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Westport Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Westport vacation rentals

Property grounds

1. River Retreat

River Retreat
Charlestown
10.0 out of 10, Exceptional, (1 review)
"Easy check in. Nice cozy home right by the river. Even left a golf cart for use when staying!"
United States
Brady S.
$268 nightly
The price is $303
Sep 14 - Sep 15
Total with taxes and fees
River Retreat
Pool

2. Exclusive Farmhouse w/ a Romantic Garden View!

Exclusive Farmhouse w/ a Romantic Garden View!
Prospect
10.0 out of 10, Exceptional, (1 review)
"Scenic horse farm. Secluded, private, and quiet. I couldn't be happier with the accommodations. Would like to return when in the area."
United States
Darlene N.
$196 nightly
The price is $208
Sep 9 - Sep 10
Total with taxes and fees
Exclusive Farmhouse w/ a Romantic Garden View!
Private kitchen

3. 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, (24 reviews)
"Amazing, would stay again in a heartbeat"
United States
Ian M.
$158 nightly
The price is $179
Sep 8 - Sep 9
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Outdoor dining

4. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 reviews)
"The space was very clean and had everything we needed! It was so close to everything but in its own secluded spot at the same time. We loved our stay "
United States
MaKayla Q.
$181 nightly
The price is $193
Sep 14 - Sep 15
Total with taxes and fees
Modern cabin very close to scenic riverfront walks
Exterior

5. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (4 reviews)
"Was great enjoyed our stay and time there"
United States
Tammy
$99 nightly
The price is $116
Sep 12 - Sep 13
Total with taxes and fees
StudioRes by Marriott Louisville East
Terrace/patio

6. Relaxing stay near Louisville's top attractions!

Relaxing stay near Louisville's top attractions!
Louisville
10.0 out of 10, Exceptional, (1 review)
"Great property. A calm, peaceful haven inside the city."
United States
David L.
$198 nightly
The price is $210
Sep 6 - Sep 7
Total with taxes and fees
Relaxing stay near Louisville's top attractions!
Dining

7. 3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms

3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
La Grange
10.0 out of 10, Exceptional, (27 reviews)
"This place was incredible! Has everything you could possibly need and more. It was one of the cleanest and homey places we have stayed. The beds were SO COMFY and the place had everything you could need. Thank you so much!!!"
United States
Abby S.
$860 nightly
The price is $943
Oct 5 - Oct 6
Total with taxes and fees
3.7 Acre Estate w/ Heated Pool, 5 Kings-2 Game Rms
Private kitchen

8. Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Memphis
10.0 out of 10, Exceptional, (26 reviews)
"Great host and a great location!"
United States
P a.
$140 nightly
The price is $158
Sep 10 - Sep 11
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Living area

9. The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.6 out of 10, Exceptional, (51 reviews)
"Close to downtown Madison and Clifty Falls, this place had everything we needed to visit the area and relax I'm the evening."
United States
Maggie D.
$215 nightly
The price is $247
Sep 7 - Sep 8
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Private kitchen

10. Funky & fun, secret room, games, puzzles. Sleeps 5

Funky & fun, secret room, games, puzzles. Sleeps 5
Louisville
10.0 out of 10, Exceptional, (7 reviews)
"Loved the uniqueness of the house. Kids loved the hidden bedroom."
United States
Jeremy V.
$418 nightly
The price is $483
Sep 8 - Sep 9
Total with taxes and fees
Funky & fun, secret room, games, puzzles. Sleeps 5
Living area

11. Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+•Fully stocked home

Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+•Fully stocked home
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
"Excellent stay! Everything was clean and well furnished. The bed was so comfortable and shutters helped the room stay dark so we slept great. The neighborhood is lovely and we enjoyed taking an evening walk down to the pond. Close to stores and restaurants and everything we needed. Would recommend 100%"
United States
Andrea G.
$210 nightly
The price is $238
Sep 7 - Sep 8
Total with taxes and fees
Ping-Pong• Fire Pit• Corn Hole• Game Nights• Hulu and disney+•Fully stocked home
Private kitchen

12. Charming house in one of Louisville's most coveted neighborhoods

Charming house in one of Louisville's most coveted neighborhoods
Louisville
10.0 out of 10, Exceptional, (86 reviews)
"Enjoyed the location and quiet neighborhood. You will not be one disappointed."
United States
Tania B.
$300 nightly
The price is $348
Sep 8 - Sep 9
Total with taxes and fees
Charming house in one of Louisville's most coveted neighborhoods
Property grounds

13. Exclusive Buckner retreat w/ theater & game room!

Exclusive Buckner retreat w/ theater & game room!
Buckner
6.0 out of 10, (1 review)
"The house was big enough for my family of 6. The yard was great for my children to run around and for us to sit around the fire at night. The theater room was nice for my children to hang out in. The game room was nice to play pool in but unfortunately the darts for the dart board were in sad shape so we couldn't utilize that. The home gym was nice to workout in. Unfortunately we walked into ants all over the kitchen pantry and on the counters. We contacted the host (company) right away and they...
United States
Jenn M.
$428 nightly
The price is $457
Sep 30 - Oct 1
Total with taxes and fees
Exclusive Buckner retreat w/ theater & game room!
Exterior detail

14. The Madison Inn, Southern view on Main suite 202, Southern view on Main suite 202

The Madison Inn, Southern view on Main suite 202, Southern view on Main suite 202
Madison
9.4 out of 10, Exceptional, (3 reviews)
"The studio was quaint and well appointed. Great location! The host was very accommodating. We look forward to a return stay."
United States
Thomas V.
$116 nightly
The price is $124
Sep 7 - Sep 8
Total with taxes and fees
The Madison Inn, Southern view on Main suite 202, Southern view on Main suite 202
Property grounds

15. Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (17 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
$173 nightly
The price is $198
Sep 14 - Sep 15
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Property grounds

16. Cheeky RxR | Art Museum Loft with rooftop deck!

Cheeky RxR | Art Museum Loft with rooftop deck!
La Grange
$402 nightly
The price is $439
Oct 5 - Oct 6
Total with taxes and fees
Cheeky RxR | Art Museum Loft with rooftop deck!
Interior

17. Iconic Lighthouse Estate on Scenic Ohio River!

Iconic Lighthouse Estate on Scenic Ohio River!
Prospect
$410 nightly
The price is $438
Sep 8 - Sep 9
Total with taxes and fees
Iconic Lighthouse Estate on Scenic Ohio River!
Room

18. Lakeside Cottage: 1 bed/1 bath

Lakeside Cottage: 1 bed/1 bath
Henryville
10.0 out of 10, Exceptional, (1 review)
"Awesome place in a gated property. The tiny home is exactly as pictured. Will 100% stay here again for future Henryville visits to see family."
United States
Jonathan B.
$264 nightly
The price is $308
Sep 7 - Sep 8
Total with taxes and fees
Lakeside Cottage: 1 bed/1 bath
Exterior detail

19. The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (6 reviews)
"We had a family gathering over Thanksgiving and the large table was very nice and appreciated. Host was very prompt with communication and most everything we needed was there. Would stay again!"
United States
Shelley S.
$410 nightly
The price is $465
Sep 6 - Sep 7
Total with taxes and fees
The Sweet Retreat Wheelchair Accessible Historic Home
Living area

20. Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard

Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
Jeffersonville
10.0 out of 10, Exceptional, (8 reviews)
"You won’t regret it! Private parking, quiet neighborhood, and fully stocked supplies for your stay! Easy check in and great hostess!"
United States
Sharonda
$201 nightly
The price is $227
Sep 14 - Sep 15
Total with taxes and fees
Renovated 2BR/1BA Oasis in Jeffersonville - 10 Mins to Louisville - with Yard
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 Westport Hotel Reviews

Hyatt Place Louisville East

Hyatt Place Louisville East

10/10 Excellent
"Great place to stay!"
John 4-night trip
Posted 20 hours ago
Hyatt Place Louisville East

Find out more about Westport

Everything you need to know about Westport vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westport vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westport vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westport vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westport. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westport in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westport rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westport vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westport. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Westport?

Yes, there are vacation rentals near the most popular attractions in Westport, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Westport has to offer?

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville: This vacation home rental near Westport is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Make the most of the books in this rental home to help you unwind.

What can I see and do in Westport?

Ohio River Valley and Ohio River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Lagrange Quarry and Charlestown State Park.

What are vacation rentals like in Westport?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Westport. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.