Cottage holiday rentals in Orange County

We had the perfect stay for our Thanksgiving. Lots of toys for the kiddo, backyard for the dogs to run around, and a well-stocked kitchen for all our cooking needs (utensils, platters, etc). Sadly we didn’t get to use the play set or the fire pit due to the weather, but we hope to come back when weather is slightly warmer!

Great place to stay.

Beautiful home! I loved the stay very peaceful, definitely will be returning soon and the host was very lovely.

Chateau René is the perfect peaceful escape. The home cozy and well maintained - exactly as pictured. The view made every morning feel like a dream. René was so warm, responsive, and accommodating. He shared great local recommendations and clear instructions for the house, which made settling in a breeze. The most special part of my stay was getting engaged here! René secretly coordinated with my now-fiancé and friend to make it all happen. His excitement and willingness to help meant a lot to us. Overall, 10/10 stay. We’ll definitely be back!

A hidden gem! This spot has a ton of character and the hosts are awesome! The lake and surrounding area is beautiful as well, with plenty to do for the outdoorsy type and cute shops and great restaurants within minutes. would highly recommend and hope to find time for a return trip!

The adorable carriage house was just perfect for my husband and me and our dog! We were in town for a wedding, a visit with our son, and a retirement ceremony, so we stayed for over a week. The house was cute, clean, spacious, and located in the lovely town of Cornwall. We went for walks in the morning through the town, worked from the house during the day, and went out in the evening into neighboring towns. It was very close to Beacon and West Point where some of our activities were. Catherine and Jay were wonderful hosts and we would love to stay here again and also venture out to one of their other properties that they host!!

Jelissa is an absolute professional host! She made this trip so convenient and her home is a perfect, peaceful getaway!

Had a wonderful stay at The Green House. Home was exactly as pictured and very clean. Ada and Miranda were wonderful, responsive hosts and we loved the proximity to various hiking trails. The kitchen was stocked with all of the dishes and utensils to make your meals. Truly a peaceful oasis!

Thank you so much Allan! We were not your easiest guests I guess … forgot some things when leaving and took some things, that are not ours🫣 I am sure, we will sort it out✨🌸

Nice little getaway during the cold season. The hot tub was excellent and about 100 degrees so perfect even with the cold temperature. It was still possible to put together a meal with the propane grill and warm things up in the microwave or store them away in the fridge. The heat was excellent in the space. Seems like it would be a great place to stay in the summer as well!

I had a great stay! The Airbnb met all my expectations—it was clean, comfortable, and very cozy. The space had everything I needed, and the atmosphere made it easy to relax. The owners were also super responsive and helpful with all my questions, which made the whole experience even better. I’d definitely stay here again!

Such a cozy cabin! Super friendly host(s) who are responsive and were able to answer any question. Would stay there again and plan to! 5 stars for a peaceful quiet weekend!

We had a great time at Carmine's place, highly recommend.

We had a great time at Brynn's home. It is charming, very thoughtfully appointed, clean, and has tons of character. This is a unique home. Brynn was very responsive and thoughtful. She's a great host, and we would glady return.

This charming cottage in Upstate NY is the perfect escape from city life. Surrounded by towering trees and nature’s tranquility, it offers a cozy, welcoming retreat. Inside, the rustic decor, soft lighting, and warm bed create the ultimate cozy atmosphere. The well-equipped kitchen and plush bed ensure comfort, making it easy to relax. The outdoor space is a highlight—sip coffee on the porch, stargaze , or explore nearby hiking trails. Whether you’re a couple, solo traveler, or small family, this peaceful retreat is a must-visit. Highly recommended!

Great amount of kids toys and kitchen supplies Beds were really comfortable but could use some extra blankets as it was a little cold at night. Check in and out was simple

My friends and I stayed here for our rein fair trip and it was perfect for what we. We’re. The area was gorgeous.

It was great! Better than expected and I would have stayed longer if possible and would stay again if the opportunity comes up. Thank you!

Beautiful location and comfortable place! I've styed twice and would stay again.

First, Laurie was a great host and very responsive and accommodating. Second, place is in great location and home was very clean.. def will stay there again..

This artsy, cozy chalet was the perfect, peaceful home base for a running race at the nearby Wawayanda State Park (~10 minutes away). Everything was stocked, easy to use, and modern. Stefan was so welcoming and responsive, and helped make our stay totally seamless. Would love to come back again!