Holiday rentals in Southport

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).

4.89 out of 5 average rating, 558 reviews

Farm stay in Whiteland

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

Flat in Bates - Hendricks

4.94 out of 5 average rating, 161 reviews

Beautiful getaway! Sleeps 4 | 5 min To Lucas Oil!

Enjoy a stylish experience at this centrally-located apartment. We are so happy to share our newly remodeled apartment with you! We are close to all things Downtown. Walking distance to Lincoln Lane Coffee, The Vault Speakeasy and The Burger Joint House Bar and Restaurant. We are a 5 minute Uber to the Convention Center and Lucas Oil Stadium. We look forward to hosting you! If you are bringing a pet, it must be approved and listed on the reservation. There is an air mattress for 2 of the guests.

Guest house in Bargersville

4.98 out of 5 average rating, 229 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.

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.

4.9 out of 5 average rating, 40 reviews

Convenient 2 bedroom*King Bed*

Your family will be close to everything when you stay at this centrally-located home. The unit is part of a duplex, featuring a driveway for off street parking. The 2 bedrooms are equipped with a king bed in one and an oversized daybed in the other. The living room has not only a 55" smart TV, but also a dedicated work space. The fully stocked kitchen and outdoor grill will make meal times a breeze. Looking for something to do? Enjoy the collection of games provided for your enjoyment.

4.93 out of 5 average rating, 163 reviews

Flat in Indianapolis

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

Bungalow in Indianapolis

4.79 out of 5 average rating, 343 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.

4.98 out of 5 average rating, 401 reviews

Flat in Indianapolis

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.

4.98 out of 5 average rating, 43 reviews

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!

4.97 out of 5 average rating, 177 reviews

Home in Indianapolis

*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.