Westport Holiday Rentals

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Our top choices for Westport holiday rentals

10.0 out of 10, Exceptional, (1)
"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 NZ$276
includes taxes & fees
22 Jan - 23 Jan
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
9.8 out of 10, Exceptional, (54)
"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 NZ$384
includes taxes & fees
11 Jan - 12 Jan
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (21)
"Great place "
United States
Scott L.
The price is NZ$267
includes taxes & fees
15 Jan - 16 Jan
Cozy Tree-Lined Carriage Home - Stay in Serenity!
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
The price is NZ$317
includes taxes & fees
11 Jan - 12 Jan
Modern Nature Cabin | Private Escape in the Forest
9.8 out of 10, Exceptional, (62)
"Host was responsive to all messages. The small home we stayed in was so cozy and clean. Directions on how to get there were clear and easy to follow. 10/10 would recommend."
United States
Haley V.
The price is NZ$397
includes taxes & fees
10 Jan - 11 Jan
RETREAT TO HORSE COUNTRY & STAY IN THE ADORABLE PRIVATE TACK HOUSE
The price is NZ$261
includes taxes & fees
22 Jan - 23 Jan
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
9.0 out of 10, Wonderful, (20)
"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 NZ$553
includes taxes & fees
22 Jan - 23 Jan
Stylish Jeffersonville Home - Mins from Louisville
8.8 out of 10, Excellent, (8)
"Stayed for a friends wedding at Whitehall. Location was great and we were able to walk to a handful of restaurants and coffee shops "
United States
Natalie H.
The price is NZ$457
includes taxes & fees
10 Jan - 11 Jan
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
2.0 star property
10.0 out of 10, Exceptional, (1)
"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 NZ$597
includes taxes & fees
11 Jan - 12 Jan
4BR Cozy Home Near Distilleries & Historic Sites!
10.0 out of 10, Exceptional, (14)
"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 NZ$274
includes taxes & fees
10 Jan - 11 Jan
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
8.8 out of 10, Excellent, (10)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is NZ$263
includes taxes & fees
10 Jan - 11 Jan
The Madison Inn, Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
4.0 star property
9.8 out of 10, Exceptional, (45)
"room very good i love hotel ❤️"
United States
Kartar
The price is NZ$274
includes taxes & fees
12 Jan - 13 Jan
stayAPT Suites Louisville North-Clarksville
10.0 out of 10, Exceptional, (12)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is NZ$256
includes taxes & fees
23 Jan - 24 Jan
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Holiday Home in Lexington

Sleeps 4, Rustic, Secluded
8.0 out of 10, Very good, (4)
"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 NZ$372
includes taxes & fees
10 Jan - 11 Jan
Sleeps 4, Rustic, Secluded
9.6 out of 10, Exceptional, (4)
"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 NZ$222
includes taxes & fees
29 Jan - 30 Jan
Great Location! Comfortable Studio Suite | Pool Access
10.0 out of 10, Exceptional, (3)
"Great property for a group outing. Great location."
United States
Paul S.
The price is NZ$777
includes taxes & fees
11 Jan - 12 Jan
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

Holiday Home in Charlestown

Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (3)
"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 NZ$842
includes taxes & fees
11 Jan - 12 Jan
Emerald Lake Retreat Charlestown
10.0 out of 10, Exceptional, (1)
"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 NZ$303
includes taxes & fees
22 Jan - 23 Jan
Cozy Cottage in Smithsonian's of American Gardens!
10.0 out of 10, Exceptional, (14)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
The price is NZ$608
includes taxes & fees
11 Jan - 12 Jan
"Madison Manor II" by The River: Spacious 2 BR + Hot Tub, FirePit, Patio
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

Find out more about Westport

Everything you need to know about Westport holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westport holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westport holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westport holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westport holiday rentals we have selected for you start as low as NZ$267 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westport rentals

At Expedia, we put the best Westport holiday 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 holiday.

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 holiday rental in Westport?

Yes, there are holiday rentals close to the most popular sights in Westport, or you can select a more secluded option if you're looking for a relaxing stay.

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

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!: This holiday home rental outside of Westport is located on a river, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. You can relax into your holiday 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 wider area, you’ll find Charlestown State Park and Yew Dell Botanical Gardens.

What are holiday rentals like in Westport?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westport. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll feel just like you're at home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.