Cottage in Shelter Island, NY
5 guests · 3 bedrooms · 1 bath
Reasons to book
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area
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About this cottage rental
This house is available for an off season rental October through May. Contact me for pricing! Charming secluded vintage cottage surrounded by nature preserve on 1/2 an acre yet centrally located mid-island. Fully furnished and equipped with everything you need, from beach chairs, towels and umbrella down to an immersion blender.
Depending on the day and week, I can often be flexible with check in and check out times. Please feel free to reach out with any questions regarding stays. Shelter Island has passed a no short term rental law which I am happy to answer any questions about.
My home on Shelter Island is my happy place. I spend time here year round, and because of this, it is pretty well stocked from to spices to band aids. It is not like staying in a standard rental that is used only for guests. There are plenty of books, WiFi, but no television.
The house is down a dirt road, and surrounded by nature preserve (and a lot of bamboo.) It is mid island between the North and South ferries, and 2 miles to either Wades or Hay beach. The nearest (deserted) beach/water is Coecles Harbor, half mile away, accessible down the back road.
The house is small but open. On the first floor there is a bedroom with a queen bed, and a porch/sunroom with a single bed set up as a couch. There are two sleeping lofts with skylights upstairs accessible by a hand hewn spiral staircase made from a telephone pole. One has two twin beds, the other a queen bed. The space is a converted attic, so think low slanting ceilings.
I upgrade the house as I go along, there may be small changes in the photos like new lamps, or pillows.
The outdoor space has a deck with a grill, a table that will seat 4-6 and, and a small seating area. There is also a hammock and a rustic outdoor shower.
The kitchen is a bit retro, but pretty well equipped, with a brand new new air fry convection oven, microwave and toaster oven, Keurig coffee maker, blender, mini food processor, immersion blender, pots and pans, etc...I just put down a new floor, and upgraded the cookware and knives.
There is a washer and dryer off of the kitchen.
The house can sleep 5, but because of the size is probably more suitable for 2-4 people.
The bathroom downstairs has a tub and shower, as well as towels and toiletries. There is a very basic half bath upstairs, handy in the middle of the night :)
There are beach chairs, an umbrella, and an assortment of beach towels and basic canvas beach bag on the porch as you enter the house.
Around the corner where Shelter Island Kayak rents their boats, I have one kayak that is available to use anytime. I'm working on getting another one.
Please reach out with any questions!
Depending on the day and week, I can often be flexible with check in and check out times. Please feel free to reach out with any questions regarding stays. Shelter Island has passed a no short term rental law which I am happy to answer any questions about.
My home on Shelter Island is my happy place. I spend time here year round, and because of this, it is pretty well stocked from to spices to band aids. It is not like staying in a standard rental that is used only for guests. There are plenty of books, WiFi, but no television.
The house is down a dirt road, and surrounded by nature preserve (and a lot of bamboo.) It is mid island between the North and South ferries, and 2 miles to either Wades or Hay beach. The nearest (deserted) beach/water is Coecles Harbor, half mile away, accessible down the back road.
The house is small but open. On the first floor there is a bedroom with a queen bed, and a porch/sunroom with a single bed set up as a couch. There are two sleeping lofts with skylights upstairs accessible by a hand hewn spiral staircase made from a telephone pole. One has two twin beds, the other a queen bed. The space is a converted attic, so think low slanting ceilings.
I upgrade the house as I go along, there may be small changes in the photos like new lamps, or pillows.
The outdoor space has a deck with a grill, a table that will seat 4-6 and, and a small seating area. There is also a hammock and a rustic outdoor shower.
The kitchen is a bit retro, but pretty well equipped, with a brand new new air fry convection oven, microwave and toaster oven, Keurig coffee maker, blender, mini food processor, immersion blender, pots and pans, etc...I just put down a new floor, and upgraded the cookware and knives.
There is a washer and dryer off of the kitchen.
The house can sleep 5, but because of the size is probably more suitable for 2-4 people.
The bathroom downstairs has a tub and shower, as well as towels and toiletries. There is a very basic half bath upstairs, handy in the middle of the night :)
There are beach chairs, an umbrella, and an assortment of beach towels and basic canvas beach bag on the porch as you enter the house.
Around the corner where Shelter Island Kayak rents their boats, I have one kayak that is available to use anytime. I'm working on getting another one.
Please reach out with any questions!
Amenities at Charming secluded island cottage OFF SEASON RENTAL AVAILABLE
Non-smoking
Pets allowed
Map of Shelter Island, NY
Ratings and reviews
10 / 10Outstanding·May 2026
Beautiful spot, well-maintained, awesome facilities, we're very happy with our stay, despite the weather having been rainy. Tori made us feel welcome and her communication was also very quick and helpful. Her kitchen was well equipped and the beds were super comfortable. The walk to the beach was especially picturesque. The deck was so lovely to sit out in the trees and hearing the birds chirp. The dishwasher was great, plus the cookware and knives were excellent for preparing food. The washer-dryer was awesome. That it was unusually cool and rainy meant we turned on the heat which worked perfectly and made the house cozy. Thanks, also for supplying us with a couple yoga mats and a fun puzzle. Wifi was strong.
10 / 10Outstanding·Jul 2025
Charming cottage, great place to relax. Quite peaceful.
6 / 10Average·Jul 2026
Arrived to find exterminator note detailing placement of rat traps. Host immediately contacted and responded 1 mouse. "Rat droppings noted behind chest, pictures taken. We contacted Vrbo who stated no recourse from them. Slept with one eye open. Host stopped responding to further communication. Bathroom with only 1 washcloth and 1 hand towel but several bath towels. Very secluded as stated with no lock for door except hook and I when inside. Padlock for door from outside. No deck lighing. Kitchen well stocked but food from previous guests left in refrigerator and offered to us with caution.
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7.8Good
(6 Ratings)
"Beautiful spot, well-maintained, awesome facilities, we're very happy with our stay, despite the weather having been rainy. Tori made us feel welcome and her communication was also very quick and hel..."
Reva Y.Don't miss out! Price and availability may change
