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.

Guest favorite

A red barn stands alongside silos against a cloudy sky, while a gravel driveway leads to the building. A large tree provides shade near the barn, and the green landscape complements the rural setting.

Farm stay in Whiteland

4.89 out of 5 average rating, 559 reviews

The Vintage Farmhouse

Charming, full sized apartment w private entrance located on 2 acres in a beautiful country setting 10 minutes from the city. 840 sq ft accommodates up to 7 people. Pet friendly, happy to share our fenced yard w your pets. Full kitchen, washer/dryer, free Wi-Fi, smart TV. Owner on site. 30 min. from downtown Indy, Indpls Intl Airport or Indpls Motor Speedway. PARKING FOR TRAILERS/UHAULS ETC. 6500 sq ft fenced yard w pizza oven available for gatherings, addtl fees apply. Inquire before booking

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

5 out of 5 average rating, 202 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

Guest favorite

Cabin in Owenton

4.85 out of 5 average rating, 451 reviews

Rustic Container Cabin • Farm Stay • Near Ark

Discover the charm of our rustic container cabin on a wooded ridge of our family farm. Freshly painted exterior—same comfy interior. 30 min to Ark Encounter. Unwind on the sunset porch under string lights, enjoy the fire pit & grill, and breathe crisp Kentucky air as you explore 200 acres of hills and trails. Inside: vintage farm touches, comfy memory-foam bed(s), efficient kitchenette, heat/AC, and a one-of-a-kind bath. A peaceful base for the Ark and Boutbon Trail. A true Kentucky farm stay.

Top guest favorite

The exterior of a historic two-story building is presented, featuring a white facade with distinctive architectural details. Warm lighting illuminates the entrance and surrounding area, while a tree with sparse branches is visible in the foreground. The setting reflects a calm evening atmosphere.

Apartment in Lawrenceburg

4.96 out of 5 average rating, 120 reviews

The Dunn Houses on Elm Row

Welcome to the Dunn Houses on Elm Row, we are 15 mins, from CVG Airport and the Cincinnati/N.Kentucky area. We have the quaintness of a small town, but the ability to keep you busy. You can try your hand at slots, enjoy a concert, dine at one of many restaurants/bar, or enjoy nature with the bike/walking trail or the many parks locally. At the Dunn Houses, we will go out of our way to make your stay memorable. We hope when you stay with us, you experience what makes Lawrenceburg so special.

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

4.96 out of 5 average rating, 138 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

Two patterned armchairs with a mix of textured fabrics are positioned facing a vibrant painting of a nature scene, framed in an ornate gold frame. The artwork depicts a serene landscape with a building beside a stream, set against a backdrop of trees.

Townhouse in Columbus

4.88 out of 5 average rating, 279 reviews

Walkable Cozy Downtown Studio (FREE Bikes to use)

Eat a relaxing breakfast with a view of 5 architectural monuments from the front porch or stroll to the numerous restaurants, coffee shops, or bakeries before you explore Columbus. Walk to everything from this stunning fully furnished private apartment in downtown Columbus with FREE off street parking. This remodeled cozy studio, originally built in 1865, features a stocked kitchenette, queen bed with linens, tub shower with linens, 50 inch smart tv with Netflix, and Wi-Fi. Bikes available

Guest favorite

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

4.94 out of 5 average rating, 83 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 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, 118 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

A cozy bedroom is visible through an open doorway, featuring a spacious bed with white bedding arranged neatly. A nightstand holds a small lamp and a simple plant. The calming wall color highlights the room's design, with light flowing softly into the space.

Apartment in Columbus

4.93 out of 5 average rating, 70 reviews

Downtown Columbus~Stunning Upscale 1 bd Suite

***** 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. Bright & beautifully designed, this spacious 1-bedroom suite boasts stunning natural light and captivating city views. Perfect for business or leisure travelers, enjoy upscale atmosphere that feels like home. Just steps from downtown Columbus, this suite offers style and convenience.

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, 130 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!

Superhost

A small green house stands among trees, featuring a wooden deck at the entrance. Two white chairs are situated on the patio, and the structure has multiple windows that allow natural light to fill the interior.

Tiny home in Indianapolis

4.85 out of 5 average rating, 137 reviews

Cozy Tiny House Nestled in the Trees

Take it easy at this unique and tranquil getaway. In a charming tiny house surrounded by trees and birdsong, you can unplug and relax without going too far off the beaten path. Only a 15 minute drive from downtown, we’re conveniently located between Fountain Square, Irvington, Beech Grove, and Wanamaker. Curl up with a cup of tea and a good book, sit on the patio and watch for deer, or take a walk around our fledgling 9-acre permaculture farm.