Entire home

Relax and Enjoy!

Photo gallery for Relax and Enjoy!

Dine al fresco while watching the boats and sea planes
Enjoy the view while you swim!
Enjoy a heated swim or have a drink and soak on the martini ledge
Lounge on the daybed to take a break from swimming or watch the stars at night
Comfortable living room with Smart TV, speakers, record player, books and games

Reviews

10 out of 10
Exceptional
4 bedrooms4 bathroomsSleeps 10

Popular amenities

  • Beach view
  • Parking available
  • Pet-friendly
  • Pool
  • Gym
  • Dryer

Explore the area

View map
Shelter Island, NY
  • Sunset Beach
    ‪2 min drive‬
  • Kontokosta Winery
    ‪24 min drive‬
  • 67 Steps Beach
    ‪25 min drive‬
  • New Haven, CT (HVN-Tweed - New Haven Regional)

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!

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

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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

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

We should mention

A car is not required for transport to and from this property

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.
Map
Shelter Island, NY

What's nearby

  • Sunset Beach - 2 min drive - 1.1 km
  • Railroad Museum of Long Island - 21 min drive - 3.1 km
  • Greenport Carousel - 22 min drive - 3.4 km
  • Kontokosta Winery - 24 min drive - 4.8 km
  • 67 Steps Beach - 25 min drive - 5.5 km

Getting around

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

Restaurants

  • ‪Claudios Clam Bar - ‬23 min drive
  • ‪Sunset Beach Restaurant - ‬19 min walk
  • ‪Greenporter Hotel - ‬22 min drive
  • ‪Goldberg’s Famous Bagels - ‬22 min drive
  • ‪Claudio's Restaurant - ‬22 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.

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