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Westport Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

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, (19 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.
The price is CA $390
CA $507 total
includes taxes & fees
Oct 6 - Oct 7
COZY LAKEHOUSE PRIVATE SETTING - LAKE FRONT VIEW
A wooden deck with a 'WELCOME' sign, surrounded by trees and a path.

2. Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (9 reviews)
"5 star stay forgot my fishing 🎣 😒 pole , just like being back in holler in nc"
United States
Kelsie
The price is CA $193
CA $264 total
includes taxes & fees
Oct 8 - Oct 9
Briar Ridge Cabin in Osgood IN
An outdoor patio with a covered seating area, string lights, and potted plants.

3. 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.
The price is CA $255
CA $323 total
includes taxes & fees
Oct 14 - Oct 15
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
A brick pathway lined with trees and a black iron fence.

4. 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.
The price is CA $177
CA $262 total
includes taxes & fees
Oct 6 - Oct 7
Walkable Downtown Getaway (FREE Bikes to use)
A brick pathway lined with trees and a black iron fence.

5. 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.
The price is CA $177
CA $263 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Getaway ~ Historic & Peaceful, FREE Bikes
A brick pathway lined with black wrought iron fencing and trees, leading to a building with a brick facade and a red roof.

6. 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.
The price is CA $189
CA $277 total
includes taxes & fees
Oct 4 - Oct 5
Downtown Columbus~Stunning Upscale 1 bd Suite
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.
The price is CA $189
CA $274 total
includes taxes & fees
Oct 4 - Oct 5
Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi
A brick pathway lined with trees and a black iron fence, leading to a building with a brick facade.

8. 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.
The price is CA $126
CA $209 total
includes taxes & fees
Oct 4 - Oct 5
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.

9. Downtown Columbus

Downtown Columbus
Columbus
9.8 out of 10, Exceptional, (28 reviews)
"This place was just perfect for us! Cute little neighborhood! Clean and comfortable, we will be back soon!!"
United States
Meghan I.
The price is CA $117
CA $290 total
includes taxes & fees
Nov 1 - Nov 2
Downtown Columbus
A hallway with a carpeted floor, wooden doors with glass panels, a television mounted on the wall, and a window with blinds.

10. 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.
The price is CA $114
CA $289 total
includes taxes & fees
Oct 11 - Oct 12
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.

11. Walkable Historic Home (FREE Bikes to use)

Walkable Historic Home (FREE Bikes to use)
Columbus
9.2 out of 10, Wonderful, (13 reviews)
"Nice place and clean"
United States
Kathy J.
The price is CA $171
CA $256 total
includes taxes & fees
Oct 6 - Oct 7
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

Comfort Inn Edinburgh - Columbus

Comfort Inn Edinburgh - Columbus

8/10 Good
"Very nice overall. The mattresses could be updated and the breakfast was nice except there was no real half and half for the coffee(just the flavored fake creamers)."
Heidi 1-night trip
Posted 5 hours ago
Comfort Inn Edinburgh - Columbus

Find out more about Westport

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Westport. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Riverside Cabin w/ 3 Decks in North Vernon!: This vacation home rental outside of Westport is located on a river and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Circle K Fieldhouse at NexusPark.

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.