Vacation rentals in Henderson Harbor

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Top-rated vacation rentals in Henderson Harbor

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Superhost

A spacious outdoor area features wooden picnic tables positioned on a stone patio, overlooking the serene water of Lake Ontario. Lush greenery surrounds the space, with trees providing shade, and a glimpse of the beach is visible in the background.

Cottage in Henderson

4.8 out of 5 average rating, 5 reviews

Beachfront Lake Cottage - Kayaks, Prime Stargazing

Experience incredible sunsets over Lake Ontario at this beachfront and lakefront seasonal property. Watch the sun slip into the lake, then enjoy a fire on the beach and prime stargazing. Shallow water/ sandy beach, perfect for kids and launching kayaks. Plenty of space for activities on the lawn and beach. Play cornhole or bocce ball; use the shared kayaks and stand-up paddleboards; make your family and friends an amazing meal using the wood-fired outdoor pizza oven; relax and soak in the sun.

Guest favorite

The image displays a cozy interior featuring large windows that overlook a serene winter landscape. A comfortable seating area surrounds a fireplace, providing a warm focal point. A well-appointed corner is visible, ideal for relaxation and enjoying the scenic views.

Home in Three Mile Bay

4.96 out of 5 average rating, 23 reviews

1066 Hastings House

A romantic escape for no reason? Maybe a special Easter egg hunt for the season? For a small fee, I can fill plastic eggs, hide inside/outside for family fun! We welcome to the 1066 Hastings House, responsible 25 yr olds and up, 1-2 well behaved house trained dogs. Hosting, up to maximum of 5 guests. From the dining & great room, enjoy the sun rising. As the day draws to a close, snuggle up by the fireplace in the greatroom and enjoy the sunsets. Watch the lights of night wake up over the Bay.

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

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!

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

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.