Holiday rentals in Cumberland

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.

Value · Location · Outdoor spaces

Luxury Estate w/ Hot Tub, Gazebo, Outdoor Kitchen

Your luxury estate retreat blending suburban peace with big-city convenience. Welcome to an unparalleled luxury experience just outside Indianapolis! Tucked away in the peaceful Grants Corner community of Cumberland, this spectacular 3,274 square foot, 5-bedroom, 3-bathroom custom estate redefines short-term luxury. From the moment you step onto the radiant marble flooring, every detail showcases high-end sophistication. Whether hosting a large family reunion, a corporate retreat, or a mileston

Family · Kitchen · Comfort

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.

Location · Value · Indoor spaces

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Value · Family · View

Spacious home 20 min from downtown.

This updated, spacious home is near a walk/run/bike trail and has been furnished to meet your needs while in Indy. Upstairs are 3 bedrooms and a loft as a 4th bedroom. It has a semi-private backyard patio w/fire pit and seating for 6. This 2-story home is in a quiet neighborhood just minutes from concerts, sporting events, restaurants, the zoo, Indianapolis Children's Museum, the Canal, and much more! Also, we're just a 20-minute drive from the airport. No pets please.

Location · Family · Checkout

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

Location · Value · Getting around

The Prescott- Historic Glamour. Bold Luxury

Welcome to the Prescott. A bold, exciting & fierce luxury rental in the center of beautiful historic & walkable downtown Irvington. 5 miles east of downtown Indianapolis. Enjoy this historic home built in 1908; reimagined & curated in 2024. Experience an upscale stay with modern comfort & historic elements where BOLD is always at the forefront. Just steps from your front porch, you will find Snug, a cocktail and whiskey pub with light bites.

Value · Family · Accuracy

Entertainer's Dream w/ Pool and Games

You won't find a more well equipped home in the area than you will at Hometown Hideaway. Hometown Hideaway is luxury at its finest with 4 bedrooms, 2.5 baths, 2 separate living spaces, plus an amazing game room with pool table, 65" Smart TV, shuffleboard, and plenty of seating. Don't forget the fenced backyard with private heated pool and seating galore for you and all of your guests. Plenty of room for rest and relaxation indoors and out.

Location · Family · Heating

Charming Spacious Farmhouse

Our 5-bedroom farmhouse in Indianapolis sleeps 16, with a master suite featuring a jetted tub. Perfect for families or groups, the game room offers fun for all or can be converted into a banquet space (fees apply). Host meals for up to 40 guests with optional dining setups. Conveniently located near the Carmel Arts District, sports venues, and more, it’s ideal for family reunions, retreats, and special events.

Family · Location · Walkability

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Value · Location · Indoor spaces

Unique A-Frame Retreat•Prime Location•Custom Bath

Perfect for families, friends, or weekend getaways — this unique A-Frame cabin offers peaceful privacy, a fire pit + patio, screened porches, and easy access to downtown Indy and Broad Ripple! Unique architecture and comforting features makes this home one you won't want to leave. Great for a romantic weekend getaway, a family trip with plenty of space for all, or a gathering of friends.

Value · Location · Indoor spaces

Cobb Cabin

Take it easy at this unique and tranquil getaway. Quiet and relaxing 1 bedroom studio home with king bed. Only 18 minutes from downtown. Couch pulls out for added comfort, leg room and sleeping area. There is a fold out single cot and a fold out queen mattress available. Full kitchen, smart tv, washer/dryer, private security system and all the basics are all with this secluded home.

Family · Location · Parking