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Westport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Westport vacation rentals

A house with a large garage, a dock, and a river.

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.
$255 nightly
The price is $288
Oct 21 - Oct 22
Total with taxes and fees
River Retreat
A multi-story hotel with a flat facade, a parking lot in front, and a sign indicating 'STUDIOS.'

2. StudioRes by Marriott Louisville East

StudioRes by Marriott Louisville East
3.0 star property
Jeffersontown
7.6 out of 10, Good, (12 reviews)
"The front desk staff made check in/out so smooth & were amazing!"
United States
Brandon
$94 nightly
The price is $111
Oct 23 - Oct 24
Total with taxes and fees
StudioRes by Marriott Louisville East
A spacious kitchen with a large island, wooden cabinets, and a high ceiling with exposed beams.

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, (26 reviews)
"The carriage house was very roomy and nice. We would definitely stay here again."
United States
Pam
$143 nightly
The price is $162
Oct 20 - Oct 21
Total with taxes and fees
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
A modern kitchen with stainless steel appliances, a built-in oven, and a microwave.

4. Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement

Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
La Grange
10.0 out of 10, Exceptional, (9 reviews)
"Very nice house, spacious, clean and very comfortable. Perfect for our stay to attend a conference in the area. Highly recommend!!"
United States
Jessica B.
Renovated 3 bedroom, 2.5 bath 1,900 sq ft home with finished walkout basement
A modern hotel with a 'Stay Apt Suites' sign, featuring a brick facade, large windows, and a parking lot.

5. stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (57 reviews)
"Great option for a long term stay, good area many businesses in walking distance!"
Canada
Darlene
$149 nightly
The price is $168
Oct 27 - Oct 28
Total with taxes and fees
stayAPT Suites Louisville North-Clarksville
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by lush greenery and a gazebo.

6. 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.
$198 nightly
The price is $211
Nov 3 - Nov 4
Total with taxes and fees
Exclusive Farmhouse w/ a Romantic Garden View!
A house with a fire pit and Adirondack chairs in the yard.

7. 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.
$402 nightly
The price is $427
Nov 2 - Nov 3
Total with taxes and fees
Exclusive Buckner retreat w/ theater & game room!
A rooftop terrace with four wicker chairs, a wooden deck, and a brick wall.

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

Cheeky RxR | Art Museum Loft with rooftop deck!
La Grange
$419 nightly
The price is $459
Nov 3 - Nov 4
Total with taxes and fees
Cheeky RxR | Art Museum Loft with rooftop deck!
A wooden deck with a green door, wicker chairs, and a small table.

9. The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
La Grange
10.0 out of 10, Exceptional, (7 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
Nov 1 - Nov 2
Total with taxes and fees
The Sweet Retreat Wheelchair Accessible Historic Home
A modern kitchen with wooden cabinets, stainless steel appliances, and a dining area with a table and chairs.

10. Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
9.4 out of 10, Exceptional, (20 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.
$195 nightly
The price is $209
Nov 4 - Nov 5
Total with taxes and fees
Modern cabin very close to scenic riverfront walks
Property grounds

11. 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.
$149 nightly
The price is $171
Oct 19 - Oct 20
Total with taxes and fees
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A compact kitchen with a refrigerator, microwave, stove, and sink. There is a dining table with chairs and a patterned rug.

12. 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, (28 reviews)
"Great host and a great location!"
United States
P a.
$149 nightly
The price is $168
Oct 17 - Oct 18
Total with taxes and fees
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
A spacious living room with a large sofa, a coffee table, and a TV. There is a balcony with a view of a lake.

13. The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!

The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
Prospect
9.8 out of 10, Exceptional, (10 reviews)
"My family and I had a wonderful trip. The house was absolutely beautiful. Everything was clean and well taken care of we couldn’t have asked for a better vacation"
United States
Thomas c.
$577 nightly
The price is $636
Oct 18 - Oct 19
Total with taxes and fees
The Barge Inn: Your Epic Ohio River Waterfront Escape in Beautiful Prospect, KY!
A living room with a ceiling fan, a sofa, a coffee table, and a wooden cabinet.

14. Mins to Louisville•Big Four Bridge•Down Town•2024 Build•Fire pit•Ping Pong

Mins to Louisville•Big Four Bridge•Down Town•2024 Build•Fire pit•Ping Pong
Jeffersonville
10.0 out of 10, Exceptional, (2 reviews)
"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.
$214 nightly
The price is $242
Oct 19 - Oct 20
Total with taxes and fees
Mins to Louisville•Big Four Bridge•Down Town•2024 Build•Fire pit•Ping Pong
A living room with a brown leather sofa, a cowhide rug, and a cowhide-patterned armchair.

15. 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, (54 reviews)
"Great place to stay for touring in historic Madison Indiana!"
United States
Linda G.
$235 nightly
The price is $270
Oct 22 - Oct 23
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
A room with a bed, two armchairs, a small table, and a microwave.

16. 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.
$271 nightly
The price is $315
Oct 16 - Oct 17
Total with taxes and fees
Lakeside Cottage: 1 bed/1 bath
A covered patio with a brick wall, outdoor seating, and string lights.

17. Pendleton, KY Farm in Oldham Co

Pendleton, KY Farm in Oldham Co
Pendleton
10.0 out of 10, Exceptional, (6 reviews)
"The house was perfect for our group of 8. Very clean, great gathering space inside and out and well maintained. Highly recommended! Thanks Betty!"
United States
Scott B.
$1,101 nightly
The price is $1,214
Oct 17 - Oct 18
Total with taxes and fees
Pendleton, KY Farm in Oldham Co
A wooden swing bed with a pergola roof, string lights, and a wooden deck.

18. King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville

King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
Jeffersonville
9.6 out of 10, Exceptional, (17 reviews)
"The property was very nice for our family getaway, would book again."
United States
Roberta
$372 nightly
The price is $378
Oct 18 - Oct 19
Total with taxes and fees
King Bedroom, Outdoor Cabana w/ Bed Swing, Quiet House Minutes to D/T Louisville
A log cabin with a fire pit and outdoor seating.

19. Family-friendly cabin with game room and backyard!

Family-friendly cabin with game room and backyard!
Hanover
10.0 out of 10, Exceptional, (4 reviews)
"Host is very easy to communicate with and the property provided us with great memories! Would definitely stay here again!"
United States
Eli H.
$399 nightly
The price is $431
Nov 4 - Nov 5
Total with taxes and fees
Family-friendly cabin with game room and backyard!
An outdoor patio with wicker furniture, a stone fire pit, and a pergola.

20. Great Location! Comfortable Studio Suite | Pool Access

Great Location! Comfortable Studio Suite | Pool Access
Middletown
9.6 out of 10, Exceptional, (4 reviews)
"Unit was equipped with a small kitchenette- but great breakfast was served in common area on first floor, including egg/potato sausage and biscuits and gravy. Fruit cereal and juices available, in addition to coffee. Staff worked hard to make sure things were well stocked. The room was comfortable and shower was good!"
United States
Christine T.
$135 nightly
The price is $158
Oct 25 - Oct 26
Total with taxes and fees
Great Location! Comfortable Studio Suite | Pool Access
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

Wingate by Wyndham Louisville East

Wingate by Wyndham Louisville East

10/10 Excellent
"Located in a quiet area, with plenty of parking, and free breakfast. We thoroughly enjoyed our stay!"
Magdalena 3-night trip
Posted 6 hours ago
Wingate by Wyndham 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 $111 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?

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+: This vacation home rental near Westport offers a fireplace, a balcony, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a hot tub.

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 Hermitage Farm 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.