Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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Top guest favourite
The kitchen features a large wooden island with a white base, surrounded by black stools. Wood ceiling beams complement the light wood cabinetry and black appliances. Natural light streams through the windows, highlighting the modern sink and contemporary fixtures.
Home in Greenwood
4.97 out of 5 average rating, 118 reviews

Cheerful & cozy farmhouse 2 bedroom home

Kick back and relax in this stylish space that is right down the street from Old Greenwood & less than 20 mins to Downtown Indianapolis. This tastefully updated home exudes "peaceful and cozy" w/ 2 bedrooms w/ brand new luxury king sized mattresses, 1.5 baths w/ walk-in tile shower, charming living room w/55" TV, Fiber internet, front load washer and dryer, dining table for 4+ bar seating, and a tranquil backyard space that is fully fenced, (dog friendly for an extra $75 cleaning fee, NO CATS).

Top guest favourite
A cozy living area is highlighted by a three-bulb brass chandelier above a tan sofa, complemented by a wooden table. The wall features an arrangement of framed mirrors in gold and silver tones, while a doorway leads to other areas of the carriage house.
Guest house in Meridian Kessler
4.99 out of 5 average rating, 253 reviews

Charming Meridian Kessler Carriage House

Second floor carriage house in historic Indianapolis neighborhood. Renovated and with original architectural details like the hardwood floors. This cozy space is perfect for one or two people looking for a convenient midtown Indy location. Safe walkable neighborhood close to many restaurants. We've made the space a beautiful home away from home - lovely linens, fiber wifi and an excellent coffee machine. Like our space, but aren't coming to Indy? Message and we'll send you the shopping link.

Superhost
A modern living area features a navy blue sofa adorned with yellow accent pillows. A glass coffee table sits atop a patterned area rug, while large windows allow natural light to illuminate the space. Decorative plants add a touch of greenery, complementing the contemporary decor.
Flat in Market East
4.85 out of 5 average rating, 114 reviews

King suite rental unit in downtown Indy-2bd

Discover the heart of Indianapolis from this charming 2-bedroom apartment in the Downtown neighborhood. Just a short walk away, you can catch a game at the Gainbridge Fieldhouse or explore the historic Lucas Oil Stadium, home of the Indianapolis Colts. For a night of entertainment, the Old National Centre is just a 10-minute stroll from your door. With its prime location and thoughtful amenities, this property offers the perfect home base to experience all that vibrant Indianapolis has to offer.

Top guest favourite
A spacious living area features muted gray walls and a large picture window dressed in patterned curtains. A recliner couch, accented with decorative pillows, is paired with a Moon Pod therapeutic bean bag chair. A wooden coffee table is centered on a patterned area rug.
Flat in Indianapolis
4.94 out of 5 average rating, 173 reviews

Your Comfy Indy Suite

Safe, peaceful suburban neighborhood. Only 15 minutes from downtown Indy. Easy drive to IUPUI, Convention Center, Lucas Oil Stadium. Free parking at your door. Great for long term stays. Fully stocked kitchen. Free laundry facilities. Padded office chair and fast Wi-fi at your laptop workstation. 55" Vizio 4K HDR Smart TV. Moon Pod Zero Gravity Chair for therapeutic relaxation. Queen-size Sealy Plush Pillowtop hybrid mattress, with 2 standard foam pillows and 2 MyPillows.

Top guest favourite
Flat in Indianapolis
4.98 out of 5 average rating, 422 reviews

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.

Top guest favourite
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, 163 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

Top guest favourite
A spacious bedroom is featured with a plush area rug and sloped ceilings. A large bed, adorned with a textured blanket, is accompanied by a comfortable armchair and a side table. Natural light filters in through a window, illuminating the room.
Guest suite in Greenfield
4.96 out of 5 average rating, 213 reviews

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!

Guest favourite
A small green house stands among trees, featuring a wooden deck at the entrance. Two white chairs are situated on the patio, and the structure has multiple windows that allow natural light to fill the interior.
Tiny home in Indianapolis
4.85 out of 5 average rating, 153 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.

Guest favourite
A charming single-story structure is surrounded by greenery, featuring light-colored siding and black shutters. A concrete pathway leads to the entrance, while a small outdoor seating area is situated nearby, offering a peaceful view of the expansive yard.
Guest house in Indianapolis
4.89 out of 5 average rating, 129 reviews

The Little House

Welcome to our serene Little House in suburban Indianapolis. Perfect for two guests, it features a king-sized bed, a queen-sized pull-out couch, and a Roku 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!

Superhost
An open-concept living space features a dining area with a wooden table surrounded by black chairs, seamlessly connected to a modern kitchen equipped with stainless steel appliances. Natural light pours in through a large window, highlighting the minimalist decor and inviting atmosphere.
Home in Indianapolis
4.85 out of 5 average rating, 130 reviews

Carriage Home w/ early check in

Discover the perfect blend of historical charm and modern convenience in our cozy home, located in the heart of Indianapolis' Old North Side. Offering early check-in, you can kick-start your exploration of the city without a moment's delay. Our prime location ensures you're just moments away from downtown's bustling scene, the Indiana Convention Center, Gainbridge Fieldhouse, and Lucas Oil Stadium. Free Parking Free Coffee

Guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.95 out of 5 average rating, 169 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 favourite
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
4.96 out of 5 average rating, 307 reviews

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.

Popular amenities for Cumberland holiday rentals

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