Located within a leisurely stroll of The Old Field Vineyards, this vacation home is within a few miles (5 km) of Custer Institute and Observatory. The vacation home includes a kitchen, a fireplace, and a patio.
Long Island Aquarium and Exhibition Center - 29 min drive - 23.0 miles
The Hamptons Beaches - 37 min drive - 34.2 miles
Cooper's Beach - 48 min drive - 40.7 miles
Wolffer Estates Vineyard - 54 min drive - 18.4 miles
Getting around
Southold Station - 3 min drive
East Hampton, NY (HTO) - 65 min drive
Restaurants
Senor Taco - 4 min drive
Dunkin' - 3 min drive
Sunset Beach Restaurant - 29 min drive
Michelangelo's - 3 min drive
The Halyard - 5 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.
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!
You are invited to have a wonderful time in this Southold, Long Island beach house. You will have a fabulous time of sun, beach, good food, lots of wines, and mostly friendships. It sleeps 8 with 4 bedrooms: 2 with queens and 2 with twins. There are 2 Full Baths and 2 Half Baths + a fabulous hot water outdoor shower. (No big parties please because the septic system will not handle those crowds.) There is a high-end new kitchen. Everything has been updated to modern mechanicals while trying to maintain the delightful historic architectural feel. (This is not the house for you if you need uber-modern, austere, sterile, white walls and glass.) This house oozes natural historic character both inside and outside.
TOURISTY ATTRACTIONS: www.southoldhistoricalsociety.org has lots of local sites to visit including a great lighthouse commissioned by George Washington. www.oysterpondshistoricalsociety.org has colonial buildings at Orient Point and original art & furniture. Just west of Mattituck, there is the Hallockville Museum Farm dating back to the Revolutionary War with lots of historic farm buildings and equipment that is available for touring from about 11 AM to 3 PM and a calendar of special events https://hallockville.com. First Presbyterian Church of Southold, founded by the Puritans in 1640, is one of the oldest cemeteries in New York with 20 graves from the 1600’s www.fpcsouthold.org. The Town of Southold maintains an Osprey Nest website map for looking for the birds: http://tos.maps.arcgis.com/apps/OnePane/basicviewer/index.html?appid=b5c37c048815427b883f67e708c08928 The Town of Southold has public trails for hiking. http://www.southoldtownny.gov/DocumentCenter/View/130/NorthForkTrails?bidId=
SHOPPING: www.greenportvillage.com is the next big town with lots of luxury boats, antique shops, restaurants, ferry rides to Shelter Island. If you are into antiques then visit Lydia’s in Greenport: http://www.greenportvillage.com/lydias-antiques-stained-glass. In Greenport is the famous boating gear and art of S.T. Preston’s & Son http://www.prestons.com. Groupon has various types of places that have deals: restaurants, golf, vineyards, and museums; we search for “Greenport NY” to see the deals.
EATING & GROCERIES: www.liwines.com has all the vineyards and wineries on the North Fork, including my brother Christian Baiz’s “Old Field Vineyards” -- the back deck of the house looks onto it. At the head of Bay Home Road, across from the vineyard entrance is KK’s The Farm – open Friday, Saturday and Sunday 9-5 for a CSA organic farm using biodynamic practices http://www.kkthefarm.com. Another ½ mile is the Southold Fishing Market https://www.facebook.com/southoldfishmarket with a great assortment of fresh fish and a family-friendly restaurant. For meat lovers, less than one mile away in Southold is the specialty Wayside Butcher shop https://www.facebook.com/SoutholdWaysideMarket. There are lots of vegetable stands on the North Road a.k.a. Route 48. The parallel road is the “Main Road” a.k.a Route 25 which goes through the center of every village. Catapano Dairy Farm has goat dairy and cosmetics products www.catapanodairyfarm.com. The New York Times has this article on animal farming from snails, to sheep, goats, cattle, pigs, chickens, turkeys, ducks, cheese, etc. https://www.nytimes.com/2017/10/23/dining/livestock-returns-to-north-fork-farms-long-island.html.
BOATING & BEACHING & WATER & GOLF: Half a mile from the house is Port Of Egypt www.poemarine.com; rent motor boats, Heron Suites Guest Rooms for overflow guests, Allure Restaurant. Fifteen minutes away is a large and very natural beach park called Orient Beach State Park: https://parks.ny.gov/parks/106/details.aspx or https://www.facebook.com/pages/Orient-Beach-State-Park/107655819264115?rf=105781372796184. Ten minutes away is the large village of Greenport with lots of shops and docks for walking beside luxury yachts and a fabulous enclosed carousel: http://villageofgreenport.org/carousel-greenport-village.php. Two full-day, major expeditions are to be a foot passenger to go to 1) Block Island via a high-speed ferry from Montauk www.vikingfleet.com or to New London CT where you can catch a special boat that tours 12 lighthouses, forts, and castles. https://www.longislandferry.com; parking is free on Orient Point and the round trip tickets across the Sound are free if you buy the lighthouse tour. The nearest public course is Islands End in Greenport on the Long Island Sound: https://islandsendgolf.com/
ART: In addition to sun and water, the East End of Long Island has ART. Acting theaters, galleries, museums: http://www.hamptons.com/The-Arts. PUBLICATIONS & TV NEWS: There are several websites for local news. 1) An internet-only site is www.danspapers.com with current info on community event, arts & entertainment. 2) The newspaper of record for the area is the Suffolk Times http://suffolktimes.timesreview.com/category/news/. 3) On-line news, weather, Lifestyle about the North Fork is found at https://patch.com/new-york/northfork. 4) “News 12” is the local Long Island TV station.
TECHNOLOGY: a) The house has fast Wi-Fi from Optimum 100 Mbps with a dual band router with 2.4GHz and 5GHz networks, but it does not reach down to the beach; the password is friendlycheese559 and it is posted on the refrigerator. It is a good idea to enable your cell phones to use Wi-Fi Calling. b) There are 2 TVs attached to cable with lots of stations; Channel 12 is local Long Island news. c) You are welcome to bring an Apple TV-like device to watch Netflix, etc. d) You can also bring Amazon Alexa-like devices. e) There is a HP Printer-Scanner with 8 ½ x11 paper under it and the software disk is in the desk drawer. f) All the bedrooms are on central air conditioning which has a significant trickle-down cooling effect on the first floor, too. Each bedroom has a table top fan. Supplies & Services that are provided: a) The cleaning staff will put out an initial supply of tissues, toilet paper, heavy-paper dinner napkins, big container of clothes washer liquid, box of dishwasher pods, plenty of aluminum foil and plastic wrap. Joanna Lane is happy to schedule mid-stay or even weekly house cleanings. b) There are spices in the cabinet over the gas stove. c) The big Webber gas grill will have propane gas with an extra tank in the garage. d) There is a detailed PDF inventory of furnishings and kitchen equipment. e) At the beach are 3 chaises and a big sea chest with chairs, kids’ beach toys, umbrellas, etc. f) Down by the beach is a one-person kayak; use at your own risk. g) Included in the rent is that North Fork Sanitation will pick up the trash (but you must use the provided special yellow bags; pick up is once a week (usually a Tuesday) but can be expanded to twice a week if you need it; the trash man opens the garage door, so don’t lock that door. h) The lawn cutters come irregularly, dependent on when it rains and how high the grass is. i) Firewood is stored in a chest beside the garage. Make sure the spring-operated chain-pull fireplace damper is released so the smoke goes up the chimney.
FINANCIAL: A) If you rent by the month or more, then you will be billed for electricity; otherwise all utilities are included. B) If you stay less than a month, then Suffolk County has a 5.5% tax. C) Monthly rentals also include at least 1 Mid-Stay clean @ $250. More cleans can be arranged.
The vacation home is air-conditioned and features a kitchen, 3 bathrooms, and a patio. There's space to spread out with 4 bedrooms and a dining area. Guests can expect to find free WiFi and a Smart TV with a DVD player. Other standard amenities include a washing machine, a fireplace, and a coffee maker. Limited housekeeping is available.
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Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
General
At least 80% lighting from LEDs
Energy-saving switches in guestrooms
Garden
Locally-owned and organized tours and activities
Unit size: 2,000 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age: 18
Check-out
Check-out before 12:00 PM
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
Pets
This property welcomes pets
Dogs only
1 total pets
Service animals exempt from fees
Children and extra beds
Children allowed: ages 0-17
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
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 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
Check-in: 3:00 PM
Check-out: 12:00 PM
Minimum check-in age: 18
Property Registration Number 0631
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Frequently asked questions
What is there to do around this vacation home?
This vacation home is located in Southold within a short 6-minute walk of The Old Field Vineyards. You'll also find Railroad Museum of Long Island and Greenport Carousel within a short drive.
Is there parking available at this vacation home?
Yes, there is a garage.
Is this vacation home associated with a casino?
No, this vacation home is not connected to a casino.
Is there an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! a good place to stay for couples?
Amenities that appeal to couples at this beachfront vacation home include a fireplace and a kitchen in each accommodation with some featuring beach views.
Are there hot tubs at Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!?
No, there isn't a spa tub at this vacation home.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
Although dogs can't stay for free, they are welcome at this vacation home.
Are there connecting rooms at this vacation home?
No, this vacation home doesn't feature connecting guestrooms.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is East Hampton, NY (HTO), which is 17.4 mi away (65 minutes by car). Another top airport is Westhampton, NY (FOK-Francis S. Gabreski), which is located 25.6 mi away (38-minute drive).
Are there rooms with balconies that I can book at Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!?
Yes, every accommodation at Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! comes with a deck with some featuring beach views.
Reviews
Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
10/10
Cleanliness
Rating 10 - Excellent. 3 out of 3 reviews
10 - Excellent
3
Rating 8 - Good. 0 out of 3 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 3 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 3 reviews
4 - Poor
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Rating 2 - Terrible. 0 out of 3 reviews
2 - Terrible
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Reviews
10/10 Excellent
JOHN C., hicksville
Sep 6, 2025
JOHN C.
Stayed 14 nights in Aug 2025
10/10 Excellent
Cynthia T., United States
Aug 31, 2025
Liked: Cleanliness
Vintage Victorian with original architecture and brand new modern kitchen and nice master bathroom. Perfectly sited deck looking over vineyards and long bay views for meals and lounging.Enormous window wall in living room to look out to the bay. House is exceptionally well equipped, and in a convenient location near town. Lovely swimming with private bay frontage. We are a repeat customer for all these reasons.
Cynthia T.
Stayed 14 nights in Aug 2025
10/10 Excellent
TK E.
Aug 9, 2024
Liked: Cleanliness
Southold Summer Escape
The whole family loved our stay at this special farm/beach house - a homey blend of a time gone by and modern updates. The views of the vineyard and water and steps to the quiet bay beach were just perfect. Southold and Greenport are a short drive away and there is so much to explore on the North Fork, with wonderful wines right next door at The Old Field Vineyards. Hope to visit again next summer - thank you for sharing!