Vacation rentals in Pillar Point

New Home in the Harbor by Lake Ontario!

Escape to your private Haven in the Harbor! This newly built 3-bedroom, 2-bathroom, 1200sf home in the heart of historic Sackets Harbor is perfect for a relaxing stay, close to all amenities. Features include: - Steps to downtown restaurants and shops - Open design kitchen and living space - Third bedroom / office space - Fenced yard with outdoor patio, dining table and grill - Front porch with 2 Adirondack chairs - Central A/C - Washer & Dryer - Near historic 1812 Battlefield and Lake Ontario

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

1066 Hastings House

A romantic escape for no reason? Maybe a special Easter egg hunt for the season? For a small fee, I can fill plastic eggs, hide inside/outside for family fun! We welcome to the 1066 Hastings House, responsible 25 yr olds and up, 1-2 well behaved house trained dogs. Hosting, up to maximum of 5 guests. From the dining & great room, enjoy the sun rising. As the day draws to a close, snuggle up by the fireplace in the greatroom and enjoy the sunsets. Watch the lights of night wake up over the Bay.

Cozy Boutique Condo in Historic McKinley Building

Lily Pad is the perfect vacation rental for two, in downtown historic Clayton! This “urban” zen–gem is one block from the River and the new River Walk. Walk everywhere - to restaurants ,parks, shops and museums. This 2nd story hide-away is nestled between River Yoga, Porch and Paddle, and River Rat Cheese. Off-street private parking. One bedroom, one bath queen with air-conditioning and River summer breezes. We use all-natural, organic cleaning supplies and home products whenever possible.

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.

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!

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.

Laidback Lakeside - Beachfront & Late Checkout

Private and peaceful on 6+ acres with over 300ft of pebble & sand beachfront with large lake-side yard for lawn games. Private, dead-end road. Pillar Point offers miles of scenic roadway for biking or walking. In addition to two guest bedrooms with ample closet space there is a full office setup with dual monitors, wi-fi, and a view. The bathroom has separate shower and soaker tub. Attached is the laundry room with full size washer and dryer.

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 just outside. 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.

Lakefront Cottage with Hot Tub, Infrared sauna

Escape to a boutique lakefront cottage on Lake Ontario, designed for a relaxing retreat. This well designed space features a private hot tub with sunset views, new 2 person infrared sauna, direct lake access, and a cozy wood-burning fireplace. Enjoy luxurious details like an espresso/coffee bar and two king bedrooms. Perfect for couples or small groups seeking privacy, comfort, and connection in a refined, spa-like atmosphere.

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.

Charming and Historic Waterfront Escape in Town

Beautiful home on the St. Lawrence river with a sweeping backyard and stunning sunset views. Waterfront perfect for swimming, paddle boarding, and kayaking. Wonderful view from the kitchen and living room. Sleep in the fresh air with windows open and nod off to the sounds of the river. The center of town is a short walk away and the light house where lake and river meet is just 2 miles away.