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Westport Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Westport vacation rentals

A tree with a tire swing hanging from it, a wooden deck with a railing, and a body of water in the background.

1. COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW

COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
North Vernon
9.8 out of 10, Exceptional, (18 reviews)
"We enjoyed our stay tremendously. The host is extremely kind and attentive. The accommodations and everything the property has to offer is remarkable. We will definitely be staying here again! "
United States
stepan a.
$377 nightly
The price is $422
Sep 4 - Sep 5
Total with taxes and fees
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
A rustic interior with a wooden staircase, stone walls, and a dining area with chairs and a table.

2. School Days

School Days
Versailles
10.0 out of 10, Exceptional, (1 review)
"The Schoolhouse was a unique experience that we enjoyed very much! We were provided with anything that we would have needed for a comfortable stay. Our host communicated promptly whenever we needed. We appreciated the cleaniless of the home. We did not realize how close in proximity we would be with the other rentals on the property, but once inside, we felt like we had privacy. This would be a great stay for a couple or small family."
United States
Lora S.
$171 nightly
The price is $191
Sep 2 - Sep 3
Total with taxes and fees
School Days
A rustic wooden house with a covered porch, a barrel, and outdoor seating.

3. Buggy Shed

Buggy Shed
Versailles
10.0 out of 10, Exceptional, (1 review)
"Clean, pet friendly, and near the 2 state parks we wanted to see. Easy to check in and host was quick to communicate with us! We stayed at the school house and it was nice!"
United States
Ron L.
$177 nightly
The price is $198
Sep 2 - Sep 3
Total with taxes and fees
Buggy Shed
An outdoor patio with a covered seating area, string lights, and potted plants.

4. Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (7 reviews)
"The property is located in such a lovely peaceful setting. Early morning on the patio listening to the birds is calming. The inside of the property is charming and everything is spotless. Very nice and we will return if we ever go back through the area again."
United States
Vicki M.
$199 nightly
The price is $223
Sep 2 - Sep 3
Total with taxes and fees
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

5. Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (7 reviews)
"A lovely accommodation! The cabin was spotless, well kept and comfortable, and the property was private and quiet. Great hosts that were very responsive and quick to help with anything. Would absolutely recommend!"
United States
Shirley Z.
$128 nightly
The price is $143
Sep 14 - Sep 15
Total with taxes and fees
Briar Ridge Cabin in Osgood IN
A wooden interior with a dining table, chairs, a kitchen area, and a small window.

6. Unwind Haven

Unwind Haven
Versailles
8.0 out of 10, Very Good, (1 review)
$177 nightly
The price is $198
Sep 2 - Sep 3
Total with taxes and fees
Unwind Haven
A modern living room with a black sofa, a dining table with chairs, a kitchen area with a refrigerator, and a large window.

7. Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi
Columbus
9.8 out of 10, Exceptional, (9 reviews)
"I stayed here with my husband and my mother, and we all loved it! The apartment was very modern and clean, and was in a great location. I would definitely recommend staying here, and hope to do so again in the near future!"
United States
Vivian K.
$166 nightly
The price is $174
Sep 6 - Sep 7
Total with taxes and fees
Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi
A brick pathway lined with black wrought iron fencing and trees, leading to a building with a brick facade and a red roof.

8. Downtown Columbus~Stunning Upscale 1 bd Suite

Downtown Columbus~Stunning Upscale 1 bd Suite
Columbus
9.4 out of 10, Exceptional, (9 reviews)
"The host was welcoming and very responsive. The home had all the essentials and was comfortable and inviting!"
United States
Jennifer F.
$169 nightly
The price is $177
Sep 6 - Sep 7
Total with taxes and fees
Downtown Columbus~Stunning Upscale 1 bd Suite
A brick pathway lined with trees and a black iron fence.

9. Walkable Downtown Getaway (FREE Bikes to use)

Walkable Downtown Getaway (FREE Bikes to use)
Columbus
9.6 out of 10, Exceptional, (5 reviews)
"Clean and simple place to stay with great access to downtown Columbus - perfect for enjoying restaurants and architecture tours offered by the town."
United States
Lincoln G.
$159 nightly
The price is $166
Sep 7 - Sep 8
Total with taxes and fees
Walkable Downtown Getaway (FREE Bikes to use)
A brick pathway lined with trees and a black iron fence.

10. Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Downtown Getaway ~ Historic & Peaceful, FREE Bikes
Columbus
9.8 out of 10, Exceptional, (8 reviews)
"Enjoyed our quick visit! Would rent again. Thanks"
United States
Ashley G.
$150 nightly
The price is $157
Sep 2 - Sep 3
Total with taxes and fees
Downtown Getaway ~ Historic & Peaceful, FREE Bikes
A brick pathway lined with trees and a black iron fence, leading to a building with a brick facade.

11. Walkable Cozy Downtown Studio (FREE Bikes to use)

Walkable Cozy Downtown Studio (FREE Bikes to use)
Columbus
7.4 out of 10, Good, (3 reviews)
"The location was excellent and the place was clean. Easy to check in and out. "
United States
Mary C.
$141 nightly
The price is $147
Sep 3 - Sep 4
Total with taxes and fees
Walkable Cozy Downtown Studio (FREE Bikes to use)
A kitchen with white cabinets, a stainless steel refrigerator, a black countertop, and a window with a black valance.

12. Downtown Columbus

Downtown Columbus
Columbus
9.8 out of 10, Exceptional, (27 reviews)
"This place was just perfect for us! Cute little neighborhood! Clean and comfortable, we will be back soon!!"
United States
Meghan I.
$181 nightly
The price is $203
Sep 15 - Sep 16
Total with taxes and fees
Downtown Columbus
A hallway with a carpeted floor, wooden doors with glass panels, a television mounted on the wall, and a window with blinds.

13. Cozy Downtown 3 Bedroom

Cozy Downtown 3 Bedroom
Columbus
9.0 out of 10, Wonderful, (18 reviews)
"Extremely attentive and responsive hosts. Great space in walking distance from every thing downtown. Would definitely book again."
United States
Sarah S.
$191 nightly
The price is $214
Sep 28 - Sep 29
Total with taxes and fees
Cozy Downtown 3 Bedroom
A modern living room with a sofa, a green armchair, a coffee table, and a bookshelf filled with plants and decorative items.

14. Walkable Historic Home (FREE Bikes to use)

Walkable Historic Home (FREE Bikes to use)
Columbus
9.4 out of 10, Exceptional, (11 reviews)
"Nice place and clean"
United States
Kathy J.
$155 nightly
The price is $163
Sep 7 - Sep 8
Total with taxes and fees
Walkable Historic Home (FREE Bikes to use)
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

Best Western Edinburgh/Columbus

Best Western Edinburgh/Columbus

10/10 Excellent
"What a wonderful gift this property and the staff are after a crazy travel day with interstate shutdowns and multiple cities with heavy construction going on. Clean property, bed was amazing and so was my hot shower. Grabbed a bite of breakfast on the way out and the coffee warmed my soul."
Mary 1-night trip
Posted 1 hour ago
Best Western Edinburgh/Columbus

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 $143 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.

Frequently asked questions

Can I find vacation rentals in Westport?

Yes, you can find vacation rentals close to top points of interest in Westport, or you can go with a more remote option if you want a relaxing place to stay.

What's the top vacation rental that Westport has to offer?

Cozy Downtown 3 Bedroom: This vacation home rental outside of Westport is located in the city center and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Westport?

While exploring the area, visit family-friendly sights like Kidscommons Children's Museum, or get outside and enjoy nature at Muscatatuck County Park. In the larger area, you’ll find Muscatatuck Urban Training Center and Otter Creek Golf Course.

What’s a vacation rental in Westport like?

Vacation rentals are privately owned properties you can book for short or long periods in Westport. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is an attractive option for small groups.