Holiday rentals in Henderson

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Top-rated holiday rentals in Henderson

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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
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.

Top guest favourite
A rustic cabin is illuminated by string lights, inviting a cozy atmosphere. Stone steps lead to a sheltered porch, where seating is accessible. Surrounding trees enhance the natural ambiance, and gravel paths create a quaint outdoor setting shaded by greenery.
Cabin in Lorraine
4.99 out of 5 average rating, 541 reviews

Bear Hill One Room Cabin with Hot Tub

Unplug during your trip in the middle of the woods, tiny rustic one room cabin with hot tub sits in Little John Forest and borders the Boylston snowmobile trail system Perfect for snowmobiling and 4 wheeling. Acres of state land for hunting. Cabin is 22 miles from the Salmon River in Pulaski NY. Sleeps 2 with a queen bed. There is a sofa bed. Equipped with electricity, running water,WIFI. A bathroom with shower. Bring charcoal for the grill or cook right over the fire with the grid!

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, 131 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, 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 historical stone structure with Gothic architectural features is framed by lush greenery and colorful flower beds. The building is highlighted by soft evening light under a vibrant sunset sky, creating a serene backdrop for the peaceful surroundings.
Home in Chaumont
4.99 out of 5 average rating, 86 reviews

The Chez Heron. A small gothic castle in Chaumont

The Chez Heron was built in 1872 out of local limestone and was made to resemble a small Gothic castle. It is nationally registered as a historical structure. It is set up for 1 couple looking for a peaceful getaway. Full kitchen. We will have a bottle of champagne chilling for you .We have an outside Hot Tub and Fire area for you to relax and enjoy. Located within the vilage of Chaumont and walking distance to several local businesses.

Guest favourite
A single-story cabin features natural wood siding and a welcoming front porch with seating. The surrounding lawn is grassy and well-maintained, complemented by fragrant shrubs. Tall trees provide shade, creating a peaceful outdoor environment.
Cabin in Scriba
4.94 out of 5 average rating, 16 reviews

Cozy country cabin

Kick back and relax in this calm, stylish space. Quiet country setting but still close enough to shops and restaurants. Within minutes to Novelis, Nine Mile nuclear plant, Oswego Speedway, and about ten minutes to SUNY Oswego. Close to the Salmon River for awesome fishing. Fully furnished with everything you will need for a great stay.

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 holiday rentals

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