Entire home
NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT
Family-friendly holiday home with sauna and outdoor pool
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Reviews
10 out of 10
Exceptional
5 bedrooms5+ bathroomsSleeps 125730 sq ft
Popular amenities
Explore the area

Shelter Island, NY
- Place, Menhadden Lane Beach3 min drive
- Place, Gardiner's Bay Country Club6 min drive
- Place, Shelter Island Whale's Tail7 min drive
- Airport, New London, CT (GON-Groton - New London)171 min drive
Rooms & beds
5 bedrooms (sleeps 12)
Guest Bedroom 1
1 Queen Bed
Guest Bedroom 2
1 King Bed
Guest Bedroom 3
1 Queen Bed
Guest Bedroom 4 - Bunkroom
4 Single Beds
Primary Bedroom
1 King Bed
5 bathrooms, 2 half bathrooms
Guest Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Guest Bathroom 2
Soap · Towels provided · Toilet · Shampoo · Hair dryer
Guest Bathroom 3
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Half Bath off the Wetroom (Pool changing room/Sauna room)
Soap · Towels provided · Toilet
Outdoor Shower
Soap · Towels provided · Shower only · Shampoo · Hair dryer
Powder Room
Soap · Towels provided · Toilet
Primary Bathroom
Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area
About this property
NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT
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.
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Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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10.0 out of 10, (1 review)
House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed: family gatherings and birthday parties
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Parties and events (including family gatherings and birthday parties) are allowed on site. Maximum attendees: 30
Long-term renters welcome
This property uses a grey water recycling system
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
Property Registration Number 2024-L-0018
We should mention
This property does not have any lifts
About the area
Shelter Island
Located in Shelter Island, this holiday home is on the waterfront. Havens House and East End Seaport Maritime Museum are cultural highlights, and some of the area's attractions include Shelter Island Whale's Tail and Greenport Carousel. Travelling with kids? Consider Railroad Museum of Long Island and Norman E. Klipp Marine Park. Kayaking, waterskiing and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.

Shelter Island, NY
What's nearby
- Menhadden Lane Beach - 3 min drive - 3.6 km
- Gardiner's Bay Country Club - 6 min drive - 6.0 km
- Shelter Island Whale's Tail - 7 min drive - 6.7 km
- Sylvester Manor - 7 min drive - 7.4 km
- Shelter Island Historical Society - 8 min drive - 8.4 km
Getting around
Restaurants
- Claudios Clam Bar - 30 min drive
- Sunset Beach Restaurant - 11 min drive
- Vine Street Cafe - 9 min drive
- Opties & Dinghies - 8 min drive
- Stars Cafe - 9 min drive
Frequently asked questions
About the host
Hosted by Serena Dugan
I co-founded the home decor brand Serena & Lily (serenaandlily.com) 20 years ago, and oversaw design for the brand as their CCO for 14 years. I now have my own textile collection under the name Serena Dugan Studio (Serena Dugan.com) and am a painter. This house was my ultimate form of creative expression, and I used all my own fabrics and wallpapers, aside from a few fabrics I’ve collected from far off places. I plan on using this house as a creative retreat, as well as a showcase for what I make. I live on the West Coast and want to share this beautiful spot when I am not able to use it with those who will appreciate it.
Why they chose this property
Shelter Island, and particularly Ram Island, is a magical spot, and this house is my most peaceful place. I envision years of memories being made here, and others sharing the beauty and peace of this spot with those who appreciate it as I do.
What makes this property unique
This house has been considered to the nines, both in terms of beauty, comfort and overall experience. Decorating a home that feels wonderful to be in includes all three. I have gone to great lengths to create something wonderful there on Shelter. It’s my happiest spot, and I know visitors will feel and appreciate this as well.
Languages:
English, French
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