Book Holiday Homes in Pillar Point
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Featured Holiday Homes in Pillar Point

Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.

River's Getaway- an urban oasis!

3 Blocks to Lake Ontario: Getaway in Cape Vincent!

Plenty of Parking for Boats!

Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

Stylish and Comfortable Downtown Historical Home Two Blocks From the River

Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible

RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands

Steps to Lake Ontario: Remote Escape w/ Deck & BBQ
Pillar Point Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Pillar Point vacation homes are the perfect way for you to wing it.
Holiday houses in Pillar Point let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Pillar Point in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Pillar Point adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Pillar Point with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Pillar Point vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Pillar Point Holiday Homes essential information
Accommodation | 91 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Walkable, modern, spacious village home, dockage, hot tub, fenced in yard., River's Getaway- an urban oasis!, 3 Blocks to Lake Ontario: Getaway in Cape Vincent!, Plenty of Parking for Boats!, Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY, Stylish and Comfortable Downtown Historical Home Two Blocks From the River, Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible, RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands , Steps to Lake Ontario: Remote Escape w/ Deck & BBQ |
More accommodations in Pillar Point
Top trending hotels in Pillar Point

Black Bay Chalet- Spectacular lake front location

Ramada by Wyndham Watertown/Thousand Islands NY

Holiday Inn Express Hotel & Suites Watertown-Thousand Island by IHG

1000 Islands Harbor Hotel
More ways to explore Pillar Point
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^Subject to availability and chosen travel dates.