Westport Holiday Rentals from AU$241: Search Short-Term Rentals

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Our top choices for Westport holiday rentals

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

Madison

Meghan B.

includes taxes & fees

10 May - 11 May

The Artist’s A-Frame

Madison

Andrew S.

includes taxes & fees

18 May - 19 May

St. Matthew’s - Walk to Shops & Restaurants

St. Matthews

Carmen C.

includes taxes & fees

5 May - 6 May

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

Hanover

Natalie H.

includes taxes & fees

4 May - 5 May

Modern cabin very close to scenic riverfront walks

Hanover

Robert V.

includes taxes & fees

17 May - 18 May

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

Madison

Paul P.

includes taxes & fees

5 May - 6 May

Carriage House, 7 minutes from downtown Louisville

louisville

Robert M.

includes taxes & fees

4 May - 5 May

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Charlestown

Alec S.

includes taxes & fees

11 May - 12 May

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Top Westport Hotel Reviews

Comfort Inn & Suites Clarksville - Louisville North

10/10 Excellent

"Clean"

WoodSpring Suites Louisville Jeffersontown

2/10 Terrible

"I honestly don’t even know where to begin with this place. My stay at WoodSpring Suites was one of the worst hotel experiences I’ve ever had. From the moment I walked in, it was clear that cleanliness is not a priority here. The room was dirty—like, visibly dirty. There were stains on the floors, questionable spots on the furniture, and the overall smell made it hard to even relax. And then there were the roaches. Not just one or two—I’m talking about multiple sightings throughout my stay. Seeing bugs crawling around your room at night is beyond unacceptable. It made it nearly impossible to feel comfortable or safe. The smell made everything worse. It wasn’t just unpleasant—it felt unhealthy to even be in the room for long. Between the odor and the bugs, I couldn’t bring myself to stay. I ended up leaving and having to find another place at the last minute, which was stressful and completely avoidable if basic standards had been met. Customer service didn’t make things any better. When I brought up the issues, the staff seemed completely uninterested and dismissive, like they’d heard it all before and just didn’t care. No urgency, no apology, no effort to fix anything. Overall, I would not recommend staying here unless you’re okay with dirty conditions, bugs, and terrible service. Save your money and your sanity—stay somewhere else."

Clarion Pointe Louisville East

4/10 Poor

"Hair had to be washed out of the tub before showering. Room floor needs to be washed. My feet were dirty after showering and walking across the room. At check-out desk attendant was sitting hunched over with hoodie up over her head scrolling on her phone not paying attention to a thing going on around her. Not a place I would stay again."

Wingate by Wyndham Louisville East

6/10 Okay

"Parking was secure and safe. A lot of food and things in the area to do it seemed. Only stayed one night. Pool was clean however could use some maintenance. Overall the hotel was clean: breakfast was hot and had good choices. Room was clean but my biggest complaint was the bathroom. The tub was not level and pooled water. The bathroom needed updating. The shower head wasn’t great. The tub was slippery. Our bed was very elevated. My mother is 4”10 and in her 70’s she could not get in it without assistance. "

Aloft Louisville East

4/10 Poor

"We booked this hotel months in advance and specifically reserved a handicap-accessible room because my sister uses a wheelchair. When we arrived, we were told there were no handicap rooms available and were placed in a standard room for the night. This made it extremely difficult for my sister, including not having a safe or accessible way to shower. What was most frustrating is that we were repeatedly told no accessible rooms were available the next day either—until I stated we would need to be moved to another property. Suddenly, a handicap room became available and we were moved. That inconsistency was very concerning and honestly felt disingenuous. While I appreciate that they eventually accommodated us, it should never have required pushing back after booking months in advance. Guests who require accessible rooms should be able to rely on those reservations being honored upon arrival—not treated as optional. Overall, this was a very inconvenient and disappointing experience, and I would strongly caution others needing handicap accommodations to confirm in advance and be prepared to advocate for themselves."

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 favourite 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 depend 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 AU$241 per night. Entering your travel dates in the search wizard might find you 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?

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 Lagrange Quarry and La Grange Railroad Museum & Learning Center.

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.

Westport Holiday Rentals

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Treat yourself

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Check prices for these dates

Our top choices for Westport holiday rentals

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

The Artist’s A-Frame

St. Matthew’s - Walk to Shops & Restaurants

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

Modern cabin very close to scenic riverfront walks

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

Carriage House, 7 minutes from downtown Louisville

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC

Exclusive Bourbon Trail home near KY attractions!

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

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

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill

River Retreat

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+

Peace Cabin- 20 min hike to Wilson Cave!

"Madison Manor II” | Hot Tub, Game Room, Movie Theater | 2 BR, 2½ Bath, Sleeps 8

Relaxing stay near Louisville's top attractions!

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

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

Find holiday rentals that suit your style

Top Westport Hotel Reviews

Comfort Inn & Suites Clarksville - Louisville North

Find out more about Westport

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