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, 43 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, 286 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 beach stretches along the clear waters of Lake Ontario, framed by lush greenery and dotted with gentle waves. The wide shoreline accommodates various seating areas and beachgoers, offering ample space for relaxation and play. A few clouds dot the bright blue sky.

Home in Henderson

4.79 out of 5 average rating, 24 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

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, 108 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

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

4.99 out of 5 average rating, 134 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, 119 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 spacious kitchen area with modern black cabinetry is observed, complemented by stainless steel appliances. A light-coloured area rug embellishes the dark wooden floor. A small dining table is positioned near an entrance door, adding functionality to the inviting layout.

Apartment in Adams

5 out of 5 average rating, 11 reviews

Adams studio|Murphy Bed&Theater

Cozy apartment in the heart of Adams with a private entrance. Enjoy a dedicated home theater room with a reclining, massaging, and heated sofa, sound system, and 75” TV. The main area features a queen-size Murphy bed and a fully equipped kitchen—perfect for short or extended stays. Despite being surrounded by larger buildings, it’s quiet and just steps from local shops!