Vacation rentals in Westport

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Top-rated vacation rentals in Westport

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Top guest favorite

The exterior view showcases a charming entry with a covered porch and a well-maintained lawn. A seated area with chairs is present, complemented by vibrant flower pots. The siding features a neutral color, and large windows provide an inviting appearance.

Guest suite in Batesville

4.98 out of 5 average rating, 188 reviews

Modern Private Entrance Studio Apt extended/nitely

New fully furnished 2-nd floor studio apartment in quiet up-scale neighborhood. Keyed private entry to indoor stairwell. Approx 800 sq-ft. Hardwood floors, great room, very large windows, lots of light. Floor plan with full kitchen & seating area, living area w/ sofa, chairs, ottomans. Sleeping section includes queen bed adjacent to 3/4 bath. Wi-Fi, USB charg-ports at bedside and desk lamp. Wall mounted 164 channel fiber-optic 32-inch HD flat screen TV with HBO, Starz, Sports, premium channels.

Top guest favorite

The exterior of a brick cottage is displayed, featuring a welcoming front door under a decorative awning. Flower boxes with vibrant blooms are mounted beneath shuttered windows, adding a touch of color. The landscaped area is well-kept, enhancing the home's charming appeal.

Home in Oldenburg

4.99 out of 5 average rating, 198 reviews

Historic Drees Haus, Oldenburg

Drees Haus is a charming 1870s home on the historic district walking tour of Oldenburg. Located on a quiet street, across the street from the convent wall, and next to the well-maintained village park, this brick cottage home is an example of the town's late 19th century architectural style. It reflects the German heritage of the village, with much of the artwork and furniture original to the town and surrounding area. Easy walking distance to restaurants, shops, and the Catholic church

Top guest favorite

A landscaped courtyard is surrounded by a wooden fence, featuring vibrant flowers in shades of red, yellow, and white. A cozy seating area is visible on the stone patio, with a small table and chairs positioned in front of the flower bed.

Home in Vernon

5 out of 5 average rating, 36 reviews

Charming Historic Retreat Home

Encounter small-town hospitality and charm in this historic 1840s home in the quaint Town of Vernon. Our two-story brick home has all the modern amenities with a spacious central living room, cozy kitchen, private downstairs bedroom with sitting area and half-bath, and two upstairs bedrooms. Spend a relaxed evening around the courtyard firepit, or have some fun playing board games at the hand-crafted coffee table. Only a short walk to two restaurants, the town park, and the Muscatatuck River.

Guest favorite

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

4.95 out of 5 average rating, 133 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.

Guest favorite

A single-story house displays a welcoming exterior with beige siding and red shutters. A manicured lawn is complemented by colorful flowers and shrubs in front. A solid pathway leads to the entrance, with a mailbox positioned at the edge of the property.

Home in Osgood

4.94 out of 5 average rating, 114 reviews

Wilmer Crash Pad: Simple home, includes breakfast

It's a simple 2 bed, 1 bath house that is perfect for short or long stays, depending on your needs. It is on a quiet, dead-end street with a relaxing vibe. The home is well-equipped with *everything* you would need for daily life. Family friendly with toys, games, etc. Blow-up mattress and futon for extra sleepers. Keyless entry. Two car detached garage. Perfect for work trips or area visits. One hour from Cincy, 75 minutes to Indy, 90 minutes to Louisville, 20 minutes to Batesville.

Guest favorite

The interior features a striking wooden staircase that leads to a loft space, framed by large windows that offer views of the surrounding trees. A circular dining table with dark wooden chairs is complemented by decorative vases, while a stone fireplace adds rustic charm to the setting.

Cabin in North Vernon

4.93 out of 5 average rating, 56 reviews

Otter Ridge Retreat

Nestled in the trees atop a 70 ft ridge overlooking a fork of the Muscatatuck River, sits this charming cabin with expansive views from every room. This new home, completed in 2024, is an original design built with our own hands incorporating wood posts & beams milled using logs from our farm and large expansions of glass to magnify the experience of living in nature while enjoying the comforts of home. This stylish cabin has been described as "the perfect mix of rustic and elegant."

Guest favorite

The exterior of the historic home features a welcoming entrance with a broad set of steps leading to a covered porch. Lush greenery and flower beds frame the path, while large, arched windows provide natural light to the interior. The brick façade reflects the character of the era.

Home in Columbus

4.92 out of 5 average rating, 169 reviews

Perfect location. Beautiful historic home.

We clean thoroughly by the highest standards. This is a beautiful historic home. Hardwood floors throughout. Lg rooms with lots of light. There is much to see blocks away. Visitor’s Center and the Library across the street. Just 25 minutes away from Nashville, IN, and 50 minutes from Downtown Indy. We provide all the amenities you need, including a fully equipped kitchen. Coffee Maker and Keurig. Even a blender. There is an electric fireplace and a relaxing enclosed porch.

Top guest favorite

A welcoming living area is centered around a wooden coffee table adorned with decorative items. Two comfortable sofas, equipped with cushions, invite relaxation. Natural light filters through windows, and a rustic ladder leans against the wall. A glimpse of the kitchen area can be seen in the background.

Cottage in Sunman

4.99 out of 5 average rating, 128 reviews

Phil’s Place, a comfy country cottage with hot-tub

You have found your secluded getaway from it all! Enjoy all the comforts of home in a quaint country setting. Extra amenities include a hot tub and a bottle of local wine to enjoy! Centrally located, visitors can easily explore all the Tri-state area has to offer, like Perfect North Slopes, Creation museum, antique markets, casinos, and festivals like Friendship muzzleloader shoot, Freudenfest, and Happy Valley Bluegrass. There are 3 wineries and 2 breweries all within 30 minutes!

Guest favorite

The cabin exterior is softly illuminated by string lights, creating a warm ambiance. Wood siding complements the design, while tall windows enhance the visual appeal. A small patio area with chairs invites relaxation in the tranquil wooded setting.

Cabin in Madison

4.98 out of 5 average rating, 486 reviews

Cabin on the Ridge: The Sequel

Welcome to the area's first new construction short term rental tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (25 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Top guest favorite

A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.

Cabin in Nashville

5 out of 5 average rating, 468 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

Guest favorite

A modern living space features a black sofa positioned next to a wooden sliding door. A round white dining table with four chairs is set against a light-colored wall. Natural light fills the room, complemented by a textured area rug and a wooden bowl of fruit on the kitchen counter.

Apartment in Columbus

4.95 out of 5 average rating, 144 reviews

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

***** Most reviewed SUPERHOST in Columbus ***** Easy check-in with our guest portal—access codes, Wi-Fi, parking, and directions all in one place. Business guests can also download invoices hassle-free. Discover the perfect blend of comfort and convenience in this newly renovated 1-bedroom unit. Sleep soundly with a white noise machine. Ideal for both short and extended visits, enjoy a relaxing retreat within walking to Columbus's downtown charm.

Top guest favorite

An inviting living area features a plush gray sofa adorned with decorative pillows. A wooden coffee table occupies the center, and a contemporary lamp stands beside a cozy chair. Light filters through the sliding glass doors, reflecting off the warm wooden floors.

Cabin in Versailles

4.98 out of 5 average rating, 142 reviews

Mamaws Cabin Hot tub, Creation Museum/ARK, Hiking

Spacious cabin (1100 sq feet) was once Mamaw's home. Sleeps 2 private and 4 more semi-private, 6 people total. Built in a primitive country style, it features a Loft bedroom that sleeps 3, an additional small bedroom that sleeps 1 and a Master Bedroom with Queen- size Sleep Number Bed. Fully functional kitchen and bath including washer/dryer. Outdoor fire-pit and hot tub. ROKU TV/ DVDs, No cable. Wii gaming system. WiFi available.