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Vacation Homes in Greencastle

Our top choices for Greencastle vacation homes

Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

2.0 star property
10.0 out of 10, Exceptional, (40)
"Very nice place close to all restaurants stores etc..and only 8 miles from Turkey Run Park!.."
Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.

2-bedroom vacation home minutes away from Greencastle and Depauw campus

9.6 out of 10, Exceptional, (32)
"This house was in a beautiful location. It was such a quiet peaceful place to stay. My family loved the fact that there were walking trails around the property and even a small covered bridge!"
2-bedroom vacation home minutes away from Greencastle and Depauw campus

The Getaway House with Hot Tub and Pool. Pet Friendly

9.6 out of 10, Exceptional, (20)
"My son and I had a great stay at this home. The hosts were great! Thank you!"
The Getaway House with Hot Tub and Pool. Pet Friendly

This home is located in beautiful Parke County, a rustic and charming setting.

10.0 out of 10, Exceptional, (93)
"We enjoyed our stay very much! The home was cute and clean and had everything we needed. If we are ever back in the area this is where we would stay again! "
This home is located in beautiful Parke County, a rustic and charming setting.

Creekside cottage with hot tub and fishing

10.0 out of 10, Exceptional, (13)
"Absolutely percent the nicest place to stay!! All new and very clean, property was gorgeous!! Would stay here again and again!!!"
Creekside cottage with hot tub and fishing

Nature’s Rest at Cataract Falls

10.0 out of 10, Exceptional, (1)
"This place is a gem! It was so clean and nice and perfect for a little getaway. We will be back!"
Nature’s Rest at Cataract Falls

Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

9.2 out of 10, Wonderful, (10)
"Wonderful; so nice and peaceful."
Kozy Kove - peaceful 2bedroom house in charming Brazil with AC, WiFi

Spacious Estate 5-bedroom Acres of Serenity

10.0 out of 10, Exceptional, (1)
"Great time with grandkids and excellent location "
Spacious Estate 5-bedroom Acres of Serenity

Luxury Amish Built Barn Home at Turkey Run

10.0 out of 10, Exceptional, (3)
"The location & setting were great! Close to both Turkey Run & Shades State parks. House is beautiful & worked great for a girls weekend!"
Luxury Amish Built Barn Home at Turkey Run

Raccoon Lake Retreat

10.0 out of 10, Exceptional, (2)
"This place was very clean and comfortable. The manager, Tawn, is incredible!"
Raccoon Lake Retreat

Charming 3-bedroom bungalow with AC, WiFi in delightful Terre Haute

Charming 3-bedroom bungalow with AC, WiFi in delightful Terre Haute

The Major Dunbar Home

10.0 out of 10, Exceptional, (6)
"Can’t wait to come back! This home was much better than advertised. Historical touches and exquisite hardwood accents throughout the house. Kitchen was perfect and sleeping accommodations were just what our family needed. Quiet neighborhood and easy check-in and checkout process!"
The Major Dunbar Home

5-bedroom 4-bathroom big spacious residence

6.0 out of 10, (4)
"Property was clean but not top notch for the price. Washer was broken with clothes and water in it, kitchen sink was clogged and had disgusting water in it, one of the toilet's had a broken seat and one of the garage door openers did not work. For the high price I would have expected house to be in perfect condition. House was well outfitted. They fixed everything but the garage door the next day but were in and out all day. There was a barbaque grill but the propane tank was empty."
5-bedroom 4-bathroom big spacious residence

Spacious 4-bedroom house, + bonus rm in Serene Country Setting - sleeps up to 11

9.8 out of 10, Exceptional, (7)
"This property was perfect for our large group. The drscription was accurate, the propery was clean, easy to find, and the host was responsive. "
Spacious 4-bedroom house, + bonus rm in Serene Country Setting - sleeps up to 11

⚓Captain Bill's Guest House and heated pool access⚓

10.0 out of 10, Exceptional, (64)
"Great place to stay. Convenient location to Cataract Falls and boat ramp. Great local places to eat breakfast and dinner. Bill was great to communicate with."
⚓Captain Bill's Guest House and heated pool access⚓

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

9.4 out of 10, Exceptional, (31)
"Glad to have a state park pass included. Enjoyed ability to have campfires in the evenings. Cute decor in a vintage house"
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake

9.6 out of 10, Exceptional, (12)
"Love this location and facilities…perfect for large groups and many options for everyone!! The first time we seen the grounds, we knew it was a good choice. Once we walked in the house and saw the space and accommodations, we were in love. This is one spot we would choose to come back again, for sure."
The price is SAR 934
SAR 4,259 total
includes taxes & fees
24 Sep - 25 Sep
Events Welcome! Exclusive 65-Acre Gated Estate w/ Indoor Pool & Private Lake

Lakefont-Nestled in Nirvana

10.0 out of 10, Exceptional, (1)
"We stayed here for a weekend get away & it was nothing less than perfect. Our VRBO host, Aaron was amazing! We could tell right away he puts his clients and their experience first, above all! This place was beautiful. The vibe of the deck & becoming one with nature alone, will pull us back to this place with our kiddos next time! Aaron was unmatched on his quick and respectful responses. We couldn’t have been more happy to be here. The house was adorable and great vibes all around. 10/10...
The price is SAR 363
SAR 1,217 total
includes taxes & fees
24 Sep - 25 Sep
Lakefont-Nestled in Nirvana

Perfect spot! Martinsville's Beautiful Leaves, IU Football to Indy nightlife!

10.0 out of 10, Exceptional, (6)
"House super cute and clean. "
Perfect spot! Martinsville's Beautiful Leaves, IU Football to Indy nightlife!

Lake house w/seasonal pool and boat storage.

9.8 out of 10, Exceptional, (29)
"We enjoyed our stay we’ll probably book again this year"
Lake house w/seasonal pool and boat storage.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Greencastle Hotel Reviews