Westport Vacation Rentals

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Our top choices for Westport vacation rentals

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
The price is CA $198
CA $253 total
includes taxes & fees
Apr 13 - Apr 14
Briar Ridge Cabin in Osgood IN

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (1 review)
"We had a nice, peaceful couple's weekend at this property. The guest house was very clean and well-equipped. All the linen was fresh. The bed was VERY comfortable - it was top quality. We enjoyed fishing and kayaking at the lake. We also enjoyed star gazing at the firepit at night. It was a great place to unwind."
United States
Rachael G.
The price is CA $218
CA $277 total
includes taxes & fees
Apr 12 - Apr 13
Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Historic Corner Cottage, 2 King, 1 Full Beds, Fireplace, Downtown Walkable

Historic Corner Cottage, 2 King, 1 Full Beds, Fireplace, Downtown Walkable
Greensburg
10.0 out of 10, Exceptional, (2 reviews)
"We had a last minute emergency and they were willing to work with us as we had pre paid for the stay. Incredible hosts! I would highly recomend and I am looking forward to staying at this property the next time we are in the area!"
United States
Heather J.
The price is CA $312
CA $574 total
includes taxes & fees
Apr 10 - Apr 11
Historic Corner Cottage, 2 King, 1 Full Beds, Fireplace, Downtown Walkable

Cozy Hollow Cabin - Pond, Hot Tub & Warm-Weather Game Garage Near Nashville

Cozy Hollow Cabin - Pond, Hot Tub & Warm-Weather Game Garage Near Nashville
Columbus
9.8 out of 10, Exceptional, (6 reviews)
"We made some amazing Christmas family memories with our stay at cozy hollow! We took full advantage of everything the cabin offered! "
United States
Kelly B.
The price is CA $443
CA $864 total
includes taxes & fees
Apr 12 - Apr 13
Cozy Hollow Cabin - Pond, Hot Tub & Warm-Weather Game Garage Near Nashville

Luxurious Estate by Brown County (40+ Private Acres And A Pond); Great Amenities

Luxurious Estate by Brown County (40+ Private Acres And A Pond); Great Amenities
Columbus
10.0 out of 10, Exceptional, (56 reviews)
"Group of 18 guys stayed for 4 nights and had a fantastic time. Plenty of room inside and plenty of room outside."
United States
Dave B.
The price is CA $1,176
CA $2,139 total
includes taxes & fees
Apr 13 - Apr 14
Luxurious Estate by Brown County (40+ Private Acres And A Pond); Great Amenities

Walkable Historic Home (FREE Bikes to use)

Walkable Historic Home (FREE Bikes to use)
Columbus
9.8 out of 10, Exceptional, (6 reviews)
"Great location! We will book again. "
United States
Bobbie R.
The price is CA $137
CA $217 total
includes taxes & fees
Apr 13 - Apr 14
Walkable Historic Home (FREE Bikes to use)

New-Honeymoon Suite-Hot Tub-Romantic Getaway

New-Honeymoon Suite-Hot Tub-Romantic Getaway
Milroy
10.0 out of 10, Exceptional, (3 reviews)
"Amazing host! Great amenities and lovely space! Loved seeing the animals! We even got snow during my stay which was so pretty! "
United States
Christina V.
The price is CA $203
CA $355 total
includes taxes & fees
Apr 13 - Apr 14
New-Honeymoon Suite-Hot Tub-Romantic Getaway

Charming Historic Retreat Home

Charming Historic Retreat Home
Vernon
10.0 out of 10, Exceptional, (18 reviews)
"Great place with lots of charm. "
United States
Jennifer W.
The price is CA $208
CA $351 total
includes taxes & fees
May 3 - May 4
Charming Historic Retreat Home

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, (7 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 $152
CA $233 total
includes taxes & fees
Apr 30 - May 1
Cozy 1-Bedroom Retreat ~ New Remodel, Fast Wi-Fi

Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Downtown Getaway ~ Historic & Peaceful, FREE Bikes
Columbus
9.6 out of 10, Exceptional, (5 reviews)
"The host was very responsive. The accommodations were very clean. "
United States
Amy B.
The price is CA $136
CA $215 total
includes taxes & fees
Apr 29 - Apr 30
Downtown Getaway ~ Historic & Peaceful, FREE Bikes

Walkable Cozy Downtown Studio (FREE Bikes to use)

Walkable Cozy Downtown Studio (FREE Bikes to use)
Columbus
6.0 out of 10, (2 reviews)
"The location was excellent and the place was clean. Easy to check in and out. "
United States
Mary C.
The price is CA $110
CA $188 total
includes taxes & fees
Apr 13 - Apr 14
Walkable Cozy Downtown Studio (FREE Bikes to use)

Walkable Downtown Getaway (FREE Bikes to use)

Walkable Downtown Getaway (FREE Bikes to use)
Columbus
10.0 out of 10, Exceptional, (4 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 $142
CA $221 total
includes taxes & fees
Apr 12 - Apr 13
Walkable Downtown Getaway (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

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?

Windrush: Indoor Pool/Hot Tub/Sauna/Arcade: This vacation home rental outside of Westport is located on a river and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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 Park Theatre Civic Center.

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.