
Holiday rentals in Greencastle
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Top-rated holiday rentals in Greencastle
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Home in Greencastle
4.89 out of 5 average rating, 36 reviewsSplendor On Seminary
KristinaRating, 5 stars7 months ago
Another wonderful stay! Close to campus, comfy beds, full kitchen for cooking and lovely neighborhood. Pups were happy too. Thanks Josie for being a great host! :)
Guest favourite

Guest house in Rockville
5 out of 5 average rating, 10 reviewsRaccoon Lake Retreat
TimothyRating, 5 stars2 months ago
Place was absolutely gorgeous, the pallet wood wall in the living room with the different color stains was remarkable. Great parking for multiple vehicles and my large cargo trailer. Very quiet and peace and relaxing.

Barn in Rockville
4.77 out of 5 average rating, 113 reviewsThe 1938 Barn
EhlayRating, 5 stars2 weeks ago
The 1938 Barn was a wonderfully secluded peaceful getaway. The barn is full of charm and the bedroom apartment is comfy and clean. Brianna has done a great job renovating the old barn into a lovely stay. We had a fun time playing pool, enjoying the views, and being offline for a short while.
Top guest favourite

Campervan/Motorhome in Brazil
5 out of 5 average rating, 14 reviewsAddys on the creek. Located in Mansfield, IN
KaileyRating, 5 stars2 weeks ago
We had the best time at Lonnie’s place! We booked it last minute after some other plans fell through and we were sure glad we did! We did some fishing, relaxing, and cooking by the fire(and inside)! Neighbors were very friendly and helpful too! We took the canoe out a few times! Camper was beautiful and clean and had all that we needed! My girls 7,8 loved fishing right at the shoreline wall, but I always felt like they were safe, even though we were so close to the water! 10/10! We had the BEST time! Thank you again!
Top guest favourite

Guest house in Spencer
4.97 out of 5 average rating, 66 reviewsSummer Kitchen at The Hill
AshtonRating, 5 stars3 weeks ago
During my visit went to local event and and afterwards found that there was a crash up Derby going on and I believe the whole town of Spencer was there and everyone is very respectful and very nice am looking to my next stay . Quinn’s home was even better than we expected, we met her and her 2 Great Danes at the end of our stay which made it even better. Amazing home n animals. Can’t thank them enough for hosting such a beautiful n memorable time.
Guest favourite

Cabin in Poland
4.94 out of 5 average rating, 94 reviewsCaptain Bill’s Lake House/seasonal swimming pool
SamanthaRating, 5 stars5 days ago
Bill and his wife are very friendly and easy to talk to! The cabin was beautiful, the surrounding was beautiful! My only complaint is the price. For the two nights it nearly cost me a grand. The hiking was fun, and so was the pool! However, the price was so high for an area that has nearly nothing to do if you aren't hiking or boating. I also struggled getting up and down the stairs and my feet aren't even big haha! There is a bedroom downstairs so that's nice if you have family members who cant make it up steps! All together I'd rate my stay a 4/5 due to how wonderful the stay was! The one star I didn't give was for the steep price for only 2 nights.
Top guest favourite

Home in Greencastle
4.91 out of 5 average rating, 101 reviewsMartinsville Home
CharityRating, 5 stars2 weeks ago
We had a great stay at Larry’s place. We were visiting our son who coaches at DePauw and we needed something close to him. The house was super clean and had everything we needed.
Top guest favourite

Loft in Greencastle
4.91 out of 5 average rating, 138 reviewsCourthouse Square Loft
HeidiRating, 5 stars4 weeks ago
Mackenzie's place was everything we hoped it would be. It was charming, very clean (most important feature), well-organized for guests, and a perfect location for walks to restaurants on the square in Greencastle and Depauw University. In the past, we have always stayed at the Inn at Depauw when visiting Greencastle. We will always seek to stay at Mackenzie's place from now on. We are so very grateful to have such a lovely space to access for short visits when we are in the area. Thank you, thank you, thank you! Heidi
Quick stats about holiday rentals in Greencastle
Total rentals
40 properties
Total number of reviews
2.3K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
Popular amenities
Self check-in, Gym and BBQ grill
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- Lucas Oil Stadium
- Indianapolis Motor Speedway
- Indianapolis Zoo
- Eagle Creek Park
- Shades State Park
- The Golf Club at Eagle Pointe
- Brown County State Park
- The Fort Golf Resort
- Brickyard Crossing
- Greatimes Family Fun Park
- The Country Club of Indianapolis
- The Pfau Course at Indiana University
- Woodland Country Club
- Broadmoor Country Club
- Crooked Stick Golf Club
- The Trophy Club
- Prairie View Golf Club
- Plum Creek Golf Club
- Hopwood Cellars Winery & William Rose Distillery
- River Glen Country Club
- Turkey Run State Park