Holiday houses in Pillar Point

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Top-rated holiday rentals in Pillar Point

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Top Guest favourite
A cozy cottage is shown from the side, featuring a grey exterior with brown shutters. A covered porch is visible, alongside a stone pathway leading to the grassy yard. A glimpse of the water is seen in the background, enhancing the serene setting.
Cottage in Chaumont
4.96 out of 5 average rating, 74 reviews

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.

Guest favourite
The image displays a cozy interior featuring large windows that overlook a serene winter landscape. A comfortable seating area surrounds a fireplace, providing a warm focal point. A well-appointed corner is visible, ideal for relaxation and enjoying the scenic views.
Home in Three Mile Bay
4.97 out of 5 average rating, 35 reviews

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, enjoy the sunsets. Watch the lights of night wake up over the Bay.

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, 359 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 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, 135 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, 207 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.

Superhost
Apartment in Sackets Harbor
5.0 out of 5 average rating, 3 reviews

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.

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, 89 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.

Top Guest favourite
Tiny home in Three Mile Bay
4.93 out of 5 average rating, 124 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 favourite
Home in Dexter
4.84 out of 5 average rating, 55 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, 69 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.

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
4.74 out of 5 average rating, 54 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 holiday rentals