Kick back and unwind

Photo gallery for Kick back and unwind

A wooden deck with outdoor furniture, including a table and chairs, and a barbecue grill.
A spacious living room with a fireplace, a television mounted above it, and a dining area with wooden furniture.
A modern kitchen with dark cabinetry, a central island, and a dining area with wooden chairs and a table.
A modern kitchen with dark cabinetry, a stainless steel refrigerator, a central island with chairs, and a large window with a view of greenery.
A bedroom with a wooden bed, two nightstands, a dresser, and two windows with blinds.

Reviews

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

Highlights

  • Cook, dine, and unwind
    Top-rated for its fully equipped kitchen, perfect for every meal.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Patio
  • Dog-friendly
  • Barbecue grill
  • Air conditioning
  • Refrigerator
  • Washer

Explore the area

View in a map
Shelter Island Heights, NY
  • Place, Shelter Island Country Club
    ‪19 min walk‬
  • Place, Sunset Beach
    ‪2 min drive‬
  • Place, Crescent Beach
    ‪2 min drive‬
  • Airport, Montauk, NY (MTP)
    ‪68 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 1

1 King Bed

Bedroom 2

1 Double Bed and 1 Twin Bed

2 bathrooms, 1 half bathroom

Bathroom 1

Shower only

Bathroom 2

Shower only

Bathroom 3

Shower only

Spaces

Deck or patio
Kitchen
Garden

Add dates for prices

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About the neighborhood

Shelter Island Heights

Located in The Heights, a neighborhood in Shelter Island Heights, this vacation home is next to a golf course and near the beach. Shelter Island Country Club and Shelter Island Whale's Tail are worth checking out if an activity is on the agenda, while those looking for area attractions can visit East End Seaport Maritime Museum and Greenport Carousel. Railroad Museum of Long Island and Norman E. Klipp Marine Park are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and cycling.
View more Vacation Homes in Shelter Island HeightsOpens in a new window
Map
Shelter Island Heights, NY

What's nearby

  • Sylvester Manor - 16 min walk - 1.3 km
  • Shelter Island Country Club - 19 min walk - 1.6 km
  • Sunset Beach - 2 min drive - 2.1 km
  • Crescent Beach - 2 min drive - 2.1 km
  • Shelter Island Whale's Tail - 3 min drive - 2.5 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 44 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬23 min drive
  • ‪Aldo's - ‬22 min drive
  • ‪Lucharitos - ‬23 min drive
  • ‪Goldberg’s Famous Bagels - ‬22 min drive
  • ‪Pridwin Hotel - ‬3 min drive

Frequently asked questions

Is Kick back and unwind pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 20 lbs per pet.

How much does it cost to stay at Kick back and unwind?

As of Nov 8, 2026, prices found for a 1-night stay for 2 adults at Kick back and unwind on Nov 10, 2026 start from $707, 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?

Onsite parking is available at the property.

What time is check-in at Kick back and unwind?

Check-in begins at 4:00 PM.

What time is check-out at Kick back and unwind?

Check-out is at 10:00 AM.

Where is Kick back and unwind located?

Located in The Heights, this golf vacation home is within 1 mi (2 km) of Shelter Island Country Club, Sunset Beach, and Crescent Beach. Shelter Island Whale's Tail and Havens House are also within 3 mi (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highly recommend. Everything was great
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

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

Perfect Stay for a Family

The house is the perfect place for a young family. It was impeccably clean and comfortable. Jared was extremely responsive. I would definitely recommend this home to anyone looking to stay on shelter island!
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Beautiful stay at Kick back and unwind

The house was beautiful and clean. The owner was responsive and very nice. Highly recommended.
Stayed 4 nights in May 2024
Verified review

10/10 Excellent

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

Weekend stay

Nice house, freshly remodeled with modern appliances and fixtures and well decorated. Quiet neighborhood in a convenient location. Excellent communication from the owner.
Stayed 2 nights in Aug 2023
Verified review

10/10 Excellent

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

A great quick family getaway from NYC

We had a great weekend at The Heights — the house is comfortable, with a great back yard. We spent mornings on the deck. It's a few minutes drive to some very good restaurants, and a 5-minute walk to ice cream or the beach. We'd be very happy to stay there again.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Great Shelter Island Getaway

The house was delightful and well maintained. It has a warm, light airy feeling. The kitchen was very well equipped, and Jared, the host, was very responsive. The house was well located on the island. We had a wonderful time and would highly recommend this property
Stayed 13 nights in Jun 2024
Verified review

10/10 Excellent

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

Fantastic house

This is a fanstastic house, beautifully decorated, and fully outfitted with everything you need. The owner is great--he checked in on us several times to make sure we had everything we needed, which we did. I have rented many VRBO homes, and this one is the best.
Stayed 7 nights in Jul 2024
Verified review

10/10 Excellent

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

Shelter Island Heights Gem

This lovely, immaculate home was very comfortable and was so well equipped. It was near our daughter's vacation home and we enjoyed entertaining our grandchildren as much as they loved being with us! Close to everything.
Stayed 14 nights in Aug 2023
Verified review

10/10 Excellent

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

Week on Shelter Island!!

We highly reccommed this rental. The house was clean, fresh and up to date. We enjoyed nights on the deck grilling. Close to great resturants, ice cream and morning coffee spots. The house is open and spacious. Making it very comportable for our family. We cant wait to come back to the island and stay again.
Stayed 5 nights in Jun 2023
Response from VrboOwner on Jun 30, 2023
It was a pleasure to have you guys! Thank you for taking great care of our home during your stay
Verified review

10/10 Excellent

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

Such a Pleasure

The house is very welcoming. Booking and arrival process was very smooth and the owner was very responsive to questions. The Kitchen is very equipped with all needed to make a meal and more. We enjoyed the deck listening to the song birds every morning and evening while watching the bunnies chop on the grass. Very clean and comfortable. Thank you for sharing your home.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Kick Back and Unwind—an understatement. Just Wow!

Thanks all go to Jared who was kind enough to open his home to us and our two puppers. The property is near to everything and conveniently located. The home is immaculate and far exceeded the description in the listing. Great communication with Jared who provided the perfect amount of interaction and information for our visit. This property is just excellent and I hope Jared will be kind enough to host us again. We had a lovely time during our five night stay—in hindsight 5 nights was too short! Just a fantastic time was had by all.
Stayed 5 nights in May 2024
Verified review

10/10 Excellent

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

Lovely Stay in Shelter Island

Everything about this home was top notch. Jake's home is immaculately clean and comfortable --- the furniture and beds were super comfy, kitchen was equipped with everything you need and more which made for fun cooking while being together with my family in the open concept kitchen/living room/dining. All the appliances were brand new and the kitchen flow was ideal for meal prep and clean up. We enjoyed seeing deer, turkeys, rabbits and birds outside while grilling and chilling on the back deck. There's even a fire pit for smores or just hanging out looking at the stars. Jake was quick with communication and left us great instructions for the house, as well as some nice touches to welcome my family. The house is situated in a great location for walks to the beach, just a 5 min walk to great bagels and ice cream. thank you Jake for a lovely stay. We will definitely be back to visit the lovely Shelter Island!
Stayed 4 nights in Nov 2022
Verified review

10/10 Excellent

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

Excellent stay!

Great house on Shelter Island! We were 4 adults and 2 children under 3 years old and it was the perfect size for us. The property was very well equipped with everything we would need, and also very clean. We loved the living room/dining area and kitchen which is all open-plan and a great place for everyone to hang out. Jared was a wonderful host, super communicative & helpful throughout!
Stayed 2 nights in Sep 2022
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