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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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, 111 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, 108 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, 211 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.

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
4.96 out of 5 average rating, 114 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 Ground Coffee (Bring your own Nespresso pods if you prefer) A Two car garage and street parking

Guest favourite
A charming gray house features a welcoming porch supported by white columns. A small rocking chair and hanging plants enhance the outdoor space. Steps lead up to the entrance, framed by manicured bushes and decorative stones, with a flag displayed nearby.
Home in Irvington
4.88 out of 5 average rating, 594 reviews

Historic Charmer

My home is a very quaint, clean, and private space in a very walkable and welcoming community. Historic Irvington is full of several eateries, coffee shops and a brewery within steps. Just follow the Pensey Trail south a block to explore this exciting community. Or, take the trail for a light run or bike ride! Minutes from downtown my space is perfect for a weekend away, a cozy bed while out traveling, or an easy effortless way to travel for work or one of Indy’s many great conventions.

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, 176 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 cozy living room features a light-colored sofa and an armchair beside a stone fireplace. A patterned rug covers the hardwood floor, while large windows allow natural light to brighten the space. A coffee table is centrally placed, and a television is visible in the corner.
Home in Irvington
4.98 out of 5 average rating, 128 reviews

Barb’s Bungalow: Charming Irvington 2 bedroom home

From the moment you walk in, this historic home (built in 1939) envelopes you with its charm. Enjoy Original hardwoods, two bedrooms (one with a king, the other, a queen size bed), three smart TV’s, broadband WIFI and a fully equipped kitchen to make those amazing dinners you can enjoy in the dining room or breakfast nook! Washer and dryer in basement. Fireplace is NOT useable-just for show! Security features include ADT, ring & keypad entry. Close to park, hospital & interstate.

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, 143 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, 115 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
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
4.97 out of 5 average rating, 191 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.

Superhost
A comfortable living area is created by soft seating arranged around a coffee table. A flat-screen TV is mounted above a decorative brick fireplace. Light streams through nearby windows, enhancing the room's welcoming atmosphere. A dining area with a table for six is visible in the background.
Home in Christian Park
4.87 out of 5 average rating, 236 reviews

Quiet Street 10 minutes from Downtown Indy! #1

NO PARTIES OR SMOKING. NO EXCEPTIONS. LOCAL GUESTS must contact the host before booking or risk forfeiting their stay without a refund. MUST CLIMB STAIRS This 1926 craftsman-style duplex is just 10 minutes from downtown Indianapolis! With original hardwood floors and a newly renovated interior, this 3-bedroom home blends vintage charm with modern comfort. Perfect for conventions, business, sports events, travel nurses, or a fun night out!

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, 210 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!

Popular amenities for house rentals in Greenwood

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Avg. price$131 SGD$131 SGD$174 SGD$187 SGD$212 SGD$206 SGD$160 SGD$155 SGD$160 SGD$141 SGD$232 SGD$207 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 $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,750 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

    20 properties have a dedicated workspace

  • Wifi availability

    40 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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