Entire home

Resort Style Home- Family Friendly

Photo gallery for Resort Style Home- Family Friendly

A modern kitchen with a central island, a dining area with a round table, and a view of the living room. - Resort Style Home- Family Friendly (Shelter Island)
A wooden deck with a pool, outdoor furniture, and a pergola. - Resort Style Home- Family Friendly (Shelter Island)
A modern living room with a glass dining table, white upholstered chairs, a blue armchair, and a sofa. There is a TV and a bookshelf in the room. - Resort Style Home- Family Friendly (Shelter Island)
A modern kitchen with a central island, large windows, and a dining area with a table and chairs. - Resort Style Home- Family Friendly (Shelter Island)
A deck with lounge chairs and a fire pit. - Resort Style Home- Family Friendly (Shelter Island)
You can look forward to golfing on-site, a garden and a playground at Resort Style Home- Family Friendly. Treat yourself to a massage or other spa services. In addition to laundry facilities, guests can connect to free in-room WiFi, with a speed of 500+ Mbps (good for 6+ people or 10+ devices).

Reviews

8.8 out of 10
Excellent

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

About this property

Resort Style Home- Family Friendly

  • Located in beautiful Hay Beach, this home has four bedrooms and three full bathrooms. The main bedroom has a king bed and a full bathroom with a private entry to the outdoor deck, pool and shower. Bedroom two has two twins, bedroom three has one twin, and they share a full bathroom. Bedroom 4 has a queen bed and a full private bathroom: large chef's kitchen, living area, dining room, and seating area. A laundry room and small kitchen area accompany bedroom 4.
    The large deck includes an outdoor kitchen, seating area, pool, and outdoor shower. Outdoor space is beautifully landscaped and perfect for quiet relaxation.

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About the area

Located in Hay Beach, a neighbourhood in Shelter Island, this holiday home is in a rural area. Sylvester Manor and Havens House are local landmarks, and some of the area's activities can be experienced at Gardiner's Bay Country Club and Shelter Island Whale's Tail. Consider The Clubhouse Hamptons for a night out or East End Seaport Maritime Museum if you're travelling with kids. Discover the area's water adventures with kayaking and power boating nearby, or enjoy the great outdoors with ecotours and mountain biking. Visit our Shelter Island travel guide
View more Holiday homes in Shelter Island
Map
Shelter Island, NY

What's nearby

  • A beach with a large house and dunes.
    The Hamptons Beaches
    16 min drive - 9.7 km
  • Menhadden Lane Beach
    2 min drive - 2.2 km
  • Gardiner's Bay Country Club
    3 min drive - 1.4 km
  • Kontokosta Winery
    28 min drive - 9.3 km
  • 67 Steps Beach
    28 min drive - 10.0 km

Getting around

  • Greenport Station
    25 min drive
  • East Hampton, NY (HTO)
    27 min drive

Restaurants

  • Claudio’s Waterfront
    26 min drive
  • First And South
    26 min drive
  • Aldo's
    26 min drive
  • Goldberg’s Famous Bagels
    26 min drive
  • Lucharitos
    26 min drive

Frequently asked questions

Does Resort Style Home- Family Friendly have a pool?

Yes, this property has a pool.

Is Resort Style Home- Family Friendly pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 9 kg per pet.

How much is parking at Resort Style Home- Family Friendly?

On-site parking is available at the property.

What time is check-in at Resort Style Home- Family Friendly?

Check-in begins at 4:00 PM.

What time is check-out at Resort Style Home- Family Friendly?

Checkout is at 11:00 AM.

Where is Resort Style Home- Family Friendly located?

This family-friendly Shelter Island holiday home is located in a rural location, within 1 mi (2 km) of Gardiner's Bay Country Club and Menhadden Lane Beach. Shelter Island Whale's Tail and Sylvester Manor are also within 3 miles (5 km).

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Reviews

Resort Style Home- Family Friendly Reviews

8.8

Excellent

8.6

Cleanliness

9.6

Location
Rating 10 - Excellent. 7 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 1 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 1 out of 9 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house in great neighborhood

This is a large, attractive home in a wonderful neighborhood on Shelter Island. We have stayed at SI before, but not in this area. The street was quiet and treelined, and mostly shady. It is only a short walk to a small beach (no lifeguards) but also a short drive to other life guard attended beaches. The house has a wonderful pool in a secluded backyard and a huge deck for lounging around or dining outside. There are multiple sites inside for eating or hanging out with family or friends. All of the property was clean and well maintained, and was as described in the listing. The bedrooms and baths were large and comfortable. The kitchen was fully equipped with everything you have in your own home plus more. The homeowner was super fast at responding to questions before we rented and extremely helpful with all kinds of information. Looking forward to renting this house again sometime in the future if possible.
Stayed 7 nights in Aug 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property in Dering Harbor. Very private with a great pool and pool area. Excellent kitchen and tons of good cookware, plates, glasses etc. We had a great time!
Stayed 9 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

We had a wonderful experience at this rental. Everything was great and owner was very sweet and kind and we would definitely rent again. Thank you for making our time wonderful in SI!!
Stayed 7 nights in Jul 2020
Verified review

2/10 Terrible

Disliked: Cleanliness, communication, listing accuracy

We couldn’t stay here given the condition of the property

Upon arrival at the property, it was clear that its condition was poor and it was not accurately represented in the Vrbo listing. In addition to many examples of poor maintenance and condition, the home has a foul, musty smell. After thoroughly evaluating the property, we all agreed we would not feel comfortable staying there and decided to leave. I contacted Vrbo and opened a case. I also contacted the owner who agreed to refund my money, but has now gone back on her commitment. Our plans for a week in Shelter Island were ruined. I was able to find a hotel where we spent 3 nights and several thousand more dollars, so I really would like Vrbo’s assistance in getting my money refunded. This property is not accurately represented on your site as a “resort style “ property. Please help me resolve this matter.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful house

Wonderful house and location and stocked with everything you may need. Lovely and warm owner
Stayed 10 nights in Jul 2021
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

You will want to come back

Spacious and welcoming house in a lovely area, close to the beaches and near a golf course. The house is well stocked with everything you will ever need to make your vacation stress free and relaxing. Tamara, the owner, was a pleasure to deal with, and offered great tips for us and our teenagers on all things Shelter Island. We were sad to leave, but hope to come back again!
Stayed 7 nights in Sep 2020
Archival

10/10 Excellent

A true resort style home to say the least

This house is terrific. It offers everything a family needs and more to enjoy a relaxing getaway. Excellently open and laid out floor plan. The pool is great, and given the nature of Shelter Island, everything is reasonably close given driving distance. This was our first time on Shelter Island, the trip was a last minute decision, could have gone either way, but it was excellent-the owner was extremely cooperative in putting this together at the last minute. The house is in excellent shape, kitchen, grill, pool, and gym were all very much enjoyed. Nothing is skimped regarding maintenance on this home. Speed bag in the gym was very much appreciated by my son and I-we both box. I would recommend this home to families with young children. I wish I could recommend it to other groups, but I simply do not have the backgrounds listed. The owner was extremely helpful and informative regarding any questions and orientation to the area, there were no issues that arose in our stay. This was a great vacation and exactly the low key, move at your own pace atmosphere that the family needed. We would stay again.