
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.

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).

A room with view - great location
This room is a good value. It is close enough to Indianapolis yet peaceful, clean, quiet, and private. We are: 7.1 miles (10 minutes) from Indianapolis international airport. 18 miles (26 minutes) from downtown Indianapolis, 17miles (20 min drive) from Indianapolis convention center and Lucas stadium. 35 miles (52 minutes) from Indiana University in Bloomington. ~3 miles from I-70. If interested in booking please answer our pre booking questions found at the beginning of the house rules.

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.

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.

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

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.

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.

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.

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.

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.

Cobb Cabin
Take it easy at this unique and tranquil getaway. Quiet and relaxing 1 bedroom studio home with king bed. Only 18 minutes from downtown. Couch pulls out for added comfort, leg room and sleeping area. There is a fold out single cot and a fold out queen mattress available. Full kitchen, smart tv, washer/dryer, private security system and all the basics are all with this secluded home.

The Sweet Suite
Comfortable 1 bedroom suite located in highly desired neighborhood. Private entrance and completely separate unit. Close to shopping, restaurants and more. Less than 30 minute commute to downtown Indy. Far enough away from the hustle and bustle to unwind but close enough to get where you are going quickly.
Popular amenities for Greenwood holiday rentals
Other great holiday rentals in Greenwood

Norma Jeans Air B&B

Safe Haven for Women Only in Indianapolis

Lovely cozy 1 bedroom with separate toilet Room 3

Cozy and Quiet

Historic Private Guest Suite

Private cozy room in Whiteland

Queen Bed Getaway Room Downtown Indy

Castleton - Private Room - Safe and quiet
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $174 NZD | $178 NZD | $220 NZD | $224 NZD | $257 NZD | $231 NZD | $220 NZD | $209 NZD | $195 NZD | $190 NZD | $246 NZD | $229 NZD |
| Avg. temp | -2°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 6°C | 1°C |
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 air conditioning?
Absolutely! We offer over 40 house rentals with air conditioning in Greenwood. Enjoy a tailored experience with all the comforts you desire.
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.
Quick stats about holiday rentals in Greenwood

Total holiday rentals
Explore 60 holiday rentals in Greenwood

Nightly prices starting at
Greenwood holiday rentals start at $53 NZD per night before taxes and fees

Verified guest reviews
Over 3,050 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 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!
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- Lucas Oil Stadium
- Eagle Creek Park
- Indianapolis Zoo
- Indianapolis Motor Speedway
- The Golf Club at Eagle Pointe
- Brown County State Park
- The Fort Golf Resort
- Mounds State Park
- Brickyard Crossing
- The Country Club of Indianapolis
- The Pfau Course at Indiana University
- Country Moon Winery
- River Glen Country Club
- Prairie View Golf Club
- Woodland Country Club
- The Sagamore Club
- Greatimes Family Fun Park
- Crooked Stick Golf Club
- Ironwood Golf Course
- Hopwood Cellars Winery & William Rose Distillery
- Broadmoor Country Club
- The Trophy Club
- Oliver Winery
- Adrenaline Family Adventure Park




