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

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.

4.9 out of 5 average rating, 10 reviews
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

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.

4.93 out of 5 average rating, 40 reviews
Guest favorite
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.

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.

4.73 out of 5 average rating, 37 reviews
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

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!

4.92 out of 5 average rating, 38 reviews
Top guest favorite
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.

4.87 out of 5 average rating, 214 reviews
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

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.

4.97 out of 5 average rating, 147 reviews
Superhost
Home in Dexter

Lake Ontario Waterfront w/ dock & kayaks

Lakefront retreat sleeps 11 with 4 bedrooms, 2 baths, and parking for 6 (or 4 with full RV hookup). Features a fully updated kitchen, cozy indoor fireplace, and waterfront access with unrestricted lake views. Multiple outdoor spaces include a fire pit overlooking the water—perfect for gatherings and relaxation for the entire family. Sit back, kick your feet up and watch the sunset set over the Lake Ontario from the upper or lower deck!

4.92 out of 5 average rating, 13 reviews
Guest favorite
Home in Dexter

Lake House Retreat

Welcome to our lake house, where stunning sunsets are a daily highlight! Nestled on the shores of a serene lake, this retreat offers breathtaking views and a peaceful escape from the hustle and bustle. Whether you're lounging on the deck, fishing off the dock, kayaking, swimming, or simply enjoying the evening sky, you're in for a memorable stay. We hope you make the most of this beautiful setting and create some unforgettable moments.

4.84 out of 5 average rating, 64 reviews
Top guest favorite
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.

4.98 out of 5 average rating, 64 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.

4.73 out of 5 average rating, 56 reviews
Superhost
Home in Henderson

Road Tree House

Waterfront cottage on beautiful Lake Ontario. Relax with the whole family at this peaceful place to stay. 4 bedrooms, 1 bathroom with shower. All bedding, towels and beach towels included. Breathtaking sunsets. Private dock. Beautiful view of Lake Ontario from the cottage and the deck. 20 minutes from historical Sackets Harbour.

4.7 out of 5 average rating, 10 reviews

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