
Holiday houses in Pillar Point
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Top-rated holiday rentals in Pillar Point
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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
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Whole House Hosted By Lisa
Relax with the family at this peaceful home located in the Town of Watertown. 2 bedrooms with 1 queen & 1 full size bed. Newly renovated & beautifully landscaped. Private driveway just 5 mi from Shopping District, Restaurants, & Downtown Watertown. 3 mi from Dryhill Ski Area & just 5 min. from Samaritan Hospital. Not far from airport or Lake Ontario Offered is a Full Kitchen, 3 Wifi smart TV's in bedrooms & living room, Internet, fireplace, front & rear entrance, decks on front & back doors, AC
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The Love Shack- 1 Bedroom Retreat
This cozy, rustic cottage is perfect for settling in, relaxing, fishing, swimming, and reading a book. Yes, you can do all of that simultaneously. Shallow, warm water awaits you at this simple oasis. Relax under the large covered deck on a hanging swing or soak in the sun on the lower deck. Inside there is one bedroom with a double bed with storage under. The kitchen, living room with futon, and dining room are convenient areas. A pint of Knapp's Sapp Shack syrup is provided upon arrival.
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🌙 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.
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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!
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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.
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Lakeside Suite | King Bed, 2BR, Walk to Harbor
Welcome to your perfect getaway in historic Sackets Harbor! Great Location: Walk to waterfront dining, cafes, and shops in minutes. Historic Character: Enjoy local history with modern features. Amenities: Fully equipped kitchen, high-speed Wi-Fi, and a cozy living room. Nature Access: Walk to Sackets Harbor Battlefield or Lake Ontario for sunset views. Ideal for couples, solo travelers, and small families wanting to explore Sackets Harbor without a car.
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The Chez Heron. A small gothic castle in Chaumont
The Chez Heron was built in 1872 out of local limestone and was made to resemble a small Gothic castle. It is nationally registered as a historical structure. It is set up for 1 couple looking for a peaceful getaway. Full kitchen. We will have a bottle of champagne chilling for you .We have an outside Hot Tub and Fire area for you to relax and enjoy. Located within the vilage of Chaumont and walking distance to several local businesses.
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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.
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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.
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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.
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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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Popular amenities for Pillar Point holiday rentals
Other great holiday rentals in Pillar Point

Cozy Lakeview/AC Home Stays, Next to Fishing Site
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Lone Star North Cottage
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The stones throw 2
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Lakeside Haven: Renovated Sackets Harbor Cottage
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Sawmill Bay Getaway
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Waterfront Guffin Bay 4bd/2bth w/ Dock & fire pit
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Sunset Cottage on Lake Ontario at Pillar Point
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1066 Hastings House
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- Thousand Islands National Park
- Thousand Islands
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- Queen's University
- Kingston 1000 Islands Cruises
- Lemoine Point Conservation Area
- Charleston Lake Provincial Park
- Tug Hill
- Thousand Islands Winery
- Snow Ridge Ski Resort
- Frontenac Provincial Park
- Lake on the Mtn Provincial Park
- Lake Ontario Park
- Clayton Island Tours
- Sandy Island Beach State Park





