Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A bright living room features a comfortable sofa paired with light armchairs. A modern coffee table holds a decorative plate. A large TV mounted on the wall showcases the Netflix logo above an electric fireplace, with natural light coming through large windows.
Home in Sackets Harbor
5 out of 5 average rating, 16 reviews

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

Guest favourite
A warm kitchen displays an orange accent wall complemented by a wooden dining table surrounded by white chairs. A black refrigerator and a vintage hutch add practicality, while natural light streams through bright windows adorned with floral curtains.
Home in Watertown
4.94 out of 5 average rating, 100 reviews

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

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
4.95 out of 5 average rating, 354 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 favourite
The gray historic home features a charming front porch with a welcoming entrance. A paved driveway leads to a small gravel area, providing space for one vehicle. Lush green grass surrounds the property, enhancing the inviting appearance of the house.
Home in Sackets Harbor
4.96 out of 5 average rating, 25 reviews

Renovated home with lake views in ❤️ of Sackets!

Welcome to our charming 2BR, 1.5BA historic home in the heart of Sackets Harbor! Just steps from restaurants, bars, and shopping, with stunning water views, our 1,395 sq ft home sleeps up to 6 guests. Enjoy new appliances, ductless AC, washer/dryer, gas fireplace, off-street parking, and TVs in the living room and master. Perfect for a relaxing family getaway. Gated boat parking available. Book your stay today! *Update: second bedroom has a dedicated wall air conditioner for your comfort.

Top guest favourite
The guest room features two twin beds made with rustic log frames, accented by patterned throws. Light wood paneling covers the walls, and a ceiling fan hangs above. A small nightstand is placed beside one bed, with a lamp and decorative items displayed.
Guesthouse in Chaumont
4.99 out of 5 average rating, 134 reviews

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!

Top guest favourite
Home in Adams Center
4.87 out of 5 average rating, 201 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.

Guest favourite
A single-story home is presented, featuring a covered front porch with wooden railing. The exterior showcases a neutral-colored siding and a brown shingle roof. Windows with white trim and dark shutters are visible. A brick walkway leads to the entrance, bordered by lush green grass.
Home in Sackets Harbor
4.8 out of 5 average rating, 35 reviews

Cozy Lake's Edge

Keep it simple at this peaceful and centrally-located place. Fabulous Lake Ontario home in an outstanding location in Sackets Harbor within 2 miles from main street cafes, waterfront dining and shopping, boat launch and marina, library, church and historical sites.This 1 bedroom home has gorgeous views of Lake Ontario, amazing shoreline that is like a beach, gradual water depth great from swimming and kayaking. You can enjoy the night skies sitting around your fire pit.

Top guest favourite
A historical stone structure with Gothic architectural features is framed by lush greenery and colorful flower beds. The building is highlighted by soft evening light under a vibrant sunset sky, creating a serene backdrop for the peaceful surroundings.
Home in Chaumont
4.99 out of 5 average rating, 88 reviews

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.

Guest favourite
Home in Dexter
4.83 out of 5 average rating, 53 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 favourite
A spacious deck features wooden flooring and a sturdy railing overlooking Lake Ontario. Comfortable seating is positioned for relaxation while enjoying the expansive water views and clear blue skies, providing a serene setting for outdoor leisure.
Home in Dexter
4.96 out of 5 average rating, 67 reviews

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.

Top guest favourite
A red Adirondack chair is positioned on well-manicured grass, facing a serene view of Lake Ontario. Nearby, a stack of smooth stones rests on a large rock, adding a natural element to the tranquil setting. The calm water stretches out under a clear sky.
Cottage in Dexter
4.98 out of 5 average rating, 64 reviews

Sunset Cottage on Lake Ontario at Pillar Point

A peaceful place to relax on the shore of Lake Ontario, right on the point of Pillar Point. Enjoy the gentle breeze, lapping waves, and tranquil space. Take in the sunset almost every evening. You will find everything you need for a quiet, restorative getaway. Swim, kayak, read, reflect. A perfect hermitage for clergy, couples, and those who serve and care for others. Guests must be over 21 to book this property.

Guest favourite
The cottage features a front exterior with a well-maintained lawn and a pathway leading to the white door. Large windows provide ample natural light, and a view of Lake Ontario is visible beyond the grass. Trees and other structures frame the scene.
Cottage in Sackets Harbor
4.73 out of 5 average rating, 52 reviews

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.

Popular amenities for Pillar Point vacation rentals