Holiday rentals in Cumberland

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Top-rated holiday rentals in Cumberland

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Top guest favourite

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

Guest favourite

Farm stay in Whiteland

4.89 out of 5 average rating, 529 reviews

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

Guest favourite

Home in Greenfield

4.96 out of 5 average rating, 101 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

Home in Indianapolis

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!

Guest favourite

Home in Irvington Historic District

4.88 out of 5 average rating, 557 reviews

Historic Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

Guest favourite

Home in Indianapolis

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.

Guest favourite

Home in Bates - Hendricks

4.99 out of 5 average rating, 164 reviews

Bates Hendricks Luxe with Roof Deck

I am so excited to share my beautiful house with you, located in the Bates Hendricks neighborhood of Indy. Close to Fountain Square, Lucas Oil Stadium, Gainbridge Fieldhouse and lots more fun. The house has 3 beautiful bedrooms, 2 ensuite. There is a lounge upstairs with a comfy leather futon for more sleeping room. Off that is a beautiful roof deck with gas BBQ, firepit and dining for 6+. Also located on the same street as the famous HGTV Good Bones girls shop. Come visit Indy!

Top guest favourite

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

Top guest favourite

Guest suite in Greenfield

4.96 out of 5 average rating, 179 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!

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.

Guest favourite

Flat 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 favourite

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.