
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.

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.

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.

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. ☺️

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.

Red House Guesthouse
Relaxing guesthouse in peaceful country setting with local deer herd visiting frequently. Close to Shades and Turkey Run State Park and Wabash College. Great location for Covered Bridge Festival, and wedding venues. We live on site with our 2 chocolate Labradors. The guesthouse has a private entrance and private outdoor deck facing the woods. Entire living space is handicapped accessible including large bathroom with walk in shower. Cleaning is in accordance with CDC guidelines.

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!

The Historic Boulders Circa 1910
Within walking distance to DePauw University and Downtown Greencastle in a park like setting on the historic Boulders property. Second floor private studio with an upscale kitchen with full set of appliances, queen size bed with power motion base, private bath, designated office area, WIFI, streaming video, 75 inch flat screen TV, central heat and AC, with access to outdoor patio and dining area with gas grill grill. Off street private parking

Carriage House 1 bedroom loft suite w/ fireplace.
Keep it simple at this peaceful and centrally-located loft. Carriage House Guest Suite is located in a quiet neighborhood just five blocks from the courthouse square. Spencer's historic downtown offers the restored Tivoli theater, restaurants, art galleries & shops. Two miles from beautiful McCormick's Creek State Park and 3 miles to Owen Valley Winery. A convenient 20 miles to downtown Bloomington & Indiana University.

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

The Carriage House

The Cozy Cottage

Raccoon Lake Cabin

Park Place

Indulgence at DePauw

Charming Greencastle Home < 1 Mi to DePauw!

Hillsdale Home - Remodeled 2 bd Near Downtown
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | 
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $294 NZD | $329 NZD | $331 NZD | $317 NZD | $348 NZD | $331 NZD | $268 NZD | $296 NZD | $329 NZD | $334 NZD | $357 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 holiday rentals in Greencastle
 - Total holiday rentals- Explore 40 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 2,450 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, 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
- Indianapolis Zoo
- Eagle Creek Park
- 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
- Broadmoor Country Club
- Hopwood Cellars Winery & William Rose Distillery
- The Trophy Club
- Cedar Creek Winery & Brew Co.
- Oliver Winery
- Harrison Hills Golf Club
- Brown County Winery
- Plum Creek Golf Club
- Urban Vines Winery & Brewery
