Holiday rentals in Henderson

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Top-rated holiday rentals in Henderson

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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

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.

FamilyLocationKitchen

4.9 out of 5 average rating, 10 reviews

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

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.

FamilyLocationHospitality

4.93 out of 5 average rating, 40 reviews

Guest favourite

Home in Sackets Harbor

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.

LocationValueRiver

4.95 out of 5 average rating, 37 reviews

Top guest favourite

The exterior view of a spacious lakefront home is presented, showcasing large windows that provide ample natural light and stunning views. The house is surrounded by greenery and rocky shoreline, with a deck for enjoying the outdoors. The serene waters of Lake Ontario reflect the clear blue sky.

Home in Sackets Harbor

Stone Cove Cottage overlooking Lake Ontario

One of a kind vacation home with stunning Lake Ontario and sunset views throughout. Large home with a private cove for swimming and beautiful garden landscape surrounded by historic preserve park. Step out onto a battlefield of the War of 1812. Walking distance to shops, dining, and nightlife in Sackets Harbor Village including their many community events/festivals. Public boat launch and marina in town for vessels of all sizes. Short drive to Wescott Beach Park, I-81, and St. Lawrence River.

FamilyLocationCheck-in

5.0 out of 5 average rating, 36 reviews

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

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.

LocationFamilyGrill

4.95 out of 5 average rating, 22 reviews

Superhost

A spacious living room features a large brown sectional sofa and a comfortable armchair, set against a light-colored wall. Natural light fills the room through large windows, adorned with light blue curtains. A geometric-patterned rug adds texture beneath the coffee table.

Home in Henderson

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.

FamilyValueSleep quality

4.73 out of 5 average rating, 37 reviews

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

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!

LocationFamilyView

4.92 out of 5 average rating, 38 reviews

Top guest favourite

Home in Adams Center

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.

ValueFamilyAir conditioning

4.87 out of 5 average rating, 214 reviews

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

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.

ValueLocationQuiet

5.0 out of 5 average rating, 75 reviews

Top guest favourite

A red Adirondack chair is positioned on well-manicured grass, facing a serene view of Lake Ontario. Nearby, a stack of smooth stones rests on a large rock, adding a natural element to the tranquil setting. The calm water stretches out under a clear sky.

Cottage in Dexter

Sunset Cottage on Lake Ontario at Pillar Point

A peaceful place to relax on the shore of Lake Ontario, right on the point of Pillar Point. Enjoy the gentle breeze, lapping waves, and tranquil space. Take in the sunset almost every evening. You will find everything you need for a quiet, restorative getaway. Swim, kayak, read, reflect. A perfect hermitage for clergy, couples, and those who serve and care for others. Guests must be over 21 to book this property.

LocationFamilyQuiet

4.98 out of 5 average rating, 64 reviews

Guest favourite

A tranquil sunset is captured over the calm waters of Lake Ontario. The scene features a vivid orange sun descending towards the horizon, casting warm reflections on the water's surface. Silhouettes of sparse branches are visible in the foreground.

Home in Pulaski

Lakefront Paradise - Sleeps 6 - Only $400/Night

Three-bedroom, two full bath waterfront home, located on beautiful Lake Ontario, just minutes from the Salmon River. This exquisite home also features an electric fireplace, screened-in porch, washer/dryer, fire pit, and microwave. The gorgeous sunsets are world-renowned! World-class restaurant with delicious fare, DEC trails, and white sands beach located 1000 feet away.

ValueLocationCondition

4.87 out of 5 average rating, 39 reviews

Superhost

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

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.

LocationFamilyAmenities

4.73 out of 5 average rating, 56 reviews