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NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

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Heated Pool with Hot Tub!
Dining Room/Living Room
Renovated bathroom.
Master Bedroom with private deck.
Bathroom in Master Bedroom.

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

View 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, New Haven, CT (HVN-Tweed - New Haven Regional)

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

About this property

NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

Sleeps 4 adults (max) or total of 6 with kids.
Perfect family getaway.
Shelter Island Rental License #: 2023-V-0018
**PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD A CONVERSATION ON THIS SITE. MESSAGE ME ABOUT YOUR STAY AND I WILL RESPOND QUICKLY**
Weekly and Monthly Discounts for Winter Rentals!

Stay at our newly renovated, light filled home! In the warmer months lounge by the heated pool in the private tree-filled yard, relax in the hot tub that overflows into the pool, nap in the shade of the pool house, then rinse off in the outdoor shower. Read a book in the hammock or on the porch rocking chairs. BBQ on the big back deck and hang out by the outdoor fire pit to roast marshmallows in the evening. **Pool & hot tub CLOSED NOVEMBER - MAY.
In the colder months, stay in the mid-century modern style living room, play board games and watch a movie on Netflix with a roaring fire in the stone fireplace or walk to the best sledding on the island. Cook in our well appointed kitchen and eat while watching the sunshine and stars through the dining room skylight. You will never have to leave the house for an incredibly relaxing vacation! Perfect for a family get away any time of year (we also have toys, pool toys, and a Wii with lots of games) or for a place just to get away from it all.

And when you want to get out to explore Shelter Island - we are less than 1 mile from beautiful Sunset Beach! Beach by day, have a cocktail at the bar to watch the sunset in the evening! Walking distance to the public golf course. Or take the Ferry to Greenport or Sag Harbor for an easy trip! Ride the bikes to town for lunch. From the house it's an easy walk to the ice cream shop and Ice Pond Park.

The house is situated on a very quiet, dead-end street with a beautiful, tree filled, and large yard. We have privacy for relaxing, but are close enough to Shelter Island Heights, the North Ferry to Greenport, the South Ferry to the Hamptons, and other conveniences to make this the perfect vacation location.

We'll provide you with maps and tips for exploring the island's beaches and restaurants. Before purchasing this house we rented on Shelter Island for many years, so our goal is to make your stay as perfect as we can.

IMPORTANT:
- PLEASE DO NOT PUT IN A BOOKING REQUEST UNTIL WE HAVE HAD AN EMAL EXCHANGE ON VRBO.
-**Must be 30 years or older to rent the house. Families encouraged. 4 adults maximum. Hot Tub and Pool are Closed November - Mid May.


House Details:

Central Air and Ceiling Fans in each room.
Bedroom 1 - 1 Queen Bed (sleeps 2); private back deck; full bathroom with shower
Bedroom 2 - 1 full bed (sleeps 2)
Bedroom 2 - 1 twin bunk bed, 1 twin bed, 1 expandable twin bed (from Bo Concept) (sleeps 3 children)
Bathroom 2 - clean and renovated with bathtub and shower
Pool - Heated and beautiful. Open Mid May - October **Note: Swimming only. There is no diving. The pool is not deep enough.**
Hot Tub - Open Mid May - October
Pool House with Outdoor Shower - Open May - October
Washer/Dryer
Kitchen with Stainless Steel appliances
WiFi, basic cable and Apple TV with Netflix

The premises are equipped with exterior security cameras. Cameras are not monitored for guest safety in any way and should not be relied on by guests for personal security or security of their belongings. Cameras may be used to enforce and verify compliance with rental policies.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 30
Check out before 10:30 AM
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Children

Children allowed: ages 0–17
House is very family friendly. Families encouraged
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Events

No events allowed
This is strict. No parties. No addt'l guests.
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Pets

No pets allowed
This is strict. No pets.
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Smoking

Smoking is not permitted
Pool is a no diving pool. Owner is not responsible for injury. Door alarms must be left on with children in the home.
Tenant must refrain from excessive noise and music so as not to disturb neighbors. Premises equipped w/ doorbell and pool equipment camera.
Owner will provide customized rental agreement for tenant signature outlining rules upon booking.

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
Note from host: This is strict. No parties. No addt'l guests.
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 security system and a first aid kit
Property Registration Number 2023-V-0018

We should mention

A car is required for transport to and from this property

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 cycling.
View more Holiday homes in Shelter Island HeightsOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Sylvester Manor - 16 min walk - 1.4 km
  • Shelter Island Country Club - 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 - 2 min drive - 2.8 km

Getting around

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

Restaurants

  • ‪Claudios Clam Bar - ‬23 min drive
  • ‪Vine Street Cafe - ‬4 min drive
  • ‪Sunset Beach Restaurant - ‬18 min walk
  • ‪Goldberg’s Famous Bagels - ‬22 min drive
  • ‪La Capricciosa - ‬22 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.

How much does it cost to stay at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! ?

As of 30 Mar 2026, prices found for a 1-night stay for 2 adults at NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE! on 14 Oct 2026 start from AU$602, 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.

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 Sylvester Manor, Shelter Island Country Club and Sunset Beach. Crescent Beach and Shelter Island Whale's Tail are also within 2 miles (3 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. 36 out of 41 reviews
Rating 8 - Good. 5 out of 41 reviews
Rating 6 - Okay. 0 out of 41 reviews
Rating 4 - Poor. 0 out of 41 reviews
Rating 2 - Terrible. 0 out of 41 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Alice L.

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

10/10 Excellent

Jean Y.

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

8/10 Good

Denise L.

Liked: Communication, location

Relaxation

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

10/10 Excellent

Dennis M.

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

10/10 Excellent

Suzanna W.

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

10/10 Excellent

Rob R.

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

10/10 Excellent

Lauren R.

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

10/10 Excellent

Lauren R.

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

10/10 Excellent

Ethan B.

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

10/10 Excellent

Joseph D.

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

8/10 Good

Julia S.

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

10/10 Excellent

Suzanna W.

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

10/10 Excellent

Suzanna W.

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

10/10 Excellent

Sibila A.

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

8/10 Good

Randy K.

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

Quaint getaway

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

10/10 Excellent

Carter M.

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

10/10 Excellent

Melissa G.

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

10/10 Excellent

Giovanna S.

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

10/10 Excellent

Jennifer B.

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

10/10 Excellent

suzzy R.

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

10/10 Excellent

Melissa G.

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

10/10 Excellent

Elena K.

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

10/10 Excellent

Patricia M.

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
Verified

10/10 Excellent

Lara A.

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

Gorgeous property

This property is so beautiful and peaceful. The pool and hot tub are wonderful. The house is very nicely decorated with lots of cute touches. We had awful weather, but made the most of it. The home has all you need.
Stayed 3 nights in May 2021
Verified

10/10 Excellent

michael j.

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

Just what we needed

We had a great time at this house. Shelter island is beautiful and the house is located near the end of a quiet street. It has a large private yard and a wonderful pool and spa. You are on a neighborhood street but it feels very private. Jennifer was very nice and helpful with any questions we had. We would go back if the opportunity arrises.
Stayed 21 nights in Sep 2020

About the host

Hosted by Jennifer

Host profile image
We live busy lives so purchased this home on Shelter Island so we could spend more time on this amazing island with our family.

Why they chose this property

After vacationing first in the North Fork and then on Shelter Island for the past 10 summers, we felt that the extra trip across the ferry really made Shelter Island feel even more special. Yet we are still close enough for many day trips to the North Fork and to the Hamptons. It's ideal.

What makes this property unique

Inside, the vaulted ceiling makes the small home feel surprisingly larger than it looks from the outside. And outside with the pool and hot tub in the summer, the beauty of the leaves in the fall, the flowers in the spring, and the snow in the winter - it's great year round.

Languages:

English
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