Holiday rentals in Henderson Harbor

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Top-rated holiday rentals in Henderson Harbor

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Top guest favourite
A serene lakeside scene is captured at dusk, showcasing a vibrant sunset with deep orange and pink hues reflected on the calm water. The rocky shoreline stretches along the lake, while silhouettes of trees and structures are visible in the background.
Guest house in Chaumont
4.97 out of 5 average rating, 102 reviews

Lakefront Getaway

This completely private attached guest house is newly renovated and just steps away from Lake Ontario.  Some amenities include: Private entrance and deck Large yard Easy water access to swim, fish, & kayak Fabulous views of Chaumont Bay Spectrum wifi & cable Outdoor Grill & Fre Pit Air Conditioning Full Kitchen Smart TV in each bedroom 10 miles from the St Lawrence River Wonderful restaurants and the Thousand Islands are just a short drive away. Come enjoy the beauty Upstate NY has to offer!

Top guest favourite
A dining area is depicted with a round wooden table set for four. Light gray chairs surround the table, complemented by decorative placemats. A woven light fixture hangs above, and a door with a window allows natural light to enter. A small closet and a wall-mounted plant holder are visible.
Home in Kingston
4.98 out of 5 average rating, 153 reviews

City Retreat With Board Games

Welcome to our newly renovated detached home! The fully stocked kitchen, smart TV, board games and patio offer convenience and entertainment. Unwind on the patio with high end patio furniture and a barbecue. Enjoy our central location in Kingston for a memorable stay. This property has a garden suite on the back of the property with a separate entrance and backyard space. We look forward to hosting you! Fully licensed for short term rentals with the City of Kingston - License #LCRL20250000092

Top 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, 330 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.

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
The spacious interior highlights a spiral staircase leading to the upper level. A dining area with a round table and decorative chairs is visible, complemented by a fully equipped kitchen in warm wood tones. Natural light filters through the space, creating an inviting ambiance.
Cabin in Pulaski
4.97 out of 5 average rating, 218 reviews

On Sandy Pond,420 Friendly A Frame

Fantastic A-Frame on Sandy Pond, an inlet with direct access to Lake Ontario. Although not waterfront, The Groove A Frame sits a stone's throw from the shore of Sandy Pond and a deeded boat launch. Enjoy world class fishing in the pond, lake, and nearby Salmon River. Located on a NYS established snowmobile trail. Up to 2 dogs allowed with paid pet fee. The Groove A Frame is a cannabis friendly rental. Enjoy smoking cannabis anywhere indoor or outside, but NO INDOOR TOBACCO SMOKING!

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
4.85 out of 5 average rating, 150 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 well-lit living area showcases a comfortable sofa beside a large window offering views of the river. A sleek kitchenette is visible, featuring a minimalist design with light wood countertops and modern fixtures. A cozy armchair and stylish waste bin complete the inviting space.
Guest house in Pulaski
4.96 out of 5 average rating, 159 reviews

The RiverView Suite

Welcome to our serene Riverview Suite, where the estuary of the Salmon River flows right past your large picture window offering uninterrupted views of nature’s artwork. A perfect place to enjoy the year round beauty and adventures of Pulaski. Anglers will find themselves in the heart of salmon and trout territory. Drive 200 yards across the Route 3 Bridge to hop on the snowmobile trails or hike Selkirk State Park, or a few miles north to find yourself golfing near Sandy Pond.

Guest favourite
A smokeless fire pit is positioned on a wooden deck overlooking Lake Ontario. Two chairs are arranged on either side, creating a cozy spot to enjoy the warmth of the fire. The lake's waves reflect the colors of the sunset in the background.
Cottage in Henderson
4.97 out of 5 average rating, 158 reviews

Romantic Spa Cottage* Hot Tub*Fireplace*Lake Views

Experience tranquility in our exclusive, spa-style lakeside cottage. Indulge in luxurious amenities including a private hot tub, a cozy fireplace, plush spa robes, and a fully-equipped automatic espresso and coffee bar. Every corner of this space has been curated for ultimate relaxation and romance. Find serenity within its quiet, cozy atmosphere, and delight in the comfort meticulously designed into every detail. Your warm, romantic retreat awaits.

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 stunning sunset casts vibrant hues of orange and pink across the sky, reflecting beautifully on the calm surface of Lake Ontario. Soft clouds create a textured backdrop, complementing the tranquil waters that stretch into the horizon.
Home in Dexter
4.97 out of 5 average rating, 115 reviews

Hazel's Lookout - relax with stunning sunsets

A perfect retreat for individuals, couples, or small families, our house boasts views of the most beautiful sunsets on the pristine waters of Lake Ontario. Whether you're looking for a peaceful stay or access to many types of adventures our house is a perfect location for both! . With ducks diving for fish right out the back door, you’re likely to spot a variety of wildlife, often including bald eagles, deer, and cranes.

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
4.98 out of 5 average rating, 59 reviews

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.

Popular amenities for Henderson Harbor holiday rentals