Holiday rentals in Henderson Harbor

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Top-rated holiday rentals in Henderson Harbor

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Top guest favourite
An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.
Flat in Watertown
4.89 out of 5 average rating, 128 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Guest favourite
Cottage in Sandy Creek
4.96 out of 5 average rating, 333 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.

Top guest favourite
Home in Henderson
5 out of 5 average rating, 16 reviews

Henderson Harbor Hideaway

Henderson Harbor Hideaway is a cozy water front two bed room Cottage located next to the Historic Henderson Harbor Yacht Club that rests on the Eastern end of Lake Ontario. Henderson Harbor boat launch is a 1/2 mile away, and boasts two, very wide boat launch areas, along with plenty of parking. Restaurants, bait shop, small grocery store, and fishing charters are walking distance from the cottage. Southwick Beach State Park, and Westcott Beach State Park are less than 10 minutes away.

Top guest favourite
The A-frame cabin features a distinctive triangular structure with a symmetrical roof. Two outdoor chairs are positioned on the front patio, framed by warm lighting from wall-mounted fixtures. The entrance is centered, flanked by large glass doors inviting natural light.
Cabin in Pulaski
4.97 out of 5 average rating, 219 reviews

A-Frame on Sandy Pond 420 Friendly No Cleaning Fee

Fantastic A-Frame on Sandy Pond, an inlet with direct access to Lake Ontario. Although not waterfront, The Groove A Frame sits a stone's throw from the shore of Sandy Pond and a deeded boat launch. Enjoy world class fishing in the pond, lake, and nearby Salmon River. Located on a NYS established snowmobile trail. Up to 2 dogs allowed with paid pet fee. The Groove A Frame is a cannabis friendly rental. Enjoy smoking cannabis anywhere indoor or outside, but NO INDOOR TOBACCO SMOKING!

Guest favourite
A dock extends over the serene waters of Henderson Harbor, framed by a railing. Four Adirondack chairs in red and blue are positioned for relaxing views of sailboats in the distance and the surrounding landscape. The sky displays a mix of clouds and clear blue.
Cottage in Henderson
4.91 out of 5 average rating, 34 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 favourite
A compact dining area is featured, consisting of a square wooden table surrounded by four dark chairs. Natural light filters through the nearby windows, illuminating the space. A modern refrigerator and microwave are visible, enhancing functionality within the well-lit kitchen.
Flat in Watertown
4.94 out of 5 average rating, 350 reviews

Cozy Apartment with No cleaning fee

Simple elegant space that can comfortably accommodate five adults. Two bedrooms one with a king bed and other with a twin size day bed with trundle twin bed slide in , and large deep couch. Each room has a TV. This unit is in the second floor, with a parking area for two cars, washer, dryer and 70" tv in living room. We are located ten minutes away from Fort Drum and most local attractions. Please do not leave pets unattended Pet fee $30 per pet limit 2 non-refundable

Top guest favourite
Guest house in Chaumont
4.99 out of 5 average rating, 123 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
Home in Adams Center
4.83 out of 5 average rating, 154 reviews

The Hideaway Cabin

Welcome to the Hideaway Cabin, where you can unwind in the embrace of nature. Here, you can sizzle your favorites on the grill, lounge in the Adirondack chairs on the balcony, or simply relax indoors. Come evening, gather by the firepit on the porch to watch the fireflies dance or relax in the hot tub on the back porch. It's the ideal blend of natural serenity and homely comfort. In the winter, cozy up by the woodstove in the living room and catch up on your favorite TV shows.

Guest favourite
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.
Guest house in Pulaski
4.96 out of 5 average rating, 159 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 favourite
A serene view of a house by the water, showcasing a grassy area alongside a calm creek. The building features a blue roof and large windows, with a deck visible at the entrance. Surrounding trees and earthy tones complement the peaceful setting.
Home in Sandy Creek
4.98 out of 5 average rating, 140 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 favourite
A stone pathway leads through a grassy area towards the waterfront, framed by trees. The sun sets over the calm lake, casting a warm glow across the water. Adjacent, a play structure and boats are visible, adding to the serene landscape.
Tiny home in Three Mile Bay
4.94 out of 5 average rating, 109 reviews

Tiny Hideaway - Cozy Waterfront Escape

The tiny hideaway is an adorable tiny camp (might have to duck if you are over 5feet 11 in doorway and bathroom) on Chaumont bay. Year round camp. It’s great for a small family or a get away for a couple. Great private water front to enjoy with a dock. Bring drinking water as it’s on a shore well and is not drinkable. ICE FISHERMAN: I do not suggest accessing the ice in-front of the camp. Most guest access at long pt 1.5 down the road.

Top guest favourite
Home in Dexter
4.97 out of 5 average rating, 116 reviews

Hazel's Lookout - relax with stunning sunsets

A perfect retreat for individuals, couples, or small families, our house boasts views of the most beautiful sunsets on the pristine waters of Lake Ontario. Whether you're looking for a peaceful stay or access to many types of adventures our house is a perfect location for both! . With ducks diving for fish right out the back door, you’re likely to spot a variety of wildlife, often including bald eagles, deer, and cranes.

Popular amenities for Henderson Harbor holiday rentals