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Relaxing Shelter Island Getaway - great for families and couples!

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Exterior
view from front porch
View from the driveway
first bedroom, with "W Hotel" mattress
second bedroom, with "W Hotel" mattress

Reviews

9.8 out of 10
Exceptional
3 bedrooms1 bathroomSleeps 61400 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Outdoor space
  • Parking available

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

1 bathroom

Bathroom

Bathtub · Toilet · Shower only

Spaces

Kitchen
Garden
Dining area

About this property

Relaxing Shelter Island Getaway - great for families and couples!

Come stay in the heart of Shelter Island, central to all beaches, shopping, and restaurants. Spacious 3 bedroom ranch sleeps up to 6, with blissfully comfy "W Hotel" beds. Bedroom lamps have built-in USB ports for charging your phone. Living room with large flat-screen TV, Wi-Fi, and sofa. Spa-like bathroom includes relaxing soaking tub & walk-in shower. Endless on-demand hot water. Central air. Washer & dryer on premises. Dining room seats 6. Kitchen with all appliances. Spacious front yard with porch, perfect for sitting and relaxing with your morning coffee. Quiet, peaceful, surrounded by wooded areas. Large backyard, great for kids to play or outdoor dining. Complimentary beach chairs, towels, and 2 adult-sized bikes available for use. Ample driveway parking shared with adjacent cottage. Walk to supermarket, organic farm stand, and Sylvester Manor. One mile to Sunset Beach or town center and a quick trip to Bridge Street shopping and the North Ferry.

please note cancellation policy -
100% refund 14 days before check-in
50% refund 7-14 days before check-in
no refund less than 7 days before check-in

Add dates for prices

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House Rules

Check in after 4:00 PM
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

No pets allowed
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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 and a first aid kit

About the area

Shelter Island

Located in Shelter Island, this holiday home is near the beach. The Hamptons Beaches and Orient Beach State Park reflect the area's natural beauty and area attractions include Shelter Island Whale's Tail and East End Seaport Maritime Museum. Greenport Carousel and Railroad Museum of Long Island are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
View more Holiday homes in Shelter IslandOpens in a new window
Map
Shelter Island Heights, NY

What's nearby

  • Sylvester Manor - 6 min walk - 0.6 km
  • Shelter Island Whale's Tail - 16 min walk - 1.4 km
  • Sunset Beach - 2 min drive - 2.5 km
  • Shelter Island Historical Society - 2 min drive - 2.8 km
  • Havens House - 2 min drive - 2.8 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 42 min drive

Restaurants

  • ‪Claudios Clam Bar - ‬23 min drive
  • ‪Vine Street Cafe - ‬3 min drive
  • ‪Sunset Beach Restaurant - ‬2 min drive
  • ‪La Capricciosa - ‬22 min drive
  • ‪Lucharitos - ‬23 min drive

Frequently asked questions

Is Relaxing Shelter Island Getaway - great for families and couples! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Relaxing Shelter Island Getaway - great for families and couples!?

As of 12 Mar, 2026, prices found for a 1-night stay for 2 adults at Relaxing Shelter Island Getaway - great for families and couples! on 31 Dec, 2026 start from S$319, 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.

How much is parking at Relaxing Shelter Island Getaway - great for families and couples!?

On-site parking is available at the property.

What time is check-in at Relaxing Shelter Island Getaway - great for families and couples!?

Check-in begins at 4:00 PM.

What time is check-out at Relaxing Shelter Island Getaway - great for families and couples!?

Checkout is at 11:00 AM.

Where is Relaxing Shelter Island Getaway - great for families and couples! located?

Situated by the sea, this holiday home is within 1 mile (2 km) of Sylvester Manor, Shelter Island Whale's Tail and Shelter Island Country Club. Sunset Beach and Crescent Beach are also within 2 miles (3 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 38 out of 43 reviews
Rating 8 - Good. 5 out of 43 reviews
Rating 6 - Okay. 0 out of 43 reviews
Rating 4 - Poor. 0 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Ellie T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location for our stay on Shelter Island
Stayed 10 nights in Aug 2025

10/10 Excellent

Christopher W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Spacious, family friendly house centrally located to everything. This was our second time staying at Laura’s house and hope to be back again in the future!
Stayed 6 nights in Aug 2025

10/10 Excellent

Brian K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent location for accommodations while we attended a family reunion on different locations on Shelter Island over 4 days. The home has everything needed, very comfortable and centrally located, near Shelter Island Heights and the ferry.
Stayed 4 nights in Jul 2025

10/10 Excellent

Nancy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This stay was our third. The house is very comfortable. Well kitted kitchen. Easy access to beaches, restaurants, preserve, south and north fork .Would stay again readily
Stayed 6 nights in Jul 2025

10/10 Excellent

John B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was my second time at this house. It comes with anything you could possibly need to relax. Its central to everything on the island and super comfortable. I wish I was still there!
Stayed 7 nights in Aug 2025

10/10 Excellent

Liberty H.

Convenient and comfortable stay!

My family had a lovely time on Shelter Island. The house was very comfortable and central to everything.
Stayed 13 nights in Aug 2018

8/10 Good

Marlon ..

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

Great Location at an affordable price

We liked the bedding, the great central air, the big screen tv, the backyard, and the location. Price was excellent
Stayed 3 nights in Aug 2024

10/10 Excellent

Layal D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful 5-night stay at this lovely home on Shelter Island! The location was perfect — peaceful and private, yet close to everything we needed. The kitchen was incredibly well equipped, which made cooking meals a breeze. The house had everything we needed for a comfortable and relaxing stay. The hosts - Laura and Susanna- were very accommodating and responsive, which made the whole experience even smoother. We truly enjoyed our time here and would happily return!
Stayed 5 nights in Jul 2025

10/10 Excellent

ellen h.

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

Great beach home

Cook’s kitchen, comfy beds, big yard. We’ll come back again!
Stayed 7 nights in Aug 2020

10/10 Excellent

Janette P.

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

Great getaway!

The house was in a great location with a beautiful beaches nearby. We had lot of fun thinking to return the next year.
Stayed 7 nights in Jul 2020

10/10 Excellent

Meghan H.

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

Great location, well equipped clean home

This property was perfect for our family trip to shelter island! The house is centrally located, about a mile down the road from the beach. It is very close to the grocery store on island and some great restaurants. I would highly recommend it for a family or small group looking for a clean, well kept vacation house!
Stayed 6 nights in Jul 2021

10/10 Excellent

Nancy B.

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

Perfect House for our stay

The house is centrally located and easily accessible to all shopping, beaches, restaurants, preserves (either driving or walking, bicycling. The house is very comfortable and relaxing and was perfect for our needs. We thoroughly enjoyed our time on Shelter Island in this house. Owners very responsive to our questions and needs.
Stayed 14 nights in Jun 2022

10/10 Excellent

Melissa G.

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

Second great stay!

We had a great two weeks at Laura's house. The house is well equipped for cooking and had two spacious desks for remote work. Great communication with owner made for an easy stay. Would definitely return!
Stayed 14 nights in Aug 2023

10/10 Excellent

Rachel T.

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

Lovely Shelter Island house

We really appreciated Laura's house. The beds were comfy, the big yard was fun for our kids to run around in, and the kitchen was exceedingly well equipped. Unlike some faceless short-term rentals, this place really is someone's home, so it's just that much cozier and prettier--and more functional. We'd be glad to come back some time.
Stayed 3 nights in Sep 2024

10/10 Excellent

Amy H.

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

Quintessential Shelter Island home, centrally located and close to Wades beach

As shared in previous reviews, this home is well located. Kitchen is very well kitted out and bathroom is very pleasant. Hosts are fantastic. Responsive and available to ensure that your stay goes without a glitch. Great WiFi and TV channels in the property also.
Stayed 15 nights in Aug 2021

10/10 Excellent

Christine S.

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

Great end of summer getaway

The house had everything you could possibly need - especially for cooking; and a superb bathroom-with heated floors. It's right on Rte.114 but back from the road and across the street from the Sylvester Manor. No water views but beaches are close-by and the backyard outdoor sitting area is lovely - lots of basil.
Stayed 5 nights in Sep 2024

10/10 Excellent

Casaundra B.

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

Delightful

Our family had a wonderful time here. Central air and central location on the island was perfect. Very cozy beds and pleanty of towels for the beach! I would definitely return. Thank you so much!
Stayed 9 nights in Aug 2023

10/10 Excellent

Dina G.

Beautiful and relaxing...

Wonderful property and location! Couldn’t ask for anything more - expect for a few extra weeks in this beautiful hideaway ;) Can’t wait to comeback next year! Great location, comfortable and cozy bedrooms with full amenities. The perfect spot to relax and unwind :) Plus the owner is super nice and accommodating!
Stayed 9 nights in Sep 2018

10/10 Excellent

Melissa F.

A darling perfect place to stay

We held a three day retreat at the Ram’s Head Inn for families coping with cancer and some of our counselors needed an additional place to stay. This was perfect! The place is very spacious and the owner created a fun, relaxing and homey environment. The grounds are calming and it feels secluded. We are so grateful to have had a lovely place to stay and recharge.
Stayed 3 nights in Nov 2018

8/10 Good

Ann H.

Weekend on Sbelter Island

House was just as pictured. Owners were very approachable and attentive. Small issue was addressed immediately while we were out. A very reasonable alternative to pricey hotels. Take a soak in the tub, it's wonderful.
Stayed 3 nights in Sep 2018

10/10 Excellent

Nadja H.

A wonderful house on a beautiful island

We enjoyed Laura's house at Shelter Island to the max. The kitchen was very well equipped, the house spacious, the garden big. We were in contact with the owner's sister who provided us with all the assistance we needed. A very nice experience!
Stayed 7 nights in Jun 2018

10/10 Excellent

Nancy B.

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

Comfortable and Accessible

Once again we had a wonderful relaxing time at the house. A/C is great, big screen TV with lots of channels, kitchen has lots of appliances and general equipment for experienced cooks. Comfortable beds. House is well situated with very easy access to beaches, grocery store, restaurants, and good walking preserves. Certainly will come again!
Stayed 21 nights in Jun 2023

8/10 Good

Roni G.

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

Convenient and spacious

House needs some repairs and weeding out of excess stuff. Nice backyard and table to eat outside Good mattresses for sleeping
Stayed 8 nights in Jul 2023

10/10 Excellent

Rekishia J.

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

Relaxing stay in lovely cottage

We had a lovely relaxing stay in this cute cottage. You have everything you need to make your stay comfortable, central air, plenty of cooking supplies, great WiFi, Netflix and a beautiful new bathroom to enjoy! It is a wonderful location, so close to restaurants and IGA and convenient to both ferry’s. House instructions were very clear and the host helped us get a beach parking permit to make the stay on Shelter Island so easy with our new 2 month old baby. Hoping to be back later in the year or in 2021!!!
Stayed 13 nights in Aug 2020

10/10 Excellent

Jesse P.

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

Perfection!

Everything about Laura's property was perfect! The property is fully equipped with everything you could want: complete kitchen, beach accessories (chairs, umbrellas, noodles), backyard furniture, central AC, etc. The location is unbeatable, a 1 min drive to one of the nicest beaches and a central part of town with shops and cafes. Laura was so friendly and always available, which I really appreciated. Looking forward to returning!
Stayed 28 nights in Jun 2020

About the host

Hosted by Laura Gentile

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