Vacation rentals in Greenfield

Greenfield German Cottage-minutes to downtown Indy

The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

Quaint & Walking Distance to All The Fun!

Our place is recently renovated and walking distance to all of the amazing amenities Greenfield has to offer. Within half a mile of our place you will find beautiful Riley Park, a FREE community Splash Pad, a just renovated public pool with waterslides, the historic Old Log Jail Museum, the famous James Whitcomb Riley Boyhood Home and Museum, and all of the locally owned eateries and boutiques of downtown Greenfield. Start or end your days with a walk on our serene 5.6 mile paved Pennsy Trail.

Updated Historic Home, in the Heart of Greenfield

A one-of-a-kind historic gem located three blocks from Downtown Greenfield on Main Street and only a 35-minute drive to downtown Indianapolis. Enjoy the entire downstairs of this completely upgraded late 1800's wooden frame home featuring all original wood flooring and beautiful antique furniture pieces. Filled with modern luxuries; including 3 flat screen tv's with streaming services included, an upgraded 8 burner gas stove, dishwasher, full-size washer and dryer, and outdoor barbecue grill.

The Rosie Roots - Cozy House & Pet Friendly

Welcome to our cozy & pet friendly 3 bedroom 1 bathroom house located in the heart of Greenfield, within 5 min to local shops & dinning and I-70. Downtown Indianapolis is a short 25-minute drive away, you'll have easy access to all the city's top attractions, including the Gainbridge Fieldhouse, Lucas Oil Stadium and many more. Our home is the perfect choice for guests who want to be close to all the action of the city while still enjoying the comfort and convenience of a charming small town.

Entire Home with Modern Conveniences - New Castle

This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

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.

White Barn At Sugar Creek

Enjoy a peaceful stay at the White Barn at Sugarcreek. This converted historical barn includes a comfortable living area, a bedroom loft with a king size bed, mini-kitchenette, spacious bathroom with a soaker tub and separate shower. Ac and heat, along with a gas fireplace will keep you comfortable. The guesthouse is surrounded by mature trees and cornfields, creating a tranquil retreat with all the essentials for a relaxing stay. A great place to call home while you're away.

THE CUMBERLAND/Indianapolis, Indiana

"Country Living with City Convenience" 15 minutes from the town of Greenfield 15 minutes from The Academy Volleyball Club 23 minutes from Gainbridge Fieldhouse / Lucas Oil Stadium / Convention Center 25 minutes from downtown Indianapolis 28 minutes from Ruoff Music Center 29 minutes from Indianapolis Motor Speedway 30 minutes from Clowes Memorial Hall (Butler University) 31 minutes from Indianapolis International Airport 35 minutes from Grand Park Sports Campus

Studio by Falls Park

Welcome to the Studio by Falls Park. This is a family-friendly studio apartment with a separate entrance. You are within walking distance to several good restaurants and the local drinking hole (The Wine Stable), Falls Park, walking trails. Located 10 minutes off I-69, and 20 minutes North of Indianapolis. Harrah’s casino is 15 minutes North on I-69. Studio has shower/bath, 1 queen bed, a full size futon, queen size blowup mattress and kitchen.

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.

King Bed - 1B/1BTH - POOL

BRAND NEW upscale one bedroom apartment with king bed. Minutes away from Downtown Fishers. Complex is conveniently located next to nature preserve, walking path & Nickel Plate Trail. Enjoy the amazing amenities: Pool, hot tub, fitness center, business center, clubhouse lounge & outdoor grilling space. 10mins away from Ruoff Music Center. Note: POOL AND HOT TUB ARE DURING SUMMER MONTHS ONLY. (FROM MEMORIAL DAY THROUGH LABOR DAY)

Wooden house

Brand-new in 2025, this cozy 1 bed, 1 bath home sleeps up to 3 and has all the comforts of home. Enjoy a fully equipped kitchen, fast Wi-Fi, smart TV, and in-unit laundry. The private, fully fenced yard is perfect for relaxing. Just 2 minutes from the I-465 on-ramp, you'll have quick access to local shops, dining, and attractions. Ideal for short or extended stays—your perfect home base awaits!