Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Top guest favorite
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.
Apartment 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.

Guest favorite
The living area features two light-colored sofas arranged around a wooden coffee table. A ceiling fan hangs above, and large windows allow natural light to illuminate the space. The ceiling is finished in warm wood, complementing the neutral walls.
Home in Watertown
4.86 out of 5 average rating, 150 reviews

Cozy Cottage next to Thompson Park

Cozy Cottage located only 15 minutes away from Fort Drum! ONE block away from Thompson Park/Zoo and only a 10min drive to Watertown mall! Fishing boats fit in Driveway. Bed is Firm! For any tourist visiting any upstate New York attractions, or simply looking for home away from home, this is your place! Two camera are installed; One in front entrance and one in the back. If you decided to book please mention if you'll have guest visiting and how many vehicle's you'll have, two vehicles max!

Guest favorite
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, 322 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 favorite
Home in Henderson
4.98 out of 5 average rating, 154 reviews

Waterfront Lake Ontario Cottage•Hot Tub• Sunsets

Welcome to waterfront 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 8-person hot tub, every moment here feels special

Guest favorite
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, 108 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.

Guest favorite
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 favorite
Home in Adams Center
4.86 out of 5 average rating, 131 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.
Guesthouse 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 favorite
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 favorite
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.

Guest favorite
A bright living area is furnished with a blue couch and light wood chairs adorned with soft cushions. A small coffee table is placed on a textured rug, and a ceiling fan hangs above, enhancing the airy atmosphere. Natural light enters through large windows.
Home in Dexter
4.82 out of 5 average rating, 45 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 favorite
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.
Guesthouse 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.

Popular amenities for Pillar Point vacation rentals