Vacation rentals in Southport

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Top-rated vacation rentals in Southport

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Guest favorite

The kitchen features a large wooden island with a white base, surrounded by black stools. Wood ceiling beams complement the light wood cabinetry and black appliances. Natural light streams through the windows, highlighting the modern sink and contemporary fixtures.

Home in Greenwood

4.97 out of 5 average rating, 101 reviews

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

Top 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, 563 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 The Country Gathering is shown, featuring a charming Carriage House with a peaked roof and decorative cupola. The brick and siding façade is complemented by a welcoming porch, rocking chairs, and a landscaped area with greenery and flowers.

Guesthouse in Bargersville

4.98 out of 5 average rating, 231 reviews

The Country Gathering - Sleeps 4 - Greenwood/Indy

*NEW* The Country Gathering is in the upstairs of a Carriage House that was built on the property of a large home, located on the border of Greenwood/Bargersville in Johnson County, Indiana. The Carriage House has charm and character with a wooded backyard sitting on 4 acres. Sit or swing on the beautiful covered porch while you enjoy the view of the lake and fountain or feel free to walk around and enjoy the park-like setting. Extra charge of $10 per adult/per night over the first 2 adults.

Top guest favorite

A cozy living area features a sectional sofa with colorful throw pillows and an ottoman. An elegant clock adorns the wall above a decorative fireplace. A television is mounted opposite a large window, partially covered by patterned curtains. A light rug complements the hardwood floor.

Home in Greenwood

4.98 out of 5 average rating, 200 reviews

Charming 2-bedroom home on Greenwood bike trail

Cozy up with the whole family in this lovely two-bedroom, one-bathroom home. This stay includes a king and queen bed, with a TV in each bedroom. Grab a bite to eat at one of the many local restaurants or whip up your own meal in the fully-stocked kitchen. A dishwasher, microwave, air fryer, Keurig, pet bowls, and toddler dishes/utensils are included. Be sure to take advantage of the fenced-in backyard, fire pit, and gas grill. You will find a treadmill, elliptical, and weights in the garage.

Top guest favorite

A spacious living area features muted gray walls and a large picture window dressed in patterned curtains. A recliner couch, accented with decorative pillows, is paired with a Moon Pod therapeutic bean bag chair. A wooden coffee table is centered on a patterned area rug.

Apartment in Indianapolis

4.93 out of 5 average rating, 163 reviews

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Plush Pillowtop hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Superhost

A charming cottage with yellow siding and a welcoming entrance is showcased. A porch leads to the front door, adorned with an American flag. Lush greenery surrounds the property, providing a peaceful atmosphere. A gravel driveway is visible, adding to the outdoor space.

Bungalow in Indianapolis

4.79 out of 5 average rating, 344 reviews

The Onyx Cottage - Very Cozy and Private

Welcome to your own private cottage. A completely furnished space with all the amenities you can expect in a big house. Home is fully air conditioned and heated. The bedroom does not have a door on purpose due to the design of the small space. You are welcome to bring your furry family (pets) along. You're a mere 5 minutes from the Fountain Square cultural district, with its independent eateries, 12mins from downtown, 18mins from airport & right on the interstates for fast travel.

Top guest favorite

A hot tub is situated on the roof deck, featuring flowing water and seating nearby. The backdrop includes a view of rooftops and trees, with soft hints of a sunset sky visible in the distance.

Home in Bates - Hendricks

4.99 out of 5 average rating, 197 reviews

Bates Hendricks Luxe with Roof Deck

I am so excited to share my beautiful house with you, located in the Bates Hendricks neighborhood of Indy. Close to Fountain Square, Lucas Oil Stadium, Gainbridge Fieldhouse and lots more fun. The house has 3 beautiful bedrooms, 2 ensuite. There is a lounge upstairs with a comfy leather futon for more sleeping room. Off that is a beautiful roof deck with gas BBQ, firepit and dining for 6+. Also located on the same street as the famous HGTV Good Bones girls shop. Come visit Indy!

Top guest favorite

Apartment in Indianapolis

4.98 out of 5 average rating, 403 reviews

Enjoy Comfort & History! - Suite w/ Private Entry

We look forward to welcoming you to a private suite that is the guest quarters in our home. You’ll have a private entrance & 3 rooms to yourself. There’s a living room with a table and chairs, a bedroom with a queen-size bed - nightstands, dresser and closet space with hangers for your use - and a newly remodeled full bathroom. There’s also a kitchenette in the hallway which is an antique Hoosier Cabinet equipped with a microwave, mini-fridge, coffee pot, and hot water pot.

Guest favorite

A spacious bed is centered against a warm-toned accent wall, framed by two bedside lamps. The bed is layered with a decorative throw, adding texture to the neutral bedding. A simple wall hanging complements the decor, enhancing the serene ambiance of the room.

Home in Irvington

4.9 out of 5 average rating, 311 reviews

Private Irvington Carriage House

This spacious, newly renovated carriage house comfortably sleeps 4-5. Private entrance leads to a meticulously cleaned, peaceful abode- only 10 minutes to downtown Indy!! Enjoy walks with a cup of coffee to take in all of Historic Irvington, or simply relax in this quiet retreat and enjoy the only table shuffleboard in a private rental in all of Indianapolis! A fully stocked kitchen allows for longer stays. We offer no-contact check-in, but we are nearby to help out if needed.

Guest favorite

A well-lit bedroom features a spacious bed with crisp white linens. Two windows allow natural light to fill the room, adorned with soft curtains. A decorative wall piece adds character, while a small plant and a nightstand enhance the inviting atmosphere.

Home in Indianapolis

4.93 out of 5 average rating, 162 reviews

Cozy Clean Urban Indy Home

Enjoy an unforgettable comfy stay at our modern humble abode! Newly renovated, offers an airy abundance of natural light and inviting interior, located just short 10 minutes from downtown and 8 minutes from Fountain Square, but outside the hustle and bustle. Convenient location minutes away from neighborhood market, various fast food and casual dining establishments, and right off highway 65. The house has a fully equipped kitchen, free WiFI, Roku smart TVs, and much more.

Top guest favorite

A comfortable living area features a sectional couch in warm tones, complemented by a patterned area rug. Natural light filters through large windows, highlighting a casual armchair and modern lighting fixture. A wall-mounted television is positioned opposite the seating arrangement.

Home in Indianapolis

4.97 out of 5 average rating, 178 reviews

*Home away from home, 15 min. to Indy downtown

Enjoy your home away from home in a quiet neighborhood just minutes from all the attractions of downtown Indy. 5 minutes from the highway with lots of restaurants and stores nearby. 15 minutes to the Lucas Oil Stadium, 20 minutes to the Convention Center, Indianapolis Zoo, and White River State Park. 25 minutes to the Motor Speedway. Home is fresh, comfortable, and stylish. Stocked kitchen, fully fenced backyard with a fire pit and a picnic table.

Guest favorite

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, 139 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.