NEW RENTAL: MAGICAL SHELTER ISLAND RETREAT

Shelter Island, New York
$1875 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 6

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 7 nights

Min Stay

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 termsof 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.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • GENERAL

    At Least 80% Organic Food Double-glazed Windows Locally Sourced Food Is Prioritized Unit Size: 5730 Sq Ft (532 Sq M) Uses Some LED Lighting Vegan Dining Options
  • KITCHEN

    Blender Dishwasher Electric Kettle Kitchen Island Lobster/crab Pot Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Options Include A Garage
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Massages Outdoor Pool Private Pool Sauna
  • BATHROOMS

    6 Bathrooms Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Bicycle On Site Cycling Nearby Fishing Nearby Fitness Facilities Nearby Kayaking Nearby Marina Nearby Power Boating Nearby Sailing Nearby Swimming Nearby Water Skiing Nearby Water Sports Equipment Winery Tours Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Games Stereo Table Tennis Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Playground
  • LOCATION HIGHLIGHTS

    Near The Bay Near The Sea On The Waterfront
  • SERVICES AND CONVENIENCES

    Change Of Bedsheets (on Request) Change Of Towels (on Request) Chef Concierge Services Housekeeping (on Request) Iron/ironing Board Local Meal Delivery Service Safe
  • SUITABILITY/ACCESSIBILITY

    6 Stairs To Reach Property Area Rugs In Public Areas Hardwood Flooring In Public Areas If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Tile Flooring In Public Areas Well-lit Path To Entrance Wheelchair-accessible Path Of Travel Wheelchair-accessible Pool

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Lucy H.

    Submitted Jul 5, 2025

    Stayed Jun 21, 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!

  • Bob P.

    Submitted Jun 11, 2025

    Stayed May 30, 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.

  • Laurie G.

    Submitted Aug 30, 2024

    Stayed Aug 23, 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!

  • Devon W.

    Submitted Jul 11, 2024

    Stayed Jul 5, 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.

  • Alexandra C.

    Submitted Sep 15, 2021

    Stayed Aug 23, 2021

    My family- of 3 generations was able to enjoy a wonderful relaxing vacation. The pool was beautiful- clean and warm, and with the boat launch and small beach across the street we were able to use that with ease. The house was clean, beautifully appointed with all the amenities you could need. The porch was great to relax and take in the waterfront view. Serena and her property manager were easy to get in contact with and communicated regularly. We had a wonderful stay and the trip went off without a hitch! Anyone would be lucky to stay here.

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Total

Includes taxes and fees
$1,875+
View details