
House holiday rentals in Greencastle
Find and book unique houses on Airbnb
Top-rated house rentals in Greencastle
Guests agree: These houses are highly rated for location, cleanliness and more.

Cozy and Comfortable, great Fall destination!
This house is an old model, but it is a cozy comfortable house and will everything you need for your stay. In Brownsburg it's only minutes from the Indianapolis Raceway Park and the Lucas Oil Raceway. There is plenty of entertainment and food options within driving distance and a couple you can walk to. I have wifi and streaming with a Fire Stick available on the TV. I do not have cable. I have Netflix, Disney, HBO. Feel free to bring your own Streaming Devices to access your own shows.

The Blue Maiden - built in 1880
This unique place has a style all its own. Recently updated, the Blue Maiden was built in 1880 as a home to the servants who worked in the mansions prevalent in Farrington's Grove. She is 1.4 miles from downtown and ISU campus, between two hospitals, and convenient to St. Mary of the Woods College, IVY Tech and Rose-Hulman Institute of Technology. She is close to I-70, one block from US 41, and maintains many of her original Victorian charms. She is less than 5 miles from the new casino!

Florence Cottage~Modern Country
Relax with the whole family at Florence Cottage. Brand new home- quaint, quiet, and a great mix of country charm with stylish design. The house offers 4 bedrooms, 2 full bathrooms. The master suite has its own spacious master bathroom. Bedroom 2 and 3 are furnished with queen beds. Bedroom 4 offers a bunk bed. The home sits on an acre with stately mature trees, a fabulous front porch to take in the sunrise & then a new deck overlooking the large back yard boasting amazing sunsets at night!

Castle 853 - We aim to be the cleanest!
Very Clean, stylish and up-to-date, Bedford Stone, single level home. Fully furnished, all linens, towels, cookware included. Coffee and snacks are there for your stay. We are a 3 minute drive to DePauw University, Crown Industrial Park, and the Historic Downtown full of Fine Dining, Craft Beer & Wine, Music. 300 feet from People's Pathway. Located in the heart of Covered Bridge country. 40 minutes from Indianapolis including the International Airport and the Indianapolis 500 raceway.

Maria’s Haven
Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

Peaceful Ctry Home 1 ac. Wlk to 3FatLabs. 3BR 2BA
Peaceful country home near 3 Fat Labs and Depauw University. Situated on beautiful and quiet 1 acre lot with fire pit. Relax on the back deck and enjoy view, visit Oakalla covered bridge or hike at nearby Depauw nature trails. Home has en suite master with King bed and open floor plan. Kids room with bunk, toys and pack n play. Bathtub in 2nd bathroom. Enjoy large selection of DVDs and games for kids and adults. Satellite TV and internet. Washer/dryer. Only 3.5 miles to Depauw.

The Main Street Retreat-NO CLEANING FEES
Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

Feels Like Home!
You will love our home. Read our reviews and see for yourself!! Enjoy a stylish experience at this centrally-located place. We offer a one bedroom and one bathroom house. The bedroom has a queen size bed and the sofa has a memory foam queen size pull out bed. We’ve added a desk in the dining room and a cute coffee bar in the kitchen. You can enjoy the enclosed front porch while relaxing in the rocking chairs. We have a full size washer and dryer located off of the kitchen .

Captain Bill's Guest House/seasonal swimming pool
Welcome to Captain Bill's Guest Lodge at Cagels Mill Lake! This gorgeous home offers modern amenities in a countryside setting. Perfect for bikers, boaters, fisherman, and anyone looking to enjoy lake life. Our guests are welcome to join us poolside at the main house. Our private pool is open only to us and our listed guests at our two Airbnb units. We're located seconds from the boat ramp and a short drive to Cataract Falls and Lieber State Park. Pool is seasonal.

Swans Nest
If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Luxury Lake House: Stay French Lake
This bright and airy 4 bedroom home is a destination getaway perfect for your family, friends, or business retreat. With new furniture, appliances, and décor this retreat is the perfect getaway or staycation for your leisure or business needs. Nearby Attractions: Queen of Terre Haute Casino, Griffin Bike Park, Fowler Park, Laverne Gibson Cross Country Course, Rose Hulman, Indiana State University, and The Mill Concert Venue

South side Charmer
Enjoy an unforgettable experience at this centrally-located private home. We are conveniently located near I-70 and south side shopping, restaurants, movie theater, etc. Our home is thoughtfully furnished with everything you need and then some. You’ll enjoy a basement complete with an air hockey table, card/ game table and a Pac-Man arcade game. We offer off street parking in the driveway. This is a non smoking unit.
Popular amenities for Greencastle house rentals
House rentals with a pool

Private Home in Avon w/ Heated Saltwater Pool

LuxeVilla-Pool-GameZone-Sleeps14-Kid|PetFriendly

The Manor on the Ridge

The Getaway House with Hot Tub and Pool

16 Mi to Indianapolis: Group Getaway w/ Pool Table

New beautifully furnished home.

Peaceful country home & pool near DePauw

Deer Run Lodge/Indoor Pool/Hot Tub/Sauna
Weekly house rentals

Peaceful Wooded Lake Cottage Retreat

Charming Retreat Near DePauw & Indy Hotspots

Park Place

Grandma Mitchell’s House

Tiny House Retreat!

Authentic Country Farmhouse on Pond / Greencastle

Clean, functional and charming home

Ozran Cottage - a mid-century Lakefront getaway
Private house rentals

Indianapolis - Modern, Spacious & Close to Airport

Healing Waters Lakehouse

Forest House: Your Cozy Retreat in Brazil, Indiana

Luxury 3 bedroom house in Avon

College Avenue House

Fox Holler House

Aikman Place (Not Troy's)

Charming historical home
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $345 NZD | $331 NZD | $352 NZD | $348 NZD | $420 NZD | $348 NZD | $324 NZD | $347 NZD | $387 NZD | $348 NZD | $383 NZD | $286 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 |
Quick stats about house rentals in Greencastle

Total holiday rentals
Explore 20 holiday rentals in Greencastle

Nightly prices starting at
Greencastle holiday rentals start at $87 NZD per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Greencastle holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Greencastle rentals

4.9 Average rating
Greencastle 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
- Brickyard Crossing
- The Country Club of Indianapolis
- The Pfau Course at Indiana University
- River Glen Country Club
- Woodland Country Club
- Prairie View Golf Club
- Greatimes Family Fun Park
- Crooked Stick Golf Club
- Hopwood Cellars Winery & William Rose Distillery
- The Trophy Club
- Broadmoor Country Club
- Oliver Winery
- Cedar Creek Winery & Brew Co.
- Brown County Winery
- Harrison Hills Golf Club
- Bridgewater Club
- Urban Vines Winery & Brewery




