Holiday houses in Westport

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Top-rated holiday rentals in Westport

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Farm stay in Milroy
5.0 out of 5 average rating, 48 reviews

New-Honeymoon Suite-Hot Tub-Sauna-Romantic Getaway

Escape to Liv’s Treehouse- a magical honeymoon suite in the heart of Indiana's rolling hills! Although a treehouse, only 4 steps to it! Enjoy a private hot tub, sauna/steam room, stunning scenic views,patio and flat-top grill. The fully-equipped kitchen, double-ended tub, and a king-sized bed with beautiful views, offer both comfort and luxury. Guests are invited to mingle with friendly farm animals for a unique experience. Enjoy the convenience of self check-in in this serene woodland hideaway.

Guest favourite
An exterior view of the reconstructed stone schoolhouse is shown, featuring a peaked roof and a large entry door. Two potted plants flank the entrance. A leafy tree provides shade on a grassy area, with open fields visible in the background under a clear blue sky.
Home in Versailles
4.94 out of 5 average rating, 193 reviews

School Days

Sharpen your pencils and reminisce about your childhood school days in this beautifully reconstructed schoolhouse. Built in 1879, this gorgeous property is situated just minutes from local coffee shops, locally owned restaurants, antique shops and the second largest State Park in Indiana. Be entertained with live music, museums, and other attractions by visiting three conveniently located cities. Come enjoy the modern amenities as well as the historical features this schoolhouse has to offer.

Top Guest favourite
Barn in Shelbyville
4.98 out of 5 average rating, 92 reviews

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Top Guest favourite
The exterior of a charming home showcases a grey facade with white trim. A vibrant red front door stands out, complemented by a covered porch and steps leading to a walkway. Lush green grass surrounds the property, creating a welcoming entrance.
Home in Greensburg
4.96 out of 5 average rating, 113 reviews

Super Cute + Cozy Home Downtown!

🌺5 min off I-74 🌺20 min to Batesville 🌺45 min to Indianapolis 🌺Just over an hour to Cincinnati One of the only homes of its kind in Greensburg, this 900+ sq ft home was built in 1900 and taken down to the studs in 2021. Enjoy a bath in the "soaker" tub, snuggle up with a book in the front room, or have a fire in the private backyard. The paintings through the home are done by the homeowner's grandmother. Feel like baking? Fire up the double ovens in the stunning kitchen. You're home!

Top Guest favourite
Cabin in Osgood
5.0 out of 5 average rating, 18 reviews

Briar Ridge Cabin

Take it easy at this unique and tranquil getaway. Briar Ridge is 6 private acres in the woods. Has a stocked pond for fishing, outdoor fire pit, and features an infrared sauna. It's a place to get away to be by yourself or a romantic spot to spend privately. We supply complementary breakfast foods and toiletries. If you arrived with nothing but the clothes on your back you'd have all that you needed. Bring cash for our well stocked snack bar. If you want to fish please bring your own gear.

Top Guest favourite
The cabin showcases a rustic exterior made of natural wood, featuring a welcoming front porch with wooden railings. Surrounding foliage displays autumn colors, enhancing the serene setting. A driveway leads to a garage door, while steps ascend to the main entry of the cabin.
Cabin in Madison
4.98 out of 5 average rating, 786 reviews

Cabin on the Ridge

Welcome to Cabin on the Ridge, your tranquil retreat nestled in the scenic hills of Madison, Indiana. Just 25 minutes from downtown Madison, our cabin offers a perfect blend of rustic charm and modern comfort. Madison, awarded the “Best Small Town in the Midwest” by USA Today and the Great American Main Street Award, is a must-visit. Enjoy the historic architecture, boutique shops, and delightful eats, or explore Clifty Falls State Park. •Fast wifi •Roku TV/Streaming services •Keurig

Top Guest favourite
Cabin in Versailles
5.0 out of 5 average rating, 18 reviews

Cabin on Versailles State Park Lake

Tucked along the lake at Versailles State Park, this cozy rustic cabin is perfect for individuals, couples, families and friends. It features 2 bedrooms, 2 bathrooms, a full kitchen, and a comfortable living area with lake views. Enjoy a private deck for relaxing, plus easy nearby access to hiking, fishing, and kayaking. A peaceful, secluded, nature-filled getaway with all the comforts of home and yet within walking distance of town. This is a brand new listing!

Top Guest favourite
Dome in Vevay
4.97 out of 5 average rating, 237 reviews

Hilltop Dome, 42 secluded acres in nature

Our Geodome is tucked away on 42 private acres exclusively for you and your guest Enjoy the stars at night, fire pit, hot tub, high speed internet, washer dryer, and smart TV . The Dome is equipped with a 2 ton mini split that will keep you warm in the winter and cool in the summer We are conveniently located within 15 miles of Madison, IN, Vevay, IN, Clifty Falls, Belterra Casino, also within 62 miles of Cincinnati and Louisville.

Top Guest favourite
An outdoor patio is seen, featuring a stone fireplace surrounded by comfortable seating for relaxation. A table sits in the center, complemented by blooming flower pots. The space overlooks an expansive green field, enhancing a tranquil and inviting atmosphere.
Home in Columbus
4.98 out of 5 average rating, 290 reviews

Tranquil Terrace with King Bed Suite

Enjoy privacy on our sunrise terrace with a view to the trees of Haw Creek - yet you are still in a modern neighborhood in Columbus, Indiana. * New Ranch Home Built in 2016 * King Sleep Number Bed Master Suite * High Speed WiFi * Open Concept Living-Dining-Kitchen Area * Disney Channel Plus, Paramount Plus, Prime Video and More * Outdoor Fire Place on Private Patio * Coffee and Tea * Full Kitchen with all Cooking Needs * Laundry

Superhost
Home in Greensburg
4.88 out of 5 average rating, 16 reviews

Quiet NEW home Greensburg, Indiana

Whether it is work or play that brings you to Greensburg, Indiana; this brand-new home has everything you need. It's quiet, comfortable, and central to the city of Greensburg. Our home provides all the amenities you need to call home for as long as you need. Modern farmhouse design and TV's in every room. We provide everything you need. This home is meticulously decorated and we know you will love it! Come see us!

Top Guest favourite
A single-story home is shown, featuring a welcoming front porch with wooden benches. The yard is green and well-kept, with low shrubs and a stone pathway leading to the entrance. Trees provide shade, and the surrounding neighborhood is visible in the background.
Home in Columbus
4.95 out of 5 average rating, 610 reviews

Cozy Home - You'll Love This Place + Garage

Conveniently located across from Lincoln Park Ball Diamonds & Hamilton Ice Center, and just blocks from Columbus Regional Hospital & Nexus Park. Close to restaurants and local activities. This comfortable, welcoming home is in a safe neighborhood and well-stocked with everything you might need. As a frequent traveler myself, I’ve done my best to think of all the essentials so you can relax and enjoy your stay.

Guest favourite
Home in Columbus
4.85 out of 5 average rating, 249 reviews

Heart of Home

Enjoy all the amenities of home in this adorable, and conveniently located duplex situated in a quiet neighborhood. This duplex unit is located within minutes of architecturally diverse Columbus neighborhoods, close to Lincoln Park ball diamonds, biking and people trails are within a mile. The area has a wide variety of local dining favorites and is also 30 minutes from Brown County state park and Nashville.

Popular amenities for Westport holiday rentals