Vacation rentals in Cumberland

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Top-rated vacation rentals in Cumberland

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy sleeping area features a queen-sized bed dressed in a decorative quilt with accent pillows. A floral painting adorns the wall above the bed, while a bedside lamp provides soft lighting. Drapes frame the window, allowing natural light to filter in.
Guest suite 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.

4.95 out of 5 average rating, 300 reviews
Guest favorite
Home in Indianapolis

Spacious 5BR Indy Home Sleeps 12

Spacious 5-bedroom Indianapolis home for up to 12 guests. Perfect for families traveling together, reunions, and groups visiting for conventions or events. With multiple beds, generous gathering space, a dedicated workspace, and easy access to downtown Indianapolis, there’s room for everyone to stay together comfortably. Here for work? The home is also great for weekday crew stays, with Wi-Fi, multiple separate beds, and parking options in the subdivision for work trucks and larger vehicles.

4.89 out of 5 average rating, 61 reviews
Top guest favorite
Barn in Shelbyville

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.

4.98 out of 5 average rating, 103 reviews
Guest favorite
Home in Indianapolis

Noble Home Airbnb

Discover the ultimate getaway! On the eastside 10 miles from downtown. Our 5-bedroom with 4,000 sq ft of space on two floors and a furnished basement is a haven of comfort and entertainment. Enjoy a game of pool, unwind in the spacious backyard with a grill and tables, and relish the convenience of 3.5 bathrooms. Ample on-site parking, seamless WiFi, family-friendly ambiance, and a strict no-smoking policy ensure an unforgettable stay. Book now for a perfect blend of luxury and relaxation!

4.9 out of 5 average rating, 30 reviews
Guest favorite
A charming gray house features a welcoming porch supported by white columns. A small rocking chair and hanging plants enhance the outdoor space. Steps lead up to the entrance, framed by manicured bushes and decorative stones, with a flag displayed nearby.
Home in Irvington

Historic Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

4.89 out of 5 average rating, 670 reviews
Top guest favorite
An expansive yard is featured, bordered by mature trees and lush grass. A concrete driveway leads to the charming bungalow-style suite on the right, showcasing a well-maintained exterior with traditional features. A neighboring structure and a natural landscape complete the tranquil country setting.
Guest suite in Indianapolis

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

4.91 out of 5 average rating, 184 reviews
Top guest favorite
Home in Irvington

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.

4.99 out of 5 average rating, 123 reviews
Guest favorite
Home in Cumberland

5BR Indy Estate | Hot Tub + Outdoor Kitchen

Your private Indianapolis-area retreat—with room for the whole group and a backyard built for entertaining. This spacious 3,274 sq. ft. home offers 5 bedrooms, 3 bathrooms and multiple gathering spaces for families, friends and groups who want more than a place to sleep. Spend the day exploring Indianapolis, then come home to your own private backyard retreat with a hot tub, full outdoor kitchen, screened gazebo and fire pit.

5.0 out of 5 average rating, 6 reviews
Top guest favorite
Home in Indianapolis

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.

4.98 out of 5 average rating, 131 reviews
Guest favorite
A spacious living area is presented with high, sloped wooden ceilings and large windows offering views of the surrounding greenery. A comfortable sectional sofa is arranged alongside a coffee table, with a soft area rug beneath it, enhancing the inviting atmosphere.
Cabin in Indianapolis

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.

4.93 out of 5 average rating, 111 reviews
Top guest favorite
A cozy living area features patterned chairs and a wooden coffee table, surrounded by wall art and greenery. A smart TV is mounted on one wall, and a small desk provides a workspace. Natural light enhances the warmth of the space.
Home in Indianapolis

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.

4.96 out of 5 average rating, 371 reviews
Top guest favorite
Guest suite in Greenfield

25 Min. to Anywhere in Indy! No cleaning Fee!

My place is close to family-friendly activities, nightlife, Ruoff Music Center and the airport. It is good for couples, solo adventurers, and business travelers. We can accommodate a child on a mattress on floor. Peaceful, quiet, and relaxing. Fast Wifi. Roku in living room. Smart TV in bedroom.

4.96 out of 5 average rating, 672 reviews

Popular amenities for Cumberland vacation rentals