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Shelter Island - Newly Renovated Home with Heated Outdoor Pool

Photo gallery for Shelter Island - Newly Renovated Home with Heated Outdoor Pool

Two Story Living Room
Living Room - Dining Area
Dining Area
Living Room from above
Second Floor Master Bedroom with privte bath and balcony

Reviews

9.8 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 82400 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Shelter Island, NY
  • Place, Shelter Island Historical Society
    ‪13 min walk‬
  • Place, Havens House
    ‪13 min walk‬
  • Place, Wades Beach
    ‪2 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪161 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Downstairs

1 Queen Bed

Main Floor Guestroom #1

1 Queen Bed

Main Floor Guestroom #2

1 Queen Bed

Master Main Floor

1 Queen Bed

Master Upstairs

1 Queen Bed

3 bathrooms

Main Floor Hall Bath

Bathtub or shower · Toilet

Master Main Floor

Toilet · Shower only

Master Upstairs

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Shelter Island - Newly Renovated Home with Heated Outdoor Pool

4 sunlit bedrooms (two with private bath), two story living room with open floorplan, extra sleeping space, gas fireplace, extended wifi, smart TVs, large decks with lots of outdoor seating and heated in-ground pool. Lovely private landscaped grounds on the edge of a nature preserve. Ample parking. Less than 1 mile from the island's best sandy beach with daily and weekly town parking passes available. Great local restaurants and shopping. Short ferry rides to the Hamptons or the North Fork for vineyard tours and endless summer fun..
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Pet friendly
Free WiFi

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 12:00 PM
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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 (limit 2 total)
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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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Shelter Island

Located in Shelter Island, this vacation home is in a rural area and near the beach. Shelter Island Whale's Tail and Shelter Island Country Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Orient Beach State Park. Traveling with kids? Consider East End Seaport Maritime Museum and Greenport Carousel. Kayaking, water skiing, and water tubing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
View more Vacation Homes in Shelter IslandOpens in a new window
Map
Shelter Island, NY

What's nearby

  • Shelter Island Historical Society - 13 min walk - 1.1 km
  • Havens House - 13 min walk - 1.1 km
  • Mashomack Preserve - 2 min drive - 1.8 km
  • Shelter Island Whale's Tail - 2 min drive - 2.5 km
  • Wades Beach - 2 min drive - 2.5 km

Getting around

  • Greenport Station - 25 min drive
  • East Hampton, NY (HTO) - 39 min drive

Restaurants

  • ‪Shelter Island Craft Brewery - ‬3 min drive
  • ‪Port Bar & Grill - ‬26 min drive
  • ‪Claudios Clam Bar - ‬26 min drive
  • ‪Opties & Dinghies - ‬4 min drive
  • ‪Vine Street Cafe - ‬9 min walk

Frequently asked questions

Does Shelter Island - Newly Renovated Home with Heated Outdoor Pool have a pool?

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

How much does it cost to stay at Shelter Island - Newly Renovated Home with Heated Outdoor Pool?

As of Apr 10, 2026, prices found for a 1-night stay for 2 adults at Shelter Island - Newly Renovated Home with Heated Outdoor Pool on Dec 24, 2024 start from $1,286, 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 Shelter Island - Newly Renovated Home with Heated Outdoor Pool pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Shelter Island - Newly Renovated Home with Heated Outdoor Pool?

Check-in begins at 3:00 PM.

What time is check-out at Shelter Island - Newly Renovated Home with Heated Outdoor Pool?

Check-out is at 12:00 PM.

Where is Shelter Island - Newly Renovated Home with Heated Outdoor Pool located?

This family-friendly Shelter Island vacation home is located near the beach, within a 15-minute walk of Havens House and Shelter Island Historical Society. The Hamptons Beaches and Shelter Island Whale's Tail are also within 2 mi (3 km).

Reviews

9.8

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. 6 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Liz C.

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

Lovely home!

We had a great time in Jessica's Shelter Island home. The house is great for a family because of the flexible sleeping arrangements and spacious accommodations. Definitely recommend!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Corinne B.

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

Wonderful Holiday

We had a fabulous week at this lovely home! The house is very clean with a contemporary beach feel. The outdoor deck/pool space is fantastic. It's spacious, comfortable and perfect for spending time with family. The owner, Jessica is a wonderful host, very accommodating and responsive. We look forward to visiting again.
Stayed 9 nights in Jul 2022
Verified

10/10 Excellent

Courtney P.

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

Lovely home and fabulous location on the island!

We loved everything about our stay! The house is located in a very central place on the island, easy to get to all the beaches, grocery, restaurants, shops etc. The house is well taken care of, clean and perfect for family vacations. The outdoor deck with grill, table and living space was a favorite and of course the pool a big hit with the kids. We will definitely come back. Thank you!
Stayed 7 nights in Aug 2023
Verified

10/10 Excellent

Erica C.

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

Gorgeous house in the woods

We very much enjoyed our stay at Jessica's place in Shelter island. The house is in a very quiet, wooded area and the backyard is almost completely enclosed by tall trees so you get maximum privacy and quiet. The pool is big and heated with a lovely deck, very comfortable lounge chairs, a big umbrella and lots of fun floats - even a diving board! The only downside because of all this beautiful woodedness is bugs! So many mosquitos. So bring the bug spray and we used citronella candles when we ate upstairs on the deck and also when lounging by the pool. The outdoor eating and lounging area upstairs is very pretty and comfortable. The house was big inside, living room and beds very comfortable. TVs in most rooms and tons of books and games in the basement. Would have loved some more large plates and cups as well as plastic cups for by the pool, but otherwise kitchen was well equipped. The owner and house manager were communicative and helpful. Would definitely recommend the home and area. We loved Wade's Beach, the nearby nature preserve (again, bring bug spray), and we ate at Ram's Head, Vine Street, Isola and Fortino's (in Greenport) - all delicious. Slice down the road had good take out pizza. Salt restaurant location is gorgeous, food just OK. Cool outdoor bar and food truck with live music next door. Everything on the island is like an 8 minute drive or less, love it!
Stayed 7 nights in Aug 2022
Verified

10/10 Excellent

Jessica T.

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

Family vacation

We had a lovely stay at this house rental. We had a very relaxing and fun week here. The property is very comfortable with an ideal setup up and is clean. The deck and pool was where we spend most of our time. The beach and resturants are a short drive away.
Stayed 8 nights in Aug 2022
Verified

8/10 Good

Brenda H.

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

Shelter Island Vacation

We really enjoyed our stay at this house. It accommodated our family that was attending my niece's wedding. The outdoor space (deck and pool area) were great for us to gather outside.
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Cheryl K.

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

Great stay in Shelter!

Spent a great week with friends and my pups here. Owners and property manager were great and super responsive. Beautiful backyard with big pool and super close to Wade’s beach. The house has everything you need for a perfect stay! I will be back!
Stayed 9 nights in Aug 2021

About the host

Hosted by Jessica

Host profile image

Languages:

English
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