Westport Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jan 14 - Jan 15
Tomorrow
Jan 15 - Jan 16
This weekend
Jan 16 - Jan 18
Next weekend
Jan 23 - Jan 25

Our top choices for Westport vacation rentals

Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
2.0 star property
Madison
10.0 out of 10, Exceptional, (1 review)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is ￥12,422
￥25,218 total
includes taxes & fees
Jan 26 - Jan 27
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Exterior

Cozy Tree-Lined Carriage Home - Stay in Serenity!

Cozy Tree-Lined Carriage Home - Stay in Serenity!
Louisville
9.8 out of 10, Exceptional, (21 reviews)
"Great place "
United States
Scott L.
The price is ￥11,480
￥26,197 total
includes taxes & fees
Jan 26 - Jan 27
Cozy Tree-Lined Carriage Home - Stay in Serenity!
Terrace/patio

Comfortable Suite! Free Breakfast Buffet + Shared Outdoor Pool. Close to Ford Motor Company!

Comfortable Suite! Free Breakfast Buffet + Shared Outdoor Pool. Close to Ford Motor Company!
Middletown
The price is ￥17,272
￥23,731 total
includes taxes & fees
Jan 21 - Jan 22
Comfortable Suite! Free Breakfast Buffet + Shared Outdoor Pool. Close to Ford Motor Company!
Fridge, microwave, oven, stovetop

Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest
Hanover
9.8 out of 10, Exceptional, (7 reviews)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is ￥10,001
￥29,309 total
includes taxes & fees
Jan 21 - Jan 22
Modern Nature Cabin | Private Escape in the Forest
Exterior detail

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
2.0 star property
Madison
The price is ￥11,282
￥23,907 total
includes taxes & fees
Jan 18 - Jan 19
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Pool

Cozy Cottage in Smithsonian's of American Gardens!

Cozy Cottage in Smithsonian's of American Gardens!
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.
The price is ￥11,697
￥27,683 total
includes taxes & fees
Jan 18 - Jan 19
Cozy Cottage in Smithsonian's of American Gardens!
Interior

4BR Cozy Home Near Distilleries & Historic Sites!

4BR Cozy Home Near Distilleries & Historic Sites!
2.0 star property
Brownsboro Zorn
10.0 out of 10, Exceptional, (1 review)
"Perfect house and perfect location. We have a big family and needed more space than a hotel. Great location close to our family and every thing you want to do in Louisville!"
United States
Chas R.
The price is ￥22,788
￥58,617 total
includes taxes & fees
Jan 28 - Jan 29
4BR Cozy Home Near Distilleries & Historic Sites!
Fridge, microwave, oven, stovetop

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, (14 reviews)
"Property was very clean, smelt great, and spacious. Located in a nice neighborhood. Hosts were extremely accommodating and friendly. Would definitely stay here again if I'm back in the area for an overnight trip. "
United States
Mandy M.
The price is ￥15,053
￥25,067 total
includes taxes & fees
Jan 28 - Jan 29
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Dining

12 Mins To Louisville, Gameroom, Patio&Grill, Fenced Yard

12 Mins To Louisville, Gameroom, Patio&Grill, Fenced Yard
Jeffersonville
8.8 out of 10, Excellent, (3 reviews)
"Check in was very easy. "
United States
Kelly S.
The price is ￥15,401
￥48,020 total
includes taxes & fees
Jan 28 - Jan 29
12 Mins To Louisville, Gameroom, Patio&Grill, Fenced Yard
Exterior

Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded
Lexington
8.0 out of 10, Very Good, (4 reviews)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
The price is ￥15,584
￥34,606 total
includes taxes & fees
Jan 16 - Jan 17
Sleeps 4, Rustic, Secluded
Smart TV

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (54 reviews)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is ￥16,637
￥35,168 total
includes taxes & fees
Jan 19 - Jan 20
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior

stayAPT Suites Louisville North-Clarksville

stayAPT Suites Louisville North-Clarksville
4.0 star property
Clarksville
9.8 out of 10, Exceptional, (46 reviews)
"room very good i love hotel ❤️"
United States
Kartar
The price is ￥23,485
￥26,538 total
includes taxes & fees
Jan 17 - Jan 18
stayAPT Suites Louisville North-Clarksville
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, (12 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ￥15,053
￥23,277 total
includes taxes & fees
Jan 26 - Jan 27
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Terrace/patio

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.
The price is ￥14,175
￥20,120 total
includes taxes & fees
Jan 22 - Jan 23
Great Location! Comfortable Studio Suite | Pool Access
Exterior detail

The Madison Inn, Est 1925 Historic suite 107

The Madison Inn, Est 1925 Historic suite 107
2.0 star property
Madison
The price is ￥9,839
￥18,966 total
includes taxes & fees
Jan 30 - Jan 31
The Madison Inn, Est 1925 Historic suite 107
Exterior detail

The Sweet Retreat Wheelchair Accessible Historic Home

The Sweet Retreat Wheelchair Accessible Historic Home
2.0 star property
La Grange
10.0 out of 10, Exceptional, (5 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.
The price is ￥25,313
￥50,739 total
includes taxes & fees
Jan 19 - Jan 20
The Sweet Retreat Wheelchair Accessible Historic Home
Family House, Multiple Beds | Private kitchen | Fridge, microwave, oven, stovetop

Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb

Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb
4.0 star property
Sellersburg
9.4 out of 10, Exceptional, (10 reviews)
"Very nice house in a nice neighborhood, spacious home environmental, felt more that at home there,"
United States
Tammy
Spacious 3 BR Ranch House W Patio Yard in a Quiet Suburb
Terrace/patio

Entire Home with Indoor Spa & Pool

Entire Home with Indoor Spa & Pool
Jeffersonville
9.8 out of 10, Exceptional, (24 reviews)
"Great pool and great neighboorhood."
United States
Anonymous traveler
Entire Home with Indoor Spa & Pool
Interior

Emerald Lake Retreat Charlestown

Emerald Lake Retreat Charlestown
Charlestown
10.0 out of 10, Exceptional, (3 reviews)
"This a great place for families to gather. It's very spacious and clean and comfortable. And though it's in a quiet and peaceful area with a small lake at the base of the property, places to eat and get groceries are just a short drive away. There's a wonderful seating area around a firepit, too!"
United States
Kelly P.
The price is ￥21,492
￥75,916 total
includes taxes & fees
Jan 20 - Jan 21
Emerald Lake Retreat Charlestown
Interior

Stylish Jeffersonville Home - Mins from Louisville

Stylish Jeffersonville Home - Mins from Louisville
Jeffersonville
9.0 out of 10, Wonderful, (20 reviews)
"This was a great place for us to stay for an event at the expedition center. Close to the highway for quick access to the city. "
United States
Chad L.
The price is ￥12,478
￥50,626 total
includes taxes & fees
Jan 20 - Jan 21
Stylish Jeffersonville Home - Mins from Louisville
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westport Hotel Reviews

Hilton Garden Inn Louisville Mall of St. Matthews

Hilton Garden Inn Louisville Mall of St. Matthews

10/10 Excellent
"Everything was great!"
ELizabeth 1-night trip
Posted 3 days ago
Hilton Garden Inn Louisville Mall of St. Matthews

Find out more about Westport

Search for holiday rentals in Westport on Expedia! You can easily find your home rentals, villas, holiday apartments in Westport using one of the methods below:

  • View our selection of featured holiday rentals in Westport
  • Use the map to find apartments and other holiday homes in the Westport neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Westport while they last

Look no further and take a look at our great range of rental properties in Westport!

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?

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: 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. It has 8 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 selection of games.

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 Charlestown State Park and Yew Dell Botanical Gardens.

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.