Holiday rentals with outdoor seating in Orange County

We had a very comfortable weekend stay! The hosts are exceptionally helpful, and the house was super clean! All the towels and linens were new and the beds were very comfortable. A great location for a family or a group staying in the area.

We stayed here for our wedding weekend and couldn’t have asked for a better experience! The house was cute, clean, and comfortable - exactly what we needed during such a busy and exciting time. We especially appreciated how close it was to everything; it made it so easy for us to get around without stress. Eva was wonderfully responsive and kind, answering any questions quickly and making sure we had everything we needed. It truly felt like a home away from home. We’re so grateful to have had such a great place to stay during such a special moment in our lives!

AnnieMarie was extraordinarily kind and accommodating. The home was just as described—simple, in a wonderful location, and clean. Zero complaints.

Jose was a great host—very responsive and proactive. It snowed the day we arrived, and Jose made sure the snow was cleared so we could fully enjoy the place. I will definitely be looking forward to coming back.

I had an absolutely wonderful stay at Marcela's Airbnb! I was in town for the Spartan Race and needed a comfortable place to relax after the event, and Marcela's place was the perfect spot. The house is spacious and inviting, offering plenty of room to unwind. After pushing myself during the race, the hot tub was an absolute dream—perfectly maintained, spacious, and the ideal place to soak in and let the stress melt away. Marcela herself was incredibly polite, responsive, and thoughtful, making sure I had everything I needed for a relaxing stay. She really went out of her way to ensure I was comfortable. If you're looking for a peaceful and rejuvenating retreat, especially after a big event, I highly recommend Marcela's place!

Beautiful home. Perfect for our small family gathering to celebrate a 95th birthday. Hosts communication was very timely. Instructions for entering the home were clear. We appreciated the front door bench and shelf to take off and put on shoes. Plenty of towels and blankets.

We spent the weekend at this amazing farmhouse and didn’t want to leave—seriously, we were this close to moving in. Mark and Whitney were absolute gems of hosts, making us feel instantly at home with everything we could possibly need. The vibe? Retro charm meets cozy comfort. The kitchen counter was so long and inviting, it became my hangout spot whether we were cooking or just chatting. My daughter claimed the little lounge outside the second bedroom as her study nook, our family friend took over the artsy fashion studio room, and my wife fell in love with the living room—aka the evening chill zone. We shared family-style dinners in the dreamy dining area, melted into the comfiest beds ever, and just when we thought it couldn’t get better… enter the old-school record player. Dropping the needle on vinyl while we lounged around? Pure, unexpected magic. The whole place had this nostalgic, feel-good energy that made the weekend unforgettable.

We loved our stay at Joe and Emily’s! They were such gracious hosts with lots of detailed info/instructions and even apple cider donuts on arrival! The house was spotless and close to so many different activities. We would love to stay again! Thanks so much for a wonderful weekend.

Andrea was a friendly and gracious host, helping us with inquiries about parking, checking in, and other questions. The location is stellar, a 2 minute walk from Main Street and close to the amazing shops and restaurants. It was cool and quiet, and the studio had everything we needed for our long weekend stay. Highly recommended.

Alice is a great host, and her place was absolutely what we were looking for. Beautiful views of the lake, that presented us with an exquisite sunset. The place was cozy, clean, very peaceful, and it met all of our expectations. We look forward to returning during a different time of the year.

It really felt right at home! Cozy, private, and spacious, this place is the best I’ve stayed in the area. Definitely staying here again when I visit Beacon!

My daughter and I stayed through Christmas break. The apartment was just as described and very cozy. Walking distance to grocery store, shops, restaurants and the train station. Cold Spring is my new favorite place and Denise's place made it extra special.

We loved it here! The apartment was comfortable and clean, with a nice kitchen and comfortable, quiet bedrooms. The electronic locks made entry and exit a breeze. Nice bakery next door with good espresso drinks, and walking distance to other pleasant eateries. We could walk in the neighborhood, take the tour of West Point, and celebrate at the nearby Thayer Hotel. Would definitely come again, if we are in the area

Angelo was not only responsive, he described the house perfectly. It was clean and private and just what we needed for our girls night out. We also had the privilege to meet Angelo and he’s just as nice in person as he was through messages. We will definitely be renting this house again. Highly recommended

Kim’s place excelled in the following areas: easy to find, easy checkin process, clean home, working and ready-to-use hot tub, fire pit with chairs arranged nearby, working and available heat, plenty of towels, comfortable beds. My stay was extremely pleasant. Kim also made herself available by phone and answered any questions I had the day of and before.

Our stay here was amazing. It’s so beautiful and peaceful. I will absolutely recommend it to my friends and I would love to stay here again in the future.

Henry’s place was exactly as described . The place was clean and perfect for 2 people. I would recommend staying there again.

Beautiful room in a great location at an amazing price we will be booking again

We had the best experience. The place was great from the space to the people. The Cleanest as well. The location was so convenient to fun and food. We have already talked about going back. Kudos to you, Joe for such an awesome experience.

Nothing bad to say about the place! Loved the pools and hotub!

was a great stay loved the room.

The basement studio is super clean and well finished with a very comfortable bed. We stayed for a few days while visiting our cadet and the location is great. Nice quiet neighborhood, too.

The place was great and just as pictured/described. Joann gave great instructions and was very responsive. We were only there for a short stay for a race, but it looked like a great area I would’ve loved to explore if we had more time. The only thing I didn’t care for was the requirement for to wash and dry all towels before leaving. Since I already paid a hefty cleaning fee that seemed like a bit much. And the washer/dryer is small so this took a couple of loads to get done.

Perfect getaway! Easy to access local hotels at a great value! Highly recommend and will personally be back!