
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.

Covered Bridge Cabin (on Big Walnut Creek)
Retreat and renew in this charming one-room cabin by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, find inspiration. With sweet-smelling poplar walls, the cabin offers a full bed by picture window, inflatable single mattress, small TV, writer's desk, AC, fans and baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin.) Simple and beautiful.

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.

Waterfront getaway *cozy & peaceful*fishing*swings
Welcome to your peaceful lakeside getaway! This renovated boho-style cottage offers a quiet and laidback retreat. Featuring an open loft layout, a covered porch, and a large deck overlooking two small serene lakes, this home is designed for relaxation. Enjoy evenings under the Pergola with swings or gather around the hillside firepit for unforgettable nights. Its location also makes it easy for you to get around. You're just: 10 min to I-70 hwy 20 mins to the airport 30 mins to Indy Downtown

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.

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 1938 Barn
The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.

Artisan Log Haven: 40-Acre Forest Sanctuary
As the forest awakens, Cabin Porch Paradise transforms into a lush, green-walled sanctuary. Exchange the city’s roar for the symphony of owls and the rustle of new leaves across our 40 private acres. Whether wandering on-site hiking trails, sipping espresso, or soaking in the treetop Jacuzzi, this space is curated for deep rest. Minutes from Nashville, but worlds away. While you may occasionally spot your host or hear nearby wood-crafting, your privacy remains priority.

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

Raccoon Lake Retreat

The Carriage House

The Trillium House at DePauw - 4/5 BR 3.5 BA

The Cozy Canary

Park Place

Log Cabin + Guest House on a Pond with Hot Tub

Home in Brazil

Indulgence at DePauw
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $290 NZD | $324 NZD | $326 NZD | $312 NZD | $343 NZD | $326 NZD | $281 NZD | $300 NZD | $324 NZD | $321 NZD | $319 NZD | $285 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
Are there family-friendly house rentals in Greencastle?
Greencastle has more than 20 family-friendly house rentals. 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 house rentals with a dedicated workspace in Greencastle?
Yes! Work meets play with ease at over 10 house rentals in Greencastle featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do apartment rentals in Greencastle have air conditioning?
Absolutely! We offer over 10 apartment rentals with air conditioning in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greencastle have a kitchen?
Absolutely! We offer over 30 house 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 apartment rentals in Greencastle have free parking?
Absolutely! We offer over 10 apartment 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 free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about holiday rentals in Greencastle

Total holiday rentals
Explore 50 holiday rentals in Greencastle

Nightly prices starting at
Greencastle holiday rentals start at $86 NZD per night before taxes and fees

Verified guest reviews
Over 2,660 verified reviews to help you choose

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

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 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!
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indiana Convention Center
- Eagle Creek Park
- Indianapolis Zoo
- The Golf Club at Eagle Pointe
- Brown County State Park
- Gainbridge Fieldhouse
- Brickyard Crossing
- Indiana State Fairgrounds & Event Center
- Oliver Winery
- McCormick's Creek State Park
- Indianapolis Museum of Art
- Grand Park Sports Campus
- Childrens Museum
- Butler University
- Yellowwood State Forest
- Garfield Park
- Indiana State Museum
- Monroe Lake
- Indianapolis Canal Walk
- Fort Harrison State Park
- Indiana World War Memorial
- IUPUI Campus Center




