Holiday rentals in Greenwood

4.96 out of 5 average rating, 101 reviews

OliveBranch-LuxeDesigner Home-Spa-Firepit-GameZone

Luxe Living Awaits! Experience the magic of a unique farmhouse style with modern luxurious resort-like comforts to meet all your needs. It's sure to bring much-needed relaxation and unforgettable vacation memories for you and your loved ones. ✔ 20min Indy downtown, 10min Greenwood mall, 30min Airport, 45min Brown County State Park ✔ Family & Kids friendly location ✔ Resort living:Game-Media room,Spa, Grill, Firepit ✔ 5 Smart TVs ✔ Fully stocked kitchen-baths ✔ Highchair, stroller, Pack N Play

4.89 out of 5 average rating, 530 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

4.97 out of 5 average rating, 105 reviews

Newly renovated home & guest house with game room.

Newly renovated 4 bedroom 2 bath home including guest house. Main house is 1000 square feet 2 bedroom 1 bath with open floor plan and full kitchen with large island. Guest house is 1600 square feet 2 bedroom 1 bath and full kitchen also, and has a 700 square foot game room with 65” TV, pool table, ping pong table, darts, virtual pinball and arcade machine. The perfect place to hang out. Easily sleeps 8 people and would be great for 2 families or large family with teens. Everything is brand new.

Guest suite in Mooresville

4.91 out of 5 average rating, 305 reviews

A room with view - great location

This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

4.98 out of 5 average rating, 184 reviews

Charming 2-bedroom home on Greenwood bike trail

Cozy up with the whole family in this lovely two-bedroom, one-bathroom home. This stay includes a king and queen bed, with a TV in each bedroom. Grab a bite to eat at one of the many local restaurants or whip up your own meal in the fully-stocked kitchen. A dishwasher, microwave, air fryer, Keurig, pet bowls, and toddler dishes/utensils are included. Be sure to take advantage of the fenced-in backyard, fire pit, and gas grill. You will find a treadmill, elliptical, and weights in the garage.

4.93 out of 5 average rating, 162 reviews

Flat in Indianapolis

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.

Superhost

4.84 out of 5 average rating, 128 reviews

Cozy Downtown Retreat - Walkable to Everything

A cozy, updated craftsman home in the heart of downtown Greenwood that we affectionately call "The Pearl". Walkable to restaurants, shops, parks, and a convenience store. Only a 20-min drive to downtown Indy, Lucas Oil Stadium, Indianapolis Zoo, Fountain Square, and the convention center. It's a great hub for your greater Indianapolis adventure! It's a great space for families, small groups, and co-workers with an open layout that allows everyone to gather together or spread out.

4.91 out of 5 average rating, 127 reviews

Home in Indianapolis

Lovely home in quiet and friendly neighborhood!

This charming 3 bedroom 2 full bathroom home is ready to make you feel right at home! Located just 2 minutes from St Francis Hospital, 10 minutes to downtown Greenwood, 19 minutes to downtown Indy, the home is just minutes from all kinds of restaurants, shopping, and entertainment, yet provides a tranquil retreat in a quiet, friendly neighborhood. Travel nurse? Loved one in the hospital and you want to be near? Work or internship? Just need a vacation? This is the place for you!

4.98 out of 5 average rating, 386 reviews

Flat in Indianapolis

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.

Superhost

Tiny home in Indianapolis

4.85 out of 5 average rating, 121 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.

Farm stay in Indianapolis

5 out of 5 average rating, 125 reviews

Historic Meadowdale Farm

New Construction! Entire Private Unit located in our Barn, now with a private fenced yard. Relax with the whole family at this peaceful place to stay. Our property is a quiet rural area, away from the hustle and bustle of the city, but still within 15-20 minutes of city life and shopping. Your private unit is located in our brand new pole barn on our historic farm. It is a lower level unit that sleeps 4 and has 1 bedroom and 1 bath.

4.93 out of 5 average rating, 390 reviews

Guest suite in Franklin

1856 Suite With Historic Charm downtown Franklin.

NO CLEANING FEE Historic downtown private second floor suite with modern feel, private bathroom, and private entrance. We are a no pet and no children property. Great location to walk to Franklin College, antique shops, Historic Artcraft, downtown shopping, restaurants, and Province Park. No service dogs due to owners personal home. 25 minutes to Indy Must be 25 or older to book. No infants or children. 2 person Maximum

Holiday rentals for every style

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Stylish accommodation and amenities

Popular amenities for Greenwood holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Greenwood

4.97 out of 5 average rating, 98 reviews

Cheerful & cozy farmhouse 2 bedroom home

WendyRating, 5 stars3 weeks ago

Staying at Craigs listing was exactly what our family needed for our daughter's wedding. We would highly recommend staying at this picture perfect home.

5 out of 5 average rating, 52 reviews

Charming updated family home with Treehouse deck

CarmelloRating, 5 stars3 weeks ago

Our family enjoyed the casual & homey feel to the house. The back yard was great to have dinner & chill. All in all it was an above average accommodation & suited our families needs. Coffee was great!!

5 out of 5 average rating, 65 reviews

Updated Home, Pool, Hot Tub, Game Room

MaryRating, 5 stars2 weeks ago

Great family place located in a quiet area and close to shops. Pool, hot tub and play area were a hit with the kids. Lots of space. The home is located within driving distance of several activities.

4.98 out of 5 average rating, 62 reviews

Hometown Hideaway - 4BR/2.5BA, Pool, game room

CarolynRating, 5 stars6 days ago

We stayed here because it was close to the venue where our son got married. The house was everything we needed for the week. Lots of room to spread out. The back yard/patio/pool is great. Lots of amenities and I love when light switches are labeled. If we are ever in the area again we would stay here!

4.95 out of 5 average rating, 85 reviews

Home in Indianapolis

Private home, one car garage, hot coffee

AmyRating, 5 stars1 day ago

My dog and I throughly enjoyed our stay at Robin’s! We stayed here on our way up to Minnesota and would definitely stay again if we’re in the area. Great location, super easy to find, and everything was beautifully decorated and super clean. The backyard was a huge plus, as my dog enjoyed being able to sniff around and stretch his legs after a long car ride. Would recommend :)

4.94 out of 5 average rating, 32 reviews

Indy-Insta Fun Base: XL Hot Tub, Outdoor TV, Yard

ChrissyRating, 5 stars3 days ago

We appreciated the detail to attention in every room including luggage stands, extra (and clean) blankets/pillows throughout the home, clean cooking utensils, all the extra outdoor fun, etc.! The communication from the owner was quickly responsive for our questions, which was also appreciated. Having a beautifully decorated home to stay in was a bonus! We will absolutely return to this home for any future visits to Indy.