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5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..

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A modern kitchen with white cabinetry, a large island with bar stools, and pendant lighting.
A covered outdoor area with a wooden deck, white railings, and a glass door leading to a room.
A spacious interior with a wooden staircase leading to an upper level, a chandelier, and a view of a kitchen area.
A spacious living room with a fireplace, a sofa, a coffee table, and a bookshelf.
A spacious room with a round table and white sofas, large windows offering a view of greenery, and a unique spherical chandelier.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
5 bedrooms3+ bathroomsSleeps 10

Popular amenities

  • Garage parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Balcony

Explore the area

View map
Southold, NY
  • Place, The Old Field Vineyards
    ‪6 min walk‬
  • Place, Hashamomuck Pond
    ‪18 min walk‬
  • Place, Kontokosta Winery
    ‪8 min drive‬
  • Airport, New London, CT (GON-Groton - New London)
    ‪146 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 1

1 Queen Bed

Bedroom 1

2 Single Beds

Master

1 King Bed

3 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 1

Toilet

Bathroom 1

Bathtub or shower · Toilet

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..

Guests are sure to enjoy a memorable vacation in this fully furnished, 5 bedroom/3.5 bath newly renovated expansive modern contemporary property. This property is located steps away from a sandy private beach facing Shelter Island and across from a well known North Fork vineyard. This property is perfect for families to enjoy as it is located on a quiet dead end street. This will be a vacation that will surely not be forgotten as it is quite a magical place!

Relax in a newly appointed master bedroom with stunning views of the Peconic Bay from a private terrace. A plush, king-sized bed with armoire and private on-suite bathroom makes this master bedroom a quiet retreat like no other.

The home bodes an additional master suite located on the ground level with a Queen-sized bed, on-suite bathroom and it's own separate entrance. There are 2 additional bedrooms, each with a Queen sized bed and one bedroom with 2 twin sized beds making this home comfortable for 10 guests. Imagine cooking meals with locally grown organic vegetables, eggs or the fresh catch of the day from the nearby fish market in the large contemporary kitchen perfect for entertaining. The kitchen is equipped with top of the line stainless steel appliances, a wine cooler and beverage center, oversized sub-zero fridge, Wolf cook top and double wall oven. There are 8 stools surrounding the L-shaped island perfect for enjoying time with family and friends.

There is a beautiful sun room equipped with ample soft plush seating, smart flat screen TV for entertainment and with glass doors leading to an outdoor deck. The house is equipped with Wifi, brand new indoor/outdoor Sonos sound system, central A/C and heating, cable TV and access to movie channels. There are 2 additional living spaces; a warm and cozy family room with oversized fireplace, 65 inch smart TV and sliding doors also leading to the outdoor deck with oversized outdoor table seating 10 people, stainless steel Weber BBQ, fire pit additional bar table and stools for extra guests.

The living room located in the front of the house has cathedral ceilings with white wooden planks and oversized windows making it a perfect sitting area to enjoy your favorite glass of wine. Across the way from the living room, guests have access to a cleanly furnished dining room with views of the neighboring vineyard.

The home comes complete with linens, beach and bathroom towels, beach chairs and umbrellas and laundry room with brand new washer and dryer.

Spend the day away enjoying the nearby attractions such as local farm stands, the finest vineyards, breweries, 5 star restaurants located in the town of Southold and Greenport with a 5 minute ferry ride to and from Shelter Island and the famous "Sunset Beach".

This property also includes 2 adult kayaks,1 child sized kayak with life jackets and 2 adult mountain bicycles. For the adventurous guest, this is the best location for fishing, boating and jet skiing. Rentals are available merely down the road.

Landscaping is also $50 per week

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House Rules

Check in after 4:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 975822vb
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Southold

Located in Southold, this holiday home is near the beach. Horton Point Park and Camera Obscura are local landmarks, and some of the area's attractions include Custer Institute and Observatory and Railroad Museum of Long Island. East End Seaport Maritime Museum and Greenport Carousel are also worth visiting. 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.
Map
Southold, NY

What's nearby

  • The Old Field Vineyards - 6 min walk - 0.6 km
  • Hashamomuck Pond - 18 min walk - 1.5 km
  • Kontokosta Winery - 8 min drive - 8.8 km
  • 67 Steps Beach - 8 min drive - 8.8 km
  • The Hamptons Beaches - 43 min drive - 52.7 km

Getting around

  • Southold Station - 3 min drive
  • East Hampton, NY (HTO) - 66 min drive

Restaurants

  • ‪Claudio’s Waterfront - ‬7 min drive
  • ‪Aldo's - ‬6 min drive
  • ‪Sophie's Rest - ‬5 min drive
  • ‪Michelangelo's - ‬3 min drive
  • ‪North Fork Roasting Co. - ‬2 min drive

Frequently asked questions

Is 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views.. pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..?

As of 26 Aug 2026, prices found for a 1-night stay for 2 adults at 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views.. on 27 Aug 2026 start from AU$30,592, 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 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..?

On-site parking is available at the property.

What time is check-in at 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..?

Check-in begins at 4:00 PM.

What time is check-out at 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views..?

Checkout is at 11:00 AM.

Where is 5 Bedrooms ~ Steps from a Private Sandy Beach and Beautiful Vineyard Views.. located?

Situated near the beach, this holiday home is within 1 mile (2 km) of The Old Field Vineyards and Hashamomuck Pond. Custer Institute and Observatory and Sparkling Pointe are also within 3 miles (5 km). Southold Station is 28 minutes by foot.

About the host

Your host

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Languages:

English, Italian
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