Cottage in Southold, NY
5 guests · 3 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
Well priced for this locationPriced under area average
About this cottage rental
Perfect all-season cottage with easy access to beaches, wineries, restaurants, and all the great things the North Fork has to offer.
The cottage is between McCabes Beach (5-min walk), a popular spot for windsurfing with lifeguards on duty in the summer, and Horton Point Lighthouse (10-min walk), which is great for picnics and sunsets. Near many great restaurants and farm stands, including a quick walk to Little Ram (farm stand oysters) and Bhavana Berries (U-Pick blueberries).
Outdoors - bluestone patio with a BBQ, portable fire pit, and seating for outdoor dining. Beach chairs, towels and umbrella provided.
Bedrooms - 3 bedrooms. Master bedroom has a queen sized bed and ensuite bathroom. The other two bedrooms (1 queen, 1 twin) are connected by a bathroom.
Living Area - Open concept living room with a record player and ever-growing library of options. Enclosed porch. 65" TV with Netflix.
Work from Home - Great wifi. There is a 3rd room which can be used as a workspace with a Samsung monitor if you want to plug in your laptop (HDMI cable).
The cottage is between McCabes Beach (5-min walk), a popular spot for windsurfing with lifeguards on duty in the summer, and Horton Point Lighthouse (10-min walk), which is great for picnics and sunsets. Near many great restaurants and farm stands, including a quick walk to Little Ram (farm stand oysters) and Bhavana Berries (U-Pick blueberries).
Outdoors - bluestone patio with a BBQ, portable fire pit, and seating for outdoor dining. Beach chairs, towels and umbrella provided.
Bedrooms - 3 bedrooms. Master bedroom has a queen sized bed and ensuite bathroom. The other two bedrooms (1 queen, 1 twin) are connected by a bathroom.
Living Area - Open concept living room with a record player and ever-growing library of options. Enclosed porch. 65" TV with Netflix.
Work from Home - Great wifi. There is a 3rd room which can be used as a workspace with a Samsung monitor if you want to plug in your laptop (HDMI cable).
Amenities at Cottage on private road and 5-min walk to beach
Non-smoking
Pets allowed
Family friendly
Map of Southold, NY
Ratings and reviews
8 / 10Excellent·Sep 2025
We loved our stay at Jonathan's cottage! We were fortunate enough to have fantastic weather, the beach around the corner is lovely. Jonathan provides a wagon so you can easily port the chairs he also provides. Cottage is light, open and airy and feels bigger than it is. We had friends visit and the bedrooms are separate with two full bathrooms so still plenty of privacy. This is a great location and we'd definitely return.
10 / 10Outstanding·Aug 2025
Jonathan was an excellent host—responsive, helpful, and always quick to reply. The house was clean and very comfortable, with a well-equipped kitchen that had everything we needed for cooking. The location was perfect, just a quick 3-minute bike ride to one of the most beautiful beaches on the North Fork. We had a fantastic experience overall and would definitely love to stay here again!
10 / 10Outstanding·Jul 2025
Lovely property close to the beach. Our family, ages 3-40, enjoyed the property thoroughly. The nearby beach is a gem, and we loved the fireflies at night. Everything was comfortable and enjoyable! Excellent host communications.
10 / 10Outstanding·Nov 2024
The house is situated in one of the best neighborhoods in Southold. Five minute walk to a quiet beach. Very slow traffic on the roads. Great for walking. House Interior is well considered. Kitchen is fully stocked for cooking. Master bedroom mattress very comfortable. Lots of windows and light. Great communications with owner. Would stay again.
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Top rated by guests
9.6Outstanding
(5 Ratings)
"Jonathan was an excellent host—responsive, helpful, and always quick to reply. The house was clean and very comfortable, with a well-equipped kitchen that had everything we needed for cooking. The loc..."
abigail s.Don't miss out! Price and availability may change
