House holiday rentals in Greenwood

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Top-rated house rentals in Greenwood

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite
A comfortable living area is highlighted by a gray sofa and a patterned armchair. A coffee table is centered on a decorative rug above hardwood flooring. Light streams in from multiple windows, creating a bright and inviting space.
Home in Irvington
4.91 out of 5 average rating, 208 reviews

Sir Adonis

Sir Adonis is waiting for you to book! A fresh face on the Airbnb block, Adonis is clean, spacious, quiet, and close to everything! -3 minutes from 465. -2 minutes from the heart of Irvington and all it’s shops, eateries, and parks. -Directly across the street from the Pennsy Trail(the old Pennsylvania railroad turned green space for biking, running, walking. Stretches roughly 25 miles currently). -Steps from the IndyGo buss line which’s shoots directing across Washington street to the Convention Center, Lucas Oil, and Bankers Life. -Across from Los Cuates (Mexican restaurant across the street-SO GOOD!) -25minutes from Grand Park in Westfield -Directly across town from Speedway, IN, home of the Indy 500(20mins). -8 minutes from Fountain Square -12 Minutes from Broad Ripple ~** literally in the heart of the city and minutes from most everything!!!**~

Guest favourite
Home in Indianapolis
4.93 out of 5 average rating, 208 reviews

#IndyCozyCottage | Historic Home Close to Mass Ave

Hello, Fellow Traveler! Welcome to our cozy historic Indy cottage — a quiet neighborhood retreat just minutes from downtown. Enjoy coffee on the porch, a fenced yard for pets, and easy access to Mass Ave, Bottleworks, and Lucas Oil Stadium. Thoughtfully updated for comfort and style while keeping its original charm! This quaint home features a king bedroom with walk-in closet, updated and stocked kitchen, secondary flex bedroom/office, and two-car garage — Perfect for your next Indy adventure!

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, 116 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).

Guest favourite
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
4.92 out of 5 average rating, 113 reviews

Crimson Hound - close to UIndy & Downtown Indy

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). This 360 sq ft house has a living & dining area, kitchen w/ a full fridge, and 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

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, 221 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
The kitchen features dark wood cabinetry and stainless steel appliances, including a microwave and oven. A circular dining table with colorful dishware is visible. Light enters through the window, illuminating the hexagonal tile flooring, enhancing the functional layout.
Home in Speedway
4.93 out of 5 average rating, 537 reviews

Adorable Bungalow 3 blocks from the 1st TURN

Cozy bungalow that lives bigger than it looks! Affordable luxury all at a terrific price! Fully private duplex has 2 stories and basement. We do allow dogs only, however I would like to know the breed & how many are staying. We do have some special "rules" for our furry friends! The neighborhood is walkable to restaurants, and very safe! Speedway boasts a low crime. The airport is close & downtown is closer! 465 is just 1.5 miles to access 465. Please no cats, or other type of pet.

Guest favourite
A comfortable living room features a dark gray sofa with yellow accent pillows and a red armchair. A coffee table sits in front of the sofa. Natural light filters through the window, highlighting wooden flooring and decorative wall art.
Home in Fountain Square
4.81 out of 5 average rating, 934 reviews

The Fletcher Abode

Cozy 2 bedroom 1 bathroom home in the Fountain Square neighborhood of Indianapolis. This house has a bedroom with a king bed a bedroom with a queen bed and a pull out sofa in the living room. Free internet access, a television with Netflix, and a full kitchen. Just 1/2 mile from the acclaimed restaurants and bars in Fountain Square. 2 miles or less to downtown Indianapolis attractions including Lucas Oil Stadium, Bankers Life Fieldhouse, the convention center etc. Free street parking.

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, 181 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.

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, 204 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
A single-story brick home is situated on a quiet street, featuring a neat lawn with trimmed bushes. A two-car garage is visible on the right side, and a blue pickup truck is parked in the driveway. The surrounding trees are bare, indicating early spring.
Home in Indianapolis
5 out of 5 average rating, 214 reviews

Newly renovated 1400 Square Foot 3 Bedroom Home.

1400 square foot 3 BR 2 BA home that sits on a quiet street tucked away just minutes from shopping, and dining. We can easily accommodate up to 7 guests. Perfect location just 5 minutes from I-65 and I-465. 10 minutes from downtown Indy, 5 minutes from Greenwood. We have all the amenities you need for a short two night stay or as long as you need. Fully stocked kitchen if you want to stay in and make a meal. This place feels like home!

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
4.96 out of 5 average rating, 162 reviews

Free snow removal, 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.

Guest favourite
The sunroom features a cozy seating arrangement with a blue sectional and a circular daybed, surrounded by large screens that provide views of the lush greenery outside. A patterned rug lies beneath a wooden coffee table, adding a touch of comfort to the space.
Home in Indianapolis
4.89 out of 5 average rating, 120 reviews

Modern-Sunroom-15min to DwnTwn-Grps-Kids-Firepit

** Upscale, safe, family friendly location ** 12min to Uni Indy & Greenwood; 15min to downtown/limelight ** Disinfected after every guest stay ** Ultra fast Wi-Fi 1000mbps ** Smart TV per room ** One of a kind Sunroom, relaxing seating with magical lights around fire pit, deck, private backyard ** Kids-adults play area, games ** Fully stocked kitchen ** High chair, pack N play, stroller

Popular amenities for house rentals in Greenwood

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Avg. price$128 SGD$128 SGD$170 SGD$183 SGD$207 SGD$201 SGD$156 SGD$151 SGD$156 SGD$159 SGD$207 SGD$169 SGD
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Quick stats about house rentals in Greenwood

  • Total holiday rentals

    Explore 50 holiday rentals in Greenwood

  • Nightly prices starting at

    Greenwood holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,030 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Greenwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenwood rentals

  • 4.9 Average rating

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

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