Holiday rentals in Henderson Harbor

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Top-rated holiday rentals in Henderson Harbor

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

The living room features wooden beams and a cozy ambiance, with comfortable seating options arranged around a central area. A staircase leads to the second floor, while natural light enters through multiple windows. A small table and decorative elements enhance the welcoming atmosphere.

Cottage in Sandy Creek

5 out of 5 average rating, 57 reviews

Lakeview | Near Fishing | Firepit | Pets | Kayaks

Enjoy peaceful lake views at this charming vintage cabin. Thoughtfully styled w/character & warmth, the inviting retreat is ideal for unplugging, reconnecting, or working (desk upstairs)—w/o sacrificing comfort. Quiet neighborhood. ★Southwick Beach - 10 min ★Salmon River - 10 min ★Salmon River Falls - hiking 25 min ★1,000 Islands/Bolt Castle - 45 min ★Firepit ★Lg Kitchen ★Washer/Dryer ★Smart TV & Fast Wi-Fi ★Games Note • Age 25+ (unless w/family) • Guests register w/photo ID • Steep stairs

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

4.88 out of 5 average rating, 8 reviews

Beachfront Lake Cottage- Kayaks/Firepit/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.

Top guest favourite

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

4.97 out of 5 average rating, 32 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, enjoy the sunsets. Watch the lights of night wake up over the Bay.

Guest favourite

A cozy waterfront cottage is shown progressing from the lush green lawn to the sparkling waters of Lake Ontario. The exterior features a welcoming deck with steps leading to the entrance. Large windows invite natural light, framing the peaceful lake views under a clear blue sky.

Cottage in Pulaski

4.87 out of 5 average rating, 76 reviews

Cozy LAKE ONTARIO WATERFRONT Breathtaking Views!

Enjoy a soothing stay at our cozy LAKE ONTARIO WATERFRONT cottage! This is a private residence that features an open floor plan with large windows to enjoy the stunning water views and unbelievable sunsets over the Lake. Relax on the full length spacious deck offering comfortable seating and listen to the blissful sound of waves gently crashing on the beach! The property has been recently renovated and offers nice, clean and stylish furnishings and amenities for your vacation. Perfect for 2.

Top guest favourite

The gray historic home features a charming front porch with a welcoming entrance. A paved driveway leads to a small gravel area, providing space for one vehicle. Lush green grass surrounds the property, enhancing the inviting appearance of the house.

Home in Sackets Harbor

4.96 out of 5 average rating, 23 reviews

Renovated home with lake views in ❤️ of Sackets!

Welcome to our charming 2BR, 1.5BA historic home in the heart of Sackets Harbor! Just steps from restaurants, bars, and shopping, with stunning water views, our 1,395 sq ft home sleeps up to 6 guests. Enjoy new appliances, ductless AC, washer/dryer, gas fireplace, off-street parking, and TVs in the living room and master. Perfect for a relaxing family getaway. Gated boat parking available. Book your stay today! *Update: second bedroom has a dedicated wall air conditioner for your comfort.

Top guest favourite

A charming blue cottage is framed by lush greenery, with flower boxes under each window. The building is located near the waterfront, offering a view of the lake. Sunlight illuminates the exterior, enhancing the serene atmosphere of the surrounding landscape.

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.

Guest favourite

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

4.92 out of 5 average rating, 37 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

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.

Guest house in Chaumont

4.99 out of 5 average rating, 132 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 favourite

Home in Adams Center

4.86 out of 5 average rating, 196 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 single-story home is presented, featuring a covered front porch with wooden railing. The exterior showcases a neutral-colored siding and a brown shingle roof. Windows with white trim and dark shutters are visible. A brick walkway leads to the entrance, bordered by lush green grass.

Home in Sackets Harbor

4.79 out of 5 average rating, 34 reviews

Cozy Lake's Edge

Keep it simple at this peaceful and centrally-located place. Fabulous Lake Ontario home in an outstanding location in Sackets Harbor within 2 miles from main street cafes, waterfront dining and shopping, boat launch and marina, library, church and historical sites.This 1 bedroom home has gorgeous views of Lake Ontario, amazing shoreline that is like a beach, gradual water depth great from swimming and kayaking. You can enjoy the night skies sitting around your fire pit.

Top guest favourite

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, 143 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 sandy shoreline extends along a calm lake, with sunlight glistening on the water's surface. Trees line the beach, providing shade. A small fire is visible on the beach, surrounded by gathered branches. The serene atmosphere is enhanced by the expansive view of the horizon.

Home in Dexter

5 out of 5 average rating, 15 reviews

Laidback Lakeside - Beachfront & Late Checkout

Private and peaceful on 6+ acres with over 300ft of pebble & sand beachfront with large lake-side yard for lawn games. Private, dead-end road. Pillar Point offers miles of scenic roadway for biking or walking. In addition to two guest bedrooms with ample closet space there is a full office setup with dual monitors, wi-fi, and a view. The bathroom has separate shower and soaker tub. Attached is the laundry room with full size washer and dryer.