 4-night trip
Posted 5 hours ago
Galt House Hotel Trademark Collection by Wyndham

Frequently asked questions

Are there vacation rentals in Douglass Hills?

Yes, we give you a choice of vacation rentals close to the most popular points of interest in Douglass Hills, or you can choose a secluded option if you're looking for relaxation. Douglass Hills is known for its shopping and cafes. Make sure you have time to check out the breweries and restaurants during your trip.

What are some of the best vacation rentals in Douglass Hills?

H1: Bourbon &Derby Getaway+Gift: This vacation home rental outside of Douglass Hills offers a fireplace, a patio, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms and a kitchen with kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Douglass Hills?

Choose from 3 Expedia vacation rentals in Douglass Hills for a memorable vacation.

What can I see and do in Douglass Hills?

Enjoy the area's cultural attractions such as Locust Grove Historic Home, or get outdoors into nature at a spot like E.P. Tom Sawyer State Park. In the larger area, you’ll find Douglass Hills Tennis Center and Churchill Downs.

What are vacation rentals like in Douglass Hills?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Douglass Hills. Vacation rentals provide amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a clean environment, a vacation rental can offer a sense of safety away from public hotel elevators and busy lobbies while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for family trips or small group gatherings.