
Holiday rentals in Henderson
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Top-rated holiday rentals in Henderson
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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.

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.

🌙 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.

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.

The Boathouse
The views are surreal! With over a 200 degree view, sitting on the couch seems like sitting over the top of the water. Located on a small protected bay, also home to two yacht clubs, you'll see boaters of all kinds. The fishing is fabulous right from the dock. Located on a quiet private road, you'll be walking distance a from restaurants, an ice cream shop, shopping, banking, the local library, and even a small winery! There is deep water dockage if you plan to bring a boat.

3 Mile Retreat - Waterfront Getaway
Relax at this peaceful lakefront property. This lake home sits on a beautiful 100' waterfront with level rocky beach access, wide-open floor plan and incredible views of Chaumont Bay! Featuring a king bed in the main bedroom, and the second bedroom has a queen and twin bed. The living room sofa converts to a full bed. Two full bathrooms to accommodate you and your family. The quiet peacefulness will leave you relaxed while being close to all the local amenities the area has to offer.

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!

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!

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.

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.

Laidback Lakeside - Beachfront & Late Checkout
Private and peaceful on 6+ acres with over 300ft of pebble & sand beachfront with large lake-side yard for lawn games. Private, dead-end road. Pillar Point offers miles of scenic roadway for biking or walking. In addition to two guest bedrooms with ample closet space there is a full office setup with dual monitors, wi-fi, and a view. The bathroom has separate shower and soaker tub. Attached is the laundry room with full size washer and dryer.

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.
Popular amenities for Henderson holiday rentals
Other great holiday rentals in Henderson

Black Bay Chalet- Charming Lakeside Hideaway

Lone Star North Cottage

Burnash Bungalow | 4 min. to Ft. Drum Gate

Waterfront Mansion, Hot Tub, Fireplace, Deck

The Chez Heron. A small gothic castle in Chaumont

Lakeview | Pets! | Firepit | Fishing | 1.5 baths

Charming and Historic Waterfront Escape in Town

Updated townhouse steps from DT
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