House holiday rentals in Greenwood

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Top-rated house rentals in Greenwood

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Guest favourite
Home in Indianapolis
4.93 out of 5 average rating, 214 reviews

#IndyCozyCottage | Cozy Home in Quiet Neighborhood

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, 118 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 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, 226 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 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.

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
4.9 out of 5 average rating, 156 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, 119 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, 234 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.

Guest favourite
A well-lit bedroom features a spacious bed with crisp white linens. Two windows allow natural light to fill the room, adorned with soft curtains. A decorative wall piece adds character, while a small plant and a nightstand enhance the inviting atmosphere.
Home in Indianapolis
4.94 out of 5 average rating, 191 reviews

Cozy Clean Urban Indy Home

Enjoy an unforgettable comfy stay at our modern humble abode! Newly renovated, offers an airy abundance of natural light and inviting interior, located just short 10 minutes from downtown and 8 minutes from Fountain Square, but outside the hustle and bustle. Convenient location minutes away from neighborhood market, various fast food and casual dining establishments, and right off highway 65. The house has a fully equipped kitchen, free WiFI, Roku smart TVs, and much more.

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, 214 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 living area features a light-colored sofa paired with a brown leather armchair. A round coffee table is centered on a textured area rug. Natural light filters through multiple windows, highlighting the decorative accents, including a mirror and woven storage baskets.
Home in Bates - Hendricks
4.97 out of 5 average rating, 129 reviews

Luxury home in the heart of Indy

Relax in this luxury home, high-end family residence situated in the rejuvenated Bates Hendricks district of downtown Indianapolis. This is the same location where the HGTV show "Good Bones". Cheap Ubers or Lyfts anywhere downtown 1.6 miles from Convention Center, Lucas Oil, Pacers Stadium Countless restaurants and entertainment in Fountain Square, Mass Ave, and Downtown 1 Gig internet and Free Keurig Coffee A Two car garage and street parking

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, 218 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
4.95 out of 5 average rating, 176 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 house rentals in Greenwood

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Avg. price$129 SGD$129 SGD$172 SGD$185 SGD$209 SGD$203 SGD$158 SGD$153 SGD$158 SGD$160 SGD$209 SGD$171 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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