Entire home
Serene Island Getaway with Tennis, Pickleball, Free Bikes & Watersports
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1 bedroom 1 bathroom Sleeps 4
Popular amenities
Explore the area

Shelter Island, NY
- Crescent Beach5 min walk
- Sunset Beach13 min walk
- Kontokosta Winery27 min drive
- East Hampton, NY (HTO)33 min drive
Rooms & beds
1 bedroom (sleeps 4)
Bedroom 1
1 King Bed
Studio 2
1 Double Sofa Bed
1 bathroom
Bathroom 1
Spaces
About this property
Serene Island Getaway with Tennis, Pickleball, Free Bikes & Watersports
Discover Shelter Island's charm near Crescent Beach and Mashomack Preserve. Enjoy serene beaches, vibrant nature, and local delicacies, perfect for a tranquil retreat.
Experience peace and serenity in our elegantly designed room, where luxurious amenities blend with rich tradition. With nearly a century of history and a recent top-to-bottom renovation, our space captures the essence of a timeless resort ambiance. Enjoy access to a private balcony overlooking the bay, indulge in soothing spa services, or embrace adventure with our complimentary guest bicycles. Whether you're here for relaxation or exploration, our room provides the perfect retreat on Shelter Island.
PLEASE NOTE:
This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.
- The property also requires a credit card, debit card, or cash deposit for incidental charges at check-in. Fees and deposits may not include tax and are subject to change.
- Early check-in is subject to availability upon arrival.
- To check in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check in is 21 years old.
THE UNIT
This Hickory Cottage features:
- King bed
- Living area
- Full sleeper sofa
- View overlooking wooded grove of trees
- Large covered front deck
- Gas fireplace
- Wet Bar-Style Kitchenette, equipped with a Nespresso machine, electric kettle, half-size refrigerator, and full hot and cold sink
- All linens, towels, and bathroom essentials are provided.
THE PROPERTY
Our timeless property offers you a historic and elegant resort experience with the following on-site amenities:
- 24/7 Front desk and Security
- Heated Outdoor Pool (Available from Late May to Mid October)
- The Terrace (Water-view restaurant)
- Onsite Bar
- The Pridwin Spa (Reopening on May 9, 2025)
- Fitness Center
- Complimentary Bicycles
- Live Entertainment
- Game Room
- The Nook
- Concierge Services
- Tennis & Pickleball
- Water Sports (Complimentary stand-up paddleboards and seasonal guest activities such as tubing and kayaking)
PARKING
Parking is available for guests on the property and is free of cost (for 1 car per unit).
PET POLICY
Pets are not allowed.
Experience peace and serenity in our elegantly designed room, where luxurious amenities blend with rich tradition. With nearly a century of history and a recent top-to-bottom renovation, our space captures the essence of a timeless resort ambiance. Enjoy access to a private balcony overlooking the bay, indulge in soothing spa services, or embrace adventure with our complimentary guest bicycles. Whether you're here for relaxation or exploration, our room provides the perfect retreat on Shelter Island.
PLEASE NOTE:
This listing is specifically for a hotel room located within a hotel, distinguishing it from typical residential or apartment accommodations.
- The property also requires a credit card, debit card, or cash deposit for incidental charges at check-in. Fees and deposits may not include tax and are subject to change.
- Early check-in is subject to availability upon arrival.
- To check in, bring your valid government-issued photo ID or passport to the front desk in the lobby. The minimum age required to check in is 21 years old.
THE UNIT
This Hickory Cottage features:
- King bed
- Living area
- Full sleeper sofa
- View overlooking wooded grove of trees
- Large covered front deck
- Gas fireplace
- Wet Bar-Style Kitchenette, equipped with a Nespresso machine, electric kettle, half-size refrigerator, and full hot and cold sink
- All linens, towels, and bathroom essentials are provided.
THE PROPERTY
Our timeless property offers you a historic and elegant resort experience with the following on-site amenities:
- 24/7 Front desk and Security
- Heated Outdoor Pool (Available from Late May to Mid October)
- The Terrace (Water-view restaurant)
- Onsite Bar
- The Pridwin Spa (Reopening on May 9, 2025)
- Fitness Center
- Complimentary Bicycles
- Live Entertainment
- Game Room
- The Nook
- Concierge Services
- Tennis & Pickleball
- Water Sports (Complimentary stand-up paddleboards and seasonal guest activities such as tubing and kayaking)
PARKING
Parking is available for guests on the property and is free of cost (for 1 car per unit).
PET POLICY
Pets are not allowed.
Property manager
Pridwin
Add dates for prices
Amenities
Pool
Free WiFi
Air conditioning
Gym
Ocean view
Parking available
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
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
On-site parties or group events are strictly prohibited
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
We should mention
A car is not required for transport to and from this property
About the area
Shelter Island Heights
Located in Shelter Island Heights, this holiday home is on the beach. The area's natural beauty can be seen at The Hamptons Beaches and Orient Beach State Park, while East End Seaport Maritime Museum and Havens House are cultural highlights. Travelling with kids? Consider Shelter Island Whale's Tail and Greenport Carousel. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with cycling and ecotours.

Shelter Island, NY
What's nearby
- Crescent Beach - 5 min walk - 0.4 km
- Sunset Beach - 13 min walk - 1.1 km
- Greenport Carousel - 25 min drive - 5.5 km
- Kontokosta Winery - 27 min drive - 6.9 km
- 67 Steps Beach - 28 min drive - 7.6 km
Getting around
Restaurants
- Sterlington Deli - 24 min drive
- Stars Cafe - 4 min drive
- Sunset Beach Restaurant - 13 min walk
- Aldo's - 25 min drive
- Southold Fish Market - 29 min drive
Frequently asked questions
Reviews
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About the host
Hosted by Pridwin

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