
Holiday houses in Greencastle
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Top-rated holiday rentals in Greencastle
Guests agree: these stays are highly rated for location, cleanliness and more.

NAMASTE Lofts - Downtown Greencastle!
Looking for peace and serenity in the heart of downtown Greencastle, welcome to Namaste Lofts! We provide 2 distinctively designed lofts that exude a sense of calmnessin the bustling downtown. Each unit reflects the architectural features from the 1800’s, but the eclectic design with a mix of urban & modern furnishings makes the lofts a one of a kind place to stay. Located on the north side of Greencastle’s downtown square, you are walking distance to all entertainment, and DePauw University.

Spring Blooms & Birding: 40-Acre Luxe Forest Spa
Experience the April Awakening. Trade the city for a curated 40-acre forest reset near Nashville, IN. Perfect for mature couples or singles, seeking a nature-themed reset as the forest buds and the morels begin to pop. Hike private paths, watch the nesting bluebirds, and unwind in the forest-view hot tub. Includes a complimentary Brown County State Park pass. Note: As a working ridgetop, occasional host sightings or nearby construction may occur. High-speed fiber while "working from the woods".

Cozy Cabin Close to University 1
The Red Rabbit Inn is located just 15 mins from the Indiana University campus and just 20 mins from Nashville, IN , this architecturally designed cabin features the works of local artisans. Beautifully landscaped on a secluded, wooded pond, this cabin includes a loft bedroom with KING bed, bath, full kitchen, gas fireplace, satellite TV & Wifi, with your own private deck, outdoor hot tub, fire pit area & gas grill. Cabin sleeps 2 guests. Located near Lake Lemon, in a beautiful serene setting.

Courthouse Square Loft
At the intersection of DePauw University and historic downtown Greencastle! Recently renovated, our spacious and modern Loft is located above Scoops Ice Cream Shop and overlooks Greencastle’s Courthouse Square Historic District. You’ll be just steps away from many fantastic restaurants, boutiques, and charming shops. Come and enjoy scenic Putnam County all throughout the year! We are a short walk from the DePauw campus and close to many covered bridges. Turkey Run State Park is a short drive.

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.

Mimi's Country Cottage
Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

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.

Modern Nashville Home in the Woods
Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

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.

Parke County Dream Cabin
Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!

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!
Popular amenities for Greencastle holiday rentals
Other great holiday rentals in Greencastle

Overnight on Main

Raccoon Lake Retreat

1860’s Art House

The Cozy Cottage II

The Cozy Canary

Park Place

Indulgence at DePauw

Authentic Country Farmhouse on Pond / Greencastle
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $239 AUD | $267 AUD | $269 AUD | $257 AUD | $283 AUD | $269 AUD | $232 AUD | $248 AUD | $267 AUD | $265 AUD | $263 AUD | $235 AUD |
| 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
Are there family-friendly vacation rentals in Greencastle?
Greencastle has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Greencastle?
Experience the best of Greencastle with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Greencastle?
Yes! Work meets play with ease at over 10 vacation rentals in Greencastle featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Greencastle have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greencastle have a kitchen?
Absolutely! We offer over 10 apartment rentals with a kitchen in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Greencastle have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greencastle have free parking?
Absolutely! We offer over 30 house rentals with free parking in Greencastle. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Greencastle?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Greencastle

Total holiday rentals
Explore 40 holiday rentals in Greencastle

Nightly prices starting at
Greencastle holiday rentals start at $71 AUD per night before taxes and fees

Verified guest reviews
Over 2,720 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
40 of Greencastle holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Greencastle rentals

4.9 Average rating
Greencastle stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Eagle Creek Park
- Indianapolis Zoo
- Brown County State Park
- The Golf Club at Eagle Pointe
- Gainbridge Fieldhouse
- Indiana State Fairgrounds & Event Center
- Brickyard Crossing
- McCormick's Creek State Park
- Oliver Winery
- Childrens Museum
- Indianapolis Museum of Art
- Grand Park Sports Campus
- Butler University
- IUPUI Campus Center
- Monroe Lake
- Indianapolis Canal Walk
- Garfield Park
- Indiana State Museum
- White River State Park
- Yellowwood State Forest
- Fort Harrison State Park




