
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.

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.

Grandpa's Cabin at Heidenreich Hollow
Grandpa’s Cabin at Heidenreich Hollow offers exclusive lodging on our hilly 5 acre wooded property. We offer a peaceful getaway from life while being right in the middle of both Indianapolis and Bloomington! Our quiet rustic cabin has a loft bedroom with stair access that includes a King size bed, 2 twin beds and an air mattress. We have a spacious bathroom and a fully equipped kitchen to help you feel at home. Search YouTube for Grandpas Cabin at Heidenreich Hollow for a video!.

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.

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!

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.

Artist's Cottage - Whole House with One Bedroom
This cozy 1 bedroom house will help make your stay in Indianapolis pleasant! This is an old neighborhood that is in the early stages of restoration, so we want to make sure guests understand that there are some dilapidated houses nearby. We love our neighbors & neighborhood - we just want to make sure nobody books our place & then is upset seeing nearby houses that need repair.

Cozy Midtown Guest Suite
Private suite in convenient midtown location (just 5 minutes to popular Mass Ave and Broad Ripple attractions). Private side entry with digital access. Brand new queen bed, full bathroom, kitchenette, WiFi, large Smart TBV, easy street parking, large built-in shelves for storage and spacious closet. Complimentary snacks, teas and local coffee. This space is newly renovated.
Popular amenities for Greenwood holiday rentals
Other great holiday rentals in Greenwood

Blockbuster Bungalow

Historic Meadowdale Farm

New 2B/1B house - sleeps 5!

Escape 2 BeechGrove - relax with a pup and a fire!

Convenient 2 bedroom*King Bed*

The Loft at East Main

Chic, Comfy and Private Stay

Indy Fountain Gem
When is the best time to visit Greenwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £74 | £76 | £94 | £95 | £110 | £98 | £94 | £89 | £83 | £81 | £105 | £98 |
| 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 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.
What are the most popular amenities for House Rentals in Greenwood?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 £23 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 & 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
60 of Greenwood holiday rentals include wifi 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
- The Country Club of Indianapolis
- Brickyard Crossing
- Country Moon Winery
- The Pfau Course at Indiana University
- River Glen Country Club
- Woodland Country Club
- Prairie View Golf Club
- The Sagamore Club
- Oliver Winery
- Ironwood Golf Course
- Greatimes Family Fun Park
- Crooked Stick Golf Club
- The Trophy Club
- Hopwood Cellars Winery & William Rose Distillery
- Broadmoor Country Club
- Adrenaline Family Adventure Park




