Family-friendly vacation rentals in Greenwood

This was our 3rd stay here and plan on a 4th next year!

We were a group of 4 old friends and our younger kids. Everything about this place was perfect for our get away. There are essentially two sides of the house with 2 kitchens. So when some of the kids wanted to be wild, the others could retreat to the other side of the house for more peace and quiet. The hot tub was amazing for everyone. The swing is all it's cracked up to be - a must try. We LOVED the beds - I am very particular with beds and these were wonderful. They are not too firm, but firm enough with what felt like a bamboo foam topper - perfect. Kitchens were perfectly stocked with all the supplies we needed. This really is the best place to go if you want to unwind and relax with friends and family. Remote enough to feel like an escape, but not too far removed that it's hard to find. The only thing we regret is not staying longer! We will definitely be back. Thank you Ken!!

Ron and Randy were the most gracious, responsive hosts, flexible with check-in, and helpful in every way possible. The home is stunning, spacious, prestine, and comfortable. We will be book this beautiful home for every future family visit. The entire stay was absolute perfection!

Charming house in a charming neighborhood. Plenty of space for our party of 4. Swim spa was a relaxing addition to the home

We stayed at Sycamore Hill as part of a work trip and it was an excellent alternative to staying at a hotel. The home is set on a hill with beautiful view while the home itself was spotless and extremely comfortable. At the end of a long day of work, coming in the door felt like coming home. Mike was an excellent and communicative host, giving us advice on local things to do and generally was an extremely interesting fellow with many stories to tell. I look forward to staying at Sycamore Hill again when we are back in the area.

Location was perfect for us and was close to lots of restaurants. Neighborhood is quiet and parking was easy. It is street parking, but there was a spot directly in front of our door every time we parked. The house is older, but with character and was much larger than I expected. We had zero issues the 4 days we were there. Really loved the sunroom. My only note is every window covering is sheer, even the bedrooms. So if you prefer more privacy or like to sleep in late you may have to throw a blanket up.

The place was just as described and very accessible. Everything was very clean. Josie and Rob were very helpful with suggestions for places to eat and things to do. The Italian place right across the street was fantastic! Will definitely consider staying again if we are in the area again.

The pirate ship is EPIC!! Richard is very communicative and essy to reach. There is a river across the street, a great place to drink your morning coffee! As mentioned in previous reviews, there is not much space in the refrigerator. Other than that, our visit was amazing!!

I had a great stay at Adam’s place! The home was clean, comfortable, and just a short drive to downtown Indianapolis, which was perfect for my work conference. It had everything I needed for a smooth and enjoyable trip. I would definitely stay here again!

This was a perfect and brief “stay-cation” for me to have a quick little reset/recharge from the hustle and bustle of Spring Break. Perfect little cottage for some me time!

Deborah's place was exactly what we needed for our stay! Was exactly as described. Deborah was always responsive and friendly. I would definitley recommend staying here. Thank you!

Joan and her family welcomed me and my dog when my first reservation fell through due to flooding. They were responsive and kind. Never bothered me, but soon after I mentioned some concerns I had about the bathtub, they were quick to come and address them when it was convenient for me. They offered plenty of amenities like soap, paper towels, detergent for the washer and dryer, body wash, even cotton balls. The place was cozy and quiet even though it was near a busy street with some apartment building construction underway. The bed was comfortable with lots of pillows. The place was bright and comforting to me. I felt safe. I got some work done and took advantage of the walkable location. I kind of miss the place now. I would stay there again.

Thank you, Mike , for a wonderful stay! Your warm welcome and quick responses made everything so smooth. The filter water imtbr fridge were greatly appreciated, and we felt truly at home. I look forward to staying there again.

Christina was extremely kind and extremely responsive whenever we had a question. The apartment is charming, spacious, clean, and very nicely decorated. She left us plenty of coffee and other goodies to use. The location is in a charming neighborhood just minutes from downtown which makes it very accessible to everywhere you want to go. Overall a wonderful place to stay, I couldn’t recommend it more highly!

Had a lovely family trip to Indianapolis. Loved being across the street from a park for the granddaughter and a pool to splash around in when it was sunny. Great to have our space right next to my daughter and her family's space.

This was our fourth year to stay here and as always it was a great place to stay. Enjoyed the pool. It is always easy to check in. Directions are very clear. The air conditioner was leaking and Donald was quick to respond and it was fixed within a couple hours of notifying him. Great place to stay!

Ed is a great guy with a wonderful, homey abode! He was prompt with responding and a great communicator with my group. The neighborhood is great too!