Holiday rentals in Cumberland

Sir Adonis

Sir Adonis is waiting for you to book! A fresh face on the Airbnb block, Adonis is clean, spacious, quiet, and close to everything! -3 minutes from 465. -2 minutes from the heart of Irvington and all it’s shops, eateries, and parks. -Directly across the street from the Pennsy Trail(the old Pennsylvania railroad turned green space for biking, running, walking. Stretches roughly 25 miles currently). -Steps from the IndyGo buss line which’s shoots directing across Washington street to the Convention Center, Lucas Oil, and Bankers Life. -Across from Los Cuates (Mexican restaurant across the street-SO GOOD!) -25minutes from Grand Park in Westfield -Directly across town from Speedway, IN, home of the Indy 500(20mins). -8 minutes from Fountain Square -12 Minutes from Broad Ripple ~** literally in the heart of the city and minutes from most everything!!!**~

La Cochera Indy East - No Cleaning Fee!

Contemporary & clean carriage house on a large east Indianapolis property. Private keypad entrance with self check in. Parking onsite for up to 2 cars. Bring the kids! There is room for the whole family in this space with a king bed & the coolest queen size sofa bed ever! *YOU MUST COMPLETE ALL QUESTIONS TO BE ACCEPTED *NO PARTIES *NO LOCALS W/O APPROVAL *Animals require approval & pet cleaning fee paid prior to arrival *$35 Early check in fee when available *$20-40 linen fee add'tl bedding

Great Apt close to highway! N INDY *****

We’re located in Castleton (Far North Indy) close to restaurants, family-friendly activities, nightlife, & all the highways in Indy. WE LIVE UPSTAIRS. Guests fail to read the entire listing so please do. Ruoff Music Center-12 min, downtown-20 min, Convention center-25 min, Grand Park-25 min, Airport-35 min. Fishers Event Center-8 min. Apt has its own separate entrance w/keyless lock. Our place is good for couples/solo/business travelers/families w/small kids. WE DO NOT RENT TO LOCALS.

Barb’s Bungalow: Charming Irvington 2 bedroom home

From the moment you walk in, this historic home (built in 1939) envelopes you with its charm. Enjoy Original hardwoods, two bedrooms (one with a king, the other, a queen size bed), three smart TV’s, broadband WIFI and a fully equipped kitchen to make those amazing dinners you can enjoy in the dining room or breakfast nook! Washer and dryer in basement. Fireplace is NOT useable-just for show! Security features include ADT, ring & keypad entry. Close to park, hospital & interstate.

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.

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.

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

Greenfield CountryCottage-minutes to downtown Indy

Beautiful, relaxing country cottage room is a perfect place to stay for your business trip or vacation. We provide clean and comfortable furnishings, along with a kitchenette and coffee bar. You will have total privacy, including a private driveway and entrance. Relax on the balcony with your morning coffee or after a busy day. Our room is located on a 2nd story with a private stairway to the entrance. Special discount on stays 3 days or more!

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.

The Little House

Welcome to our serene Little House in suburban Indianapolis. Perfect for two guests, it features a king-sized bed, two cozy couches, and a TV. The kitchenette is equipped with a small fridge, induction stove, microwave, and coffee station. The bathroom includes a shower, toilet, and sink. Nestled on a half-acre lot behind a private school, our comfortable open-concept retreat offers a peaceful escape. Book now!

The Indy Nook

Brand-new in 2025, this cozy 1 bed, 1 bath guest 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-70 on-ramp, you'll have quick access to local shops, dining, and attractions. Ideal for short or extended stays—your perfect home base awaits!

Comfy private studio in historic Meridian Kessler

Enjoy this cozy, quiet, ground level studio in historic Indianapolis neighborhood of Meridian Kessler. Walk to restaurants, coffee shops, grocery stores, and pharmacy; Broad Ripple village with galleries and many restaurants 5 minutes away, and only a 15 minute drive to downtown Indianapolis. Private, secluded studio is detached from the main house in front, and has a full bath & kitchenette.