Holiday rentals in Henderson

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Top-rated holiday rentals in Henderson

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Superhost
Home in Henderson
4.88 out of 5 average rating, 17 reviews

Lake Ontario Getaway w/Private Beach and Game Room

Bring the whole crew and enjoy a lakehouse that truly fits everyone. With 4 bedrooms, 2.5 baths, and multiple hangout zones, it’s easy to gather together to reconnect or spread out and relax. There’s something for everyone - arcade and board games, and a finished basement lounge. But don't forget about the beach! Head to your dedicated space on the private beach to swim, kayak, paddle board, or just soak up the sun. Watch the incredible sunsets then end the night stargazing around the firepit.

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
4.96 out of 5 average rating, 28 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 and enjoy the sunsets. Watch the lights of night wake up over the Bay.

Top guest favourite
A cozy cottage is shown from the side, featuring a grey exterior with brown shutters. A covered porch is visible, alongside a stone pathway leading to the grassy yard. A glimpse of the water is seen in the background, enhancing the serene setting.
Cottage in Chaumont
4.96 out of 5 average rating, 57 reviews

The Love Shack- 1 Bedroom Retreat

This cozy, rustic cottage is perfect for settling in, relaxing, fishing, swimming, and reading a book. Yes, you can do all of that simultaneously. Shallow, warm water awaits you at this simple oasis. Relax under the large covered deck on a hanging swing or soak in the sun on the lower deck. Inside there is one bedroom with a double bed with storage under. The kitchen, living room with futon, and dining room are convenient areas. A pint of Knapp's Sapp Shack syrup is provided upon arrival.

Guest favourite
An A-frame cottage is framed by lush greenery, featuring a dark wood exterior with a centrally located white door. An overhanging carport provides coverage for vehicles, while hanging planters add a touch of color to the entrance. A pathway leads to the cozy front yard.
Cottage in Sandy Creek
4.96 out of 5 average rating, 338 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.

Superhost
The image showcases a charming yellow cottage with maroon shutters. Vibrant yellow roses are blooming in the foreground, set against lush green grass. The sunny exterior and floral accents create a welcoming presence for visitors arriving at the property.
Home in Sackets Harbor
4.77 out of 5 average rating, 22 reviews

The Yellow Rose Cottage

Welcome to The Yellow Rose Cottage! This home has been lovingly curated to meet all of your stay needs. There are 2 bedrooms, the 1st with a full bed, the 2nd with a trundle bed which has 2 twin mattresses. The sectional in the living room also expands to accommodate another full bed. With a large, private, wooded yard it feels secluded even though it's downtown. Battlefield concerts in your back yard, walking distance to everything Sackets. Quintessential cottage life, come visit home.

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
4.91 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!

Guest favourite
Home in Adams Center
4.84 out of 5 average rating, 160 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
An outdoor deck area is presented, featuring a dark wicker seating arrangement with colorful cushions and a central coffee table. A dining table with four chairs is situated near a large orange umbrella, overlooking a serene lake and green lawn.
Home in Dexter
4.95 out of 5 average rating, 37 reviews

La Viletta

Kick back and relax in this calm, stylish space. Featuring a lakeview master bedroom with a king bed and a sliding door that opens on to the lakeside deck, a second lakeview bedroom with a queen bed and third bedroom with a twin and twin trundle. Two full spacious bathrooms for provide the space every family needs. Our waterfront features a large deck with outdoor dining & seating , fire pit and 20 foot dock. The property has an extremely large back yard available for use.

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, 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 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, 57 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.

Top guest favourite
A red cottage is positioned among tall trees, featuring a covered entrance with steps leading to the front door. The building has multiple windows allowing natural light in, while an air conditioning unit is visible, providing comfort during warmer days.
Cottage in Clayton
5 out of 5 average rating, 17 reviews

Thousand Island riverside 3 bedroom cottage.

Near Clayton NY sits cottage with a stunning view of the St Lawrence River. The upper cottage has three bedrooms – the main bedroom with a king bed, sliding doors to deck and spectacular river views, another room with a double bed and another with two twin beds. The bonus for this cottage is an enclosed outdoor shower. The river is swimmable, small dock, and private parking. We do allow pets, but we do have a pet fee.

Popular amenities for Henderson holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Jefferson County
  5. Henderson