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Resort Style Home- Family Friendly

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Pool Lounge area. Separate from the deck connected to the house and fenced in.
Upper Deck with Pool View.
Pool
Pool
Pool

Reviews

8.8 out of 10
Excellent
4 bedrooms3 bathroomsSleeps 62800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Shelter Island, NY
  • Place, Menhadden Lane Beach
    ‪2 min drive‬
  • Place, Gardiner's Bay Country Club
    ‪2 min drive‬
  • Place, The Hamptons Beaches
    ‪15 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪161 min drive‬

Rooms & beds

4 bedrooms (sleeps 6)

Bedroom 2

2 Twin Beds

Bedroom 3

1 Twin Bed

living room 2

2 Double Beds

Master 1

1 King Bed

Master 2

1 Queen Bed and 1 Twin Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet · Jetted bathtub

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Outdoor play area
Garden

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, heated pool, and outdoor shower. Outdoor space is beautifully landscaped and perfect for quiet relaxation.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs less than 20 lbs per pet (limit one pet total)
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Smoking

Smoking is not permitted
$500 per week.
Propane for pool heater not included. Tank is full at arrival/ full at depart tenant pays for fill
No loud noise between 10pm - 9 am daily.

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
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 first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Shelter Island

Located in Hay Beach, a neighborhood in Shelter Island, this vacation 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. Traveling with kids? Consider East End Seaport Maritime Museum and Greenport Carousel. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Shelter Island, NY

What's nearby

  • Menhadden Lane Beach - 2 min drive - 1.8 km
  • Gardiner's Bay Country Club - 2 min drive - 1.1 km
  • The Hamptons Beaches - 15 min drive - 8.6 km
  • Greenport Carousel - 25 min drive - 7.3 km
  • Kontokosta Winery - 26 min drive - 8.6 km

Getting around

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

Restaurants

  • ‪Claudios Clam Bar - ‬26 min drive
  • ‪First And South - ‬26 min drive
  • ‪Aldo's - ‬26 min drive
  • ‪Noah's - ‬26 min drive
  • ‪Crazy Beans - ‬26 min drive

Frequently asked questions

Does Resort Style Home- Family Friendly have a pool?

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

How much does it cost to stay at Resort Style Home- Family Friendly?

As of Apr 3, 2026, prices found for a 1-night stay for 2 adults at Resort Style Home- Family Friendly on Apr 4, 2026 start from $1,017, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Resort Style Home- Family Friendly pet-friendly?

Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 20 lbs per pet.

How much is parking?

Onsite 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?

Check-out is at 11:00 AM.

Where is Resort Style Home- Family Friendly located?

This family-friendly Shelter Island vacation 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 mi (5 km).

Reviews

8.8

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 5 out of 6 reviews
Rating 8 - Good. 0 out of 6 reviews
Rating 6 - Okay. 0 out of 6 reviews
Rating 4 - Poor. 0 out of 6 reviews
Rating 2 - Terrible. 1 out of 6 reviews

8.4/10

Cleanliness

9.2/10

Check-in

8.4/10

Communication

9.2/10

Location

8.4/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jen D.

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

10/10 Excellent

Janet C.

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

2/10 Terrible

Eric C.

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

10/10 Excellent

Jen D.

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

10/10 Excellent

Eugenia Z.

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.

About the host

Hosted by Tamara

Host profile image
There are many exciting little spots to enjoy on Shelter Island. From the quiet, serene beaches of Ram Island (without another sole on them- in the height of the season), to bustling Bridge street, that boasts quaint shops, and Reddings Market (an open-air french style market), to the Limelight of Sunset Beach. I love Shelter Island because it has all of the above and more.

Why they chose this property

When my husband and I got married on shelter Island we fell in love with the Island. When we purchased this home we knew it was ideal for a family. We've made this house a family retreat. There are many weekends that we do not leave the house.

What makes this property unique

The 2,800 square foot home opens up into the outdoors to a 3,000 square foot deck and outdoor kitchen. The swimming pool is separate and surrounded by grass. The interior with its glass sliding doors lead to the outdoor deck and and along with is sleek glass handrails make for a treehouse like effect.

Languages:

English
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