
Vacation rentals in Greencastle
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Top-rated vacation 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.

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.

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.

Lyndsay's Cottage
This unique place has a style all its own. This house is fully furnished with nicely refinished hardwood floors. There are two bedrooms with queen sized beds and plenty of storage and room darkening blinds. There is a Washer & Dryer downstairs and a game room for the kids. Couch in living room is able to pull out into bed and there is a futon in the game room downstairs. Backyard is fully fenced. Close to Union Hospital, ISU and many local restaurants and shops.

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!

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.
Popular amenities for Greencastle vacation rentals
Other great vacation rentals in Greencastle

The Carriage House

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

Summer Kitchen at The Hill

Home in Brazil

Park Place

Clean, functional and charming home

Kozy Kove

Parkview Family Suite at Cataract Falls Lodge
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,338 GYD | G$39,520 GYD | G$39,729 GYD | G$38,056 GYD | G$41,820 GYD | G$39,729 GYD | G$34,292 GYD | G$36,593 GYD | G$39,520 GYD | G$40,147 GYD | G$42,866 GYD | G$34,292 GYD |
| 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
Do house rentals in Greencastle have wifi?
Absolutely! We offer over 20 house rentals with wifi in Greencastle. Enjoy a tailored experience with all the comforts you desire.
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.
Do house rentals in Greencastle have free parking?
Absolutely! We offer over 20 house rentals with free parking in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Greencastle have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Greencastle. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Greencastle?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with air conditioning, over 20 homes with free parking, over 20 homes with wifi, over 20 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
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 house rentals in Greencastle have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Greencastle. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Greencastle

Total vacation rentals
Explore 50 vacation rentals in Greencastle

Nightly prices starting at
Greencastle vacation rentals start at G$10,455 GYD per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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




