Vacation rentals in Ossining

We had a perfect long weekend at Steven's cottage. It is bigger than it looks in the photos and was immaculately clean when we arrived. Steven was extremely responsive to all our questions and needs. The place is incredibly peaceful, a 2 min walk from the lake, on a private road where Steven owns all three houses. It was so relaxing and rejuvenating to spend time at this oasis with my partner and our best friends. There's a lot to love, but the best part is that the house comes with a private deck and dock, and unlimited access to various boats, to make your lake weekend whatever you want it to be. We loved that we could take our dogs to play fetch off the dock and not worry about getting in anyone's way or having to share any space. It was a great stay and we hope to go back!

Cannot thank Stephen enough for taking care of us after a major mess up. We were able to get in and relax and enjoy. So grateful for all he did for us on a graduation weekend.

Ryan’s place was perfect for my parents to stay for their trip to Northport. The space was clean and comfortable, and the location was very convenient. Ryan was helpful and responsive for their entire trip.

If you're looking for a stay off the beaten track this place is perfect - so much so that there is no cell signal so be warned! We even saw deer roaming the huge front yard(?) It is very child friendly, they have toys, high chair, crib and a stroller for use which reduced the amount of stuff we had to take. The only slight downside (to be expected) is the hot water tank is only 40 gallons and takes around 45mins to fill up so as a family of 5 we had to time the dishwasher, washing machine, bath time and showers carefully. Hosts are super responsive and were on hand to answer any questions.

We had a wonderful 4 day visit at Rick's Sunset Bungalow. The property was as described and the bungalow itself was cozy and clean. Rick's communication was terrific and the links and videos of directions and how things worked was a tremendous help. Rick is a great host and I can only imagine his other rentals are just as nice as the bungalow. Thank you for having us Rick!!!

This was the best Airbnb I ever stayed in , very clean , perfect location, easy to get in , it really was Great i recommend this place to anyone comming skiing/ snowboarding for a couple days

Absolutely superb hosts and such a great location. Steven couldn’t have been a better host, our kids and us loved his place and would highly recommend. Thoughtful touches everywhere and very clean. Hope we can stay again sometime.

We loved our stay at Ed's cabin. it is a real gem and perfect for a long weekend away. we loved the fireplace, the rocking chairs, the windows with views out onto the lake that make you feel like you're right over the lake and in the trees. there were nice restaurants and hikes in the area, but we were perfectly content watching the lake and reading from the cabin. Ed was perfectly accommodating and extremely generous with his space, couldn't recommend more highly.

Very nice cabin inside and out. There are houses next to the cabin the pictures don't show it. The stove I'm not sure if I didn't know how to turn it on or if it doesn't work. The outhouse need some ventilation. Other than that everything else was just as I expected from the pictures. I enjoyed the stay. The fireplace is really beautiful and the cabin inside is really cozy and nice. I liked that we were able to use Netflix because it was very windy one day and we stayed inside watching movies by the fireplace really nice. No luck fishing. I recommend this cabin if you like more authentic experience of living in the cabin and Bruce is a good host you really appreciate it.