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Featured Holiday Homes in Pillar Point

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

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

Clayton
When you stay at this vacation home in Clayton, you'll be on a river, just steps from Lake Ontario and 6 minutes by foot from Antique Boat Museum.
Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.
River's Getaway- an urban oasis!

River's Getaway- an urban oasis!

Watertown
With a stay at this vacation home in Watertown, you'll be within a 15-minute drive of Fort Drum and Black River.
River's Getaway- an urban oasis!
3 Blocks to Lake Ontario: Getaway in Cape Vincent!

3 Blocks to Lake Ontario: Getaway in Cape Vincent!

Cape Vincent
With a stay at this vacation home in Cape Vincent, you'll be within a 10-minute walk of Lake Ontario and Anchor Marina.
3 Blocks to Lake Ontario: Getaway in Cape Vincent!
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Plenty of Parking for Boats!

Plenty of Parking for Boats!

Chaumont
With a stay at this vacation home in Chaumont, you'll be a 5-minute drive from Lake Ontario and 7 minutes from Black River.
Plenty of Parking for Boats!
Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY

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

2 out of 5
Clayton
With a stay at this vacation home in Clayton, you'll be a 3-minute walk from Lake Ontario and 7 minutes by foot from Antique Boat Museum.
Charming 3-bedroom, newly remodeled house in the heart of Clayton, NY
Stylish and Comfortable Downtown Historical Home Two Blocks From the River

Stylish and Comfortable Downtown Historical Home Two Blocks From the River

2 out of 5
Clayton
With a stay at this vacation home, you'll be centrally located in Clayton, steps from Lake Ontario and Thousand Islands Museum.
Stylish and Comfortable Downtown Historical Home Two Blocks From the River
Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible

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

Clayton
With a stay at this vacation home in Clayton, you'll be a 5-minute walk from Lake Ontario and 7 minutes by foot from Thousand Islands Museum.
Village Gem - convenient, Spacious, 2 bedroom - Can be ADA Accessible
RUSTIC yet ELEGANT!  TALL TIMBERS LODGE in the Thousand Islands

RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands

Cape Vincent
When you stay at this vacation home in Cape Vincent, you'll be next to a golf course, and a 3-minute walk from Lake Ontario and 8 minutes by foot from Burnham ...
RUSTIC yet ELEGANT! TALL TIMBERS LODGE in the Thousand Islands
Steps to Lake Ontario: Remote Escape w/ Deck & BBQ

Steps to Lake Ontario: Remote Escape w/ Deck & BBQ

Henderson
With a stay at this vacation home in Henderson, you'll be on the waterfront, within a 10-minute drive of Lake Ontario and Robert G. Wehle State Park.
Steps to Lake Ontario: Remote Escape w/ Deck & BBQ
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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
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

Top trending hotels in Pillar Point

Black Bay Chalet- Spectacular lake front location

Black Bay Chalet- Spectacular lake front location

Dexter
With a stay at this vacation home in Pillar Point, you'll be on a lake, within a 15-minute drive of Lake Ontario and Black River.
Black Bay Chalet- Spectacular lake front location
Ramada by Wyndham Watertown/Thousand Islands NY

Ramada by Wyndham Watertown/Thousand Islands NY

2.5 out of 5
21000 NY State Rt 3, Watertown, NY
Fully refundableReserve now, pay when you stay
Located in Watertown, Ramada by Wyndham Watertown/Thousand Islands NY is in a rural location, within a 15-minute walk of Salmon Run Mall and Regal Salmon ...
Ramada by Wyndham Watertown/Thousand Islands NY
Holiday Inn Express Hotel & Suites Watertown-Thousand Island by IHG

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

2.5 out of 5
1290 Arsenal St, Watertown, NY
Fully refundable
With a stay at Holiday Inn Express Hotel & Suites Watertown-Thousand Island by IHG in Watertown, you'll be within a 15-minute drive of Lake Ontario and Fort ...
Holiday Inn Express Hotel & Suites Watertown-Thousand Island by IHG
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1000 Islands Harbor Hotel

1000 Islands Harbor Hotel

3.5 out of 5
200 Riverside Drive, Clayton, NY
With a stay at 1000 Islands Harbor Hotel in Clayton, you'll be within a 5-minute drive of Antique Boat Museum and Clayton Marina.
1000 Islands Harbor Hotel
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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