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, 11 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

4.96 out of 5 average rating, 45 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!

Guest favorite

Adirondack chairs in a light aqua color are arranged around a stone fire pit, offering an inviting seating area. A wooden dock extends into the calm water, surrounded by greenery and a clear blue sky, creating a serene lakeside view.

Cottage in Henderson

5 out of 5 average rating, 29 reviews

Stunning Lake-front Home at Snowshoe Bay

This stylish place to stay is perfect for group trips. It has 3 bedrooms, 2.5 baths, and sleeps 11. The master bedroom is a balcony loft with a private bath that includes a deep soaking tub. Each bedroom and the living room have smart TVs. The high-end kitchen has everything you need for cooking or baking, including a dishwasher for clean-up. There is also an outdoor grill. Enjoy eating at the island in the kitchen, the 10-person dining room table, or outdoors by the firepit or on the deck.

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, 295 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.

Superhost

A sandy outdoor space features a cozy fire pit surrounded by four comfortable chairs. A wooden deck extends from the house, which showcases large windows for natural light. Lush greenery surrounds the area, creating a serene atmosphere for relaxation.

Home in Henderson

4.81 out of 5 average rating, 26 reviews

Lake Ontario Beachfront Retreat | House 1

Welcome to Littlefield Lake House! This is one of two houses on this property (closer to the beach) with direct beach access to beautiful Lake Ontario. The sandy beach is perfect for lounging and building sand castles. This house can be rented on its' own or with the other house (see other listings on my profile). Nightly rates are increased for less than one week bookings and vary, please message for details on pricing. We provide discounted rates for bookings greater than 1.5 weeks.

Guest favorite

Four wooden chairs are arranged around a firepit, located on a grassy area near a creek. Lush greenery surrounds the scene, providing a serene setting for outdoor relaxation and gathering.

Guesthouse in Ellisburg

4.96 out of 5 average rating, 51 reviews

Retreat on South Sandy Creek

Enjoy private fishing access from your backyard on South Sandy Creek and experience world class salmon and steelhead fishing. You will have an entire apartment to yourself (unit attached to our barn) with your own private entrance stocked with toiletries and linens. 5 miles from beautiful Southwick Beach on Lake Ontario, there are limitless options close by for boating, kayaking, hiking, off-roading, snowmobiling, ice fishing and skiing! 18 min from Pulaski, very close to Tug Hill.

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, 29 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, 116 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!

Top guest favorite

Home in Henderson

4.98 out of 5 average rating, 139 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, 123 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, 53 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.