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Waterfront vacation rentals in Remsenburg-Speonk

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Top-rated waterfront rentals in Remsenburg-Speonk

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view captures a lush landscape surrounding a waterfront property, with direct access to a private area of the water. The shoreline curves around the pond, and the proximity to the town beach and nearby shopping and dining is indicated.

Home in North Fork

5 out of 5 average rating, 24 reviews

Beautiful waterfront 3 bedroom home in Southold

Beautiful waterfront home with stunning views of Hashamomuck Pond, making it the perfect escape for a memorable family vacation. Enjoy beaches, wine country, farm stands, and excellent restaurants. Featuring 3 bedrooms and 2 full baths. 1st floor, master bedroom, a guest room, and a bonus room with a pull-out couch. The second floor offers an additional guest room with two queen beds. BBQ, paddle boards, kayaks, fire pit, and plenty of seating to enjoy the beauty that surrounds this home.

A sandy beach stretches along the Long Island Sound, bordered by greenery. A wooden boardwalk leads to the shore, with lounge chairs positioned for sunbathing. In the background, several buildings are nestled among the trees, completing the tranquil seaside scene.

Condo in North Fork

4.84 out of 5 average rating, 130 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

A two-story seaside home is presented, featuring a white exterior and multiple balconies. Lush greenery surrounds the property, with a fenced yard visible in the foreground. The neighboring buildings hint at a welcoming community and proximity to local attractions.

Guesthouse in Norwalk

5 out of 5 average rating, 16 reviews

Waterfront Getaway - Norwalk, CT

Enjoy a stylish experience at this prime location - ideal to explore, relax, or WFH. This beautiful seaside home has full direct waterfront views of the Norwalk Harbor and LI Sound from every room and a balcony. NYC is a quick ride away, with a train station just 0.4 miles away. Across the street is our lovely Veteran's Memorial Park with a route going to Calf Pasture Beach! Experience fine dining in SoNO, long lines at Mr. Frosty's Ice Cream, and more. You won't want to miss this experience.

A serene view of a riverfront scene is framed by large windows. Two boats are docked amid lush greenery and a landscaped yard. Planters with various plants are positioned on the window ledge, enhancing the outdoor ambiance.

Home in Oakdale

4.85 out of 5 average rating, 27 reviews

Riverfront Retreat in Oakdale

Forget your worries in this spacious and serene waterfront space. Beautiful riverfront location in historic Oakdale. Very private. Gorgeous landscaped yard, open and covered outdoor spaces, fire pit,fish pond, dock, outdoor shower, covered hot tub, 3 bedrooms and sleeping den, large living room, kitchen, close to Connetquot Park, fishing,kayaking,Bayard Arboretum, shopping, restaurants ,bars,and Fire Island ferries.owner has use of lower level apartment and garage.boat at dock not for use.

Home in Branford

4.94 out of 5 average rating, 17 reviews

Breathtaking Panoramic Waterfront

Relax to sweeping views from every room in this unique, 4600 sq foot direct-waterfront home with two small private beaches, boulders by the water, large pool, hot-tub, outdoor bar, kayaks, and fire pit. 2 floors of wraparound patio/deck, plus 3rd floor loft and roof patio. Open floor plan, sweeping staircase, 5 bedrooms plus loft, 3.5 bath plus half bath and outdoor shower by pool. A real oasis! (Note: pool not heated and open mid-may to mid-Oct only; hot tub closed Jan-March)

Houseboat in North Fork

5 out of 5 average rating, 11 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Top guest favorite

A wooden deck is showcased, complete with a dining table and chairs, under a large umbrella. Lush green reeds line the waterway, which reflects the cloudy sky. A lamp post and planters with flowers enhance the serene setting, while private docks are visible in the background.

Cottage in Flanders

4.9 out of 5 average rating, 39 reviews

Bayside bliss - Charming 2bdrm on the water w dock

Lovely 2 bedroom cottage located on the water with your own private dock. 2 queen beds, 1 bathroom, and full kitchen. Enjoy a swim and outdoor shower after a blissful kayak along the shores of the Peconic Bay. Easy access to the North and South Forks of Long Island, famous wine trails, Ocean Beaches, and amazing farms. 2 kayaks included in the rental. Experience the food, drink, and beautiful scenery with a short drive to all of the Hamptons.

An aerial view of a peaceful waterfront cottage surrounded by greenery. The property is situated near a winding river, with visible boat docks and lush vegetation. A private lane is shown leading to the home, emphasizing its secluded location.

Cottage in North Fork

4.98 out of 5 average rating, 44 reviews

Stunning waterfront modern farmhouse with dock.

Relax with the whole family or a group of friends at this peaceful, waterfront cottage. Perfect spot to bring a group for a country retreat in the heart of stunning vineyards, spectacular restaurants and stunning waterscapes. Our home’s interior is beautifully appointed where you will be comfortable both inside and outside on our patio, or deck with a breathtaking waterfront view. Peaceful, relaxing and magical place in an idyllic spot.

A grassy area leads to a calm canal bordered by a wooden deck. Colorful flowers are planted in the foreground, while boats are moored along the edge of the water. The scene is set under a clear blue sky.

Guesthouse in Massapequa

4.95 out of 5 average rating, 104 reviews

Private Waterfront Loft, minutes to beach

Loft above garage in our backyard. Beautiful views of the canal behind our house and a quick 10 minute drive away from Jones Beach by car. Tons of restaurants and bars in the area, 40 minutes by train to NYC. The loft has a queen size bed, central air and heat, and comes fully stocked with the basic necessities, including a mini fridge, microwave and Keurig coffee machine. Feel free to reach out with any questions :)

A paved pathway leads toward a private waterfront property, bordered by a white fence and lush greenery. The exterior features light-colored siding, and large windows provide views of the Long Island Sound. The serene atmosphere is enhanced by bright blue skies.

Bungalow in North Fork

4.92 out of 5 average rating, 63 reviews

Incredible Beach Front Bungalow w/ Private Beach!

Experience the very best North Fork has to offer at this beautifully renovated and peaceful private waterfront property. Open sliding doors and step onto a large patio to enjoy panoramic views of the Long Island Sound, and witness the most stunning sunsets! The perfect beach retreat for family and friends or a couple's getaway, one thing for shore is you will absolutely love this charming bungalow!

An open-concept kitchen and living area feature a modern design. The kitchen includes white subway tile, stainless steel appliances, and wooden stools at the counter. A dining area with a rectangular table and a light fixture above is visible, enhancing the room's spacious feel.

Cottage in Yaphank

4.85 out of 5 average rating, 62 reviews

Beautiful Waterfront Cottage

Historic Waterfront with Private Island (this property has a bridge to a private island). Large south facing deck, brand new kitchen and beautiful antique claw-foot bathtub and rainfall shower. The home is 10 minutes from the beach, 10 min from Bellport, 25 minutes from Southampton and 1 mile from the train station to New York City. Enjoy a quiet escape from the city in this well-appointed home.

Top guest favorite

A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.

Home in Bay Shore

4.98 out of 5 average rating, 49 reviews

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

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Popular amenities for Remsenburg-Speonk waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Top guest favorite

The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.

Apartment in Northport

4.99 out of 5 average rating, 144 reviews

Amazing one bdrm flat at the beach!

Top guest favorite

Apartment in Norwalk

5 out of 5 average rating, 61 reviews

Phoenix Engine #1

Aerial view showcases a community setting surrounded by lush greenery and pathways, leading to the ocean's edge. Multiple buildings can be seen with varying architectural styles, while the calm sea stretches across the horizon under a clear sky.

Apartment in Amagansett

4.67 out of 5 average rating, 3 reviews

Fresh&Crisp 1BR w/Loft, Corner Unit + Amazing View

A wooden gazebo with a sloped roof is positioned on a sunlit deck, providing a shaded area for relaxation. Two white chairs and a small side table create a cozy seating arrangement, while the ocean is visible in the background, framed by coastal vegetation.

Apartment in Fire Island

5 out of 5 average rating, 15 reviews

One Bedroom Apt in Cherry Grove

A wooden dock extends over a serene waterway, framed by tall grass and greenery. The calm water reflects the sky, with distant homes visible along the shoreline. Clouds drift overhead, creating a tranquil atmosphere in the natural landscape.

Apartment in East Quogue

5 out of 5 average rating, 8 reviews

Bayside Boho Retreat

Apartment in South Norwalk

4.9 out of 5 average rating, 82 reviews

Water View SONO 2 Bedroom Walk to Metro & Dining

Top guest favorite

A well-maintained exterior of a two-story home features a welcoming porch with white railings and an American flag. Lush green landscaping surrounds the front, with vibrant flower beds and several large windows allowing natural light inside.

Apartment in Fairfield

5 out of 5 average rating, 73 reviews

Bright, private 1,000 sq. ft. 1-Bedroom Apartment

An outdoor area features a swimming pool surrounded by white lounge chairs and yellow accent tables. Umbrella shades are positioned for sun protection. The backdrop showcases a contemporary apartment building with multiple balconies and large windows, complemented by blue skies.

Apartment in Stamford

4.79 out of 5 average rating, 107 reviews

Harborview/pool/freeparking/downtown

Waterfront house rentals

An aerial view captures a stretch of sandy beach bordered by several residential houses. Beach chairs are arranged in groups along the shoreline, while the calm waters of Long Island Sound glisten under a clear sky. Subtle autumn colors can be seen in the background.

Home in Milford

4.82 out of 5 average rating, 97 reviews

Beachfront house on Long Island Sound

A light-filled room features a large sliding glass door providing views of Long Island Sound. The serene ocean scene is complemented by a small table set for two and a potted plant, enhancing the inviting atmosphere of this waterfront home.

Home in East Haven

4.8 out of 5 average rating, 144 reviews

Casa al Mare Beachfront Retreat Oceanview

An inviting living space is presented, featuring a plush sectional sofa paired with a wooden coffee table. Large glass doors allow natural light to fill the room, offering expansive views of the surrounding landscape. A modern chandelier hangs elegantly from the ceiling.

Home in Mastic Beach

4.97 out of 5 average rating, 37 reviews

Mastic Beach Surf House

Home in Amagansett

4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

4.98 out of 5 average rating, 199 reviews

Luxurious Waterfront Beach House On The Bay

The exterior of a charming two-story home is displayed under clear blue skies, surrounded by well-maintained landscaping. A spacious gravel driveway accommodates multiple vehicles. Comfortable outdoor seating is arranged on either side, with a bocce court visible and vibrant greenery framing the scene.

Home in North Fork

5 out of 5 average rating, 17 reviews

Waterfront with private dock & bocce court

Top guest favorite

A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.

Home in East Hampton

4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

An aerial view of the Hamptons home showcases a spacious deck with a shaded seating area beneath an umbrella. The exterior features warm wood siding and large windows that invite natural light. Lush greenery surrounds the property, highlighting the idyllic landscape.

Home in Hampton Bays

4.84 out of 5 average rating, 32 reviews

Waterfront Home | Chefs Kitchen | Sleeps 10

Waterfront condo rentals

A sandy beach is viewed from above, with a wooden boardwalk leading down to the shoreline. Rows of white lounge chairs are positioned on the sand, facing the ocean. A grassy area borders the beach, alongside a multi-story building in the background.

Condo in North Fork

4.75 out of 5 average rating, 4 reviews

Beautiful 2 Bedroom 2 Bathroom Waterfront Condominium Getaway

Top guest favorite

A well-maintained lawn is visible, extending towards the water's edge. The grassy area is framed by gentle landscaping, with a distant view of the ocean creating a serene backdrop. The exterior of the condominium building can be seen to the left.

Condo in North Fork

4.88 out of 5 average rating, 97 reviews

Waterfront Condo C-204 at The Cliffside Resort

A serene waterfront view showcases a calm blue waterway, with boats docked at a wooden pier. Lush green grass leads towards the shoreline, and a clear sky adds to the tranquil ambiance of the setting.

Condo in North Fork

5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

Four white Adirondack chairs are arranged on a lush green lawn, facing the Long Island Sound. The calm water stretches into the distance, framed by clear blue skies with a few scattered clouds.

Condo in North Fork

4.84 out of 5 average rating, 106 reviews

Beautiful condo on Long Islands Northfolk

A spacious outdoor dining area features a rectangular table surrounded by six chairs. The setting provides a clear view of the ocean, with a grassy area and parking visible in the background, offering a serene space for meals or relaxation.

Condo in North Fork

4.89 out of 5 average rating, 149 reviews

Beautiful Waterview Condo on the North Fork of LI

A private beach stretches along the coastline, with soft sand and patches of greenery. A wooden pathway leads from the grassy area to the water, while several beach loungers are positioned facing the shore. The gentle waves of Long Island Sound meet the sandy beach under a clear sky.

Condo in North Fork

4.9 out of 5 average rating, 119 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

Condo in North Fork

4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

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