
Vacation rentals in Pillar Point
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Pillar Point
Guests agree: these stays are highly rated for location, cleanliness, and more.

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

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.

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!

🌙 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.

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub
The perfect place for your ice-fishing or winter getaways. Bring your snowmobiles or ATVs to access the ice directly from the property. Chaumont Bay, one of the world’s largest freshwater bay, is a sought-after destination known for ice fishing & winter sports. Utilize our 2-car garage to store your winter gear out of the elements. After a long day of ice fishing or snowmobiling, arrive home to warm up by the gas fireplace. Room to sleep 6-10. 3 bedrooms, 2 futons, & 2 sleeper sofas.

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.

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.

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.

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.

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.

Victorian Boutique Apartment-Steps from Lakeshore!
Enjoy the elegance of a by-gone era while staying in this stunning Victorian loft, located on a quiet leafy boulevard in the heart of Kingston’s most historic and architecturally eclectic neighborhood! Beautifully decorated and featuring a bright vaulted grand living room with a tin clad mezzanine supported on original exposed beam, exposed brick, period furniture, and a stunningly unique black-and-white tiled bathroom.

Black Bay Chalet- Spectacular lake front location
Relax on the couch while enjoying the breeze off the lake through the sliding doors. All while hearing the waves crash just a few feet away. Admire the stunning panoramic views of Lake Ontario from our cozy living room or outside on the back deck. The views never disappoint! This home is a great place for couples or families to create lasting memories and enjoy the calming effects of the lake.
Popular amenities for Pillar Point vacation rentals
Other great vacation rentals in Pillar Point

The Oak Cabin

River’s Getaway

Waterfront Mansion, Hot Tub, Fireplace, Deck

Lakehouse & Tiki Hut on Guffin Bay

Charming one bedroom apartment

On the lake!

Cozy Lake's Edge

Deer Run
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Boston Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals




