Westport Vacation Rentals

  • 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

In two weeks
Mar 20 - Mar 22
In two months
May 1 - May 3
In three months
May 29 - May 31
In four months
Jun 26 - Jun 28

Our top choices for Westport vacation rentals

Exterior

Vacation Home in Madison

The Artist’s A-Frame
10.0 out of 10, Exceptional, (27 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The price is ￥16,409
￥34,112 total
includes taxes & fees
Mar 9 - Mar 10
The Artist’s A-Frame
Interior

Vacation Home in louisville

Carriage House, 7 minutes from downtown Louisville
10.0 out of 10, Exceptional, (53 reviews)
"We loved our stay at this cottage. Very quiet and relaxing. We will definitely stay here again!"
United States
Jarrod H.
The price is ￥21,190
￥38,077 total
includes taxes & fees
Mar 8 - Mar 9
Carriage House, 7 minutes from downtown Louisville
Property grounds

Apartment in Crescent Hill

Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
10.0 out of 10, Exceptional, (118 reviews)
"Host met onsite, informed of details and was friendly and helpful. Good location and nicely remodeled older home w lots of updates. Would stay again. "
United States
Dale K.
The price is ￥20,405
￥36,985 total
includes taxes & fees
Mar 11 - Mar 12
Quiet, Cozy & Safe 2 Bed 1 Bath in Crescent Hill
Smart TV

Vacation Home in Hanover

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior

Vacation Home in St. Matthews

St. Matthew’s - Walk to Shops & Restaurants
8.8 out of 10, Excellent, (8 reviews)
"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 ￥12,572
￥42,285 total
includes taxes & fees
Mar 6 - Mar 7
St. Matthew’s - Walk to Shops & Restaurants
Smart TV

Vacation Home in Madison

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
9.8 out of 10, Exceptional, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is ￥19,620
￥39,169 total
includes taxes & fees
Mar 11 - Mar 12
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

Vacation Home in Louisville

Charming house in one of Louisville's most coveted neighborhoods
10.0 out of 10, Exceptional, (79 reviews)
"Great location, very clean!!!!"
United States
Matt W.
The price is ￥24,172
￥48,096 total
includes taxes & fees
Mar 9 - Mar 10
Charming house in one of Louisville's most coveted neighborhoods
Property grounds

Cottage in Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
8.8 out of 10, Excellent, (3 reviews)
"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 ￥13,985
￥26,914 total
includes taxes & fees
Apr 3 - Apr 4
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
TV

Vacation Home in Hanover

Where the River Sets the Pace | Private Waterfront Retreat Near Madison
10.0 out of 10, Exceptional, (2 reviews)
"Relaxing, quite, clean, comfortable, great view!"
United States
Heather R.
Where the River Sets the Pace | Private Waterfront Retreat Near Madison
Exterior

Vacation Home in Lexington

Sleeps 4, Rustic, Secluded
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 ￥11,946
￥23,404 total
includes taxes & fees
Mar 6 - Mar 7
Sleeps 4, Rustic, Secluded
Sauna

Vacation Home in Jeffersonville

+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
9.4 out of 10, Exceptional, (85 reviews)
"Great host beautiful house "
United States
Shantej G.
The price is ￥22,076
￥52,835 total
includes taxes & fees
Mar 10 - Mar 11
+Derby Home-HOT TUB, Barrel Sauna, Firepit, PETS+
Smart TV

Vacation Home in Jeffersonville

Cozy meets Classy in this Modern & Inviting 3BR-2BA house with AC, WiFi
10.0 out of 10, Exceptional, (2 reviews)
"Great place. I would definitely stay here again."
United States
Jason M.
The price is ￥22,461
￥52,696 total
includes taxes & fees
Mar 8 - Mar 9
Cozy meets Classy in this Modern & Inviting 3BR-2BA house with AC, WiFi
Exterior

Cabin in Henryville

Lakeside Cabin: 4 bed/2.5 bath
Lakeside Cabin: 4 bed/2.5 bath
Fridge, microwave, oven, stovetop

Apartment in Memphis

Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
10.0 out of 10, Exceptional, (15 reviews)
"We enjoyed our stay, nice,cozy and clean!I would recommend more mirrors for girls getting ready :) Thanks for everything!"
United States
Jennifer J.
The price is ￥14,911
￥24,831 total
includes taxes & fees
Mar 19 - Mar 20
Cozy 2-bedroom basement apartment in charming Memphis IN. with WiFi, office area
Exterior

Cabin in Henryville

Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
10.0 out of 10, Exceptional, (156 reviews)
"We had a great time during our stay. The cabin was as advertised and we were able to get some great family time together. "
United States
Amy M.
The price is ￥70,632
￥120,076 total
includes taxes & fees
Mar 8 - Mar 9
Close to Louisville,Hot Tub,Fire Pit,Game Room, and 4 Bedrooms 3 Baths
Exterior

Vacation Home in Prospect

NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded
10.0 out of 10, Exceptional, (10 reviews)
"All was great... spacious rooms, great location, pet-friendly and off-street parking."
United States
Barnard B.
The price is ￥57,957
￥117,608 total
includes taxes & fees
Mar 9 - Mar 10
NEW Pet Friendly, Shops, Downtown, Norton Commons Local Dining, Fully Loaded
Dining

Vacation Home in Jeffersontown

Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
9.6 out of 10, Exceptional, (30 reviews)
"Stay was great"
United States
Jake T.
The price is ￥56,364
￥116,433 total
includes taxes & fees
Mar 11 - Mar 12
Safe, Comfortable, Clean & Convenient! - Make your stay memorable & Book Now!
Fridge, microwave, oven, stovetop

Vacation Home in Charlestown

Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
10.0 out of 10, Exceptional, (14 reviews)
"Clean and was as advertised Great location for our plans "
United States
Mike A.
The price is ￥18,521
￥27,137 total
includes taxes & fees
Mar 18 - Mar 19
Charming 1-bedroom carriage house in delightful Charlestown with WiFi, AC
Smart TV

Apartment in Madison

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
10.0 out of 10, Exceptional, (24 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is ￥18,678
￥35,920 total
includes taxes & fees
Mar 11 - Mar 12
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
1 bedroom, WiFi, bed sheets

Apartment in Madison

East Main Lofts - Boho 203
9.6 out of 10, Exceptional, (8 reviews)
"I didn’t receive check in information and had to text several times to get information that I should have received. The unit was nice but basically just a big hotel room. Location is great. "
United States
Leann L.
The price is ￥45,127
￥73,488 total
includes taxes & fees
Mar 8 - Mar 9
East Main Lofts - Boho 203
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

Candlewood Suites Louisville North by IHG

Candlewood Suites Louisville North by IHG

8/10 Good
"Property accepted pets. Room was clean. Staff was professional. "
Fred W 1-night trip
Posted 11 hours ago
Candlewood Suites Louisville North by IHG

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?

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 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.