See all properties
Save
Entire home

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

Family-friendly holiday home on the beach, with water park

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

On the beach, beach towels
Property video
Fridge, microwave, oven, stovetop
Smart TV, books, stereo
Property grounds

Reviews

9.8 out of 10
Exceptional

Entire home

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, Smith Point County Park
    ‪3 min drive‬
  • Place, The Hamptons Beaches
    ‪27 min drive‬
  • Place, Stony Brook University
    ‪29 min drive‬
  • Airport, Shirley, NY (WSH-Brookhaven Calabro)
    ‪12 min drive‬

Room options

About the area

Shirley

A family-friendly stay in Shirley awaits you at this holiday home. You'll be steps from Great South Bay and 2.5 km (1.6 mi) from Smith Point County Park. Highlights at this beachfront holiday home include a kitchen, a washing machine and free WiFi. .Home features 2 bathrooms, a patio and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A Smart TV, a coffee/tea maker and a hairdryer are also available. .Spend the day at the beach and enjoy the on-site water park. Added amenities include laundry facilities, a garden and barbecues. .With a stay at this Shirley holiday home, you'll be 3.3 km (2.1 mi) from Carmans River and 3.4 km (2.1 mi) from TWA Flight 800 International Memorial.
View more Holiday homes in ShirleyOpens in a new window

What's nearby

  • Smith Point County Park - 3 min drive - 2.1 km
  • The Hamptons Beaches - 27 min drive - 35.1 km
  • Stony Brook University - 29 min drive - 43.0 km
  • Cooper's Beach - 39 min drive - 58.2 km
  • Bethpage Black State Park Golf Course - 51 min drive - 77.6 km

Getting around

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

Restaurants

  • ‪Tiki Joe's Smith Point - ‬5 min drive
  • ‪Hero Haven - ‬5 min drive
  • ‪7-Eleven - ‬7 min drive
  • ‪Paradise Ice Cream - ‬5 min drive
  • ‪Dunkin’ - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Similar properties

Outdoor dining
Waterfront designer retreat | Stunning Sunsets! 5 minutes to the beach!
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
Waterfront designer retreat | Stunning Sunsets! 5 minutes to the beach!

Property amenities

Beach

  • On the beach
  • Beach towels

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Single level property
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a hospital
  • Near a zoo
  • Near an outlet shopping centre
  • Near the bay
  • Near the marina
  • Near the sea
  • On the waterfront

Things to do

  • Kayak
  • Water park
  • Basketball nearby
  • Birdwatching nearby
  • Casino nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sailing nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Water skiing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Energy-saving switches in guestrooms
  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 24

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

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.

Rules

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.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.

Property is also known as

Luxurious Waterfront Beach House On The Bay Shirley

Frequently asked questions

Are there any beaches close to Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

The closest beach to Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! is The Hamptons Beaches (52.8 km).

Does Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! have a pool?

No, this holiday home doesn't have a pool.

Does Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! have a waterslide?

No, but it has a waterpark and lazy river.

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

You bet! With amenities such as a playground and a water park, as well as children's dinnerware and children's books, it's no surprise that Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! is a winner with our family travellers.

Is there a free airport shuttle available at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

No, Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at Luxurious Waterfront all Season Home with Private Beach. Awesome sunsets! ?

No, pets are not allowed.

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

Reviews

9.8

Exceptional

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

Reviews

10/10 Excellent

tamara h.

Liked: Cleanliness
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

10/10 Excellent

Bev L., Avon, CT

Liked: Cleanliness
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

8/10 Good

Deborah R.

Liked: Cleanliness
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

10/10 Excellent

Jodi L.

Liked: Cleanliness
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

10/10 Excellent

Bryce P.

Liked: Cleanliness

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

10/10 Excellent

Kelly G.

Liked: Cleanliness

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

10/10 Excellent

Nancy S.

Liked: Cleanliness

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

10/10 Excellent

Ettore D., Brooklyn NY

Liked: Cleanliness

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

10/10 Excellent

Pete R., Longmont, CO

Liked: Cleanliness

Great Spot

Great views
Stayed 4 nights in Jun 2024

10/10 Excellent

Evelyn C.

Liked: Cleanliness

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

10/10 Excellent

Brooke M.

Liked: Cleanliness

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

10/10 Excellent

Verified traveller

Liked: Cleanliness

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

10/10 Excellent

Sharon L.

Liked: Cleanliness

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

10/10 Excellent

john y.

Liked: Cleanliness

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

8/10 Good

Elaine J.

Liked: Cleanliness

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

10/10 Excellent

Barbara Z.

Liked: Cleanliness

Great place

Wonderful
Stayed 4 nights in Apr 2022

10/10 Excellent

Jason W., Lake Worth

Liked: Cleanliness

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

10/10 Excellent

Jennifer L.

Liked: Cleanliness

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

8/10 Good

Michele B.

Liked: Cleanliness

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

10/10 Excellent

Cheryl B.

Liked: Cleanliness

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.

8/10 Good

Melissa H.

Liked: Cleanliness

Very friendly hosts and clean beach house! Beautiful beach nearby at Fire Island!

Very friendly hosts! Beautiful beaches! Clean! Wonderful view
Stayed 5 nights in Aug 2020

10/10 Excellent

Ann B., Eau Claire, WI

Liked: Cleanliness

Beautiful views!

A beautiful house with beautiful views. And the location was perfect. Steve and Dorry are excellent hosts. All of our needs were met and the communication was fantastic. Thank you for a lovely stay!
Stayed 5 nights in Jul 2020

10/10 Excellent

Jill S.

Liked: Cleanliness

What a lovely cottage!

The pictures accurately depict what a beautiful job Steve and Dorry did renovating this lovely cottage right on the water. It has a very spacious deck with spectacular views of the sunsets to the west. They are very lovely hosts. We had a wonderful time and highly recommend it!
Stayed 3 nights in Nov 2019

10/10 Excellent

Matthew H.

Liked: Cleanliness

Haven after the city

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

10/10 Excellent

Richard W.

Liked: Cleanliness

Excellent experience

Steve and Dori were gracious and attentive. We would definitely stay at this property again. Rich and Audrey
Stayed 7 nights in Jul 2019