Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Top guest favourite
A serene lakeside view features a wooden dock extending into calm waters, reflecting warm sunset hues. Smooth stones line the shoreline, with a kayak resting nearby. Gentle trees frame the scene, creating a peaceful backdrop for relaxation.
Cabin in Three Mile Bay
4.98 out of 5 average rating, 151 reviews

Hideaway on the bay

Updated cabin with 100 feet of waterfront. Great swimming, a dock, shared kayaks, and shared kids play set. Perfect family getaway. Great for fisherman, ice fishing, or a peaceful couples get away. The cabin is on a shore well and the water is not drinkable. Guests will need to bring bottled water. I do not suggest accessing the ice in-front of the camp as the depth, current, and pressure there cause instability in ice accumulation. Guests can access the ice from long point state park 1.5m away

Top guest favourite
A white, single-story house with a metal roof is framed by large trees. A welcoming porch is visible, featuring steps leading up to the entrance. Lush green grass surrounds the home, highlighting its peaceful rural setting.
Cottage in Dexter
5.0 out of 5 average rating, 43 reviews

Lone Star North Cottage

Relax and recharge at this secluded, scenic getaway! Located on over 50 acres of farmland, this new build has 2 bedrooms, 1.5 bathrooms, a full kitchen with essentials & gas stove, two large porches with seating, parking on site, a grill, and a fire pit. Walking trails in nearby Sackets Harbor. Boating, hunting, fishing, wildlife, and nature viewing are nearby. 4 miles from ART airport, 5 miles from Sackets Harbor&Lake Ontario, 7 miles from Watertown & Black River, and 20 miles from Fort Drum.

Top guest favourite
The exterior view of a spacious lakefront home is presented, showcasing large windows that provide ample natural light and stunning views. The house is surrounded by greenery and rocky shoreline, with a deck for enjoying the outdoors. The serene waters of Lake Ontario reflect the clear blue sky.
Home in Sackets Harbor
5.0 out of 5 average rating, 36 reviews

Stone Cove Cottage overlooking Lake Ontario

One of a kind vacation home with stunning Lake Ontario and sunset views throughout. Large home with a private cove for swimming and beautiful garden landscape surrounded by historic preserve park. Step out onto a battlefield of the War of 1812. Walking distance to shops, dining, and nightlife in Sackets Harbor Village including their many community events/festivals. Public boat launch and marina in town for vessels of all sizes. Short drive to Wescott Beach Park, I-81, and St. Lawrence River.

Guest favourite
A calm expanse of Lake Ontario is depicted, reflecting the clear blue sky and surrounding land. The scene is framed by a natural shoreline with rocks and a tree on the right, enhancing the tranquil atmosphere of the waterfront.
Apartment in Sackets Harbor
4.87 out of 5 average rating, 38 reviews

On the lake!

Indulge in relaxation at this serene and unique sanctuary. Tucked away in the historic allure of Sackets Harbor, amid secure marina premises, it promises a tranquil getaway. Immerse yourself in the area's rich history by visiting the nearby War of 1812 museum and Battfield. Enjoy the convenience of local dining and shops just a leisurely stroll away. Protected boat slip included. Enhance your experience with optional kayak and stand-up paddleboard rentals, available for an additional fee.

Guest favourite
The exterior of a red house is shown, featuring large windows that brighten the living space. A dog in a harness sits on the grassy front yard, with steps leading to the entrance and planters visible beside the house.
Cottage in Chaumont
4.88 out of 5 average rating, 128 reviews

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub

Escape to this unique & tranquil getaway in 1000 islands vicinity. The spacious lake-view sunroom is perfect for relaxing. The master suite features a king bed and an ensuite bathroom. Relax in the hot tub [seasonally May-December] overlooking the lake or lounge at waterfront pergola with gas fire-pit. Chaumont Bay, one of world's largest freshwater bays, is a sought-after summer destination. We are a short drive to local tourist attractions in Alexandria Bay, Clayton, and Cape Vincent.

Top guest favourite
Home in Adams Center
4.87 out of 5 average rating, 214 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
Home in Dexter
4.92 out of 5 average rating, 13 reviews

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!

Guest favourite
Home in Dexter
4.84 out of 5 average rating, 63 reviews

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.

Top guest favourite
A spacious deck features wooden flooring and a sturdy railing overlooking Lake Ontario. Comfortable seating is positioned for relaxation while enjoying the expansive water views and clear blue skies, providing a serene setting for outdoor leisure.
Home in Dexter
4.96 out of 5 average rating, 70 reviews

Black Bay Chalet- Charming Lakeside Hideaway

Relax on the couch and let the gentle lake breeze drift through the sliding doors, accompanied by the calming sound of waves. Enjoy breathtaking panoramic views of Lake Ontario from the comfort of the living room or while sipping a drink on the back deck—views that truly never disappoint. Perfect for couples or families, this cozy lakeside home is made for slowing down, unwinding, and creating fun, lasting memories by the water.

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
4.98 out of 5 average rating, 125 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, 64 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. Guests must be over 21 to book this property.

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
4.73 out of 5 average rating, 56 reviews

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.

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