Title: Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! Beachfront vacation home for sun and fun ## Photo gallery for Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! ![On the beach, sun loungers, beach towels - Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! (Southold)](https://images.trvl-media.com/lodging/105000000/104390000/104383900/104383851/d53212b1.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Property video](https://mediaim.expedia.com/video/9A1CB9973399C0715D59CB4C219CD018/5cda89b4-c6f9-461e-b63c-7f38967825c0-thumbnail.jpg?impolicy=resizecrop&rw=1280) ![4 bedrooms, desk, iron/ironing board, free WiFi - Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! (Southold)](https://images.trvl-media.com/lodging/105000000/104390000/104383900/104383851/56bb51dd.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! (Southold)](https://images.trvl-media.com/lodging/105000000/104390000/104383900/104383851/4f2e754d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior - Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! (Southold)](https://images.trvl-media.com/lodging/105000000/104390000/104383900/104383851/08a626c9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! provides amenities like a garden and laundry facilities. With amenities like a beachfront location and sun loungers, this vacation home is the perfect place to soak up the sun. Guests can connect to free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 82000 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 with modern mechanicals while trying to maintain the delightful historic architectural feel. This includes all newer plumbing and most of the electrical. (Note: 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. The pictures in this Vrbo system are representative of the property; no AI has been used to modify them. TOURISTY ATTRACTIONS: www.southoldhistoricalsociety.org has many local sites to visit, including a majestic 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 find 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. With the death of my brother Christian Baiz, my family’s ancestral farm and “Old Field Vineyards” is being sold. My back deck of the house looks onto the grape vine fields. 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 www.vikingfleet.com or to New London CT, and there are special boats from both ports that tour 12 lighthouses and forts. 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, data cable, 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 facial tissues, toilet paper, heavy-paper dinner napkins, a big container of clothes washer pods, a box of dishwasher pods, plenty of aluminum foil, and plastic wrap. I can schedule mid-stay or even weekly house cleanings at cost. b) There are spices in the cabinet over the gas stove. c) The big Weber 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 chaise longues and a big sea chest with chairs, kids’ beach toys, umbrellas, etc. f) Down by the beach are 2 one-person kayaks; 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 early morning) 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. Also, in 2025 New York started taxing tenants; this is built into the Vrbo system. C) Monthly rentals also include at least 1 Mid-Stay clean @ $250\. More cleanings can be arranged. ## Property amenities ### Beach - On the beach - Beach loungers - Beach towels ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 3 bathrooms - Bathtub or shower - Hair dryer - Shower - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - DVD player - Smart TV with cable/satellite channels ### Outdoor areas - Garden - Gas grill - Outdoor furniture - Patio ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk - Desk chair - Printer ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - 4 steps to reach entrance - Area rugs in public areas - Handrails in stairways - Hardwood flooring in public areas - No elevator - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board - Phone ### Location highlights - Near a hospital - Near an outlet shopping mall - Near the bay - Near the marina - On the waterfront ### Things to do - Kayak - Birdwatching nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Kayaking nearby - Motor boating nearby - Swimming nearby - Water skiing nearby - Wildlife walks 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) - Fire extinguisher - Deadbolt lock ### General - At least 80% lighting from LEDs - Energy-saving switches in guestrooms - Garden - Housekeeping (on request) - Locally-owned and organized tours and activities - Unit size: 2,000 square feet ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/92000000/91590000/91581900/91581819/ceeef1bb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Southold near vineyard & beach Southold [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=91581819&PinnedHotelID=91581819&HadPinnedHotel=true®ionId=-1&adults=2) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/35000000/34450000/34445000/34444936/2c92b84f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront, private beach, ready for adventure, light & bright! Southold - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 19 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=34444936&PinnedHotelID=34444936&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88340000/88331300/88331206/a039f38f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Greenport Walk to beach & vineyard from this brand new home Southold - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 6 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=88331206&PinnedHotelID=88331206&HadPinnedHotel=true®ionId=-1&adults=2) ![Living area](https://images.trvl-media.com/lodging/93000000/92820000/92816500/92816402/ba5a8594.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Palm Springs Vibes on the North Fork Southold - Pool - Washer - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=92816402&PinnedHotelID=92816402&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95360000/95352100/95352098/w1440h957x0y3-4708a518.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beachfront Greenport Villa Greenport - Kitchen - Washer - Dryer - Free WiFi 9.6 Exceptional 10 reviews CA $629 CA $1,196 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-28&endDate=2026-01-29&selected=95352098&PinnedHotelID=95352098&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=104383851&PinnedHotelID=104383851&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=104383851,91581819,34444936,88331206,92816402) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 18 ### Check-out Check-out before 12:00 PM Contactless check-out available ### 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 complete the following before checking out: Load and start the dishwasher Remove personal items and take out the trash Turn off the lights and lock the doors Just turn the doorknob's snap-locking mechanism, then pull the door closed. There is no need to manage the logistics of using a key to lock the top deadbolt. If you are leaving much before Noon, please text me at 317-626-6364 so I can let the cleaning staff know. Failure to complete these may result in a negative review from the host. ### Pets Pets allowed Service animals are welcome, and are exempt from fees Welcoming dogs only 1 total pets ### 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 Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadbolt lock 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 Property Registration Number 0631 ### We should mention This property does not have elevators ## About the area Located in Southold, this vacation home is on the beach. Greenport Farmers' Market and Love Lane are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore The Hamptons Beaches and Hallock State Park Preserve. Railroad Museum of Long Island and Greenport Carousel are also worth visiting. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Southold travel guide](https://www.expedia.ca/Southold.dx183719) [View more Vacation homes in Southold](https://www.expedia.ca/Southold-Private-Vacation-Homes.d183719-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.07146%2C-72.40610&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=fMYkHVPF6sCIVCvSnhynCZN4uFY=) Southold, NY ### What's nearby - ![Modern aqua park with different speed waterslides on cruiseship or cruise ship liner for family fun](https://images.trvl-media.com/place/6173416/73dfaa7e-2168-4892-81bc-03f42a5fe742.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Splish Splash Water Park 31 min drive \- 39.9 km - ![0_747774](https://images.trvl-media.com/place/553248635976496850/d01ce793-c89c-46d8-aa7f-c32914f2009c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) The Hamptons Beaches 35 min drive \- 54.9 km - ![Cooper\'s Beach showing a sandy beach and general coastal views](https://images.trvl-media.com/place/6326842/eb826705-7aa2-4648-9064-660387af3569.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Cooper's Beach 46 min drive \- 65.5 km - ![Wolffer Estates Vineyard featuring interior views](https://images.trvl-media.com/place/6064497/3867609a-1990-4fbb-846b-be33ce111b82.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Wolffer Estates Vineyard 52 min drive \- 29.3 km - The Old Field Vineyards 4 min walk \- 0.4 km ### Getting around - Southold Station 3 min drive - East Hampton, NY (HTO) 65 min drive ### Restaurants - Dunkin' 3 min drive - Michelangelo's 3 min drive - Sunset Beach Restaurant 29 min drive - North Fork Roasting Co. 2 min drive - Southold General 3 min drive ## Frequently asked questions ### Is Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! pet-friendly? ### How much is parking? ### What time is check-in at Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!? ### What time is check-out at Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay!? ### Where is Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Updated Historic shingle-style 1902 4-bedroom Beach House on Southold Bay! Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 3 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### TK E. Aug 9, 2024 Liked: Cleanliness, check-in, communication, location, listing accuracy #### 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! ##### TK E. Stayed 18 nights in Jul 2024 ### 10/10 Excellent #### Cynthia T. Aug 31, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy 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 #### JOHN C. Sep 6, 2025 ##### JOHN C. 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