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Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly

Family-friendly vacation home in Shelter Island Heights with an outdoor pool

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Photo gallery for Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly

Outdoor pool
Property grounds
Terrace/patio
Interior
Fridge, microwave, oven, stovetop

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Parking available
  • Pet friendly
  • Dryer
  • Washer
  • Barbecue grill

Explore the area

View in a map
Shelter Island, NY
  • Place, Crescent Beach
    ‪3 min drive‬
  • Place, Sunset Beach
    ‪3 min drive‬
  • Place, Kontokosta Winery
    ‪28 min drive‬
  • Airport, New Haven, CT (HVN-Tweed - New Haven Regional)

Room options

About the neighborhood

Shelter Island Heights

Located in Silver Beach, this vacation home is within 2 miles (3 km) of sights such as Crescent Beach and Shelter Island Country Club. The vacation home includes a private pool, a kitchen, and a fireplace.
View more Vacation Homes in Shelter Island HeightsOpens in a new window

What's nearby

  • Crescent Beach - 3 min drive - 1.4 miles
  • Sunset Beach - 3 min drive - 1.8 miles
  • Gardiner's Bay Country Club - 8 min drive - 4.0 miles
  • Kontokosta Winery - 28 min drive - 5.2 miles
  • 67 Steps Beach - 29 min drive - 5.6 miles

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 44 min drive

Restaurants

  • ‪Sunset Beach Restaurant - ‬3 min drive
  • ‪Vine Street Cafe - ‬7 min drive
  • ‪Opties & Dinghies - ‬5 min drive
  • ‪Pridwin Hotel - ‬3 min drive
  • ‪Stars Cafe - ‬5 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly

* Please Read House Rules And Policy's Before Booking*
*Check In And Check Out Times Are Firm*

Perfect For Families!! Dogs Welcome! Located within close proximity to resort areas, Sunset / Crescent beach & Crab Creek with sunsets galore, Shelter Island Heights Town is jus a short bike ride away. This neat-as-a-pin home has all the ingredients for an exciting summer vacation. Tucked behind evergreens, the rooms are sun-filled in an open plan. Just inside the foyer the living room has a extra large Queen sized sleeper sofa beautiful windows out to the veranda, fireplace and entry to a well equipped kitchen, which then flows into the dining area which has French doors to the entertainment deck. Down the hall is a full bath, a guest bedroom with bunk bed w/ trundle, a second guest bedroom with a queen sized bed, home office area and door to the pool deck, plus the primary en-suite bedroom. The lower level has a projection screen media room, comfy recliner chairs and laundry area. The grounds are what summer is all about, with an in ground Gunite pool and adjacent outdoor shower, dining area off the kitchen with Pizza Oven and Gas Grill, covered lounge area, fire pit with Adirondack chairs and S'mores Station , Vegetable / herb cutting garden, pool cabana with pool / ping pong table, smart TV, Blue tooth indoor / outdoor speakers, extra refrigerator, food and beverage area and lounge chairs. Fully Fenced In Yard !
Cable (All Premium Channels)
Nest Controlled Central AC,
ADT Alarm System / Ring front door bell
Pool Maintenance ,
Lawn Maintenance
and Garbage Pick Up
Kayak, Baby Stroller(s), Jogging Stroller, Pack and Play, Child Gate, Pool / Door Alarm, Pool Floats and Clamming Nets, Skate Board, Scooters, Adult, Teen and Child Bicycle's All ready and Available.
Dog Friendly

This Is a Quiet Family Neighborhood Please Be Respectful...
NO PARTIES, NO SMOKING, NO EXCEPTIONS!
Max 4 Adults
*Incense and candles are not permitted inside or outside the house due to fire hazards.*
• Smoking is not permitted
• Supervise children on pool deck and around the firepit.
• Guests and visitors should park only in our driveway, not the main road.
• When leaving house, please always lock all doors—including pool house French doors and garage doors
• Before checkout, dispose all garbage in outdoor trash bins.
• Report any damages and/or breakages. Guests are responsible for any damage reported by the house manager they cause to the property and household items that.

• Please pick up after your dog, especially around the grounds of the house.
*Dogs Welcome $200 pet fee*

*Bunk Beds Are For Ages 13 and Under*
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio. There's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a fireplace. Limited housekeeping is available.

Similar properties

Property grounds
Work and Play Special! Extended Stay Discount
  • Pool
  • Kitchen
  • Washer
  • Dryer
10.0 out of 10, Exceptional, 52 reviews
$1,257 nightly
The price is $1,436
Nov 5 - Nov 6
Total with taxes and fees
Work and Play Special! Extended Stay Discount

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Pool/Spa

  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Housekeeping (limited availability)
  • Iron/ironing board
  • Phone
  • Safe

Location highlights

  • In a village
  • Near the bay
  • Near the marina

Things to do

  • Arcade/game room
  • Bicycles
  • Billiards/pool table
  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Bicycles
  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 30

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Check-out instructions

The host requires you complete the following before checking out:
Start the dishwasher
Strip any used beds and gather used towels
Remove leftover food and drinks and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Rules

*Check In And Check Out Times Are Firm* Please be respectful of the Neighbors. Absolutely no parties, and No Loud music. No Parking on the lawn
$200 Pet Fee Pets Not Allowed On Beds / Furniture Beds Must Be Stripped At The End Of The Stay No Street Parking
Bunk Beds Are For Ages 13 And Under.

Pets

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events 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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 30

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Frequently asked questions

What's there to do near this vacation home?

This vacation home is situated in Silver Beach, close to Sunset Beach, Greenport Carousel, and Kontokosta Winery. You'll also find Crescent Beach and Greenport Farmers' Market within a short drive.

Is there parking available at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, this vacation home doesn't have an indoor pool; however, there is an outdoor pool.

What will couples enjoy most about a stay at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly?

There are many amenities for couples at this vacation home, including a private pool and a fireplace as well as an outdoor pool.

Are there hot tubs at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly?

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

How close is the airport from this vacation home?

The closest major airport to this vacation home is East Hampton, NY (HTO), which is 13.5 mi away (44 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is around 20.8 mi away.

Are there rooms with balconies that I can book at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly?

Yes, every accommodation at Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly comes with a deck.

Reviews

Shelter Island Retreat With Pool ...Close To Beach & Pet Friendly Reviews

10

Exceptional

9.8/10

Cleanliness
Rating 10 - Excellent. 15 out of 16 reviews
Rating 8 - Good. 1 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

Reviews

10/10 Excellent

Stephanie L.

Liked: Cleanliness
Great location, we walked to the beach every day! Tara was a very warm and communicative host.
Stayed 14 nights in Aug 2025

10/10 Excellent

gary P.

Liked: Cleanliness
Tara is the best as is this beautiful property with excellent pool, bbq grill, plenty of outside activities, fire pit, bikes and so much more. Extremely responsive to questions. A!
Stayed 14 nights in Jun 2025

10/10 Excellent

Amanda A.

Liked: Cleanliness

Great Beach Week

We had a wonderful stay at this property! Tara was extremely communicative and absolutely everything we needed was available at the house. The pool and the attached pool house with tons of fun games and activities was such a fun addition and we were super comfortable all week. The fenced in yard was perfect for our adventurous dog. Would highly recommend for families!
Stayed 8 nights in Jun 2025

10/10 Excellent

Lisa S.

Liked: Cleanliness

Perfect Stay

Lovely getaway in a very sweet house. Property manager very responsive. Perfect location.
Stayed 3 nights in Sep 2024

10/10 Excellent

Dean S.

Liked: Cleanliness

Perfect Stay

Amazing from check in to check out. Highly recommend.
Stayed 32 nights in Aug 2024

10/10 Excellent

Eric D.

Liked: Cleanliness

Special Place on the Island!

Tara made the entire experience super easy! Check in was clearly communicated as well as the different items around the house. My wife, son, and I truly enjoyed our stay at the house and would recommend it highly to any other family looking to create wonderful summer memories on Shelter. A+++
Stayed 16 nights in Jul 2024

10/10 Excellent

Peter J.

Liked: Cleanliness

Summer Vacation

Nice property set up nicely for a family with children.
Stayed 10 nights in Jul 2024

10/10 Excellent

Josh K.

Liked: Cleanliness

Shelter Island in the off-season is the best season.

We loved staying in the house. The island was blissfully quiet on our late September weekend. We even made great use of the basement theater to watch college football when some inclement weather kept us indoors. I would certainly rent the house again.
Stayed 2 nights in Sep 2023

10/10 Excellent

David M., New York

Liked: Cleanliness

Wonderful vacation experience!

We had an absolutely amazing time at Tara’s house on Shelter Island. From start to finish, everything was seamless and hassle-free. Her property exceeded all of my expectations - it was clean, well-maintained, and beautifully decorated. She was also very responsive and accommodating, ensuring that our stay was comfortable and enjoyable. I cannot recommend it enough for anyone looking for a fantastic vacation rental experience.
Stayed 7 nights in Aug 2023

10/10 Excellent

Hugo M.

Liked: Cleanliness

Fabulous

The pictures don't do it justice. Lots of love and care put into this place. Quiet neighborhood. Cycled everywhere. A great kitchen if you you're into cooking.
Stayed 5 nights in Aug 2023

8/10 Good

Allyn S.

Shelter Island Family Vacation.

Charming house, nice location. Everyone enjoyed the pool and playing pool! Would benefit from a deep clean.
Stayed 7 nights in Jun 2023

10/10 Excellent

Daniel M., New York, NY, USA

Liked: Cleanliness

Perfect Shelter Island Oasis

The home was clean and well appointed. The pool and pool house were fantastic. The grounds were well manicured. Communication was excellent.
Stayed 3 nights in Jun 2023

10/10 Excellent

Stephen S.

Liked: Cleanliness

Great house in beautiful area!

Great house in a quiet neighborhood with a lot to do! Pool area was great, the pool house had pool and other fun games, there was a fire pit area with wood for use, and house was close to numerous beaches. Host/house manager were very responsive and pleasant to deal with. Would highly recommend this house for a Shelter Island stay!
Stayed 2 nights in Jun 2023

10/10 Excellent

Barbara S.

Liked: Cleanliness

Excellent vacation house

Girls weekend on Shelter Island. This house was perfect for us ! The hosts were faboulous and the location was perfect.
Stayed 2 nights in Oct 2022

10/10 Excellent

Maria L.

Liked: Cleanliness

It was wonderful!!!

If you are ever going to shelter island look no further! I’m sure there is nothing to compare, it was fabulous all the way we were there for a wedding . My daughter traveled from London to be there, everyone woke up in the morning with such happiness! Thank you Tara, and PAula , it was Perfect ❤️
Stayed 3 nights in Sep 2022

10/10 Excellent

Steph L.

Liked: Cleanliness

Amazing Family Stay

We had the most amazing time at this awesome property. The owners and property managers were on top of everything and the communication was A++. The home was updated and comfortable although we pretty much lived in the pool through our stay. The location was great .. Quiet yet close to the most beautiful beaches and great restaurants. We had a blast ferry hopping to the hustle and bustle of North/South Forks but we all loved coming back to this quiet retreat. Cannot wait to come back!!
Stayed 11 nights in Jul 2022