Cottage holiday rentals in Oyster Bay

Louise's place was perfect. Louise was so easy to communicate with, super responsive, kind, thoughtful and truly appreciated that she had the option of flexible dates (instead of so many sat to sat or sun to sun requirements in summer). The cottage was cozy, cute, spotless & well stocked. My teenage kids loved the hot tub (as it was a bit chilly in the evenings) and I loved the outdoor shower. We loved having the bikes to take rides around the Island and loved the location. Our only regret is that we didn't get to stay there longer! We will definitely try to stay at Old Snuggler again!

Ivana and John are the most wonderful hosts! This was truly like staying at a family cottage and everything was just beautiful. John greeted us upon arrival and even had a bottle of wine for my husbands birthday! We loved staying here from the city because it was only a little over a hour to arrive and less than a hour to South Hampton where we had dinner. Also the little town is so so cute and we were able to walk over so quickly! We can’t wait to stay here again. Thank you again Ivana and John!

Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

Tabitha's place was perfect for our group stay. Right in the middle of town and perfect for what we needed for the week!

What a gem of a find! Perfect for two. Exceptionally clean and perfect in every way for us. We were visiting family so usually only ate breakfast there but unit contained everything we needed to do so. Location was perfect as you could walk to many restaurants and a few stores. The host, Barbara, was so helpful before, during and after our stay. I felt she had put so much attention into the details of setting up her rental, so that you could just unpack and enjoy the reason for your visit. Hope to visit again. Highly recommend.

Great place and great location. Lots to do in walking distance. Host was responsive and flexible with our check in requests.

Michelle was extremely responsive and flexible with us throughout the process. The stay was perfect for our five person group and we all loved the decorations and interior design. Plenty of towels and a good number of blankets. Pull out couch bed was comfortable. The fire pit was functional and very pretty. Kitchen had a coffee, plates, cups, utensils. There was also a vacuum which was very helpful with the inevitable sand that would come in after a beach trip. We felt we had everything needed for a fun and enjoyable stay! Neighbors were friendly as well and the beach was nice and private.

We had a great experience staying at Melissa’s cottage and would happily recommend it to anyone else! We were in town from Florida visiting family in Rocky Point for Christmas and chose Melissa’s property as our place to stay. Melissa was very communicative, check in was super easy and we felt right at home on her property. Would definitely consider staying here again. Thanks Melissa!

Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!

This cute, comfortable and sun-filled cottage was perfect for our needs, and close to where our son lives, which was great! Everything was just as pictured, super clean, beautiful main bathroom, very well-stocked kitchen, comfortable bed and tons of storage in master bedroom. Living room was spacious and comfortable and everything was nicely decorated. We took advantage of the kayaks, and the backyard grill, and the yard is gorgeous! We walked every morning. Catherine was helpful, responsive and flexible throughout our stay, and we are already making plans to return next year!

One of the best air bnbs we’ve had the pleasure of staying. Was even more comfortable, spacious and well appointed than the photos portray. Walking distance to the three villages historic museum and so close to port Jeff and the university. Everything we needed and more, and Lise was incredibly thoughtful and accommodating. Stayed with two small dogs , so easy. Love this historic home!

We had a great stay! The kitchen was nicely stocked and the house was clean. Plenty of outdoor space and beds made it comfortable even for a large group!

2nd time staying at Donna’s cottage. We love it here. Very clean space, well maintained and walkable location. Donna is a great host (very responsive) and we look forward to staying here again.

Eglantine’s place was an absolute DREAM! The pictures do not do it justice, it is much bigger than expected! It really feels like you are on your own private beach. It is so private and calm and peaceful. Both indoor and outdoors are absolute perfection and no matter where you sit, it’s the best seat in the house. Eglantine is also extremely friendly and always responsive. We most certainly would recommend her place to anyone looking for a peaceful and beautiful getaway and would love to book again sometime soon!!

The proximity to the beach is unmatched. Additionally, a short drive or bike ride to Post Road provides an unlimited amount of food and culture to enjoy. The space is comfortable and clean with all you need for a short or long stay.

A beautiful house that felt very spacious for its size. It was very stylish and super comfortable. The backyard was huge with a little bridge that went over the pond, and had daily visits from a rabbit, groundhog and turtle. This house is a great choice if you are visiting the area, with the Expressway a minute away, a Walmart at the next exit going east, and a deli, pizza place and gas station at the corners of your street. Looking forward to staying again

Had a lovely time! Even though the weather was very rainy, the proximity to the beach was great. Quiet and peaceful. Lots of great recs!

We absolutely loved this little house. It's super-stylish, light and airy, clean and modern and a perfect place for a couple to stay. Mark is a very helpful and charming host - he came round to welcome us, when we arrived, and to tell us where the local restaurants & shops are. There are great facilities nearby - in particular a coffee shop which sells the most amazing freshly cooked donuts (which we very indulgently had for breakfast). The little house has everything you need for a very comfortable stay, and we highly recommend it.

Peaceful and beautiful water views. We enjoyed relaxing on the deck and the kids loved playing in the water and on the sand bar despite the rocky beach. The house was welcoming and well stocked. It was very warm especially upstairs and took a while to cool down even with all the wall units on. The host was helpful and responsive whenever we reached out. Overall it was a lovely getaway spot!

We stayed in Marks’s Writer’s Cottage for five nights when visiting friends in Westchester. We recommend it without reservation. The location in Katonah is wonderful. We enjoyed taking walks through the neighborhood in the mornings and checking out all the interesting Victorian houses. We also appreciated being able to eat at the local restaurants (Blue Dolphin ) and cafes (LMNOP) in walking distance. Multiple markets are also a walk away. It was also a great base for visiting Northern Westchester where there aren’t many options for longer stays. We’d been planning to stay in hotels near Tarrytown before finding Mark’s place; being in Katonah made our trip much more special. The house was great. It definitely feels like a cottage out in the woods even with the main house across the backyard. We enjoyed the privacy and space after a long urban trip, appreciated the well-stocked kitchen, and writing and sitting space. We might have appreciated a sofa downstairs for lounging.