Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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Guest favourite
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, 122 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.

Guest favourite
A spacious guest suite is illuminated by natural light from large windows. A cozy seating area is visible beside a desk and a wall-mounted television. Attractive bedding with striped patterns adorns a sizable bed, complemented by a plush carpet and tasteful decor.
Guest suite in Greenfield
4.91 out of 5 average rating, 105 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 favourite
The entryway features a brick façade with a green front door and a welcoming door mat. A tall sign displaying 'WELCOME' stands beside the door, complemented by potted greenery for a touch of nature.
Home in Indianapolis
4.93 out of 5 average rating, 129 reviews

Cozy 3 bedroom home

Spacious 3 bedroom 2 bathroom ranch home. Large fenced backyard with mature trees and fire pit. Spacious patio. Fully furnished with high speed wifi. Full size washer and dryer. Great place to stay if attending Ruoff, which is only 15 minutes away. Close to geist reservoir and Wolfies restaurant. 6 minute drive to Walmart, Kroger, Kohls and other shopping plazas. 5 minute drive to Daniel's Vineyard which offers live music and different drink specials. Keyless entry to make checkins easy.

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

Guest favourite
A modern living area is highlighted by a yellow sofa and a stylish black accent chair. A round coffee table occupies the center, complementing the light wood floors. Sunlight filters through the multiple windows, enhancing the wall adorned with a framed quote.
Flat in Fishers
4.93 out of 5 average rating, 118 reviews

*Beautiful 1 BDR with king bed*

BRAND NEW upscale one bedroom apartment with king bed. Minutes away from Downtown Fishers. Complex is conveniently located next to nature preserve, walking path & Nickel Plate Trail. Enjoy the amazing amenities: Pool, hot tub, fitness center, business center, clubhouse lounge & outdoor grilling space. 10mins away from Ruoff Music Center. Note: *POOL AND HOT TUB ARE SUMMER MONTHS ONLY (FROM MEMORIAL DAY THROUGH LABER DAY) PLEASE NOTE: Unit photos coming soon

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, 217 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!

Top guest favourite
An open-concept living space features a large, grey sectional sofa with a vibrant orange throw pillow. A rustic coffee table sits in front, and the kitchen area includes modern appliances. A dining table, barstools, and two desks provide ample space for activities, complemented by natural lighting from multiple windows.
Guest suite in Indianapolis
4.99 out of 5 average rating, 763 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
4.95 out of 5 average rating, 174 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, 312 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.

Guest favourite
A single-story stone house is set on a spacious lot with a paved driveway leading to a two-car garage. Surrounding trees are seen in the background, and a white fence borders the property. The sky features scattered clouds and a bright blue hue.
Home in Noblesville
4.87 out of 5 average rating, 127 reviews

Cumberland Cottage

The Cumberland Cottage is ideal for couples, families, or groups of friends exploring the area. Featuring cozy accommodations and a prime location, visitors are guaranteed a delightful experience. The property sits right next to a lovely church, and while it is situated in the city close to various amenities, it uses well water, making it suitable for those sensitive to municipal water.

Top guest favourite
An open living area showcases high cathedral ceilings and four skylights that enhance natural light. A gray sofa is complemented by vibrant green and yellow pillows. A decorative wooden wall features a logo, while colorful artwork and a chic yellow chair contribute to the welcoming ambiance.
Guest house in Cottage Home
4.99 out of 5 average rating, 1,035 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.

Guest favourite
Guest suite in Greenfield
4.95 out of 5 average rating, 632 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 holiday rentals

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