Vacation rentals in Henderson

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Top-rated vacation rentals in Henderson

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Guest favorite

A finished basement area features a shuffleboard table in the foreground and a cozy seating arrangement with a gray couch. Two arcade game machines are positioned against the wall, with stairs leading to the first floor visible in the background.

Home in Henderson

5 out of 5 average rating, 8 reviews

Modern Lakeside Family Retreat w/ Private Beach

Relax at this modern lakeside retreat nestled amidst the serene beauty of Lake Ontario. This 4-bed, 2.5-bath home offers the perfect haven for the entire family. The spacious kitchen, large dining table, loft sitting area, furnished deck, and finished basement offer endless spaces to gather. But don't forget about the beach! Head to your dedicated space on the private beach to swim, kayak, or just soak up the sun. Watch the incredible sunsets then end the night stargazing around the firepit.

Top guest favorite

A wide expanse of sandy shoreline is captured, with gently lapping waves at the edge. Lush trees line the beach, complemented by distant beach houses. The sky is overcast, casting a soft light over the scene.

Tiny home in Henderson

4.95 out of 5 average rating, 42 reviews

Amazing Beach Getaway at a Tiny Beach House!

Experience and fall in love with tiny house living in our 1 bedroom 1 bath cottage. Located within walking distance to a beach access where you can enjoy and stroll the miles of white sand beach shoreline. The interior has a separate queen bedroom and bath, living space with queen sleeper, dorm fridge and microwave. The unique exterior boasts a large deck with a complete outdoor kitchen, living/dining space, useable shed with full size fridge and firepit. Hike, bike, swim, kayak and much more!

Top guest favorite

A spacious dining area is visible, featuring a large wooden table surrounded by multiple chairs. A dark couch is positioned against the wall. Natural light is allowed in through a window, while a ceiling fan offers circulation. Decorative elements add character to the room.

Home in Sackets Harbor

5 out of 5 average rating, 28 reviews

The Phelps Estate at Stony Ridge

Relax with the family in our fully screened-in front porch, walk across the lawn for an afternoon treat at a local ice cream stand, or enjoy a family style dinner around the large dining room table! The estate offers options for all ages, and with a master bedroom located on each floor it would be the perfect option for an extended family getaway. As an ode to simpler times and places, we offer you a chance to unplug from the world around and enjoy some quality family time with no TV or Wi-Fi.

Guest favorite

An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.

Cottage in Sandy Creek

4.95 out of 5 average rating, 284 reviews

🌙 Olde Salem A-Frame Cottage 🔮 near Lake Ontario

You are steps away from witnessing the greatest sunsets along North Sandy Pond (across from Lake Ontario) when you stay at our relaxing, unique, and cozy A-frame - inspired by all things magical and earthy. Sit by the backyard fire, sip coffee by the electric fireplace, read a book in the bedroom nook, play board games, dance in the kitchen, and enjoy four seasons of nearby activities such as fishing, kayaking, boating, jet skiing, hiking, swimming, ice fishing, snowmobiling, and snowshoeing.

Guest favorite

A clear view of the peaceful waterfront is provided, showcasing calm waters reflecting the blue sky. A wooden dock extends into the water, surrounded by lush greenery, including a tree and neatly trimmed bushes, creating a serene outdoor space.

Cottage in Henderson

4.93 out of 5 average rating, 28 reviews

Lake Cottage Perfect for Fall Summer & Fall Fun

Your waterfront getaway in scenic Henderson Harbor awaits. Now's the perfect time to enjoy all fall has to offer in Northern New York. Book a quick romantic getaway, family getaway, or spring trip! Our cottage has front-row seats to the most beautiful sunsets, a new crib dock giving easy access to boating & fishing, and nearly 100' of pristine waterfront for enjoying Henderson Harbor's waters. Whether it's calm and quiet to escape the daily grind or fun & excitement, we have it!

Top guest favorite

The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.

Guesthouse in Chaumont

4.99 out of 5 average rating, 107 reviews

Peaceful Getaway

Kick back and relax in this peaceful space. Guest house has two twin beds, private bathroom, microwave, toaster, Keurig, small refrigerator. WiFi access, outdoor grill with outdoor dining and seating area all under a 16x24 pavilion. This property offers incredible views, fish jumping and canoe and kayak access. End your incredible day fishing off the dock with s’mores at the fire pit. Hunters and fishermen welcome. Plenty of parking so bring your motorized toys! See you soon!

Superhost

A quaint two-story cottage is showcased with a light blue exterior. The structure features large windows framed by dark shutters, allowing for ample natural light. A small enclosed storage area is located at the lower level, surrounded by manicured grass and garden plants.

Cottage in Henderson

4.85 out of 5 average rating, 66 reviews

Cozy 2 bedroom waterfront cottage on Lake Ontario

Unwind on Lake Ontario at this 2 bedroom waterfront cottage nestled in the heart of Henderson Harbor. You'll find everything you need for an amazing stay. Fully equipped kitchen, Wi-Fi, smart TV, a shared deck overlooking the water, dock, grill, free parking, and much more! Feel free to bring your boat or jet ski, a public boat launch is only 5 miles away! Take a drive or boat ride to the historic town of Sackets Harbor! You won't be disappointed with the breathtaking sunsets!

Top guest favorite

A well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.

Guesthouse in Pulaski

4.97 out of 5 average rating, 136 reviews

The RiverView Suite

Welcome to our serene Riverview Suite, where the estuary of the Salmon River flows right past your large picture window offering uninterrupted views of nature’s artwork. A perfect place to enjoy the year round beauty and adventures of Pulaski. Anglers will find themselves in the heart of salmon and trout territory. Drive 200 yards across the Route 3 Bridge to hop on the snowmobile trails or hike Selkirk State Park, or a few miles north to find yourself golfing near Sandy Pond.

Top guest favorite

A cozy living area features a comfortable leather sofa and armchairs surrounding a circular coffee table. Large glass doors open to stunning lake views, while a flat-screen TV is mounted above a modern fireplace. Natural wood paneling enhances the inviting atmosphere.

Home in Henderson

4.98 out of 5 average rating, 132 reviews

Lake front •Year round hot tub•Gorgeous sunsets

Nestled on beautiful Lake Ontario stands this beautiful year round cottage designed in and out to give you a luxurious lake vacation! Come inside and sit by the fire and enjoy the stunning views with waterfront deck complete with a New 8 person hot tub that is available year round, gas grill, smokeless fire pit, outdoor dining area with automatic awning & lounging area. We guarantee you will not want to leave! Only a 5.5 hour drive from NYC! Pet friendly 🐶

Top guest favorite

A single-story house features a blue metal roof and large windows, surrounded by a grassy area. A wooden deck leads to a private outdoor space with blue chairs and a fire pit, while trees provide natural shade near the water's edge.

Home in Sandy Creek

4.98 out of 5 average rating, 118 reviews

The Henderson House

Welcome to our house. We offer 2 bedrooms both with queen size beds. The property is located within 5 miles of two marinas, along with The Elms Golf Club and is located on Lindsey Creek, that has access to North and South Sandy Pond, as well as Lake Ontario via canoe or kayak. Amenities include: washer, dryer , fully equipped kitchen, bedding, towels, wood . A great multi season property. We offer a one canoe for use. We also have wi fi and tv.

Top guest favorite

A cozy living area is featured with a dark sectional sofa and light wooden flooring. The open space leads to a kitchen in the background, equipped with wooden cabinets and seating. Natural light is let in through sliding glass doors, opening to a view of the outside.

Guesthouse in Adams

5 out of 5 average rating, 133 reviews

Adams NY. The Collie Cottage Guest house.

Private and quiet apartment. 20 minutes from Watertown . 5 miles from Southwick Beach State park. Great Fishing near by. Henderson Harbor, Pulaski, Lake Ontario. Golf Coarse near by, Skiing at Dry Hill, Snowmobiling at Barns Corners. All new appliances and furniture. Very cozy and comfortable apartment. Back patio with awning and back yard. We call it the collie cottage after our beautiful Collie dog and our love for the breed.

Top guest favorite

A red Adirondack chair is positioned on well-manicured grass, facing a serene view of Lake Ontario. Nearby, a stack of smooth stones rests on a large rock, adding a natural element to the tranquil setting. The calm water stretches out under a clear sky.

Cottage in Dexter

4.98 out of 5 average rating, 51 reviews

Sunset Cottage on Lake Ontario at Pillar Point

A peaceful place to relax on the shore of Lake Ontario, right on the point of Pillar Point. Enjoy the gentle breeze, lapping waves, and tranquil space. Take in the sunset almost every evening. You will find everything you need for a quiet, restorative getaway. Swim, kayak, read, reflect. After a good nights sleep, imagine coffee by the water as you take in the morning sounds.