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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Guest favorite

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

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

FamilyLocationAccuracy

4.94 out of 5 average rating, 107 reviews

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

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 in nearby Sackets Harbor. 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.

LocationFamilyNearby

5.0 out of 5 average rating, 44 reviews

Top guest favorite

The exterior view of a spacious lakefront home is presented, showcasing large windows that provide ample natural light and stunning views. The house is surrounded by greenery and rocky shoreline, with a deck for enjoying the outdoors. The serene waters of Lake Ontario reflect the clear blue sky.

Home in Sackets Harbor

Stone Cove Cottage overlooking Lake Ontario

One of a kind vacation home with stunning Lake Ontario and sunset views throughout. Large home with a private cove for swimming and beautiful garden landscape surrounded by historic preserve park. Step out onto a battlefield of the War of 1812. Walking distance to shops, dining, and nightlife in Sackets Harbor Village including their many community events/festivals. Public boat launch and marina in town for vessels of all sizes. Short drive to Wescott Beach Park, I-81, and St. Lawrence River.

FamilyLocationBackyard

5.0 out of 5 average rating, 36 reviews

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

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.

FamilyValueCheckout

4.89 out of 5 average rating, 132 reviews

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

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!

FamilyValueLaundry

4.99 out of 5 average rating, 142 reviews

Top guest favorite

Home in Adams Center

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.

FamilyValueTV

4.87 out of 5 average rating, 219 reviews

Guest favorite

Home in Dexter

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.

LocationFamilyNearby

4.85 out of 5 average rating, 71 reviews

Superhost

Home in Dexter

Lake America/Ontario Waterfront w/ dock & kayaks

Lakefront retreat sleeps 11 with 4 bedrooms, 2 baths, and parking for 6 (or 4 with full RV hookup). Features a fully updated kitchen, cozy indoor fireplace, and waterfront access with unrestricted lake views. Multiple outdoor spaces include a fire pit overlooking the water—perfect for gatherings and relaxation for the entire family. Sit back, kick your feet up and watch the sunset set over the Lake Ontario from the upper or lower deck!

LocationFamilyComfort

4.83 out of 5 average rating, 18 reviews

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

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.

LocationFamilyBathroom

4.96 out of 5 average rating, 71 reviews

Superhost

Home in Dexter

Lake It Easy - NNY Waterfront Home on Lake Ontario

Welcome to our renovated Lake Ontario lakefront home, where modern amenities meet classic lake-house charm! Enjoy 88 feet of private waterfront for swimming, kayaking, paddleboarding, fishing, and winter ice fishing. Bring your boat—we have a private launch and seasonal dock! The home features 3 bedrooms, Smart TVs, A/C, a renovated kitchen, fenced yard, game/flex room, garage, gazebo, grill, floats, outdoor games, and more.

LocationHospitalityOutdoor spaces

5.0 out of 5 average rating, 3 reviews

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

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.

FamilyValueLayout

4.98 out of 5 average rating, 125 reviews

Superhost

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

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.

FamilyValueCleanliness

4.72 out of 5 average rating, 58 reviews