Apartments for rent in Bay View Southold

This charming 4-bedroom, 2.5-bathroom home offers the perfect blend of comfort, convenience, and seaside serenity. As you step inside, you'll notice the beachy feel that permeates every corner of this home. The spacious living areas invite you to relax and unwind, with ample room and a well-appointed Chef's Kitchen for gatherings and entertaining. Each bedroom is designed to offer tranquility and functionality, featuring windows that flood the rooms with natural light and offer glimpses of the surrounding natural beauty. Venture into the backyard, and you'll discover your own private paradise. A gunite saltwater pool offers a refreshing escape during hot summer days, accompanied by an outdoor shower. The Dave Allison Park is just a short stroll away. Its playground and sandy community beach are ideal destinations for picnics, games, and waterfront fun. East Creek Beach, a private haven, is also within walking distance, offering secluded shores and tranquil waters for swimming and sunbathing. With its unbeatable location and irresistible amenities, this home is the ultimate retreat for those seeking the perfect blend of comfort and coastal living on the North Fork. Within minutes to world-renowned vineyards and local farms! Don't miss your chance to make memories in this seaside sanctuary on the North Fork - Now available in Summer 2024 and off-season.

Rental Registration #: 0934 Cozy ranch home with a backyard overlooking a farm. Heated pool, completely updated furniture, paver patio, fire pit, and bbq. Amazing location with water access for small boats, kayaks, and paddle boards down the road. A beautiful sandy beach less than one mile from the home. Multiple beaches to enjoy! Many extraordinary vineyards less than a mile from the home. Available May - September at $9,000 per month. Southold Town Rental Permit #0934

Rental Registration #: 0253 Spend your summer at this beautiful five bedroom oasis on Nassau Point. With 150' of waterfront access and a 3 minute walk to the pristine beaches of Fishermans Beach, this property is perfect for boat lovers and beachgoers alike. The house has been updated with beautiful furnishings, modern fixtures and luxe finishes. The outdoor spaces including the deck and patio are perfect for entertaining. Explore the wineries, restaurants, fishing and stunning scenery of the North Fork while staying at this unbeatable location.

Rental Registration #: 0685 and 0687 North Fork summer living at its best on coveted Nassau Point. Sprawling lawns and manicured gardens define this 3-acre property featuring a stylish, spacious home with a large ensuite master, two ensuite guest bedrooms, and a charming guest cottage with an additional bedroom and full bathroom. A large eat-in kitchen flows to a dining room accommodating ten people or more. The bright living room features a wood-burning fireplace and looks out over a large park-like front lawn. The 50-foot gunite pool is the highlight of the outdoor living, with a nearby screen porch, deck, and patios offering lounging, reading, yoga, and dining options. A library/office allows for a work-for-home space or overflow for guests. Choose from two nearby beaches less than 5 minutes away. Even closer is a path to access Peconic Bay. Washer & dryer on site. June: $25,000; July: $27,500; August: $32,500; September: $25,000

Rental Registration #: 1094 This spectacular home on Peconic Bay (Broadwater Cove) features phenomenal views of Nassau Point and Robins Island. The spectacular design includes wall-to-wall windows, an open floor plan, and two large entertaining waterfront decks. There are 4 bedrooms, including the master suite with unobstructed water views. The great room, kitchen, and dining area all open out to the dining deck, beach, and waterfront. The guest cottage has heat and central air, floor to ceiling windows, a large additional master suite with full bath, large living area, and an additional half bath. The oversized, 2-car garage has ample room for storage. The 2 private docks and completely private beach make this property a summer haven. Close to Cutchogue and all the north fork has to offer.

The beautifully renovated Jefferson House is available for you to stay the summer of 2023. Built in 1750 and expanded in the 1830s the home was brought back to life in 2021, keeping much of the original detail intact. Truly the most unique home offered for rent on the North Fork that will amaze you. There are 3 bedrooms for up to 6 occupants. Central air conditioning has been added. Enjoy walking through the 6.8 acre parklike property, full of mature shrubs filled with a variety of birds and butterflies. The home is located near both the train and bus stops, as well as many wineries and a brewery. There is a park with pickle ball, tennis, track next door, and one of the finest Long Island Sound beaches at the end of Mill Lane. Available: June $15,000, July $30,000, August - Labor Day $30,000, September $15,000, TWO WEEK STAYS $15,000 Southold Town Rental Permit # 0669

October to April $6,667 per month. January to April $5,833 per month. May $11,667 June $16,667. July and August $20,833 per month. Month of September $11,667. For more properties contact me. If you are an insurance company, please inquire our services for accommodations for displaced clients. Our Beach houses are beautiful with panoramic water views throughout and come fully upgraded with everything you could possibly need. Including beach chairs, towels, kayaks, paddle boards, and so much more. Spectacular views are here in these beautiful beach houses. What a great place to spend time with your family and friends. Location is key since you are not just at the beach and on the north fork of long island, but five minutes to vineyards, farm stands, Greenport , and so much more! 5-star restaurants within walking distance. (All our homes come complete with everything you need, just bring food & clothing) Homes can be rented up to a year of more.

Situated on a bluff overlooking the Long Island Sound, Connecticut and beyond. This two bedroom home plus guest house is just what the doctor ordered: a tranquil retreat with exceptional views.To arrive at the property you enter through a wooded private road surrounded by Peconic Land Trust property. You are close to all the North Fork has to offer yet it feels so far away. As you enter the home you walk into the open living room and kitchen with vaulted ceilings which is airy and flooded with natural light. You can't help but gravitate towards the sitting area with spectacular views of the Sound. To the right of the entrance is a bedroom which faces southeast and gets great morning light. The second bedroom is on other side of the living area, faces west and has views of the sea. It's a great spot to take afternoon naps, read that book you've been putting off or just take in the glimmer of the sun hitting the sea. The property has a formal dining area but also a small dining space in the sitting room to have breakfast or fresh seafood you just picked up from Southold Fish Market.The guest house is just a few steps away and great place for family members or friends who want to be close but not too close. It features a sleep area, its own full bath, a sitting area, laundry and all with full views of the water as well. There are approximately 60 steps down from the property to an isolated and pristine beach.Grill, take a nice outdoor shower, tell stories by the fire pit, play some yard games, surf-cast on the beach or just relax and do nothing. The Wi-Fi reaches all the way down to the beach for those remote work days while still keeping your feet in the sand.Close to all the vineyards, beaches, trails, Greenport (8 miles) and all the restaurants/shops it has to offer. We look forward to hosting you.We abide by local vacation rental laws.

Rental Registration #: 0801. Nantucket-style waterfront home on the North Fork with creek access to/from Peconic Bay - 600 feet of waterfront, floating dock and a 1200 sq. ft. deck. The home offers ample ways to enjoy the outdoors - lounge poolside and enjoy a dip in the 20x40 pool and pool house amenities. Kayak or paddle board to a near by bay front beach. Bring your boat or rent a captain, and go fishing any day you wish! Hop in the car or bike to local wineries or the popular Greenport Brewery. This modern, completely renovated home has a large great room with 180 degree views of the water, chef's kitchen with dining facilities for entertaining including adjacent butler's pantry with extra amenities. The home has 4 generous bedrooms, all ensuite, a first floor TV room, a second floor family entertainment room. The home is beautifully appointed, spacious, light and bright affording comfortable living for the whole family. A very special property, brand new to the rental market. Limited availability so don't delay - book your North Fork Vacation!

Beautiful summer rental in coveted New Suffolk! Beautiful 4 bedroom home with a large yard. Two seating areas and a dining area perfect for warm summer days and nights! Close to the best beaches New Suffolk has to offer. Permit #0756 Offered : Memorial Day-June 30 $12,500, July $15,000, September $12,500.

Rental Registration #: 1096 Charming year-round rental in coveted Founders Landing! Just moments from a sugar sand Bay beach and a marina with deep water access. Nestled on a spacious 1/4 acre parcel perfect for outdoor activities. Featuring two cozy bedrooms and a well-appointed bath, this home offers plenty of room for entertaining while being easy to maintain. Conveniently close to shops, beaches, and dining. Don't miss out on this great rental! Southold Town Rental Permit #1096

Rental Registration #: 1085 Introducing your brand-new summer retreat! Available from July 2024, this stunning 4-bedroom, 3.5-bathroom waterfront oasis boasts the pinnacle of luxury living. Nestled on West Creek in Southold. Enjoy exclusive access to Peconic Bay via your private dock, perfect for soaking up the summer sun. Spanning approximately 3500 square feet of impeccable interior space, revel in the elegance of oak floors, a luxurious soaking tub, and high ceilings throughout. The first floor offers two primary ensuites, a spacious Great Room with a cozy fireplace, a convenient laundry room, and 2.5 baths. Plus, a two-car garage ensures ample parking for all your summer adventures. Ascend to the second floor to discover two additional bedrooms, a full bath, a second laundry area, and a sprawling bonus room-ideal for entertaining guests or unwinding after a day of exploration. Central air conditioning ensures comfort on even the hottest summer days, while a full basement provides plenty of storage space for your beach gear. Outside is your private paradise, complete with a refreshing 16 x 32 in-ground pool, currently being readied for the summer. Situated in the coveted Southold Park District, relish in access to Founder Landing and South Harbor Park, along with proximity to pristine bay beaches, renowned vineyards, charming farmstands, premier shopping destinations, and convenient public transportation. Don't miss this unparalleled opportunity to experience the epitome of summer living and make memories to last a lifetime! Southold Town Rental Permit #1085.

Rental Registration #: 0485 Adorable ranch across from the water in Laughing Waters Community. Association beach available to tenants. Enjoy a summer vacation in this 2 bedroom, 1 bath Ranch with porch/den, kitchen, Living Room and patio. Garage/ shed not included in lease. Swim, kayak, relax in this special place.

Rental Registration #: 1074 Welcome to your perfect summer getaway nestled in the heart of North Fork wine country. This recently renovated summer Southold rental offers the epitome of luxury and comfort.Greeted by a bright and airy living space, adorned with top-of-the-line furnishings and tasteful decor. The open-concept layout seamlessly connects the living area to the fully equipped kitchen, boasting state-of-the-art appliances that make cooking a joy. Whether you're preparing a gourmet meal or simply brewing your morning coffee, you'll appreciate the convenience and style of these modern amenities.With three cozy bedrooms and two pristine bathrooms, there's ample space for the whole family or friends to unwind and recharge after a day of exploring.Outside, a spacious yard beckons you to soak up the summer sun or savor al fresco dining amid the lush greenery of the landscaped garden. Whether you're hosting a barbecue with loved ones or simply enjoying a quiet moment, this outdoor oasis provides the perfect backdrop for making memories.As if that weren't enough, this summer rental includes all utilities, so you can relax and enjoy your stay without worrying about additional costs. The only thing you'll need to arrange is housekeeping, required every two weeks to maintain the pristine condition of this exquisite retreat. Don't miss your chance to experience the best of Southold living in this impeccably designed summer rental.

Rental Registration #: 0639 Beautifully decorated, charming 4 bedroom, 2 bath home with custom details throughout. Complete with an outdoor shower, enjoy the tranquil setting relaxing on the patio or in the luxurious sauna. Revel in the great location conveniently located near sandy beaches, wineries, restaurants, and public transportation. Available for August. Rental Permit #0639.

Seasonal Rental! JUNE BOOKED JULY $14,000 AUGUST $14,000 SEPTEMBER $11,000 (Minimum 2 week rentals possible. Negotiable. Please inquire) Eclectic, recently renovated house circa 1880 located in the charming Greenport Village. Equipped with modern amenities, including a brand new kitchen, bathroom, central air conditioning, and heating. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized room. There are two separate living areas, one upstairs and one downstairs, as well as a fully equipped kitchen and beautifully updated bathrooms. A washer and dryer are also available for your convenience. Our house is situated on a quiet street, just a short 5-minute walk from the heart of town. The fenced-in yard features a large outdoor table, perfect for dining al fresco, and we welcome well-behaved pets. We're also located a quick walk to the Jitney and LIRR as well as a quiet beach that's perfect for afternoon dips. We are an NYC-based couple and are embarking on an extended honeymoon this summer after our early June wedding. We are excited to share our art-filled home with you and provide recommendations for the best that Greenport has to offer! If you have any questions or would like to book, please don't hesitate to contact us. We're flexible on dates for this summer but would like someone who wants to rent for at least one month.

Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy feel.

Rental Registration #: 22-171 Beautifully restored Victorian home in the heart of Greenport Village. Fully furnished apartment on bright and sunny second floor. Private laundry, private entrance private driveway and welcoming front porch. Close to Jitney, Ferry, Train, Restaurants, galleries & shops! Greenport Rental Permit #22-171

Welcome to the stunning & newly renovated 485 Sutton Place in Greenport. This magnificent home seamlessly blends comfort, style and luxury living. The home provides a bright & airy feel throughout amongst its two levels of living. The first floor provides two spacious bedrooms and a full bathroom along with a bonus room with kitchenette that leads directly out to the backyard. Make your way to the second floor where you are welcomed by high ceilings and open concept living. A stylish living room with fireplace opens to the eat-in-kitchen and dining room with direct access to the balcony for alfresco dining. Completing the second level is a modern full bathroom, sizable bedroom, and an en-suite bedroom with a half bath. Kick back, relax and unwind in the private and spacious backyard that flaunts a new in-ground heated 18x36 saltwater pool with bluestone coping. The adjacent patio offers ample space for dining and provides shade to escape the summer heat. A dedicated fire pit area is the perfect space to cozy up on summer nights, toast to memories and treat yourself to delicious s'mores. Located on the North Fork of Long Island, this home's prime location provides convenient access to all the magnificent amenities the coveted town of Greenport has to offer and is less than a mile away to Greenport Village. For the wine aficionados, spend your day at the nearby Kontokosta Winery, a waterfront winery perched atop bluff that overlooks the Long Island Sound. Looking for a beach day? You have the option to spend your summer days at two nearby beaches, one private and one public. Experience the ultimate summer getaway on the North Fork. **Available for May ($10k), June ($20k), July ($30k), August-LD ($35k) & MD-LD ($80k).**

Rental Registration #: 22-133 Looking for a truly unique place to live and enjoy Historic Greenport Maritime Village? This is the place for you! Ideally located in the center of the Village, close to shops, restaurants, bars, galleries and more! The rental, an old Carraige House, was gut renovated in 2006. The owner successfully & artistically designed the space to incorporate an industrial/maritime/NYC loft vibe. This 1-bedroom apartment has an additional den/office/art studio & storage. Private outdoor area too! A true MUST SEE! Photos depict the apartment furnished, not all furniture is still there. Can be offered "lightly furnished" or unfurnished - the choice is yours. (Southold Town Permit #: 22-133).