Holiday rentals 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
A spacious kitchen features a wooden island with drawers and a sink, complemented by warm wood beams overhead. A dining area is visible, along with a cozy living space in the background. Natural light enhances the modern design elements throughout the room.
Home in Greenwood
4.98 out of 5 average rating, 120 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).

Superhost
The kitchen area features wood cabinetry and a black refrigerator, complemented by a full fridge and stove. A washer and dryer are located in a corner, while a comfortable gray sofa and a yellow chair offer seating in the adjoining living area.
Home in Indianapolis
4.9 out of 5 average rating, 117 reviews

Cozy 1BR • Yard, W&D & Parking • UIndy/Downtown

GREAT LOCATION! Our 1 bedroom Indianapolis rental is centrally located just three blocks away from University of Indianapolis campus and 5 miles from Downtown Indianapolis. Our space is perfect for a couple or small group (max 4 adults) Enjoy a new Queen bed & sofa bed (in living room). Living & dining area, kitchen w/ a full fridge, & in unit laundry! Enjoy the private backyard and walkable neighborhood. Lucas oil: 5.3 mi Fountain Square: 2.4 mi Mass Ave: 5.1 mi Most hospitals: 5-6 miles

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, 232 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.
Flat in Indianapolis
4.94 out of 5 average rating, 182 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.

Top guest favourite
The dining area features a round wooden table surrounded by six chairs, providing space for group meals. A chandelier hangs above, and a stone fireplace adds character. A cozy living room is visible in the background with comfortable seating and large windows allowing natural light.
Home in Bargersville
4.98 out of 5 average rating, 184 reviews

Cozy Cottage 14 mi. S of Indy In Bargersville, IN

Relax and unwind in this spacious three bedroom, one bath ranch home situated on one acre. The house is on about 1/2 the acre. The house is situated in Bargersville, Indiana in Johnson County, IN on the southern edge of Greenwood located in Center Grove Area. The garage area is not accessible. Vivint Home Security system with doorbell camera. I will email your unique code once you complete reservation. Central a/c & heat. Bedroom off kitchen has window a/c. We live about 1/4 mile away.

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, 160 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, 122 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

Guest favourite
The exterior of the two-story home is framed by lush greenery and features a welcoming porch. A driveway leads to a two-car garage, while a lamp post adds charm to the landscape. Large windows enhance the home's curb appeal.
Home in Beech Grove
4.93 out of 5 average rating, 238 reviews

Spacious home 20 min from downtown.

This updated, spacious home is near a walk/run/bike trail and has been furnished to meet your needs while in Indy. Upstairs are 3 bedrooms and a loft as a 4th bedroom. It has a semi-private backyard patio w/fire pit and seating for 6. This 2-story home is in a quiet neighborhood just minutes from concerts, sporting events, restaurants, the zoo, Indianapolis Children's Museum, the Canal, and much more! Also, we're just a 20-minute drive from the airport. No pets please.

Top guest favourite
A comfortable living area features a sectional couch in warm tones, complemented by a patterned area rug. Natural light filters through large windows, highlighting a casual armchair and modern lighting fixture. A wall-mounted television is positioned opposite the seating arrangement.
Home in Indianapolis
4.98 out of 5 average rating, 221 reviews

*Home away from home, 15 min. to Indy downtown

Enjoy your home away from home in a quiet neighborhood just minutes from all the attractions of downtown Indy. 5 minutes from the highway with lots of restaurants and stores nearby. 15 minutes to the Lucas Oil Stadium, 20 minutes to the Convention Center, Indianapolis Zoo, and White River State Park. 25 minutes to the Motor Speedway. Home is fresh, comfortable, and stylish. Stocked kitchen, fully fenced backyard with a fire pit and a picnic table.

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.
Guest house in Bargersville
4.98 out of 5 average rating, 252 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.

Top guest favourite
Loft in Mooresville
5 out of 5 average rating, 415 reviews

Loft Apartment: Beautiful Farm and Country Views

This beautiful, over the garage private apartment is located in a wooded area across from our 94 acre farm. A very peaceful setting to wind down and enjoy the nature around you. Conveniently located 15 minutes from the airport and 30 minutes from downtown Indianapolis. A work space is also available that overlooks this beautiful farm!! Also perfect for couples or small families to enjoy some time in the country!

Top 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, 190 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.

Popular amenities for Greenwood holiday rentals

When is the best time to visit Greenwood?

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Avg. price£73£74£92£94£108£97£92£88£82£92£96£98
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Frequently Asked Questions

  • What are the best places to stay in Greenwood?

    Stays around the downtown area, near local parks, or in quiet residential neighborhoods are often suggested for convenient access to restaurants, trails, and shopping. Many vacation rentals and private homes provide comfortable options for visitors.

  • What are the best things to do in Greenwood with kids?

    Greenwood’s playgrounds, splash pads, and the interactive features at Kid City are frequently suggested for children. Seasonal community events and public parks offer open areas for games and picnics.

  • What are some of the best things to do in Greenwood?

    Explore Freedom Springs Aquatic Park, wander around Greenwood Park Mall, or relax in Old City Park’s green spaces. Art galleries, farmers markets, and seasonal festivals add to the local experience.

  • How is the weather in Greenwood?

    Greenwood experiences cold winters with temperatures between 21–40°F (-6–5°C), and warm, humid summers that can reach 85°F (30°C). Spring and fall bring moderate weather and frequent rain showers, so packing for changing conditions is often helpful.

  • When is the best time to visit Greenwood?

    Late spring through early fall is often recommended for milder temperatures, festivals, and outdoor activities. Fall brings vibrant foliage, while winter’s colder days provide a quiet atmosphere for indoor attractions.

  • What are the best places to visit in Greenwood?

    Visitors often explore Freedom Springs Aquatic Park, Greenwood Park Mall, and the historic district’s shops and cafes. Westside Park and Old City Park are also known for their open spaces and walking paths.

  • What are some hiking trails in Greenwood?

    Greenwood has paved and natural-surface trails in spots like Westside Park and Independence Park, which are popular for walking, jogging, or nature observation. Nearby state and county parks extend possibilities for those seeking longer hikes.

  • What are some family activities we can do in Greenwood?

    Families can explore Freedom Springs Aquatic Park, play at the Greenwood Community Center, or enjoy hands-on activities at Kid City. Playgrounds and paved trails in local parks also provide space for all ages to be active together.

  • What are some of the best day trip ideas from Greenwood?

    Around Greenwood, you can explore cultural sites in downtown Indianapolis, visit state parks with scenic trails, or experience local art galleries and farmers markets. Regional museums and historic attractions provide diverse options for a day’s adventure.

  • Are there any pet friendly accommodations available in Greenwood?

    Greenwood has several accommodations that welcome pets, particularly vacation rentals and select private homes. A variety of local parks make it convenient to bring dogs along for outdoor walks.

  • What are some local tips for visiting Greenwood?

    Locals often suggest exploring Greenwood’s parks, checking community calendars for seasonal events, and visiting small businesses in the historic district. Layered clothing is helpful, since weather can change quickly, especially in spring and fall.

  • What is Greenwood known for?

    Greenwood is known for its community-oriented parks, active arts scene, and historic downtown with boutique shopping. Seasonal festivals and locally rooted dining reflect the area’s welcoming atmosphere.

  • What are the best hidden gems to explore in Greenwood?

    Explore local boutiques in the historic district, visit unique public art installations, or find quiet spots along the Greenwood Amphitheater’s green spaces. Neighborhood cafes and small galleries are also frequently mentioned among residents.

  • What are the best foods to try in Greenwood?

    Greenwood has a range of locally rooted flavors, with tenderloins, barbecue, and Midwestern comfort foods appearing on many menus. Sweet baked goods and seasonal produce are also frequently suggested by visitors and residents alike.

  • What should I bring for a trip to Greenwood?

    Pack layers to accommodate temperatures ranging from cold winters around 21–36°F (-6–2°C) to warm summer days near 85°F (30°C). Comfortable walking shoes, a light rain jacket, and sunscreen are often useful.

  • What is the nightlife in Greenwood like?

    Nightlife in Greenwood features welcoming bars, casual pubs, and live music venues where visitors can enjoy local food and entertainment. Family-friendly restaurants and late-night eateries create options for a range of evening plans.

  • What are the most popular events or festivals in Greenwood?

    Greenwood hosts community gatherings like summer concerts in the park, art fairs, and seasonal celebrations such as Independence Day fireworks. Fall festivals and holiday markets are also frequently suggested during their seasons.

  • Are there family friendly vacation rentals in Greenwood?

    Many vacation rentals in Greenwood are suitable for families, with amenities like multiple bedrooms, kitchens, and outdoor spaces. Stays near parks or in residential neighborhoods often provide a relaxed setting for all ages.

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 £22 per night before taxes and fees

  • Verified guest reviews

    Over 2,590 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Greenwood holiday rentals include wifi access

  • Popular amenities for guests

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

  • 4.8 Average rating

    Greenwood stays are highly rated by guests – averaging 4.8 out of 5!

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