Entire home

Stunning Shelter Island Estate

Stunning Shelter Island Estate

Photo gallery for Stunning Shelter Island Estate

Guest House kitchen/dining
Pool with view of Main House
Guest House outside lounge and bbq area
Unclassified image, 4 of 50, button
Back of Main House

Overview of Stunning Shelter Island Estate

Reviews
10 out of 10 Exceptional
8 bedrooms6+ bathroomsSleeps 147000 sq ft

Popular amenities

  • PoolPoolPool
  • Pet friendlyPet friendlyPet friendly
  • FireplaceFireplaceFireplace
  • Free WiFiFree WiFiFree WiFi
  • Outdoor SpaceOutdoor SpaceOutdoor Space
  • KitchenKitchenKitchen

Check out the area

Map
Shelter Island Heights, NY
  • Popular LocationCrescent Beach4 min walk
  • Popular LocationSunset Beach7 min walk
  • Popular Location67 Steps Beach27 min drive

Rooms & beds

8 bedrooms (sleeps 14)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 Queen Bed

Bedroom 7

2 Twin Beds

Bedroom 8

1 Queen Bed

6 bathrooms, 1 half bathroom

Bathroom 1

+1
Bathtub · Bidet · Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub or shower · Bathtub · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet · Shower only

Bathroom 7

Toilet

Bathroom 8

Outdoor shower

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Outdoor play area
Garden
Dining Area

About this property

Stunning Shelter Island Estate

Stunning Shelter Island traditional over 3 floors with pool and separate contemporary guest house in luxury settings. Short walk to Sunset Beach, restaurants, tennis and golf. Entertaining space galore, movie screen, wrap around decks, fully private garden. 4 King size en-suite bedrooms, 3 queen size bedrooms, and a kids bedroom.
Main House: 3 King size en-suite bedrooms, 1 King size bedroom, and a kids bedroom with double bunk beds.
The First Floor has a kids bedroom with double bunk beds adjoining a King size bedroom that opens onto the pool patio, A Media Room with a pull out double sofa bed, A Playroom, Summer Kitchen and Laundry Room.
The second floor has a king size master suite. Cathedral ceilings open plan spacious living room, dinning room, chef's kitchen and breakfast area. Top of the line appliances. A full wrap around deck including multiple dining and lounging areas, fire-pit and BBQ. The third floor has two King Size en-suite guest master suites and a drop down movie screen theater lounge. The Garden is fully enclosed and private, there is a 50 foot pool, patio and lounging area and also a secluded playground.
The Guest House has a King Size Master Suite and and 2 queen size bedrooms with a second bathroom. A large dining/kitchen area with fully retractable wall of windows onto the pool patio. Additional built in BBQ area and lounge seating, and outdoor shower.
The pool is typically open from Memorial Day to mid Sept, weather dependent. The pool season can be extended by request though.

Property manager

Rory
Premier Host
Premier Host

Languages

English

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 11:00 AM

Children

Children allowed: ages 0-17

Events

No events allowed
No outdoor music. Must be considerate of neighbors

Pets

Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
Small dogs allowed, extra deposit required

Smoking

Smoking is not permitted
No outside music - must be considerate of neighbors and keep noise within normal conversation levels when outside
The safety cover on the pool must be kept closed when unattended
ID must be provided within 48 hours for primary renter at least 28 years old, no oversized groups or events

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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
Onsite parties or group events are strictly prohibited
Note from host: No outdoor music. Must be considerate of neighbors
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Shelter Island Heights

Located in Shelter Island Heights, this vacation home is near the beach. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Shelter Island Country Club and Shelter Island Whale's Tail. Traveling with kids? Consider East End Seaport Maritime Museum and Railroad Museum of Long Island. Be sure to check out the area's animals with activities such as game walks and birdwatching.
Map
Shelter Island Heights, NY

What's nearby

  • Crescent Beach - 4 min walk
  • Sunset Beach - 7 min walk
  • Railroad Museum of Long Island - 25 min drive
  • Kontokosta Winery - 25 min drive
  • 67 Steps Beach - 27 min drive

Getting around

  • Greenport Station - 24 min drive
  • East Hampton, NY (HTO) - 43 min drive

Restaurants

  • Southold Fish Market - 28 min drive
  • Sunset Beach Restaurant - 8 min walk
  • Aldo's - 24 min drive
  • Claudio's Main Restaurant - 25 min drive
  • Port 104 - 24 min drive

Frequently asked questions

Does Stunning Shelter Island Estate have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Stunning Shelter Island Estate pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.

What time is check-in at Stunning Shelter Island Estate?

Check-in begins at 4:00 PM.

What time is check-out at Stunning Shelter Island Estate?

Check-out is at 11:00 AM.

Where is Stunning Shelter Island Estate located?

This family-friendly Shelter Island Heights vacation home is located near the beach, within a 10-minute walk of Crescent Beach and Sunset Beach. Shelter Island Country Club and Sylvester Manor are also within 2 mi (3 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 26 out of 26 reviews" "
Rating 8 - Good. 0 out of 26 reviews" "
Rating 6 - Okay. 0 out of 26 reviews" "
Rating 4 - Poor. 0 out of 26 reviews" "
Rating 2 - Terrible. 0 out of 26 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Michael E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay!
Highly recommend this spot. Great location, walk to beach, easy drive to town and restaurants. Has all the toys and cooking tools you need for a great stay.
Stayed 15 nights in Aug 2023

10/10 Excellent

Anne G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful family time
This house is amazing. The design is excellent for families. All four bedrooms in the main house have king beds and private baths. The guest house has 3 bedrooms, one with a king and private baths. The kitchen has everything for great cooking. The pool is so well designed. There’s a large area for kids and toddlers and then plenty of space for adults to swim, and a secure cover. Great balcony, outside play gym, walk to the beach. We loved Shelter Island. Loved the farm produce, the fish market, biking around, the IGA is surprisingly well stocked. We loved kayaking and the beaches. It was our first vacation on Long Island and we would definitely come back and try to rent this home again. The owners were exceptional—great communicators, quick to answer questions and respond to any issues that came up. Highly recommend.
Stayed 9 nights in Aug 2023

10/10 Excellent

Paul S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay!
My family and I had a great time staying here. The property was beautiful and had everything we needed. The hosts were very communicative and helpful.
Stayed 6 nights in Jun 2023

10/10 Excellent

Sharon B., Bala Cynwyd, PA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic stay on beautiful property
This was our second summer vacationing with our adult children and young grandchildren in this beautiful home. We were all excited to return to this peaceful, very comfortable, and well-maintained property and highly recommend it to others! Great pool, easy walk down a wooded path to the beach, helpful hosts….a five star experience.
Stayed 10 nights in Jun 2023

10/10 Excellent

Toby B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
So Nice
Everything about this 15 day stay was excellent. The property/house is so accommodating and comfortable. The hosts are the nicest people I’ve ever rented from. Available for help anytime. Highly recommended.
Stayed 17 nights in Aug 2022

About the host

Hosted by Rory

Host profile image

Why they chose this property

Huge Property with 5 Bedroom Main House and a 3 Bedroom Guests House. Walk to dinner at Sunset Beach or The Pridwin. Walk to golf, tennis, community beach.
We will also rent just the main 5 bedroom house if you are interested, Please contact us for pricing.

Languages:

English

Premier Host

Premier Host
They consistently provide great experiences for their guests
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