Vacation rentals in Cumberland

Guest suite in Indianapolis

4.99 out of 5 average rating, 731 reviews

La Cochera Indy East - the best place to stay!

Contemporary & clean carriage house on a large east Indianapolis property. Private keypad entrance with self check in. Parking onsite for up to 2 cars. Bring the kids! There is room for the whole family in this space with a king bed & the coolest queen size sofa bed ever! *YOU MUST COMPLETE ALL QUESTIONS TO BE ACCEPTED *NO PARTIES *NO LOCALS W/O APPROVAL *Animals require approval & pet cleaning fee paid prior to arrival *$35 Early check in fee when available *$20-40 linen fee add'tl bedding

4.89 out of 5 average rating, 529 reviews

Farm stay in Whiteland

The Vintage Farmhouse

Charming, full sized apartment w private entrance located on 2 acres in a beautiful country setting 10 minutes from the city. 840 sq ft accommodates up to 7 people. Pet friendly, happy to share our fenced yard w your pets. Full kitchen, washer/dryer, free Wi-Fi, smart TV. Owner on site. 30 min. from downtown Indy, Indpls Intl Airport or Indpls Motor Speedway. PARKING FOR TRAILERS/UHAULS ETC. 6500 sq ft fenced yard w pizza oven available for gatherings, addtl fees apply. Inquire before booking

4.96 out of 5 average rating, 101 reviews

Home in Greenfield

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.

4.94 out of 5 average rating, 177 reviews

The Lighthouse Oasis

Come enjoy this amazing gem! Newly renovated with so much to do for all ages! This home will suit ANYONE. Plenty of parking with huge driveway, no on street parking. Close to grocery store, shopping and plenty of restaurants within 1 mile. Only 13 minutes from downtown Indy and 20 minutes to casino with live dealers! This home will sleep 7 people comfortably. Enjoy the pool table, pacman 1vs1, massage chair, electronic bar style dart board and a hottub outside and jacuzzi tub in master bath!

4.92 out of 5 average rating, 1,033 reviews

Great Apt close to highway! N INDY *****

We’re located in Castleton (Far North Indy) close to restaurants, family-friendly activities, nightlife, & all the highways in Indy. WE LIVE UPSTAIRS. Guests fail to read the entire listing so please do. Ruoff Music Center-12 min, downtown-20 min, Convention center-25 min, Grand Park-25 min, Airport-35 min. Fishers Event Center-8 min. Apt has its own separate entrance w/keyless lock. Our place is good for couples/solo/business travelers/families w/small kids. WE DO NOT RENT TO LOCALS.

Home in Irvington Historic District

4.99 out of 5 average rating, 116 reviews

Barb’s Bungalow: Charming Irvington 2 bedroom home

From the moment you walk in, this historic home (built in 1939) envelopes you with its charm. Enjoy Original hardwoods, two bedrooms (one with a king, the other, a queen size bed), three smart TV’s, broadband WIFI and a fully equipped kitchen to make those amazing dinners you can enjoy in the dining room or breakfast nook! Washer and dryer in basement. Fireplace is NOT useable-just for show! Security features include ADT, ring & keypad entry. Close to park, hospital & interstate.

Guest suite in Greenfield

4.96 out of 5 average rating, 112 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.

Guest suite in Indianapolis

4.92 out of 5 average rating, 143 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

Tiny home in Indianapolis

4.86 out of 5 average rating, 119 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.

4.95 out of 5 average rating, 186 reviews

Home in Noblesville

Roosevelt’s Rock N Roll

Rock onto Roosevelt Drive that is centrally located near Downtown Noblesville (3mins), Ruoff Music Center (15mins) and Grand Park Sporting Complex (20mins) 2 bedroom house with 1 full bathroom. There is a 3 season room in the back of the house that is attached to the house but no HVAC. Both bedrooms contain 1 queen bed in each room. 3 queen beds total throughout the house. 3rd queen bed is in the 3 season room

Apartment in Irvington Historic District

4.91 out of 5 average rating, 222 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!

Guest suite in Indianapolis

4.86 out of 5 average rating, 388 reviews

Cozy Midtown Guest Suite

Private suite in convenient midtown location (just 5 minutes to popular Mass Ave and Broad Ripple attractions). Private side entry with digital access. Brand new queen bed, full bathroom, kitchenette, WiFi, large Smart TBV, easy street parking, large built-in shelves for storage and spacious closet. Complimentary snacks, teas and local coffee. This space is newly renovated.

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Popular amenities for Cumberland vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Cumberland

4.94 out of 5 average rating, 52 reviews

White River Retreat

TiffanyRating, 5 stars2 days ago

Max was great! Always quick to respond and super polite. His place made you feel like you aren't even in the city, yet you are minutes away from everything you could want or need!

Apartment in Greenfield

4.74 out of 5 average rating, 145 reviews

Luxurious Studio with King bed, Kitchen - The Nest

CarolRating, 5 stars1 week ago

The surrounding area is clean, including the parking lot. The bed was very comfortable. We were only there for one night, so we didn't use many of the facilities provided. Loved the access to the outside to allow guests to smoke without leaving the apartment,

4.71 out of 5 average rating, 7 reviews

Indianapolis Home w/ Fire Pit & On-Site Fishing!

MartyRating, 5 stars3 weeks ago

Place was nice and clean. Had fruit and snacks available and a coffee bar. Exactly what we needed for a weekend basketball tourney in Indianapolis.

Home in Irvington Historic District

5 out of 5 average rating, 45 reviews

The Prescott; BOLD! Thrilling. Fierce.

BrittaniRating, 5 stars5 days ago

I had an absolutely amazing experience at the Prescott! From the moment I arrived, everything exceeded my expectations. The space was immaculately clean, beautifully designed, and had such a calm, welcoming vibe. It felt like a true home away from home. The neighborhood was fantastic—safe, quiet, and full of charm, with great spots to eat and explore nearby. I couldn’t have asked for a better location. Carter was outstanding—clear, friendly communicator who made the check-in process seamless and was always available if I had any questions. His attention to detail and thoughtfulness really made the difference. I would 100% stay here again and highly recommend it to anyone looking for a top-tier Airbnb experience!

5 out of 5 average rating, 9 reviews

Guesthouse in Greenfield

White Barn At Sugar Creek

BradRating, 5 stars3 weeks ago

I am so thankful we found this gem for our weekend getaway. Absolutely stunning stay. The barn itself is immaculate, with no detail overlooked. Cozy and clean. Modern furnishings with a quaint feel. The property is beautiful. Inviting and serene. This is our new 'measuring stick' location for Airbnbs in the future. We are already planning our next stay and it can't come soon enough. A quick word about David & Jennifer, who were amazing hosts. We met David upon arrival. His warmth and kindness put us immediately at ease. Later in the evening, we had some strong storms that knocked out the power. David was quick to check in with us and provide lanterns. When we left the property to go into town for a bit and new storms surfaced on our way back, David was waiting for us with an umbrella and secured carport parking from his neighbor to protect our vehicle from the hail. Such thoughtful and intentional consideration for our needs was much appreciated. Amazing. Five stars all around.

4.73 out of 5 average rating, 11 reviews

Bright and Inviting Home: Discover Indianapolis

WalterRating, 5 stars1 month ago

Great place . Very clean and lots of room available. Communication with the host was great . We definitely recommend this place ! A+ Thanks, The Lara family.

4.92 out of 5 average rating, 51 reviews

Pool House Cozy- 7 mins to Downtown

JasonRating, 5 stars4 months ago

My friend and I were in town as I attended a WWE event, the location of the Airbnb being so close to downtown Indianapolis was very convenient. The neighborhood was quiet and peaceful.