Westport Holiday Rentals

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Westport

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

9.8 out of 10, Exceptional, (41)
"We enjoyed the space. Had everything we needed. Great proximity to downtown shopping and entertainment. "
The price is NZ$382
includes taxes & fees
22 Oct - 23 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

9.8 out of 10, Exceptional, (73)
"This place was a perfect stay for my bachelor party! There was a ton of room, the host was very responsive with any questions and it had everything we needed. Highly recommend! "
The price is NZ$2,071
includes taxes & fees
20 Oct - 21 Oct
Cheerful 8-Bedroom, 6-Bath Historic Mansion in Derby City – Ideal Vacation Home!

10 Min to Louisville, Huge Hot Tub, Awesome Backyard

10.0 out of 10, Exceptional, (42)
"It was a very quiet community and a great place to stay if you enjoy the quiet and peacefulness have everything you would need in the house to make your stay comfortable And the closeness two stores was a plus for the little things you would need"
10 Min to Louisville, Huge Hot Tub, Awesome Backyard

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
10.0 out of 10, Exceptional, (12)
"Nice location! Walking distance to lots of shops and restaurants. Very clean! "
The price is NZ$288
includes taxes & fees
8 Oct - 9 Oct
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

10.0 out of 10, Exceptional, (180)
"Way beyond our expectations. We loved our stay!"
The price is NZ$545
includes taxes & fees
8 Oct - 9 Oct
The River's Edge Oasis...Relax & unwind...Casual luxury close to downtown Lville

4 rooms for rent

2.0 out of 10, (2)
"We ended up not staying due to not being able to get a hold of the host. Also called vrbo and they couldnt contact the host"
The price is NZ$239
includes taxes & fees
8 Oct - 9 Oct
4 rooms for rent

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

10.0 out of 10, Exceptional, (52)
"Great property, great location, and amazing hosts. Incredible attention to detail and service. It would take too long to describe everything that impressed us so I'll just say it's all perfect and if this place is available when you're visiting Madison, stop searching and just book it."
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Bungalow on Main!!

9.8 out of 10, Exceptional, (20)
"Great location to walk around town or to the river. House is charming with nice updates and bigger than it looks from the outside. Great stay. "
Bungalow on Main!!

Charming 3-bedroom house in lovely downtown Madison.

2.0 star property
8.4 out of 10, Very good, (5)
Charming 3-bedroom house in lovely downtown Madison.

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

9.8 out of 10, Exceptional, (19)
"Great place good time "
The price is NZ$1,270
includes taxes & fees
13 Oct - 14 Oct
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!

5BR Very Spacious Home! Perfect for Family!

9.2 out of 10, Wonderful, (17)
"My company stayed here during a work trip and we liked it so much we extended our stay. Great area with lots to do!"
The price is NZ$846
includes taxes & fees
28 Oct - 29 Oct
5BR Very Spacious Home! Perfect for Family!

Relaxing Country Getaway

9.4 out of 10, Exceptional, (41)
"It was a very nice little get away without going too far. Everything was clean, including the hot tub. We will definitely keep this place in mind in the future!"
Relaxing Country Getaway

Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

10.0 out of 10, Exceptional, (10)
"This was such a nice place, very quiet and peaceful. The property was everything we had hoped for and the host was so nice and helpful."
The price is NZ$569
includes taxes & fees
8 Oct - 9 Oct
Private 1 BR Home with Hot Tub,Firepit & 5 min to dwtn

Cozy Tree-Lined Carriage Home - Stay in Serenity!

9.6 out of 10, Exceptional, (15)
"We absolutely loved staying here while in town visiting family. This place is spacious and beautifully decorated with lots of amenities. We would definitely stay here again. "
The price is NZ$283
includes taxes & fees
13 Oct - 14 Oct
Cozy Tree-Lined Carriage Home - Stay in Serenity!

Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!

10.0 out of 10, Exceptional, (4)
"Beautiful and unique location on the Ohio River. The host was easy to communicate with. No issues with the property whatsoever!"
The price is NZ$863
includes taxes & fees
8 Oct - 9 Oct
Enchanting Riverfront Nest! Beautiful 3-Bedroom Lighthouse with Panoramic Views!

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

Speakeasy, Hot Tub, Theater, Pickle Ball, Sleeps 20

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

10.0 out of 10, Exceptional, (11)
"We thoroughly enjoyed our time there, and the little extra touches were a pleasant surprise! The house was incredibly clean and the owner was very prompt and responsive to questions we had. Definitely would stay again!"
The price is NZ$632
includes taxes & fees
23 Oct - 24 Oct
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

The Norton Commons Luxe

10.0 out of 10, Exceptional, (37)
"Great neighborhood and walkable to several nearby restaurants. Had a great stay!"
The Norton Commons Luxe

Historic city overlook suite 206, Historic city overlook suite 306

9.4 out of 10, Exceptional, (8)
"Very clean and cozy! Nice area close to town. "
Historic city overlook suite 206, Historic city overlook suite 306

Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms

9.0 out of 10, Wonderful, (6)
"Would definitely stay here again."
The price is NZ$465
includes taxes & fees
26 Oct - 27 Oct
Cozy home in St. Matthews, 2 bedrooms, 2 bathrooms
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Westport Hotel Reviews

Find out more about Westport

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$239 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?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Westport offers a patio, a selection of games and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Westport?

Explore the area and family-friendly sights such as IceLand Sports Complex, or get out into nature at a spot like Ohio River. In the wider area, you’ll find Hermitage Farm and Charlestown State Park.

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.