
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.

Oasis Garden Sanctuary - a unique artisan retreat
Welcome Home to the Oasis Sanctuary. This inspiring & unique space will make your visit enjoyable & memorable. Only moments from IU & Downtown. But, VERY private, quiet & secluded. Come unwind in this peaceful healing retreat centered in the heart of Bloomington. * 15 minute walk to downtown * 1 mile west of IU * 1 block to a walking & bike trail that leads downtown. Seclusion, Artistry, Nature, Location, Comfort. Come enjoy this cozy and clean cottage nestled within gardens of abundance.

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.

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.

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.

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

Raccoon Lake Retreat

Purdy Hill Cabin

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

Home in Brazil

Indulgence at DePauw

Braes Cabin on the Creek. Mansfield, IN

Cascade Cabin

The Pond House at Deer Creek Farms/ Greencastle
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$35,363 GYD | G$39,548 GYD | G$39,758 GYD | G$38,084 GYD | G$41,850 GYD | G$39,758 GYD | G$34,317 GYD | G$36,619 GYD | G$39,548 GYD | G$39,130 GYD | G$38,921 GYD | G$34,736 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
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 vacation rentals in Greencastle

Total vacation rentals
Explore 50 vacation rentals in Greencastle

Nightly prices starting at
Greencastle vacation rentals start at G$10,463 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
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- Eagle Creek Park
- Indianapolis Zoo
- The Golf Club at Eagle Pointe
- Brown County State Park
- Gainbridge Fieldhouse
- Brickyard Crossing
- Indiana State Fairgrounds & Event Center
- McCormick's Creek State Park
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- Childrens Museum
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- Indiana State Museum
- Indiana World War Memorial
- Monroe Lake
- White River State Park
- Indianapolis Canal Walk
- IUPUI Campus Center
- Butler University
- Fort Harrison State Park




