House in Shelter Island, NY
12 guests · 5 bedrooms · 6 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Top-tier experienceA high end property in this area
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About this house rental
Take the singular Shelter Island drive over Ram Island’s renowned causeways to this meticulously renovated and expanded 1933 charming, waterview home of stone and cedar on the most sought after Big Ram Island block. 5 bedrooms, 6 bathrooms and large living spaces flow seamlessly with the outdoors, thanks to the expansive covered porches off the living room and large patio connecting the pool and hot tub with the kitchen and family room. Every detail was considered in the home in terms of beauty, function and experience. It’s owner, a veteran in the home decor industry, designed all fabrics and wallpapers and spec’ed every detail. The house sits on 1.4 acres of land, with a large lawn, wraparound porches to take in the views and space for everyone to enjoy, lounge, play or explore.
Bask in the sparkling sunshine on Coecles Harbor, take in the sunset from the two hanging porch-beds, or waterview-dine on the covered veranda. Swim in the heated pool, relax in the grotto-like hot tub or infrared sauna, or paddleboard, sail, fish or kayak just out your front door off the small beach that’s shared by the neighbors. Paddleboards stay parked here, and morning dips are mandatory in this idyllic spot. Off the beach, 37 Tuthill has a boat mooring, useable by renters. A short walk to the end of Tuthill Drive brings you to Reel Point, a sand peninsula lined with osprey nest platforms and blankets of seashells.
Coecles Harbor is a protected deep-water harbor that faces Mashomack Preserve, with over 2000 acres of interlacing tidal creeks, woodlands and freshwater marshes, easily accessible by paddleboard off our beach. The harbor is prized by sailors, swimmers and fishermen for its pristine, protected waters. The island enjoys a similar sense of peace and tranquility.
Perfect for everything from a relaxing couples getaway to a fun-filled family or friends gathering, this is fantastically special home designed for making cherished memories, in a magical corner of the world.
Bask in the sparkling sunshine on Coecles Harbor, take in the sunset from the two hanging porch-beds, or waterview-dine on the covered veranda. Swim in the heated pool, relax in the grotto-like hot tub or infrared sauna, or paddleboard, sail, fish or kayak just out your front door off the small beach that’s shared by the neighbors. Paddleboards stay parked here, and morning dips are mandatory in this idyllic spot. Off the beach, 37 Tuthill has a boat mooring, useable by renters. A short walk to the end of Tuthill Drive brings you to Reel Point, a sand peninsula lined with osprey nest platforms and blankets of seashells.
Coecles Harbor is a protected deep-water harbor that faces Mashomack Preserve, with over 2000 acres of interlacing tidal creeks, woodlands and freshwater marshes, easily accessible by paddleboard off our beach. The harbor is prized by sailors, swimmers and fishermen for its pristine, protected waters. The island enjoys a similar sense of peace and tranquility.
Perfect for everything from a relaxing couples getaway to a fun-filled family or friends gathering, this is fantastically special home designed for making cherished memories, in a magical corner of the world.
Amenities at NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT
Non-smoking
No pets allowed
Family friendly
Map of Shelter Island, NY
Ratings and reviews
10 / 10Outstanding·Jul 2025
We had a great stay here with our adult children and grandchild. The house has a good lay-out, and is beautifully designed. The kitchen is very well equipped, with lots of counterspace and a large pantry. We used both sitting rooms; one has a large table for jigsaw puzzles. The pool and hot tub were so pretty, and we ate at a table there, or on the covered porch, every night. There is a large, clean outdoor shower. We hope to be back!
10 / 10Outstanding·Jun 2025
We had very prompt answers to any questions we had before our stay. We checked in with the property manager Kim and she was great. This home is amazing. The home was a perfect blend of amazing decorations and comfort. The bedroom and bathrooms were perfect in everyway. The porch had an amazing view which connected to the 4 star pool. My family had a great time. We felt blessed to spend time in this beautiful home. I would recommend this home for any group or family. You will not go wrong. The surrounding area is absolutely perfect. We felt like we didnt need to leave the house because we had everything we needed.
10 / 10Outstanding·Aug 2024
Can’t say enough about Serena’s house in the Ram Island section of Shelter Island! It was sooo beautifully decorated, perfect layout, everything we needed in the kitchen, loved that it was all on one floor, I could go on and on. We were 7 adults and 4 children ages 6 mo to 3 years, and somehow it was perfect for all of us. The kids loved to run around in the yard. We loved the amazing view of the water, and the comfort of the house. We had local chefs prepare two dinners for us, which was an amazing add on. Would definitely love to rent it again. Thanks Serena!
10 / 10Outstanding·Jul 2024
My family and I stayed here in July. It was absolutely perfect. It is so peaceful and relaxing even with 8 adults and two babies under 1 and a 4 year old. The pool and hot tub were our favorite part with beautiful views of the bay. The house is also so stunning. We did lots of different activities as well. The communication was great and every question I had was answered! I highly recommend this property if you’re looking for something to do with the family. You can really make the trip whatever you want.
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Top rated by guests
10Outstanding
(5 Ratings)
"We had a great stay here with our adult children and grandchild. The house has a good lay-out, and is beautifully designed. The kitchen is very well equipped, with lots of counterspace and a large pa..."
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