Westport Vacation Rentals from $171: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Westport vacation rentals

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

Madison

Meghan B.

$149 nightly

Apr 15 - Apr 16

Total with taxes and fees

The Artist’s A-Frame

Madison

Susan H.

$206 nightly

Apr 15 - Apr 16

Total with taxes and fees

Carriage House, 7 minutes from downtown Louisville

louisville

Jarrod H.

$211 nightly

Apr 23 - Apr 24

Total with taxes and fees

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

Hanover

Natalie H.

$212 nightly

Apr 20 - Apr 21

Total with taxes and fees

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

Charlestown

Mike A.

$131 nightly

Apr 15 - Apr 16

Total with taxes and fees

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

Madison

Paul P.

$195 nightly

Apr 15 - Apr 16

Total with taxes and fees

St. Matthew’s - Walk to Shops & Restaurants

St. Matthews

Carmen C.

$228 nightly

Apr 20 - Apr 21

Total with taxes and fees

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

Crescent Hill

Dale K.

$200 nightly

Apr 15 - Apr 16

Total with taxes and fees

View all properties

Find vacation rentals that suit your style

Private vacation homes

Cottages

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

Fairfield Inn & Suites by Marriott Louisville Northeast

10/10 Excellent

"Breakfast good with spacious comfortable seating. Very good stay"

Hyatt Place Louisville East

6/10 Okay

"I've stayed at Hyatts for many years. This is the first time I was charged $10 on top of the room fee. The location was in Louisville not in a busy area at all. When we checked in they asked if I planned to park at the hotel. Where else would I park? The hotel itself was very outdated. The light next to the bed was do old it was nearly impossible to turn it to get it to come on. There are no usb plugs next to the bed. There was a tin of light coming in the room from under the door. The best thing about our stay was the bed and pillows were super comfy."

Hawthorn Suites by Wyndham Louisville East

4/10 Poor

"It's obvious the owners of this hotel are only interested in the bare bones minimums of operating at a hotel. They put no effort or investment into this property. The best thing I can say about it is the property location which is two or three minutes from just about everything you need, and the size of the rooms, which were substantial. The property itself has a grimy unclean look and feel to it. The breakfast offerings were not only scant, but horrible in general. I will say the person who checked us in was quite nice, personable, and very helpful. But we checked in late in the evening and the person behind the desk changed before we unloaded our things from the car and settled into the room. The new person at the desk was unattenive and lacked the personality worthy of working at a front desk. Someone had dropped a piece of candy or some other type of food on the floor and it was swarming with the ants. My wife told the attendant twice and she didn't flinch. She sort of gave a dismissive look as if to say, why are you telling me? She didn't call anyone and she made no effort to rise from her seat to see what we were talking about, nor did she simply walk and wipe it up. Maybe it wasn't part of her job description, nevertheless, it could've been a 10 second remedy which she chose not to perform. The last thing one of our fellow travelers said was, "I can't believe this is a Wyndham. In my head,I had a different idea of what Wyndham's were. Well, now I can cross them off""

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 $171 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.

Explore a world of travel with Expedia

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?

Spacious 4-bedroom townhome with 2 car garage in perfect Louisville location: This vacation home rental near Westport offers a fireplace, a balcony, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a garden.

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 Lagrange Quarry and Hermitage Farm.

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.

Westport Vacation Rentals

Bundle & Save

OneKeyCash

Upfront pricing

Check prices for these dates

Our top choices for Westport vacation rentals

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

The Artist’s A-Frame

Carriage House, 7 minutes from downtown Louisville

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

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

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

St. Matthew’s - Walk to Shops & Restaurants

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

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

The Madison Inn, Historic city overlook suite 206, Historic city overlook suite 306

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

#209 Kings, River View, Deck, Bicentennial Park

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths

Peace Cabin-located in your own private state park 300 acres. Reflect!

#207 King Suites, River Views, Deck, Downtown

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

Emerald Lake Retreat Charlestown

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

Modern cabin very close to scenic riverfront walks

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

Find vacation rentals that suit your style

Top Westport Hotel Reviews

Fairfield Inn & Suites by Marriott Louisville Northeast

Find out more about Westport

Explore a world of travel with Expedia

Trending destinations on Expedia.com

Frequently asked questions

Go further with the Expedia app