Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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

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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, 116 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, 250 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.

Top guest favourite
A cozy living area is presented, featuring a comfortable gray sofa and an armchair with a patterned fabric. A wooden coffee table stands at center, while a light fixture and an artwork are included on the walls. Natural light filters through the white blinds of the window.
Guest house in Indianapolis
4.97 out of 5 average rating, 385 reviews

Hidden Orchard Guest Cottage

Enjoy your stay at our comfortable cottage, tucked away in a quiet neighborhood off the White River (10 min. from downtown & Broadripple; less than 5 min. drive from Newfields, 100 Acre Woods, and Butler University; AND walking distance to the Fitness Farm). Feel at home in this fully furnished cottage, with its up-to-date kitchen, cozy bedroom and tech-friendly living room, equipped with hi-speed Wi-Fi, Netflix and YouTube TV. There’s also a private patio with a fire pit for you to enjoy!

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, 171 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, 419 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, 162 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

Superhost
A bright living area features large windows with city views, allowing natural light to fill the space. A modern sofa is complemented by an orange lounge chair and decorative cushions. A glass coffee table is centered on a decorative area rug, enhancing the inviting atmosphere.
Apartment in Wholesale District
4.85 out of 5 average rating, 167 reviews

Walk 2 Convention Ctr | Stunning Views | Penthouse

WE DO NOT ACCEPT LOCAL BOOKINGS Welcome to Suite Spot's premier penthouse Airbnb, nestled within "The Block" in the heart of vibrant Downtown Indianapolis, offering unparalleled luxury and convenience. Situated next to the iconic Arts Garden, Monument Circle, and the Convention Center. Our penthouse Airbnb offers unrivaled access to the city's finest attractions, including world-class dining, shopping, entertainment, and cultural venues!

Top 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
4.92 out of 5 average rating, 122 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!

Top guest favourite
The open concept studio apartment features a spacious sleeping area with a cozy bed, separated by a modern partition. The living space includes a comfortable sofa and a dining area in the background, with ample natural light illuminating the attractive decor.
Guest suite in Indianapolis
4.99 out of 5 average rating, 754 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 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
4.97 out of 5 average rating, 159 reviews

Free snow removal, 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, 300 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.

Top guest favourite
A cozy sleeping area features a spacious bed with crisp white bedding and decorative pillows. A comfortable chair is positioned near a window, allowing natural light to brighten the room. A vintage-style radiator and simple nightstand add character to the inviting space.
Flat in Irvington
4.91 out of 5 average rating, 254 reviews

Cozy Apartment in Historic Irvington

Welcome! Take a step back into the Roaring 20's supplied with modern amenities! And enjoy this cozy studio apartment in Historic Irvington. Located just 5 miles East of Downtown, this is the perfect spot to relax while enjoying all the events and venues that Indianapolis has to offer! Perfect for a single person or couples. The small size of this apartment gives way to maximum coziness!

Popular amenities for Cumberland holiday rentals

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