Highlands Douglass vacation rentals
We found 106 vacation rentals — enter your dates for availability
Discover a selection of 17 homes and other vacation rentals in Highlands Douglass that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the amenities you need and want for your stay, which might include WiFi and a washer and dryer, No matter what you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.
Vacation rentals with weekly discounts - Highlands Douglass
Showing deals for:Oct 17 - Oct 24
Image gallery for Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
1010 out of 10 rating
Exceptional
(133 reviews)
Parklike Estate in the Heart of Louisville w/Pool and Gardens -- Family Friendly
Louisville, KY
17% off
Price is $1,323
$1,323
$9,259 for 7 nights
$9,259 for 7 nights
All fees included
Image gallery for Highlands Bungalow Close to All / 3000+ sq ft
1010 out of 10 rating
Exceptional
(55 reviews)
Highlands Bungalow Close to All / 3000+ sq ft
Louisville, KY
8% off
Price is $495
$495
$3,462 for 7 nights
$3,462 for 7 nights
All fees included
Image gallery for Luxe Highlands Home! King Bed~Fire Pit~Yard Games
1010 out of 10 rating
Exceptional
(5 reviews)
Luxe Highlands Home! King Bed~Fire Pit~Yard Games
Louisville, KY
8% off
Price is $589
$589
$4,123 for 7 nights
$4,123 for 7 nights
All fees included
Image gallery for Alfesco - Walkable Highlands Guesthouse
8.48.4 out of 10 rating
Very Good
(7 reviews)
Alfesco - Walkable Highlands Guesthouse
Louisville, KY
13% off
Price is $114
$114
$796 for 7 nights
$796 for 7 nights
All fees included
Image gallery for 4 bedrooms in Highlands Bardstown
9.69.6 out of 10 rating
Exceptional
(33 reviews)
4 bedrooms in Highlands Bardstown
Louisville, KY
8% off
Price is $231
$231
$1,615 for 7 nights
$1,615 for 7 nights
All fees included
Image gallery for Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
1010 out of 10 rating
Exceptional
(33 reviews)
Hot tub, Highlands-Restaurant Row Churchill Downs, Zoo, Bellarmine, Downtown
Louisville, KY
8% off
Price is $408
$408
$2,858 for 7 nights
$2,858 for 7 nights
All fees included
Image gallery for Highlands Zen Oasis Cherokee Parkside-KING Suite, Plush, Private, UltraCozy
1010 out of 10 rating
Exceptional
(12 reviews)
Highlands Zen Oasis Cherokee Parkside-KING Suite, Plush, Private, UltraCozy
Louisville, KY
12% off
Price is $113
$113
$794 for 7 nights
$794 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Highlands Douglass
Quiet Upper Highlands 1 Block to Bardstown Road
Sleeps 6 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
30 reviews(30 reviews)
New! Big Shot Stables-6BD/3BA - Hot Tub! Walkable!
Sleeps 12 · 6 bedrooms · 3 bathrooms
8.08.0 out of 10
Very Goodvery good
19 reviews(19 reviews)
Farmers Market, Brewery, Bardstown 2 Decks & Porch
Sleeps 16 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Chic 4BR Farmhouse Near Historic Bardstown Road
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
15 reviews(15 reviews)
New! Walkable Charmer in The Highlands! 5br/2ba
Sleeps 10 · 5 bedrooms · 3 bathrooms
8.68.6 out of 10
Excellentexcellent
7 reviews(7 reviews)
Spacious 2B/1BA in Buzzing Louisville Neighborhood
Sleeps 5 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
43 reviews(43 reviews)
Top rated rentals - Highlands Douglass
Very comfortable stay
1010 out of 10
Exceptionalexceptional
79 reviews(79 reviews)
Great Stay!
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Derby
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Amazing Space!
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
HS Gang Gettogether
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Great Stay!
1010 out of 10
Exceptionalexceptional
157 reviews(157 reviews)
Fantatic Stay
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
A perfect stay in the Highlands
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value
Find out more about Highlands Douglass
Frequently asked questions
What is the most popular type of vacation rental accommodation in Highlands Douglass?
The most in-demand types of vacation rentals in Highlands Douglass are apartments. Prefer something different? Vrbo offers a variety of options to match our guests' unique requirements, so you'll see vacation properties in all sizes and shapes. The perfect fit is ready and waiting for you --- lock in yours today.
How much does it cost to rent a vacation rental in Highlands Douglass?
The average price for a vacation rental in Highlands Douglass depends on several factors, like property type, season and length of stay. Whether you're in search of a sprawling villa with room to move around or a cozy cabin for you and your other half, just enter your travel dates to view stays with unbeatable value.
How much does it cost to rent a beach house in Highlands Douglass?
When you travel and the style and size of the property will influence the cost of your beachside stay. Put in your Highlands Douglass travel dates to see all your options on Vrbo. Can't live without a private pool? Use the filters to choose the features and amenities you want.
Are there pet-friendly vacation rentals in Highlands Douglass?
Yes. You'll have your pick of eight vacation rentals that allow pets in Highlands Douglass on Vrbo. Our cuddly best friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a perfect pad where your pooch can lap up the fun.
What are popular rental amenities in Highlands Douglass?
When it comes to rental amenities that guests prefer in Highlands Douglass, a barbecue grill, a fireplace and a garden rank the highest. With Vrbo vacation rentals, you'll find options to fit your taste and style, whether you're going on a trip with family members, friends or even pets.
Are there large group vacation rentals in Highlands Douglass?
You'll find five vacation properties in Highlands Douglass that can sleep 10 or more people. Whether you're organizing a trip with extended family or a celebration like an anniversary, there's ample room to get your favorite people together under one roof.
Are there vacation rentals in Highlands Douglass that welcome kids?
With eight family-friendly vacation homes available in Highlands Douglass, now is a great time to introduce your kids to the wonders of travel. Check our "Properties good for families" filter box to search for stays that feature conveniences ideal for vacationing families, such as multiple bedrooms, pools, entertainment areas and hot tubs.
Can I find two-bedroom vacation rentals in Highlands Douglass?
Take your pick of two two-bedroom vacation properties in Highlands Douglass. Put the kids in the second room or maybe fill it with a couple of your favorite people. There's a spot for whoever's fortunate enough to be coming along.
Are there vacation rentals with WiFi in Highlands Douglass?
Whether you'd like to keep up with the latest news, send a few emails or update your social media, there are three vacation homes with WiFi in Highlands Douglass. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in Highlands Douglass?
Select your travel dates and then use our filters to view vacation rentals with ac in Highlands Douglass on Vrbo. With eight air-conditioned properties to choose from here, you can look forward to a cool and comfortable break.
How old do you have to be to rent a vacation rental in Highlands Douglass?
The minimum age permitted can differ between properties on Vrbo, so double-check the rules of the vacation rental in Highlands Douglass you want to book. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Highlands Douglass for?
The length of time you can book a vacation rental in Highlands Douglass varies according to the property. Just enter your selected travel dates to display a list of options offering extended stays. With plenty of features such as kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Highlands Douglass.
Does Vrbo offer discounts for vacation homes in Highlands Douglass?
Whether you've got your eye on one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you're sure to find some great deals and discounts on Vrbo. From short stays to extended getaways, we've got the perfect place for your next Highlands Douglass escape.