Holiday rentals in Henderson Harbor

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Top-rated holiday rentals in Henderson Harbor

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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 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
4.97 out of 5 average rating, 33 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.

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
Home in Adams Center
4.86 out of 5 average rating, 195 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, 33 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 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, 14 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.

Top guest favourite
A single-story ranch home is set against a backdrop of lush greenery. A welcoming front porch extends across the front, with a neatly manicured lawn leading to the entrance. The exterior features light-colored siding and a gabled roof, complemented by a two-car garage.
Home in Pierrepont Manor
5 out of 5 average rating, 62 reviews

Cozy Country Home

Welcome to our house surrounded by forests and open fields and just 15 minutes from picturesque Salmon River Falls, Lake Ontario and Southwick’s Beach State Park. Enjoy boating, fishing and swimming, then relax in the warmth of this 3 bedroom, 2 full bathroom, 6 year old ranch. Amenities include fully equipped kitchen, front porch, back deck and large entertainment area downstairs with ping pong table and expansive sectional sofas.

Guest favourite
The cottage features a front exterior with a well-maintained lawn and a pathway leading to the white door. Large windows provide ample natural light, and a view of Lake Ontario is visible beyond the grass. Trees and other structures frame the scene.
Cottage in Sackets Harbor
4.73 out of 5 average rating, 49 reviews

Cute 1 bedroom Cottage lakeside

This one bedroom cottage with direct access to Lake Ontario on Bolton's Beach in historic Sackets Harbor NY is a perfect destination for a quiet waterside getaway. Located within 1 mile of Main Street in Sackets Harbor NY. The one bedroom has a full sized bed. The cottage also has a pullout twin sized sleeper sofa in the sunroom.

Top guest favourite
A cozy living room featuring a blue sofa and a brown armchair, accented by a patterned area rug. A television is mounted on the wall across from a decorative fireplace. Natural light streams in from windows, enhancing the inviting atmosphere.
Home in Sackets Harbor
5 out of 5 average rating, 22 reviews

Updated townhouse steps from DT

Welcome to your dream vacation in the serene and picturesque Sackets Harbor. This spacious 3-bedroom, 2.5-bathroom residence offers the perfect blend of comfort and convenience ideal for families seeking a lovely getaway. Less than 2 blocks from the lake and downtown restaurants and shopping you will love staying here!

Popular amenities for Henderson Harbor holiday rentals