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Relax and Enjoy!

Photo gallery for Relax and Enjoy!

An outdoor deck with a dining table and chairs, overlooking a scenic view of the sea and greenery.
An outdoor dining area with a pool, stone steps, and a view of the ocean.
A park with a paved path, trees, and a white fence.
A room with a wooden wardrobe, a white armchair, a fluffy rug, and a patterned side table.
A dining area with a table and chairs, large windows, and a view of the outdoors.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • On the beach
    A rare beachfront property in the area - enjoy direct access to the sand and sea.
  • Steps from the shore
    Top-rated for its nearby beach, ideal for sunbathing and swimming.
4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • On beach
  • Private pool
  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine

Explore the area

View in a map
Shelter Island, NY
  • Place, Shelter Island Country Club
    ‪6 min walk‬
  • Place, Sunset Beach
    ‪3 min drive‬
  • Place, Crescent Beach
    ‪3 min drive‬
  • Airport, East Hampton, NY (HTO)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Downstairs kids room

2 Single Beds

Downstairs Master

1 King Bed and 1 Double Sofa Bed

Office 1

1 Queen Bed

Upstairs Kids' Room

2 Double Beds

Upstairs master bedroom

1 King Bed

4 bathrooms

Downstairs Kids' Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Downstairs Master Bath

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo

Upstairs kids bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo

Upstairs Master Bathroom

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Spaces

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

About this property

Relax and Enjoy!

Stretch out and relax in this well-designed home high on a hill with truly spectacular water views from every room. Enjoy watching yachts and sea planes pull up to Sunset Beach, or peek over the Long Island Sound to Connecticut from the highest deck on the island. Eat a meal in one of our two outdoor dining areas, or lounge by the pool and enjoy the one-of-a-kind sunset view, flowering gardens, outdoor kitchen and sunken dining area, large daybed and sectional sofa. The kids can play in the fenced-in yard that measures 100' by 50'. Dog friendly!
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
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 only
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1947385vb
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Shelter Island Heights

Located on the beach, this holiday home is in The Heights, a neighbourhood in Shelter Island Heights. East End Seaport Maritime Museum and Greenport Carousel are local attractions and those in the mood for shopping can visit Greenport Farmers' Market and Love Lane. Shelter Island Whale's Tail and Railroad Museum of Long Island are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking/biking trails nearby.
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Map
Shelter Island, NY

What's nearby

  • Shelter Island Country Club - 6 min walk - 0.6 km
  • Sunset Beach - 3 min drive - 2.1 km
  • Crescent Beach - 3 min drive - 2.1 km
  • The Hamptons Beaches - 15 min drive - 9.3 km
  • 67 Steps Beach - 24 min drive - 5.5 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 47 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬23 min drive
  • ‪Panoramica - ‬33 min drive
  • ‪Sophie's Rest - ‬31 min drive
  • ‪Michelangelo's - ‬30 min drive
  • ‪North Fork Roasting Co. - ‬29 min drive

Frequently asked questions

Does Relax and Enjoy! have a pool?

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

Is Relax and Enjoy! pet-friendly?

Yes, pets are allowed at this property. Some restrictions may apply, so please contact the property for more details.

How much is parking at Relax and Enjoy!?

On-site parking is available at the property.

What time is check-in at Relax and Enjoy!?

Check-in begins at 4:00 PM.

What time is check-out at Relax and Enjoy!?

Checkout is at 11:00 AM.

Where is Relax and Enjoy! located?

Nestled on the beach, this The Heights holiday home is within 1 mi (2 km) of Shelter Island Country Club, Sunset Beach and Crescent Beach. Sylvester Manor and East End Seaport Maritime Museum are also within 2 miles (3 km).

About the host

Hosted by Virginia Anderson

Host profile image

Premier Host

They consistently provide great experiences for their guests
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