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Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets!

Photo gallery for Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets!

Relax with a local wine and cheese on your deck watching the beautiful sunset!
Property video
Cook up a great barbecue with a cold beverage with loved ones with awesome view!
Relax or play on your own private beach! Very safe for your children...
Your view of Fire Island off rear deck. Awesome sunsets!

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

View map
Shirley, NY
  • Place, beach near Smith's Landing
    ‪11 min walk‬
  • Place, beach near Shirley Marina County Park
    ‪3 min drive‬
  • Place, Smith Point County Park
    ‪4 min drive‬
  • Airport, Shirley, NY (WSH-Brookhaven Calabro)
    ‪14 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets!

Relax and enjoy your time at this beautiful east end waterfront getaway.
This house is located right on the relaxing and exclusive Great South Bay. The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations - 90 minutes from Manhattan and 15 minutes to west Hampton. Visit world renowned winery’s on the north and south shores.

The house is a one level open floor plan. The entire house has just been totally renovated. European tile throughout the entire house. Brand new kitchen and appliances with granite tops including a granite center island with seating for six. Water views from every room and walk out to the deck footsteps from the water and your own private beach! The oversized deck is perfect for barbecue and watching epic sunsets and views of Fire Island!
Swim, kayak, fish, relax on your private beach. Water shoes recommended-

The open layout of the living area and kitchen provides plenty of room for entertainment. It has three bedrooms (two queen sized beds and one trundle bed that can be used as two singles or joined together as a king - It has two fully renovated bathrooms. Laundry room with new Bosch washer and dryer.

Safety -
(COVID PROTOCOL)......The health and safety of our guests during these times are top priority! We staff professional services to clean and disinfect following all CDC guidelines after every check out..


I would be present for your arrival to give you the keys and show you around a little of course with masks and social distancing following all CDC guidelines-

#1 Bedroom Queen
#2 Bedroom. Queen
#3 Bedroom Trundle bed that can be used as 2 singles or joined together as a king
Linens and beach and bath towels
2 full bathrooms
full laundry room with washer and dryer
central air and heat with individual room control
Cable tv with Wifi with 55 inch flat screen smart tv with Netflix
Outside hot and cold shower
Over sized new deck
BBQ (propane)
Outdoor table and chairs for dining
Lounge chairs
Fire pit


The private waterfront property allows for launching of kayaks (rentals available), fishing swimming or relaxing on private beach.

Smith Point beach - ocean (1 mile from house)
Private beach (behind house on bay)
Community beach w/lifeguard ( 150 yards away)
Shopping at Tangiers Outlets (20 min drive)
Vineyards wine tasting (30 min drive)
Hiking/walking/cycling nature paths and walks.
15 minutes to West Hampton

Neighborhood is peaceful and quiet on a dead end street. Its is on the southern Shirley peninsula which is surrounded by all sides of the Great South Bay.

Car will be necessary for most activities, but bicycling is a nice way to get around. Moreover, the Mastic/Shirley train station is located 6 miles north which makes guest commuting quite an easy one.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 24
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Failure to complete these may result in a negative review from the host.
No more then six guests. Strict policy - Originally booked guests only allowed at home and property. No extra visitors due to covid regulations
Must be mindful of neighbors... no loud music or party’s & events
Please advise who is traveling in your party and where your traveling from.

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

About the area

Shirley

Located in Shirley, this holiday home is near theme parks and on the beach. The area's natural beauty can be seen at Wertheim National Wildlife Refuge and William Floyd Estate, while Gateway Playhouse and 89 North Music Venue are cultural highlights. Looking to enjoy an event or a game while in town? See what's happening at Lasorda Legacy Park or Long Island Skydiving Center. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and mountain biking nearby.
View more Holiday homes in ShirleyOpens in a new window
Map
Shirley, NY

What's nearby

  • beach near Smith's Landing - 11 min walk - 1.0 km
  • beach near Shirley Marina County Park - 3 min drive - 2.5 km
  • Wertheim National Wildlife Refuge - 3 min drive - 2.8 km
  • Smith Point County Park - 4 min drive - 3.2 km
  • Stony Brook University - 45 min drive - 43.3 km

Getting around

  • Mastic Shirley Station - 8 min drive
  • Shirley, NY (WSH-Brookhaven Calabro) - 13 min drive

Restaurants

  • ‪New Rooster Kitchen - ‬5 min drive
  • ‪Hero Haven - ‬5 min drive
  • ‪7-Eleven - ‬7 min drive
  • ‪Paradise Ice Cream - ‬5 min drive
  • ‪Dunkin’ - ‬7 min drive

Frequently asked questions

Is Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

As of 3 May 2026, prices found for a 1-night stay for 2 adults at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! on 8 May 2026 start from NZ$1,136, 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 at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

On-site parking is available at the property.

What time is check-in at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

Check-in begins at 4:00 PM.

What time is check-out at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

Checkout is at 10:00 AM.

Where is Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! located?

Nestled on the beach, this Shirley holiday home is within 1 mi (2 km) of Great South Bay and Wertheim National Wildlife Refuge. Smith Point County Park and Carmans River 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. 33 out of 39 reviews
Rating 8 - Good. 6 out of 39 reviews
Rating 6 - Okay. 0 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.4/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

tamara h.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very peaceful, the house had everything we needed and we comfortable and clean, but what was special was the outside deck and water… we all just sat outside on the deck just enjoying the peace and serenity of the location
Stayed 4 nights in Sep 2025
Verified

8/10 Good

Deborah R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Immaculate and very comfortable. A communicative and courteous host as well. Being 7m from the spectacular Smith Point beach and even more spectacular sunsets on the BBQ deck, it was a perfect stay.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Pete R.

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

Great Spot

Great views
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Matthew H.

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

Haven after the city

Great relaxing few days. Amazing views and sunsets. Great location for quick trips to the beach.
Archival

10/10 Excellent

Eric D.

Great spot

The owners were great, very attentive and welcoming, and the newly renovated space is fantastic. Super location right on the bay, and easy access to the ocean
Stayed 3 nights in Aug 2017
Verified

10/10 Excellent

Brooke M.

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

A little slice of heaven!

We absolutely loved this little house! It was immaculately clean, well stocked and the location was AMAZING. The hosts were very gracious and extremely helpful throughout the entire stay. We will definitely be a return visitor!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Bev L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Long weekend with the girls, great stay! We had a wonderful time and will return. Hosts Dorry and Steve are so wonderful and attentive. They met us at the property for a personal check-in, that is rare for vacation rentals. We felt at home immediately. Property is beyond clean and neat, beds very comfortable, kitchen well appointed. Location on the bay is perfect, deck and yard are great for relaxing and summer sun. Great location for traveling around LI.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Kelly G.

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

Fabulous stay!

This house is amazing. We stayed for a week and loved every minute of it. Steve and Dorry were great and offered great recommendations regarding food, getting around and what to do. We loved coming home to the beautiful view and watching the sunsets. We will be back for sure. Thank you for a great stay!
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Nancy S.

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

Relaxation with a stunning view!

Wonderful! The house has what you need to be comfortable, make meals, relax. Steve and Dorry are wonderful owners, super helpful! Enjoy!
Stayed 5 nights in Jul 2024
From a partner site

10/10 Excellent

Jennifer C.

Gorgeous Beach Views

This beach cottage was newly updated with all the amenities one could want. Steve and Dorry were so helpful and charming. I’d recommend this property to anyone looking for a nice relaxing time with a gorgeous view.
Stayed 4 nights in May 2018
Verified

10/10 Excellent

Evelyn C.

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

Lovely spot, lovingly ready for us.

The location is quiet and beautiful. Steve and Dory are darlings and really know how to welcome guests. Everything was perfect and easy. They even had us set up with a rental bike company. We would stay again in a heartbeat.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Sharon L.

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

88th Birthday

We had an excellent time at Dorry and Steve’s place on the bay celebrating my father in laws 88th birthday. Everything was perfect!!!
Stayed 3 nights in Sep 2022
Verified

10/10 Excellent

Jodi L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family (ranging from 16 to 75) had an AMAZING stay at Steve and Dorry's home. We were greeted by them upon arrival and they set us up for a memorable stay. They were so accommodating and warm. The waterfront location is amazing. We spent many hours in the backyard: taking in the scenery, eating, lounging, stargazing. We took the 5 minute drive to Smith's Point Beach a # of times (18 per car in 2025) and enjoyed the waves, the ocean side tiki bar, ice cream and atmosphere. We also loved being able to run there, it took about 15 minutes! We have stayed in a # of rentals and rate this as A!!!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Ettore D.

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

Great family get away

House was perfect for our family of 5, Mom and Dad with 3 toddlers. House was safe for the kids and they loved playing on the lawn and at the beach. We took day trips to the aquarium, LI game farm, and Smithpoint Beach. The breeze off of the bay was refreshing. Sunsets were amazing. House is well appointed. Landlords are very nice people.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Verified traveller

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

Beautiful and Convenient

This is a beautiful house with a gorgeous view of sound. Sunsets are spectacular. The location was central to exploring Long Island. In a wonderful three day visit we explored Islip to Montauk and fit in a round of golf. Steve and Dorry were very accommodating even to our unexpected late arrival due to traffic. We plan to return next year. Fall was the perfect time for a unforgettable visit.
Stayed 4 nights in Sep 2022
Verified

10/10 Excellent

Kara J.

Great views from a beautiful beach house

This was our first VRBO rental and we really enjoyed it! Steve and Dorry were friendly, attentive hosts. The house was spotless and well equipped with basic essentials for our short stay. We felt completely at home and never wanted to leave the deck! Our stay would have been absolutely perfect if it hadn't rained both nights we were there. Nonetheless, I definitely recommend this beach house and hope to come back to enjoy the beautiful waterfront view again!
Stayed 2 nights in Aug 2018
Verified

10/10 Excellent

Bryce P.

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

Amazing week right on the water!

We spent an amazing week at this property and really enjoyed it. You can't beat the beautiful view of the south bay and the incredible breeze off the water. We really enjoyed our morning coffee and meals on the deck, gazing out at the water. Our two teenage sons enjoyed kayaking in the bay and exploring the island (just a 15-20 minute kayak trip away). Many great restaurants are nearby, and Steve and Dorry's recommendations are spot-on. We were in town for two baseball showcases in Medford, and this was a convenient property for those early morning starts. The property was clean, and the kitchen had everything we needed. Thanks for a great week. We would definitely stay here again.
Stayed 7 nights in Jul 2024
Verified

8/10 Good

Michele B.

Liked: Cleanliness, check-in, communication, location

Sunset Cottage

We enjoyed beautiful sunsets. The backyard beach is very rocky, there is a public beach for swimming and playing in the sand about 5 minutes away. Our only complaint was we were constantly washing dishes or running the dishwasher. There was only dinnerware for 6 . Dory and Steve were very attentive.
Stayed 5 nights in Jul 2021
Verified

10/10 Excellent

Wendy P.

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

Amazing view!

This house is spotless! Dorry and Steve go above and beyond to make your stay wonderful! We spent hours sitting on the deck, looking out at the water and enjoying the lovely breeze. Beautiful swans swam by and we even had a deer in the back yard. The house is equipped with all of the essentials. A lovely bottle of wine waiting for us and fresh bagels on the morning we left from a local bakery. Bellport is just a few miles down the road and it’s adorable. PORTERS on the lane was a fabulous restaurant and I would Highly recommend it. We were with our three adult children...celebrating graduations, and we made wonderful memories. We hope to make it back! Thank you Steve and Dorry!
Stayed 4 nights in Jun 2019
Verified

10/10 Excellent

john y.

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

Waterfront views were great.

The owners were great and showed us through the property and then shared several local spots to explore
Stayed 3 nights in Sep 2022
Verified

8/10 Good

Elaine J.

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

Wedding Weekend on Long Island

6 women -- 5 of whom are senior citizens -- stayed in this quaint, well appointed cottage while attending a family wedding. The house is PERFECT for young & middle aged adults and families, but somewhat less so for senior citizens. Older backs (like ours) did not fare well on the trundle bed and high dining room stools. That said, the description of the cottage was COMPLETELY accurate. The trundle & stools were not a surprise; the back discomfort was unexpected. Tea and breakfast on the deck in the morning were awesome. The restaurant recommendations were excellent; dinner at Onofrios was superb. My family had a fabulous weekend and greatly enjoyed our stay in Shirley.
Stayed 5 nights in Jul 2022
Verified

10/10 Excellent

Barbara Z.

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

Great place

Wonderful
Stayed 4 nights in Apr 2022
Verified

10/10 Excellent

Jason W.

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

5 - Star Waterfront - Amazing!

My wife, son and brother recently stayed at this property while we were attending a family members wedding in the area. This property is absolutely gorgeous! The house was very clean and perfect for just relaxing and enjoying breathtaking sunsets every night. The property came loaded with everything you would need. Plenty of towels, wash clothes, kitchenware, etc. It also had plenty of comforts for the expansive outdoor area in the back, such as seating, fire pit, BBQ, shower, etc. The communication with the host(Steve and Dorry) was perfect. They are very attentive and communicate as well as any host I have worked with in the past. Most of all they are very nice and just overall great people. So if you are looking for an amazing place to kick your feet up, disconnect and just relax on a waterfront property, this is the spot! We will definitely be staying here again when we are in Long Island!
Stayed 5 nights in Oct 2021
Verified

10/10 Excellent

Jennifer L.

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

Beautiful Bayfront Cottage

We had a wonderful stay and Steve &Dory’s cottage. Beautiful views, sunsets and large deck for sitting outdoors. Clean house with complimentary bottle of wine! My children enjoyed the grass filled backyard for cartwheels and sports. Owners kindly allowed us to rent their kayaks to use in the bay. Went clamming across from Boyd island and caught a snapper. 2 minute drive to ocean beach and lots of nearby grocery stores and restaurants. Went hiking nearby and to the children’s farm. Wonderful stay so close to the city. We will definitely be back again!!!
Stayed 5 nights in Aug 2021
Verified

10/10 Excellent

Cheryl B.

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

Everything about the house and hosts were great.

The house was so clean, I didn’t feel the need to wipe down anything on my own (which I usually do). The furniture was super comfortable. The views were amazing. We watched the sunset every night over the water. The hosts were very respectful, greeting us (with a bottle of wine) and showing us around the house when we arrived and saying good bye when we left… of course wearing a mask for COVID protection. They checked in via text to see if we needed anything and to make sure we didn’t want the heat turned on. They were available to us if we needed them but not overbearing. Due to COVID we didn’t really do much in the area except go to the beach and to a local petting zoo. The house was nice enough to just relax there. There were a few outdoor toys for our toddler to play with which was nice. If you have a toddler, I’d just recommend bringing a booster seat for them to eat inside on. The table/counter is high. Overall, we were very pleased with our experience.

About the host

Hosted by Steve

Host profile image
We are retired couple married for 32 years and we love to travel. We enjoy hosting and meeting interesting guests from all over the world.

Why they chose this property

It is an extremely quiet neighborhood surrounded by water on all sides with plenty of wildlife.
Great restaurants and plenty to do if you want.

What makes this property unique

It is a true fire island structure with a magnificent open concept with water views from every room. As soon as you walk in you will be amazed by the oversized deck overlooking the bay.
The Great South Bay is footsteps from the back deck.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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