Holiday rentals in Southport

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).

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

Crimson Hound - close to UIndy & Downtown Indy

GREAT LOCATION! Our 1 bedroom Indianapolis rental is centrally located just three blocks away from University of Indianapolis campus and 5 miles from Downtown Indianapolis. Our space is perfect for a couple or small group (max 4 adults) Enjoy a new Queen bed & sofa bed (in living room). This 360 sq ft house has a living & dining area, kitchen w/ a full fridge, and in unit laundry! Enjoy the private backyard and walkable neighborhood. Lucas oil: 5.3 mi Fountain Square: 2.4 mi Mass Ave: 5.1 mi

Comfortable Kitchen

Our house was originally built in 1910. My husband and I have spent the past 10 yrs renovating from the inside out to create a simple and comfortable apartment experience. Whether looking for an easy transition or a comfortable extended stay, our month to month concept allows for flexibility and peace of mind. The outside still needs work but we strive to keep a clean and quiet environment. Being on a main street and close to the city allows for easy travel times anywhere inside the I-465 loop.

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.

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.

King Beds | Coffee Bar + Rave Reviews

Welcome to Brightside Bungalow by Lazy Sunday Rentals 🦥 🎨 Vibrant & Colorful Stay – full of personality & charm! 🛏 All King Beds – Ultimate comfort = restful sleep. 🎶 Entertainment – Bluetooth speaker, vast book collection, local coffee. 🍽 Culinary Ready – A fully stocked kitchen w/ custom-built bar top. 🛍 Walkable Fun – Local shops & restaurants just a 10-min stroll away. 🌳 Nature Nearby – A beautiful park is only a 5-min walk! 🏙 Prime Location – <10 min from downtown Indy!

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.

NEW Modern Greenwood Getaway

Newly renovated in 2024, enjoy a comfortable stay at this modern home walkable to delicious restaurants & breweries. Only a 20 min drive to downtown, Lucas Oil Stadium, Gainbridge Fieldhouse and the Convention Center! This is a great space for families, small groups, and working medical professionals due to the proximity of nearby hospitals to visit Greenwood or Indy! We provide our guests with a $10 Starbucks gift card to enjoy during their stay. Cheers!

*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.

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.

Carriage Home w/ early check in

Discover the perfect blend of historical charm and modern convenience in our cozy home, located in the heart of Indianapolis' Old North Side. Offering early check-in, you can kick-start your exploration of the city without a moment's delay. Our prime location ensures you're just moments away from downtown's bustling scene, the Indiana Convention Center, Gainbridge Fieldhouse, and Lucas Oil Stadium. Free Parking Free Coffee