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NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

Photo gallery for NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

A small, single-story building with a porch and a covered outdoor seating area.
A snow-covered park with bare trees and a clear sky.
A bedroom with a bed, a dresser, a mirror, a lamp, and a window with a view of trees.
A room with bunk beds, a ceiling fan, and a window.
A bedroom with a bed, a dresser, a mirror, and a nightstand.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy spacious layout that give everyone more room to relax.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Unmatched views, unforgettable moments
    Guests like the location for the scenic views.

Popular amenities

  • Hot tub on site
  • Porch or lanai
  • Private pool
  • Toys
  • Barbecue grill
  • Air-conditioning

Explore the area

View in a map
Shelter Island, NY
  • Place, Shelter Island Country Club
    ‪19 min walk‬
  • Place, Sunset Beach
    ‪2 min drive‬
  • Place, Crescent Beach
    ‪2 min drive‬
  • Airport, Westhampton, NY (FOK-Francis S. Gabreski)
    ‪63 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3 - Bunk Room

3 Single Beds

2 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Outdoor Shower

Shower only · Outdoor shower

Spaces

Deck or patio
Porch or lanai
Outdoor shower
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Shelter Island Heights

Located in The Heights, a neighbourhood in Shelter Island Heights, this holiday home is in a rural area. 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 fishing and swimming nearby, or enjoy the great outdoors with horse riding and hiking.
View more Holiday homes in Shelter Island HeightsOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Shelter Island Country Club - 19 min walk - 1.6 km
  • Sylvester Manor - 19 min walk - 1.6 km
  • Sunset Beach - 2 min drive - 1.8 km
  • Crescent Beach - 2 min drive - 1.8 km
  • Shelter Island Whale's Tail - 3 min drive - 2.8 km

Getting around

  • Greenport Station - 22 min drive
  • East Hampton, NY (HTO) - 45 min drive

Restaurants

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

Frequently asked questions

Does NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! have a pool?

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

Is NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! pet-friendly?

No, pets are not allowed at this property.

How much is parking at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?

On-site parking is available at the property.

What time is check-in at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?

Check-in begins at 3:00 PM.

What time is check-out at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?

Checkout is at 10:30 AM.

Where is NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! located?

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

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Beautiful house

Everything about our stay is perfect. The owner is very friendly and helpful. We are grateful that she shared with us her beautiful house!
Stayed 7 nights in Jun 2023
Verified review

8/10 Good

Liked: Communication, location

Relaxation

This was so relaxing and a much needed time alone. Beautiful place.
Stayed 3 nights in Jun 2023
Verified review

10/10 Excellent

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

Shelter Island Sanctuary

The home is beautiful. If you love being outside, this is the place. Beautiful yard, with many separate areas to sit, meditate , read or socialize. Great for families with all ages of children. Great for friend get together.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

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

Good spot for Shelter Island

Very comfortable home, convenient to most of what you need while on the island. Rear deck/yard/pool provide a great option for those times when you want to stay at home. The home is well prepared to be your ‘home away from home’.
Stayed 14 nights in Jul 2022
Verified review

10/10 Excellent

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

Bucolic Peaceful getaway

The host, Jennifer, is absolutely amazing. She is very responsive and the home is very clean, well located and we made ourselves at home immediately. We would definitely go back to this home again.
Stayed 2 nights in Dec 2022
Verified review

10/10 Excellent

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

Wonderful Stay!

We love visiting Jennifer’s house and have been coming for years. It is always clean, peaceful, and well-equipped with anything we would need. Jennifer is the best host and communicates thoroughly. It’s a terrific experience all around!
Stayed 2 nights in Apr 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing and scenic surroundings enhance this immaculate & comfortable home with a delightful pool and hot tub. Our 3rd year in a row, we enjoyed long walks, bikes rides and general exploring on Shelter Island.Several great restaurants, hotel bars, farm stands & farmers markets on Island. Close enough for short ferry rides to both Greenport on North Ferry or Sag Harbor from South Ferry. Highly recommend this property; hosts are kind, very responsive & truly want you to enjoy their home.
Stayed 7 nights in May 2025
Verified review

10/10 Excellent

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

Our happy place!

We have been coming to Jennifer’s house for seven years now, and it’s our favorite place. We spend hours at the pool and hot tub, and the kids love the rope swing in the front yard. Jennifer is one of the best hosts - she responds quickly and helps make our stay as comfortable as possible. We love her place!
Stayed 3 nights in Jun 2024
Verified review

10/10 Excellent

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

16 Sylvan

Jennifer’s place was cozy and well appointed. She was easy to reach prior to check in and booking. Highly recommend.
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

A real gem

A really special property and a special mention to Jennifer who went out of their way to remove a hornet nest that had appeared in the garden within 12 hours of bringing it to their attention. We loved every minute here and will be back for sure
Stayed 7 nights in Jul 2023
Verified review

8/10 Good

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

Fantastic pool, cute house

We had a great time at the house. The pool and hot tub are great, and they heat up fairly quickly. The bedrooms are nice, as are the bathrooms. The living room is comfortable with lots of games available. We liked the availability of pool floats and bikes. The location is also great. The one downside was the electric stove/oven. Otherwise, we had a wonderful time at the house and would definitely rent it again!
Stayed 7 nights in Sep 2019
Verified review

10/10 Excellent

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

A delightful sanctuary

This was our 2nd Summer here and it was even better than we remembered. Home is comfortable, clean and well equipped. Pool, hot tub & yard are fabulous and spacious. Secluded, but close enough to walk to Sunset Beach, public golf course, ice cream shop and several eateries in the Heights area (in day time on 'country roads') . Great for couples as well as families with children as back & front yards are expansive. Ferries make both North & South Forks easy access, but there is plenty to do on Island. Host Jennifer is gracious and very responsive to even the smallest inquiries. Highly recommend this property.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our 4th stay at this gem of a property. The main bedroom ensuite has been completely remodeled with a spa-like rain shower and heated floors and the new bed was quite stylish and comfortable. We loved the new rockers off the private balcony, great for sipping morning coffee and watching the sun rise over the trees, then over the sparkling pool and hot tub. Fully equipped kitchen will satisfy any home chef. Hosts Jen & Jeff are extremely responsive and truly want their guests to have the best experience possible. The house is cozy enough for just 2, but roomy enough for 2 couples and a third bunkroom room for children ( or a private office). This deep, nicely landscaped property on a quiet cul-de-sac provides space for recreation but also a lot of privacy, especially in the fully fenced back yard. Out front nature abounds with deer, a wild turkey family, rabbits and more to be appreciated from the front porch rockers or large living room windows. Within easy walking distance to Crescent / Sunset beach, ice cream shop, bagel cafe, upscale Leon 1901 restaurant/bar and public golf course with a hilltop casual restaurant and amazing views. We are already thinking about next Summer here!
Stayed 7 nights in May 2026
Verified review

10/10 Excellent

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

Shelter Island Gem with Great Value

What a lovely retreat! Beautiful property and surprise upgrades throughout the home; a delight as soon as you open the front door. Gorgeous and spacious backyard, pool, hot tub and pool house. Even better than the photos. The kitchen upgrades were chef quality and had every imaginable appliance including a high end juicer and coffee maker. Tastefully decorated but not overdone; comfortable beds throughout, along with a plethora of video games, children's toys and an interesting book collection in the MBR. Easy walk to 'Sunset Beach', several restaurants, bagel shop and ice cream parlor but don't miss an opportunity to explore the rest of the Island, beaches and nature trails. Host Jennifer was extremely available to answer any questions and an ample 'house book' provided many suggestions for activities, dining and adventures. We are already looking at next year's calendar to rent again!
Stayed 6 nights in May 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean and spacious home. Great backyard
Stayed 3 nights in Jun 2026
Verified review

10/10 Excellent

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

Wonderful Stay

Our stay in JENNIFER’s house was perfect. The description of the house is very accurate and I believe that it is even nicer. The garden is beautiful and it gives the house a very special atmosphere. Jennifer was always prompt to answer any doubts we had. Thank you. I can imagine enjoying the house in a warmer time of the year: beach, bbq and swimming pool. I might have to try this!
Stayed 2 nights in Oct 2022
Verified review

8/10 Good

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

Quaint getaway

I would recommend renting this property
Stayed 2 nights in Sep 2022
Verified review

10/10 Excellent

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

Peace On Earth

A modern, clean, well-appointed house with everything you'd need for a fantastic and zen-filled vacation. The tranquility of gazing skyward at the beautiful landscape from the hot tub/pool might just be the meaning of life. Swimming, fireplace, grill, bikes, beach stuff – basically all you need in great condition to enjoy the natural splendor of Shelter Island.
Stayed 6 nights in Sep 2022
Verified review

10/10 Excellent

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

Another great stay

This was our second stay in this home and it did not disappoint. Clean, well appointed home and on a lovely street on Shelter Island. Jennifer is a great host and her home is fantastic. Looking forward to returning!
Stayed 14 nights in Aug 2022
Verified review

10/10 Excellent

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

Perfect getaway spot

Jennifer’s place is a dream! It was the perfect rental for my husband and I and our two year old. Very child friendly and safe, which was appreciated. The house is lovely and decorated in a way that is calming but not overwhelming with things a toddler could break. Great amenities. Hopefully we can come back some time when the weather is nice and we can use the pool!
Stayed 4 nights in May 2022
Verified review

10/10 Excellent

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

Quiet Little Getaway and Quite a nice little Getaway!

"Hi Jennifer, I just wanted to let you know how much our family’s time at your home on Shelter Island meant to us. Your care and pride in your family’s respite shines through as soon as you step through the door. Although we always try to leave a home as clean and tidy as when we arrive, we felt so endeared to your hospitality we talked as a family how to keep things nice, avoid cup rings on wooden pieces, watch for any issues, add to your shell collection on the front porch railing, leave a few things for the freezer and pantry! Thank you for having thought of all of the little things which a family might need in the kitchen, we loved cooking and eating together in your well stocked (essentials and spices and gadgets and more!) It was a restful and healing stay for us. We all enjoyed the pool and, especially I, the hot tub, so relaxing and such a treat to be outdoors a little longer this season. Thank you for sharing your quiet little getaway with our family! Best wishes, Jennifer October 2021
Stayed 5 nights in Oct 2021
Verified review

10/10 Excellent

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

peace & beauty

Jennifer's house is lovely in every way, elegantly simple, thoughtfully designed and in excellent working order. It was a delight to be there for ten days. I highly recommend this property.
Stayed 10 nights in Sep 2021
Verified review

10/10 Excellent

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

Great stay! Lovely, well equipped house

My family had a great week in this house. The house has everything you need, and the pool/spa/yard are wonderful. Easy communication with owner. Would love to return.
Stayed 7 nights in Sep 2021
Verified review

10/10 Excellent

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

Peaceful family retreat

Hi we traveled as a family of four adults (including grandparents) and our two children ages 6 and 2.5yrs old) in the month of July 2021. We had a wonderful time and would not hesitate to recommend this property to others. Our kids had the best time at the pool and hot tub area and in the garden. The house was very clean, had everything you needed and was very cozy and comfortable as well. Its a great option for a quiet family vacation and traveling with small children. We may be biased because Shelter Island holds a special place in our hearts but the house and surrounding grounds were beautiful and held their own. We are really thankful for being able to stay there and would love to return!
Stayed 7 nights in Jul 2021
Verified review

10/10 Excellent

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

Amazing

Beautiful home. Grounds and property were beautiful. Home had everything you needed. Had some issues and the owner response was immediate and checked back to make sure things were working correctly.
Stayed 4 nights in Jun 2021
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