Holiday Homes in Greencastle

Change your mind

Book hotels with free cancellation

Treat yourself

Be picky

Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Featured Holiday Homes in Greencastle and around

"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!"

includes taxes & fees

1 Sept - 2 Sept

"The property was great!"

includes taxes & fees

7 Sept - 8 Sept

"Quiet and peaceful "

includes taxes & fees

1 Sept - 2 Sept

"We stayed here for our anniversary to be near Turkey Run and Shades. Very convenient to the parks. The home itself very cozy and well maintained. We were greeted with a sweet anniversary card and some yummy muffins. We definitely enjoyed the peacefulness of the neighborhood as well. I do recommend this home and would rent again when we return to the area. "

includes taxes & fees

4 Sept - 5 Sept

"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...

includes taxes & fees

31 Aug - 1 Sept

"House super cute and clean. "

includes taxes & fees

31 Aug - 1 Sept

"Every year, a group of our good friends get together from all over to hang out for the weekend, adults and kids of all ages. This place was perfect! This is our 2nd year staying at a property hosted by Kyle and this place in Terre Haute was just as good as the last Big Sky Barnhouse in Arena, WI. Once again, we had a ton of space to spread out, sleep comfortably, eat together, swim and play games. Kyle answers so quickly when I have a question and we had everything we needed. I highly recommend...

includes taxes & fees

1 Sept - 2 Sept

"We were here for DePauw graduation weekend. It was perfect for our multigenerational family to gather and celebrate."

"This property was perfect for our large group. The drscription was accurate, the propery was clean, easy to find, and the host was responsive. "

includes taxes & fees

31 Aug - 1 Sept

"We stayed here over New Year’s Eve as a last minute trip and it was incredible! The kids had so much fun playing in the pool, and it was close enough to the city that we went downtown for a day too! "

includes taxes & fees

2 Sept - 3 Sept