Family-friendly holiday rentals in Greenburgh

Anthony is the best host I’ve ever had! So friendly, welcoming, and super responsive. He has clearly poured ample love and care into the space—it is immaculate, stylish, well-equipped, and truly an easy Williamsburg oasis!

Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!

This is the second time we have stayed in one of Kristof’s studios at The Appalachian. As last time, he was great to rent from and very responsive. The studio was perfect for our needs as we were there for a downhill mountain bike race. It was great to be onsite the whole weekend. The studio has everything you need and being on the second floor was nice.

My fiancé and I stayed at Lambs hill to celebrate our anniversary. We had the most wonderful time. The views are breathtaking. The wrap around deck with jacuzzi and hammock made our stay calming and serene. I loved seeing the horses and donkeys throughout the day. They made the experience even more special and unique. Charlotte was super responsive and accommodating. We took cabs to Main Street at night for dinner and drinks and it was so close and convenient. I left my heart in lambs hill and can’t wait to return one day.

My wife and I had a great stay at Paul’s place. Very clean and just as described. Look forward to staying again in the future.

Surprised my girlfriend with a weekend get away for her birthday and she was thrilled. Evelina and John are great host and their place is warm and welcoming. We loved the lake, and the quiet serenity of the location is perfect for a weekend trip from the city. Also loved the kitchen which made cooking in a breeze because how thoughtfully organized it was. Although our stay was short we did find time to take the canoes out explore the lake and take a refreshing dip. Our only complaint was that our stay wasn’t longer, and we’re both looking forward to coming back !

Great location on the lake. House has all you need. Boat dock, several decks and chairs, ping pong table, kayaks and option power boat rental. Only issue for perhaps the elderly and handicapped would be the amount of stairs required for entry and lake access.

Jacquelyn was very responsive, proactive, provided clear instructions and her place and linens were very clean! If you love farm animals, you’ll enjoy this place even more as she allows you to visit her farm.

Cozy cabin in peaceful surroundings. Place had everything you need. Communication with host superb - responsive and helpful. Enjoyed our stay.

Mark is a great host. Very responsive and proactive in checking in to see how things are going and if there’s anything you need. The space is very cool—historic and decorated accordingly. Although an older house, kept very clean and in working order which is more than I can say for a lot of the more moderns places nowadays where we’ve stayed. The location is a bit tucked away affording you some nice privacy. Would definitely recommend and great for families as well.

Peter's place is THE perfect stay for a couple (plus dog) planning a visit to Rockland County. The cottage is extremely clean and incredibly cozy. The surroundings are beautiful, with the property well set back from the road and bordering Harriman State Park. Suffern and its restaurants aren't far and there's easy access to the Palisades Parkway to go anywhere else nearby. I grew up in the county and visit my parents on a regular basis. Any time I can't stay at their home, Peter's place will be my go-to from now on.

The Captain’s Cottage was the perfect stay for us. We had a last minute request that Nicholas was quick to accept and had all details readily available. The cottage was well maintained, shower had great water pressure, cute private space out back for grilling, and a cozy bed. Just far enough away from the farm store to be quiet but close enough to walk to enjoy their food and beverages. The farm store was prompt, the food was fresh and clearly made with love so you better not miss it. The cottage offered the peace and comfort we needed after saying goodbye to a dear friend. We hope to return and are grateful for the kindness shown to us and our pug.

Very nice house, good fishing and wildlife nearby. A little closer to the neighbors than expected, but overall a great place and would love to come back

Our stay was perfect from start to finish! Checking in was a breeze and Jennifer the host was welcoming and super friendly! We stayed with our 8 year old daughter and we had plenty of space for all of us. My daughter loved the pull out bed and felt right at home. Every room was equipped with anything we may need, plus many extras! One of the best parts was that there were beach chairs, umbrellas, towels, ect so we did not have to bring any. We were close to the beaches, restaurants and train station which we utilized going to NYC for a day. We traveled to attend a concert at Jones Beach and we were so happy with how close it was to the home. Everything was perfect, we wished we could’ve stayed longer and would love to return! Jennifer was the best host!

Really enjoyed our stay at this peaceful farm. The location was very convenient to Bear Mountain State Park / the Appalachian Trail. The sound of the frogs at the nearby pond and the friendly horses really make this place a gem. Would highly recommend for a relaxing getaway!

My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

What a great stay ! Robert is fantastic, welcoming and thoughtful throughout our stay! My son wanted to play his guitar and needed a few strings Robert went above and beyond by having those strings and giving them to him, such a thoughtful gesture. Place is great has everything you need! Turn the AC on and the provided fans and it’s plenty cool enough. Backyard pool is beautiful! Would definitely recommend this to friends and would love to stay again!

We were absolutely charmed by this stunning house, surrounded by breathtaking nature and offering incredible views—especially over the lake. Every corner is filled with character and warmth, making it feel like a true hidden gem. A huge thank-you to our wonderful host Sandy, who was incredibly thoughtful and proactive throughout our stay. We couldn’t have asked for a better experience. We’ll be back without a doubt!

We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

Had a very enjoyable time during my stay. Hosts were very helpful, friendly, accommodating, and responsive. Gave lots of great recommendations for dinner spots and shopping. The house was very comfortable, clean, and cute. Will definitely be booking again!

The place worked perfectly for what I had needed. Travel a lot for work, and this time my wife and son came to visit for a few days of the stay. Host was very nice and helped us with accommodations and recomendations of local eateries. Very much enjoyed our time here, would stay again.

Responsive staff, detailed instructions were very helpful. Stayed here for a week-Beautiful property, stable WiFi-suitable for work, enjoyed the gym, easy access. Will stay here again. Thank you!

Great host nice view plenty of things to do in the surrounding area had a great time overall wish I had a longer stay