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Holiday houses in Greenwood

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Top-rated holiday rentals in Greenwood

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, 114 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 comfortable living area is depicted, featuring a light-colored sofa adorned with patterned cushions. A glass coffee table sits in front, with decorative items displayed. Soft lighting from two floor lamps and a nearby potted plant adds a touch of greenery to the space.
Cottage in Indianapolis
4.98 out of 5 average rating, 434 reviews

Luxe 1BR Cottage with Private Backyard

We’re offering great value to guests w/ a history of positive reviews only, if your accustomed to perfect neighborhoods, this may not be for you Urbn 900sf cottage in Indy's Eastside. A+ home in redeveloping area. Easy access to DT, I70 & I65, MassAv, FountainSq & Irvington.The home dates back to 1890's & has been completely renovated w/beautifully appointed interior. Kingbed, 2-smart TV's, custom kit & luxe bath w/heated flrs.If you can appreciate a "comeback" story, then this home is for you

Top Guest favourite
A cozy living area features a sectional sofa with colorful throw pillows and an ottoman. An elegant clock adorns the wall above a decorative fireplace. A television is mounted opposite a large window, partially covered by patterned curtains. A light rug complements the hardwood floor.
Home in Greenwood
4.98 out of 5 average rating, 218 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.

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.
Apartment 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.

Guest favourite
A welcoming living room is presented with a stone fireplace and a wooden mantel. A blue sofa is paired with two white armchairs, and a round coffee table rests on a textured area rug. Natural light enters from nearby windows, enhancing the cozy atmosphere.
Home in Indianapolis
4.91 out of 5 average rating, 148 reviews

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!

Guest favourite
A game and media room features a modern air hockey table at its center. Surrounding the table are a comfortable brown sofa and decorative wall art, contributing to a vibrant atmosphere. A large television is mounted on the wall, ready for entertainment.
Home in Greenwood
4.97 out of 5 average rating, 117 reviews

Farmhouse Style Home with Spa-Firepit-GameRoom

Welcome to OliveBranch—a modern farmhouse style retreat with resort-style comfort. Perfect for a family getaway, a weekend with friends, a quiet retreat, or work. ✔ Family-friendly neighborhood ✔ 20 min to Downtown Indy, 10 min to Greenwood Mall ✔ 30 min to IND Airport, 45 min to Brown County State Park ✔ Private spa, firepit, grill, and game/media room ✔ 5 Smart TVs ✔ Ultra-fast WiFi ✔ Fully stocked kitchen and bathrooms ✔ Highchair, stroller, and Pack 'n Play for little ones

Top Guest favourite
Apartment in Indianapolis
4.98 out of 5 average rating, 418 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
The exterior of a historic brick home features a charming entrance with a glass door. A wrought iron balcony is visible above, and garden elements, including flowers and greenery, are located beside a stone pathway.
Guest suite in Franklin
4.93 out of 5 average rating, 441 reviews

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 Absolutely no animals.

Top Guest favourite
The exterior of The Country Gathering is shown, featuring a charming Carriage House with a peaked roof and decorative cupola. The brick and siding façade is complemented by a welcoming porch, rocking chairs, and a landscaped area with greenery and flowers.
Guesthouse in Bargersville
4.98 out of 5 average rating, 246 reviews

The Country Gathering - Sleeps 4 - Greenwood/Indy

5 YEARS AS SUPER HOST!!! The Country Gathering is in the upstairs of a Carriage House that was built on the property of a large home, located on the border of Greenwood/Bargersville in Johnson County, Indiana. The Carriage House has charm and character with a wooded backyard sitting on 4 acres. Sit or swing on the beautiful covered porch while you enjoy the view of the lake and fountain or feel free to walk around and enjoy the park-like setting.

Guest favourite
A small green house stands among trees, featuring a wooden deck at the entrance. Two white chairs are situated on the patio, and the structure has multiple windows that allow natural light to fill the interior.
Tiny home in Indianapolis
4.85 out of 5 average rating, 153 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.

Top Guest favourite
A comfortable living area features two gray sofas adorned with decorative pillows, situated on a textured area rug. Natural light enters through two windows, illuminating a wooden coffee table at the center. A ceiling fan adds a rustic touch to the space.
Farm stay in Indianapolis
5 out of 5 average rating, 152 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.

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, 152 reviews

One car garage, private home, 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.

Popular amenities for Greenwood holiday rentals

When is the best time to visit Greenwood?

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Avg. price$148 AUD$151 AUD$187 AUD$190 AUD$218 AUD$196 AUD$187 AUD$178 AUD$166 AUD$162 AUD$209 AUD$194 AUD
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Frequently Asked Questions

  • How much does it cost to stay in house rentals in Greenwood?

    Experience the best of Greenwood with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there house rentals with a dedicated workspace in Greenwood?

    Yes! Work meets play with ease at over 20 house rentals in Greenwood featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Greenwood have wifi?

    Absolutely! We offer over 40 house rentals with wifi in Greenwood. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Greenwood?

    Greenwood has more than 30 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly house rentals in Greenwood?

    Four-legged friends are welcome in Greenwood. Choose from more than 10 house rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Greenwood?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with wifi, over 40 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Greenwood

  • Total holiday rentals

    Explore 70 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at $45 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,670 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Greenwood holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Greenwood rentals

  • 4.9 Average rating

    Greenwood stays are highly rated by guests—averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Indiana
  4. Johnson County
  5. Greenwood