Holiday houses 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

Hidden Gem, Hot tub, pool table - EV+, Sleep# Bed

Experience the perfect blend of comfort and convenience in this delightful 3BR, 2 BA ranch-style home. Designed with style in mind, the outdoor experience helps melt the stress away with the perfect backyard, private firepit, and warm glowing lights. This family-friendly residence is a seamless fusion of functionality and style. The kitchen was crafted for chefs and busy families cooking on the go. Traveling with kids? This is the perfect fun spot with plenty of games. Level 2 -EV charger.

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.

Chic, Comfy and Private Stay

This stylish-private space offers everything you need for a comfortable stay just minutes from downtown Indianapolis. Whether you’re visiting for business, events, or a weekend getaway, you’ll enjoy a private atmosphere with convenient access to the city’s best dining, shopping, and entertainment. The plush king-size bed will offer ultimate comfort. Private fenced yard for added peace and quiet. Perfect for solo travelers, couples, or remote workers looking for a stay close to downtown.

Lovely home in quiet and friendly neighborhood!

This charming 3 bedroom 2 full bathroom home is ready to make you feel right at home! Located just 2 minutes from St Francis Hospital, 10 minutes to downtown Greenwood, 19 minutes to downtown Indy, the home is just minutes from all kinds of restaurants, shopping, and entertainment, yet provides a tranquil retreat in a quiet, friendly neighborhood. Travel nurse? Loved one in the hospital and you want to be near? Work or internship? Just need a vacation? This is the place for you!

The Country Gathering - Sleeps 4 - Greenwood/Indy

5 YEARS AS SUPER HOST!!! 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.

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.

Game Room|HotTub|Gym|Theater|Pet-Friendly|Sleeps14

Welcome to your perfect getaway at this beautiful 4-bedroom, 2-bathroom home. Relax in the private hot tub, challenge friends in the game room, or stream a movie in your theater. Stay fit in the gym, then grill dinner steps from the water while your pet roams safely. Fast Wi-Fi, washer/dryer, and a full kitchen keep long stays simple. Only 10 min to Lucas Oil & downtown Indy, with free onsite parking. Book now to lock in your dates!

Newly renovated 1400 Square Foot 3 Bedroom Home.

1400 square foot 3 BR 2 BA home that sits on a quiet street tucked away just minutes from shopping, and dining. We can easily accommodate up to 7 guests. Perfect location just 5 minutes from I-65 and I-465. 10 minutes from downtown Indy, 5 minutes from Greenwood. We have all the amenities you need for a short two night stay or as long as you need. Fully stocked kitchen if you want to stay in and make a meal. This place feels like home!