October Stays

Go off-grid this October but still enjoy all of your favorite amenities. With Luxury Beach Getaway, you’re guaranteed a backdrop that needs no filter and the best views of Long Island's fall foliage. Below are some properties with October availability. 

Classic Southampton Home

Plan your next getaway to our Classic Southampton Home. This stylishly-decorated property sleeps ten comfortably, with five bedrooms and three bathrooms. Three rooms are equipped with king-size beds. The fourth room has a king-size bed along with a twin-sized couch that can be used as a bed. The fifth room offers two twin-sized beds. Meantime, there is a spacious and fully-equipped kitchen that is ideal for preparing the perfect meal during your stay with us. The dining room table is well-suited for hosting ten guests, offering ample seating. The glass door by the kitchen area also provides access to the huge deck, where an outdoor dining table is available. There’s also a gas BBQ grill for cook-outs while taking in the fall foliage. Nestled in a quiet, parkland setting with a private tree-lined yard, this getaway has all the privacy you could desire. The cherry on top - there is a beautiful jacuzzi where you can soak all of your worries away. After relaxing in the hot tub, cozy up by the outdoor fire pit with your favorite people. This vacation rental is perfectly located in the historic and scenic town of Southampton. It’s only a 5-minute drive to the Southampton Village, where you can browse the wonderful restaurants and small shops. For a romantic night for two, we recommend dining at 75 Main. If you’re looking for a casual bite, Southampton Publick House is a must! Don’t forget to check out some of Long Island’s famous vineyards and wineries!  Duck Walk Vineyard is just a few minutes away. Available all of October. 

https://www.luxurybeachgetaway.com/Unit/Details/115180

The Soundview Beach House 

Our Soundview Beach House is sure to tick all of your boxes! Located in Wading River, this luxurious boho-style home sits directly on the beach with a wraparound deck on the front and back of the property. With plenty of lounge chairs, you can watch the sunrise over the water with your morning coffee or gaze at the stars in the evening. With this home comes your own private beach that is only for guests of this home. While the water may be chilly, the views never disappoint. Dine alfresco and enjoy the outdoor grill. Inside, there are four bedrooms and two and a half bathrooms. The primary bedroom upstairs is filled with extra-large, grand windows that span the length of the entire home. You will sleep like royalty in the king-size bed. There is also an ensuite with a pull-out sofa bed that can be converted for sleeping, a large bathroom, and a dedicated desk for those seeking a staycation. Our high-speed wifi is equipped for any guest working from home, so why not change your view for a while? On the main level, there are three Queen beds and a comfortable living space for up to ten guests. There is also a beautiful fireplace in the living room to keep you warm as you cozy up with your favorite book. The kitchen is newly remodeled with beautiful white cabinets and a grand island. This home has everything you will need for a wonderful stay! When you book a getaway with us, you are guaranteed essential amenities, as well as plenty of options for entertainment. Walk to the local Wading River Village for coffee and breakfast or hop in the car to explore the North Fork’s local destinations. October is a great month for pumpkin picking, wine tasting at the vineyards, and browsing the local farm stands. In the evening, you can walk over to La Plage, a five-star restaurant, located just across the street from this vacation rental. Don't forget the Hamptons, Greenport, Montauk, and Shelter Island are all in the palm of your hand. If you are looking for multiple homes nearby for additional family and friends, please inquire! We have many other beach homes within close proximity, along the same stretch of picturesque beach. Dog-friendly! Available October 14-25 and 27 through November.

https://www.luxurybeachgetaway.com/Unit/Details/115124

The Bahia Mar Beach House

Spend October in the tranquility of the outdoors in our Bahia Mar Beach House, located in the heart of Laurel. This four-bedroom, three-and-a-half-bathroom home sleeps nine and sits directly on a private beach overlooking the Peconic Bay. Here, you can relax in the hot tub while taking in the scenes of the North Fork. This home offers unforgettable sunsets and the perfect space to create new memories that will last a lifetime. As you step onto the property, you'll be greeted by a vast fenced-in yard, providing privacy and ample space for outdoor activities. Our Bahia Mar offers an idyllic escape for all guests, with meticulous design and unparalleled comfort. Inside, you can take in the panoramic water views from the spacious kitchen, complete with a stunning island and open layout that flows seamlessly into the dining area. The expansive inside living area creates a perfect sanctuary for relaxation. Accommodations in the main house include a lavish primary bedroom on the first floor with a king-sized bed and an en-suite full bathroom. The second floor is home to two well-appointed bedrooms: one with a single queen bed and another with two queen beds, each boasting its own full bathrooms. Additionally, there is a quaint sleeping nook with a twin bed that provides extra sleeping space. The property also includes a convenient first-floor powder bathroom. A separate guest house loft enhances this exquisite property. The guest house offers a double bed, its own kitchen, and a full bathroom, ideal for guests seeking a bit more privacy from the main house. Our Bahia Mar is the perfect mix of luxury and coastal living! Dogs are allowed so bring your furry friends too! Available October 19-24 and October 28 through November. 

https://www.luxurybeachgetaway.com/Unit/Details/261653

Sprawling Southampton Home

Looking to stay in the heart of the Hamptons? Our Sprawling Southampton Home is your ideal fit! With four bedrooms and two and a half bathrooms, this property is perfect for a family reunion   or girls’ getaway. It comfortably sleeps 13 guests and is set back, offering all the privacy you could dream of. The open-concept floor plan makes hosting a dream. The stylishly-decorated kitchen will captivate your heart. For the kids, there is also a separate game room with tons of great games, including a ping-pong table, pool table, and foosball. There is also a large bar so parents — pour yourself a drink and get your game face on. You will certainly not be bored with this vacation rental! The best part? You will be a 3-minute drive to the Village of Southampton, which offers wonderful restaurants, great nightlife, and adorable shops. Don’t forget to check out the Shinnecock Lobster Factory during your stay to see what Long Island’s famous lobster rolls are all about! If exploring the local wineries is more your style, you won’t want to miss Wölffer Estate Vineyard, which offers an array of wine tastings and pairings. If you have been wanting to visit the Hamptons, this house is a perfect choice. Just bring food and clothing! Available all of October. 

https://www.luxurybeachgetaway.com/Unit/Details/118500

The Lindsay Luxurious Estate

In Wading River, you will find our Lindsay Luxurious Estate. This home is newly renovated to make this the perfect fall getaway. Enjoy the start of colder nights in the hot tub, which comfortably seats 7. Share stories around the fire pit while making s’mores. The fully fenced-in backyard is perfect for those looking to bring their furry friends along. The kids can spend their nights in the garage, which has been recently turned into a game room equipped with table tennis. Inside, you will find four beds and three full baths. This home comfortably sleeps nine. Feel at home in the primary bedroom, furnished with a king bed and an ensuite bathroom. There’s also a Queen bedroom, a double bedroom with full size and twin bed, and an office with a daybed. You’ll adore cooking in the large chef's kitchen with state-of-the-art appliances, stocked with cookware and spices. The two living room spaces and dining room comfortably seat large families and groups. The open floor plan allows your guests to come and go as they please. As the weather gets cooler, you will appreciate the remote-controlled propane fireplace. For those working from your vacation home, there are multiple desk spaces, equipped with monitors and the privacy you’ve been longing for. Start your workday right with a ride on the brand-new Peloton bike - just bring your shoes! For those who love to shop, browse the nearby Tanger Outlets or East Wind Shoppes. Our Luxurious Lindsay Estate is just minutes from restaurants like The North Tavern, Mesquite, Phils, Cooperage Inn, and Brekky Cafe. It’s also just 3 minutes away from Sound Avenue, which leads to all the North Fork wineries and farm stands. Don’t forget to stop by Andrew’s Farms where they have the best Long Island pies! For those who love hiking and biking, Wildwood State Park is just down the road from the house. Available all of October.

https://www.luxurybeachgetaway.com/Unit/Details/229964

Chic Beach House 

Who says the beach isn’t as beautiful in the fall? Step into paradise in our Chic Beach House. This home is sunny, light, and airy, with an effortless indoor-to-outdoor feel. Immerse yourself in the tranquil ambiance and let the awe-inspiring water views captivate your heart. With four bedrooms and three bathrooms, this property sleeps 10 comfortably. Guests adore abundant natural light, open floor plan, and stunning beachfront views. This home features several luxurious amenities, including a large hot tub for relaxing and a barbecue grill for outdoor cooking — to name a few! Enjoy your morning tea with a view before spending the day hopping from vineyard to vineyard along the North Fork Wine Trail. This home is in a close-knit beach community, just minutes from the local farm stands, including the famous Bakewicz Farms. Whether you want to enjoy the beach views or curl up with your favorite book in bed, this is the home for you. Dogs allowed. Act fast! Available October 14-25 and October 27 through November. 

https://www.luxurybeachgetaway.com/Unit/Details/115107 

Coastal Retreat 

Just down the block from our Chic Beach House, you will find our Coastal Retreat. Also located in Wading River, this vacation home sleeps 7 with three bedrooms and three bathrooms. Our Coastal Retreat offers a seamless blend of sophistication, comfort, and natural beauty. With its spacious living areas, fabulous water views, new chef's kitchen, luxurious bedrooms, and spa-like bathrooms, this home is designed to provide an unparalleled living experience. On the first level, as you step into the spacious living room, you'll immediately notice the inviting ambiance from the cozy fireplace. This is truly the perfect spot to relax and unwind this autumn. The large windows in the adjacent dining room provide breathtaking water views, adding a touch of elegance to every meal. You can prepare culinary masterpieces in the new chef's kitchen, which boasts Quartz countertops and custom cabinetry. Whether you're an amateur cook or a seasoned chef, this well-appointed kitchen will exceed your expectations and inspire your culinary creativity. The bedroom on the main level also offers magnificent water views, allowing you to wake up to the serene beauty of the North Fork. Adjacent to the bedroom, a new full bathroom provides modern amenities and a sleek design, ensuring a comfortable and refreshing experience. The second level is dedicated to unparalleled luxury and breathtaking panoramic water views. The master bedroom is a haven of tranquility, featuring expansive windows that showcase the stunning vistas. You can relax in the comfort of this spacious retreat and let the soothing sights of the water calm your senses. Connected to the master bedroom is a spa-like bathroom that takes luxury to new heights. With its fabulous views, this bathroom creates a serene atmosphere where you can indulge in a rejuvenating soak or unwind in the lavish surroundings. Another guest bedroom on this level ensures ample space for your family or friends. They too can revel in the beauty of the surroundings and enjoy a comfortable stay in this elegant space. Outside, step out onto the deck and immerse yourself in the sights and sounds of the peaceful Wading River shore. This expansive outdoor space provides the perfect setting for entertaining guests, enjoying al fresco dining, or simply relaxing while taking in the serene water views. Indulge in the tranquility and refreshing breeze as you create lasting memories in this picturesque setting. For those seeking exploration, head down the street for some amazing coffee at Brekky or seafood from the local fish market. There are also tons of small businesses to support, including a wood shop, an antique store, and many others. As avid outdoor lovers, we highly recommend exploring the area! Take a hike at Wildwood State Park, shop local produce at Lewin Farms, or enjoy a walk in the brisk October air. There is so much to see and do during this time. You’ll be sure to have a blast no matter what you choose to do. Dogs allowed! Available for mid-week stays in October.

https://www.luxurybeachgetaway.com/Unit/Details/253145

Poppy’s Private Beach Paradise 

If you’re looking for panoramic fall foliage views, look no further! Poppy’s Private Beach Paradise offers stunning water views and exclusive access to the shoreline. This "cottage feel" beachside retreat in Wading River sleeps 8 guests. There are three bedrooms and two bathrooms. When you enter this home, you will be captivated by the peacefulness of the Long Island Sound. This cozy getaway is thoughtfully laid out across two floors. On the first floor, you'll find the master bedroom with a queen-sized bed and a bathroom with a shower and bathtub. The living room is perfect for relaxing, playing board games, or resting after a full day of exploring the sights of Long Island. The living area also includes a sofa bed to accommodate extra guests. To access the second floor, you can use the elevator or exterior stairs, making carrying your luggage a breeze. Upstairs, there are two additional bedrooms— one with a queen-sized bed and the other with two twin-sized beds. This level also boasts another bathroom and a fully equipped kitchen, making it ideal for family stays or groups needing a bit of extra privacy. Enjoy breathtaking panoramic views from the two spacious decks, ideal for watching the sunrise over the marsh or the sunset over the sound. There is also a private beach for you and your guests to enjoy. Take a long walk along the shore collecting seashells and watch the leaves change or throw out a rod and catch some fish. You will feel at home in this enchanting sanctuary, ensuring a peaceful and rejuvenating stay. The house is fully stocked with everything you need, including clean linens, towels, and modern conveniences like an air fryer, hand mixer, blender, toaster, and two coffee makers — one on each floor! For your convenience, a washer and dryer are also available on-site. Outdoors, there is a new gas grill and ample seating, perfect for fall BBQs. There is also a nearby boat ramp for easy access to the Sound for more extensive fishing expeditions. This home is just a bike ride or walk away from local parks, shops, and restaurants, including La Plage, voted "the most romantic restaurant on Long Island” by the New York Times. Additionally, you're only minutes by car from local wineries, breweries, cider houses, distilleries, and golf courses. Mom will love the East Wind Spa and Shoppes. The kids will adore the Long Island Aquarium. Come relax and rejuvenate at our beach paradise, where every day starts with a beautiful sunrise and ends with a spectacular sunset. Dog-friendly! Available the rest of October.

https://www.luxurybeachgetaway.com/Unit/Details/262574