
Holiday rentals in Greencastle
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Top-rated holiday rentals in Greencastle
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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.

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.

Parke Suite
This special place is close to everything, making it easy to plan your visit. The Historic Parke County Courthouse is in full view from the apartment’s living room windows. Located on the beautiful Rockville square, this apartment is near The 1880 Mustard Seed for your morning coffee and pastry, Rubies for some retail shopping and G& M Variety for that one of a kind purchase!! We are located across the street from the Ritz Theater, just a block away from the public library and The 36 Saloon.

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. ☺️

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.

Bridge-View Suite at Cataract Falls
Welcome to Cataract Falls Lodge at the entrance to the Cataract Falls State Recreation Area. A one minute walk from the lodge and you will be standing on the overlook of the most spectacular waterfall in the Midwest. The lodge has three private suits that can be rented individually or combination thereof. This unit, Bridge-View, sleeps 4 offering one bedroom, a great room with attached kitchenette, full bathroom and personal outdoor space overlooking the entrance to the park.

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 Cottage In Town
Enjoy a comfortable and relaxing experience at this centrally-located home just 0.4 miles from Depauw's campus! 2 bed, 1 bath adorable home walking distance to downtown, campus, restaurants & shopping. Quiet established neighborhood. Features (1) King bdrm, (1) quen bdrm -Blackout curtains -Wifi -Spacious family room w/smart TV -Close to everything Outdoor patio w/furniture to enjoy the peace & quiet The space Modern cottage home with a minimalist aesthetic.

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!

Clean, functional and charming home
Clean and inviting home with an open floor plan and intimate spaces to relax and enjoy your time here. We are located just 7 minuets from DePauw University, 3 minutes from 3 Fat Labs and 12 minutes from Owl Ridge wedding venue. For those coming to enjoy events at C Bar C Expo Center, we are a short 21 minute drive, Lincoln Park Speedway 15 minutes, and for Indiana's premiere Bridge Festival, Mansfield is only 25 minuets away.
Popular amenities for Greencastle holiday rentals
Other great holiday rentals in Greencastle

Raccoon Lake Retreat

Purdy Hill Cabin

The Carriage House

The Cozy Cottage II

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

The Narrows Cabins #2962 - The Nook

Indulgence at DePauw

Cozy Lofted Cabin (#2) at Cataract Lake Getaway
When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £127 | £142 | £143 | £137 | £150 | £143 | £123 | £131 | £142 | £140 | £140 | £125 |
| 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 £38 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 & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
50 of Greencastle holiday rentals include wifi 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




