Vacation rentals in Pillar Point

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Top-rated vacation rentals in Pillar Point

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Top guest favorite
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, 12 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

Top guest favorite
A serene lakeside view features a wooden dock extending into calm waters, reflecting warm sunset hues. Smooth stones line the shoreline, with a kayak resting nearby. Gentle trees frame the scene, creating a peaceful backdrop for relaxation.
Cabin in Three Mile Bay
4.98 out of 5 average rating, 131 reviews

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

Top guest favorite
A white, single-story house with a metal roof is framed by large trees. A welcoming porch is visible, featuring steps leading up to the entrance. Lush green grass surrounds the home, highlighting its peaceful rural setting.
Cottage in Dexter
5 out of 5 average rating, 37 reviews

Lone Star North Cottage

Relax and recharge at this secluded, scenic getaway! Located on over 50 acres of farmland, this new build has 2 bedrooms, 1.5 bathrooms, a full kitchen with essentials & gas stove, two large porches with seating, parking on site, a grill, and a fire pit. Walking trails throughout the property. Boating, hunting, fishing, wildlife, and nature viewing are nearby. 4 miles from ART airport, 5 miles from Sackets Harbor & Lake Ontario, 7 miles from Watertown & Black River, and 20 miles from Fort Drum.

Guest favorite
The exterior of a red house is shown, featuring large windows that brighten the living space. A dog in a harness sits on the grassy front yard, with steps leading to the entrance and planters visible beside the house.
Cottage in Chaumont
4.88 out of 5 average rating, 116 reviews

Chaumont Bay Getaway | Luxury Waterfront/Hot Tub

Escape to this unique & tranquil getaway in 1000 islands vicinity. The spacious lake-view sunroom is perfect for relaxing. The master suite features a king bed and an ensuite bathroom. Relax in the hot tub [seasonally May-December] overlooking the lake or lounge at waterfront pergola with gas fire-pit. Chaumont Bay, one of world's largest freshwater bays, is a sought-after summer destination. We are a short drive to local tourist attractions in Alexandria Bay, Clayton, and Cape Vincent.

Guest favorite
A two-story house is nestled among lush trees, featuring multiple outdoor seating areas and a firepit on a spacious green lawn. A covered balcony extends from the upper level, providing additional space for relaxation. The quiet, wooded surroundings contribute to a serene setting.
Home in Pulaski
4.95 out of 5 average rating, 233 reviews

The northern woods

Fisherman,snowmobilers and all outdoor fanatics welcome, and yes pets as well ( additional charge).The famous Salmon river access right across the streat. Public snowmobile trails minutes away or a trail crossing right around the corner from house as well as state parks and lake Ontario . or just a quiet weekend away from the hustle and bustle of the everyday. full amenities and some fun extras as well. special request always welcome and guide serves upon request due to available

Top guest favorite
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, 127 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!

Guest favorite
Home in Adams Center
4.85 out of 5 average rating, 183 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.

Top guest favorite
Home in Dexter
5 out of 5 average rating, 13 reviews

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.

Top guest favorite
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
4.95 out of 5 average rating, 64 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 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.

Top guest favorite
A stunning sunset casts vibrant hues of orange and pink across the sky, reflecting beautifully on the calm surface of Lake Ontario. Soft clouds create a textured backdrop, complementing the tranquil waters that stretch into the horizon.
Home in Dexter
4.98 out of 5 average rating, 121 reviews

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.

Top guest favorite
An aerial view of the home reveals a rustic cabin with a green metal roof surrounded by trees. A spacious yard features a deck, outdoor seating, and a gentle waterway visible nearby, creating a serene natural setting.
Home in Sackets Harbor
4.94 out of 5 average rating, 32 reviews

Cozy Lakeview/AC Home Stays, Next to Fishing Site

^< Welcome to our home in Sackets Harbor. Our house has a beautiful scenic waterside view on a wildlife reserve about 3 miles from Downtown Sackets Harbor! You can find waterfront dining restaurants, local stores, historical sites on the battlefield, and boat lounge docks for small to large watercraft. At Sackets, a lot is going on throughout the season, including festivals and other entertainment.

Guest favorite
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, 49 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