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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Guest favorite
A charming historic home with a two-story structure displays a combination of deep purple and mustard yellow siding. An American flag hangs from the porch, which features decorative woodwork and inviting entry steps surrounded by landscaped gardens.
Home in Greenfield
4.94 out of 5 average rating, 126 reviews

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.

Top guest favorite
An outdoor deck features several comfortable seating options, including lounge chairs and a dining table. Warm string lights hang overhead, creating a welcoming ambiance. The space is surrounded by lush greenery, enhancing the inviting atmosphere for relaxation or gatherings.
Home in Greenfield
4.93 out of 5 average rating, 140 reviews

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.

Guest favorite
Guest suite in Greenfield
4.92 out of 5 average rating, 109 reviews

Peaceful & Luxurious Suite

Our guest suite is close to Indpls--approx. 20 min from downtown. You’ll love our place because of the quiet & serene environment that's just outside of the city. We sit on an acreage close to the I70/Mt Comfort Road Exit making for quick access to and from the interstate. Our suite is in the front corner of our home. It has a private entrance with porch. It looks out into a garden that has a pond with fountain along with seating under a pergola. It has high ceilings and is very spacious.

Top guest favorite
The exterior of a cozy cottage is shown, featuring a welcoming yellow door framed by light blue siding. Two white rocking chairs sit on a covered porch, complemented by vibrant flower beds filled with yellow and pink blooms along the pathway.
Home in Noblesville
4.98 out of 5 average rating, 167 reviews

The Cozy Cottage

Enjoy a relaxing getaway in this cozy cottage. Historic Downtown Noblesville is just a short walk where you will find great restaurants, pubs, and boutique shops. The cottage consists of one bedroom, a fully equipped kitchen, and a full bathroom with walk-in shower. There’s also a fenced backyard with fire pit and furniture. The Cozy Cottage is centrally located near downtown Noblesville (2 min), Ruoff Music Center (15 min), Grand Park Sporting Complex (20 min), and over 100 miles of trails.

Top guest favorite
Guest suite in Greenfield
4.96 out of 5 average rating, 158 reviews

Greenfield Garden Cottage-minutes from Indy

We are excited to offer our 3rd Airbnb listing, available now! You can check out our two other listings, Greenfield German Cottage and Greenfield Country Cottage. We have several years experience hosting through Airbnb and hundreds of happy guests. Our Garden Cottage offers plenty of space for 2 people to rest and relax. We offer a king size bed, large sitting area with tv, fridge and microwave. The grounds has gardens, water fountains, gazebo and wedding chapel for you to enjoy.

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
4.91 out of 5 average rating, 173 reviews

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

Guest favorite
A small green tiny house is set on a wooden deck surrounded by trees. Two white chairs with red accents are positioned on the porch. Warm outdoor lights line the nearby tree, adding a cozy touch as the evening sky begins to lighten.
Tiny home in Indianapolis
4.85 out of 5 average rating, 164 reviews

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.

Top guest favorite
Guest suite in Indianapolis
4.99 out of 5 average rating, 775 reviews

La Cochera Indy East - No Cleaning Fee!

Contemporary, clean carriage house on a large East Indianapolis property. Private keypad entrance with easy self check-in and on-site parking for up to two cars. Comfortably sleeps the whole family with a king bed and a stylish queen-size sofa bed. Important details: • No parties or events • Local guests require prior approval • Early check-in available for $35 (when possible) • $20–$40 linen fee for use of sofa bed

Guest favorite
Home in Indianapolis
4.96 out of 5 average rating, 201 reviews

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.

Top guest favorite
Home in Irvington
4.99 out of 5 average rating, 103 reviews

The Prescott- Bold. Iconic. Luxe.

Welcome to the Prescott. A bold, exciting & fierce luxury rental in the heart of beautiful historic downtown Irvington. Only 5 miles from 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.

Top guest favorite
A bright living area is characterized by high cathedral ceilings and wooden beams. Large skylights allow natural light to fill the space. A gray sofa adorned with decorative pillows faces a colorful art piece, while a yellow chair adds a pop of color. A sliding barn door provides access to the bedroom.
Guesthouse in Indianapolis
4.99 out of 5 average rating, 1,060 reviews

Private and Charming Carriage House Downtown Indy

Fully modern and new private space in my charming carriage house. It has all the amenities you would need to enjoy and explore the beautiful city of Indianapolis. If you are here for work or pleasure, it is perfectly located and easy access to all Indy has to offer so come and explore Indianapolis and all it has to offer.

Top guest favorite
A hot tub is positioned outdoors, featuring clear water and multiple jets. Surrounding plants and wooden steps accentuate the area. A protective cover rests partially open nearby, revealing the inviting tub while maintaining a private feel.
Guest suite in Greenfield
4.95 out of 5 average rating, 641 reviews

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.

Popular amenities for Cumberland vacation rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Marion County
  5. Cumberland