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Relax and Enjoy!

Relax and Enjoy!

Photo gallery for Relax and Enjoy!

Outdoor dining
Outdoor pool, a heated pool
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Dining
Combined shower/bathtub, hair dryer, towels, soap

Overview of Relax and Enjoy!

Reviews
10

Exceptional

Popular amenities

  • PoolPoolPool
  • Pet-friendlyPet-friendlyPet-friendly
  • FireplaceFireplaceFireplace
  • KitchenKitchenKitchen
  • Barbecue grillBarbecue grillBarbecue grill
  • Free WiFiFree WiFiFree WiFi

Explore the area

Map
Shelter Island, NY
  • Popular LocationSunset Beach15 min walk
  • Popular LocationKontokosta Winery23 min drive
  • Popular Location67 Steps Beach25 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.

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. 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. Dog friendly!

Property manager

Virginia Anderson

Property amenities

Beach

  • On the beach
  • Beach sunloungers
  • Beach towels

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • On-site parking
  • Car not required

Kitchen

  • Fridge
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Spices
  • Coffee/tea maker
  • Blender
  • Paper towels

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided
  • Sofa bed

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Smart TV with cable/satellite service
  • Games
  • Music library
  • Books

Outdoor areas

  • Balcony
  • Fenced garden
  • Barbecue
  • Garden

Laundry

  • Washing machine and dryer

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near the bay

Things to do

  • Fitness centre
  • Fitness facilities nearby
  • Tennis on site
  • Golf on site
  • Cycling nearby
  • Winery tours nearby
  • Water tubing nearby
  • Hiking/biking trails nearby
  • Fishing nearby
  • Kayaking nearby
  • Birdwatching nearby
  • Hiking nearby
  • Jet skiing 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)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
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

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Restrictions apply; for more information contact the property on the number on the booking confirmation
Note from host: dogs only

Children and extra beds

Children are welcome

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
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

We should mention

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

Property is also known as

Vrbo Property
Spacious Beach House With Stunning Water Views
The Pool is Open for the Season! Private vacation home
The Pool is Open for the Season! Shelter Island Heights

About the area

Shelter Island Heights

Located on the beach, this holiday home is in The Heights, a neighbourhood in Shelter Island Heights. The Hamptons Beaches and Sunset Beach reflect the area's natural beauty and area attractions include East End Seaport Maritime Museum and Shelter Island Whale's Tail. Railroad Museum of Long Island and Norman E. Klipp Marine Park 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 nearby.
Visit our Shelter Island Heights travel guideOpens in a new window
View more Holiday homes in Shelter Island HeightsOpens in a new window

What's nearby

  • Sunset Beach - 15 min walk
  • Greenport Carousel - 22 min drive
  • Railroad Museum of Long Island - 22 min drive
  • Kontokosta Winery - 23 min drive
  • 67 Steps Beach - 25 min drive

Getting around

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

Restaurants

  • Lucharitos - 22 min drive
  • Sunset Beach Restaurant - 19 min walk
  • Aldo's - 22 min drive
  • Claudio's Main Restaurant - 22 min drive
  • Port 104 - 21 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.

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).

Reviews

10

Exceptional

Rating 10 - Excellent. 8 out of 8 reviews" "
Rating 8 - Good. 0 out of 8 reviews" "
Rating 6 - Okay. 0 out of 8 reviews" "
Rating 4 - Poor. 0 out of 8 reviews" "
Rating 2 - Terrible. 0 out of 8 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Corissa S.

Liked: Cleanliness
Great Family Vacation!
Our hosts were great, They were quick to reply and the house itself was perfect. Very clean and in a great location. The fact that we could bring our dogs was a major bonus and the view is spectacular. I would very much recommend this location and would consider staying there again.
Stayed 7 nights in Jul 2023

10/10 Excellent

Janet R.

Liked: Cleanliness
Wonderful vacation experience!
Peaceful, private, and relaxing, with a knock-out view from almost every room. (We even enjoyed the flashing skies from the bedroom balconies during an evening lightening storm.) We loved our stay. The house had a variety of bedroom options for every member of the family, and the kitchen was roomy and well stocked, making it a fun experience preparing dinner every night! Virginia was immediately responsive and helpful, and the short walk to town was lovely. If you are looking for a tranquil family retreat, I would not hesitate to recommend this home.
Stayed 5 nights in Jun 2023

10/10 Excellent

Thomas H.

Liked: Cleanliness
Lovely home perfect for grandparents, family and infant.
Very smooth and pleasant experience all around.
Stayed 7 nights in Jul 2021

10/10 Excellent

David M.

Liked: Cleanliness
Lovely, comfortable house. Spectacular views
We had a great time and the owner was terrific.
Stayed 12 nights in Nov 2020

10/10 Excellent

Thomas H., Bronxville, NY USA

Liked: Cleanliness
Wonderful!
Had never been to Shelter Island before and this property was recommended to us by a friend. It was perfect for a group of adult friends to celebrate and relax for a long weekend. Manager/owner couldn't be nicer and more helpful. The house is excellent with everything we needed, amazing views, and super convenient location to walk to many things, didn't even need the car on this trip at all. We hope to be back!
Stayed 3 nights in Oct 2020

10/10 Excellent

Rob M.

Liked: Cleanliness
Wonderful house, pool, view
We had a great experience at the house. The pool was amazing and the view of the bay was spectacular. The owners are very responsive and addressed every question very quickly. Highly recommended!
Stayed 7 nights in Jul 2020

10/10 Excellent

Marco S.

Liked: Cleanliness
Lovely getaway
The house is very comfortable, with plenty of well-appointed bedrooms and bathrooms, a very well equipped kitchen, and a fantastic pool area. Virginia and Greg are attentive owners and were eager to ensure our stay was as enjoyable as possible

10/10 Excellent

Michelle Q.

Liked: Cleanliness
YOU'LL NEVER WANT TO LEAVE THIS PROPERTY!
This home is even BETTER than the pictures! We had the absolute pleasure of a full month of family time in June. We all wish it could have been longer. The huge heated pool with those views made it hard to pull ourselves away, and THOSE SUNSETS!!! The location is perfect. You can walk into town or to the beach (about a mile away), yet is is so peaceful and private, you barely know you have neighbors. The house was impeccably clean, and stocked with everything you could possibly imagine. The beds were so comfortable, and it was so dark and quiet for sleeping. Friendly owners, Virginia and Greg, were very welcoming and responsive to any questions we had. Thank you so much for sharing your slice of heaven with us, Virginia and Greg! We plan to return!
Stayed 28 nights in Jun 2020