Holiday rentals in Pillar Point

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Top-rated holiday rentals in Pillar Point

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Top guest favourite
An outdoor pool area is showcased, surrounded by well-maintained greenery and tall conifer trees. A sun deck with wooden steps leads to the pool's edge, which is framed by potted plants featuring vibrant flowers. Comfortable seating can be seen in the background.
Flat in Watertown
4.89 out of 5 average rating, 124 reviews

Northside Lodging

Keep it simple at this peaceful & centrally-located place. Northside Lodging is a quiet, clean, comfortable, beautiful & relaxing lodging spot with multiple amenities, conveniently located within minutes of shopping, dining & pharmacies, also located within a short drive of the areas attractions & landmarks including Ft. Drum, Lake Ontario, Fishing & Marina access points, Hospitals and I-81 corridors. Patio & outdoor accessibility and off-street parking included. Open to adult visitors, no pets.

Top guest favourite
A light-filled living area features a sofa with decorative pillows and a plush, tufted coffee table. Natural wood flooring complements the neutral decor. A ceiling fan hangs overhead, and windows allow ample sunlight, enhancing the inviting space.
Flat in Watertown
4.98 out of 5 average rating, 266 reviews

Stylish&Modern Apartment Near Fort Drum Watertown

Nice Apartment located only 10 minutes away from Fort Drum! This place beats any hotel stay! It’s in a centralized location, clean and stylish! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! There are 4 camera’s installed. One facing the driveway entrance, one facing each door entrance one facing the driveway. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have.

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, 323 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.

Guest favourite
A wooden pergola frames a serene view of the water, with two comfortable chairs positioned around a small table. A firepit sits in the center, surrounded by a natural setting of rocks and shoreline, under a clear blue sky.
Cottage in Chaumont
4.89 out of 5 average rating, 109 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-November] 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
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.
Home in Henderson
4.98 out of 5 average rating, 154 reviews

Waterfront Winter escape w/ sunset views & hot tub

Welcome to your Lake Ontario getaway — a year-round waterfront cottage designed for total relaxation and comfort. This 3-bedroom, 1-bath retreat with 2 king beds and 1 queen bed, making it perfect for couples, families, or small groups seeking a peaceful escape. Step inside and unwind by the fireplace, then step outside to your private deck overlooking the water. Whether you’re sipping coffee at sunrise or soaking under the stars in the 6 person hot tub, every moment here feels special.

Guest favourite
A spacious living area is highlighted by a deep blue sectional couch adorned with decorative pillows. Large windows allow for abundant natural light and provide a view of the water. A round dining table and a decorative plant enhance the inviting ambiance.
Cottage in Chaumont
4.94 out of 5 average rating, 152 reviews

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.

Guest favourite
Home in Adams Center
4.86 out of 5 average rating, 132 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.

Superhost
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
4.95 out of 5 average rating, 155 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.

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, 504 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 4 with a sofa bed and a bunk bed that holds a queen and full mattress. Equipped with electricity, running water,WIFI. A bathroom with shower.

Top guest favourite
A serene waterfront view is captured with the sun setting over Chaumont Bay. Silhouetted trees frame the scene, while a path of stones leads towards the water. A play structure is visible nearby, providing a family-friendly outdoor space.
Tiny home in Three Mile Bay
4.93 out of 5 average rating, 106 reviews

Tiny Hideaway - Cozy Waterfront Escape

The tiny hideaway is an adorable tiny camp (might have to duck if you are over 5feet 11 in doorway and bathroom) on Chaumont bay. Year round camp. It’s great for a small family or a get away for a couple. Great private water front to enjoy with a dock. Bring drinking water as it’s on a shore well and is not drinkable. ICE FISHERMAN: I do not suggest accessing the ice in-front of the camp. Most guest access at long pt 1.5 down the road.

Top guest favourite
A cozy living area is featured with a dark sectional sofa and light wooden flooring. The open space leads to a kitchen in the background, equipped with wooden cabinets and seating. Natural light is let in through sliding glass doors, opening to a view of the outside.
Guest house in Adams
5 out of 5 average rating, 141 reviews

Adams NY. The Collie Cottage Guest house.

Private and quiet apartment. 20 minutes from Watertown . 5 miles from Southwick Beach State park. Great Fishing near by. Henderson Harbor, Pulaski, Lake Ontario. Golf Coarse near by, Skiing at Dry Hill, Snowmobiling at Barns Corners. All new appliances and furniture. Very cozy and comfortable apartment. Back patio with awning and back yard. We call it the collie cottage after our beautiful Collie dog and our love for the breed.

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, 110 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.

Popular amenities for Pillar Point holiday rentals