Pillar Point Vacation Rentals from $155: Search Short-Term Rentals

Q: What's the top vacation rental in Pillar Point?

Black Bay Chalet- Lake front home with magnificent views : This Pillar Point vacation home rental is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games. Our travelers also rate Modern Lakeside Retreat on Lake Ontario 4+ bedroom/3 bath as a favorite home for rent in Pillar Point.

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Our top choices for Pillar Point vacation rentals

A balcony with wicker furniture, a view of a marina, and a building with a sloped roof.

1. Sackets Harbor Village Gem + Lakeside & Central

Sackets Harbor

Richard D.

$297 nightly

Oct 1 - Oct 2

Total with taxes and fees

A wooden deck with a table and chairs, overlooking a lake with boats and a dock.

2. Family Cottage on Chaumont Bay, Walk to Downtown

Chaumont

Lori

$413 nightly

Oct 3 - Oct 4

Total with taxes and fees

3. Family Cottage on Chaumont Bay, Walk to Downtown

Chaumont

$408 nightly

Oct 3 - Oct 4

Total with taxes and fees

A wooden cabin interior with a dining table, chairs, a ladder, a window, and a heart-shaped decoration on the wall.

4. Off-Grid Cozy 2-bedroom cabin in fabulous Adams Center with AC

Adams Center

Michele C.

$168 nightly

Oct 5 - Oct 6

Total with taxes and fees

A residential house with a garage, a wooden shed, and a driveway.

5. Welcome to Abreu,adorable Cape Cod-style home situated in the heart of Watertown

Watertown

Salena B.

$226 nightly

Oct 19 - Oct 20

Total with taxes and fees

A hotel room with a bed, two armchairs, a dresser, a mirror, and a painting on the wall.

6. Peaceful Apartment In A Historic Home

Watertown

Harry

$216 nightly

Oct 8 - Oct 9

Total with taxes and fees

A modern living room with a large sliding glass door leading to an outdoor deck.

7. River's Getaway- an urban oasis!

Watertown

Devin D.

$235 nightly

Oct 6 - Oct 7

Total with taxes and fees

A spacious room with a large wooden ceiling, a sofa, a coffee table, and a view of the water.

8. Waterfront Lake Lodge in the Thousand Islands

Cape Vincent

Will H.

$326 nightly

Oct 12 - Oct 13

Total with taxes and fees

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Top Pillar Point Hotel Reviews

Fairfield Inn & Suites Watertown Thousand Islands

10/10 Excellent

"Always a good place to stay."

Ramada by Wyndham Watertown/Thousand Islands NY

8/10 Good

"The place meets minimal expectations. Primarily the room and bed were clean, which is what I needed most. The rest of the building is old (probably built in the '70's) so it shows its age in places. The hallway carpeting on the 2nd floor was pretty stained-up; could use a good shampooing. Not sure how other floors looked. Inside the room there were chips in the bathtub finish and on the floor tile, just due to being old but still usable. Ottoman had shoe stains on it. Otherwise, the room was clean so that's most important. The thing that bothered me most is the room's flooring was fake hardwood. Wasn't most pleasant to step on a cold floor in the morning. Plus I'm sure that fake hardwood doesn't help muffle noises from other rooms. No other guests were obnoxiously loud but I did wake up to my neighbor getting up/scuffling around his-or-her room at 4AM. I'm sure that noise would've been significantly less IF our rooms had carpet in them. But the fake hardwood was clean and dust-free so that's most important! Breakfast was good - scrambled eggs, sausage, muffins, cereals (I had raisin bran), apples, toast, bagles, orange/apple juice dispenser, lemon water, coffee...enough choices to get your day started. The staff were all friendly and helpful. I only contacted them for check-in, later when I couldn't remember my room number, another time when my room card quit working, and check-out; all positive interactions. In all, not the Four Seasons, but worth crashing at for a weekend."

Black Bay Chalet- Lake front home with magnificent views

10/10 Excellent

"We had the best long weekend staying here. The home is very comfortable with everything we needed including a great selections of games. My favorite part was sitt6on the deck watching the sunset over the lake. My husband had the best to.w fishing from shore. We will certainly be back."

Find out more about Pillar Point

Everything you need to know about Pillar Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pillar Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pillar Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pillar Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pillar Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Pillar Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $155 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pillar Point rentals

At Expedia, we put the best Pillar Point vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Pillar Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pillar Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pillar Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Pillar Point?

Yes, we give you a choice of vacation rentals close to top points of interest in Pillar Point, or you can select a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Pillar Point?

Black Bay Chalet- Lake front home with magnificent views: This Pillar Point vacation home rental is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You can relax into your vacation with a garden and a selection of games. Our travelers also rate Modern Lakeside Retreat on Lake Ontario 4+ bedroom/3 bath as a favorite home for rent in Pillar Point.

What’s there to see and do in Pillar Point?

While exploring the area, visit family-friendly sights like New York State Zoo at Thompson Park, or get outside and enjoy nature at Lake Ontario. In the larger area, you’ll find Sackets Harbor Battlefield State Park and Westcott Beach State Park.

What’s a vacation rental in Pillar Point like?

Vacation rentals are privately owned properties you can book for short or long periods in Pillar Point. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy lobbies while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family gatherings.

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Check prices for these dates

Our top choices for Pillar Point vacation rentals

1. Sackets Harbor Village Gem + Lakeside & Central

2. Family Cottage on Chaumont Bay, Walk to Downtown

3. Family Cottage on Chaumont Bay, Walk to Downtown

4. Off-Grid Cozy 2-bedroom cabin in fabulous Adams Center with AC

5. Welcome to Abreu,adorable Cape Cod-style home situated in the heart of Watertown

6. Peaceful Apartment In A Historic Home

7. River's Getaway- an urban oasis!

8. Waterfront Lake Lodge in the Thousand Islands

9. Angel Rock Waterfront Cottages and Vacation Homes

10. Cottage #7 - 1 bedroom/ 1 bath

11. Cottage #6 - 2 bedroom/ 1 bath

12. Cottage #8 - 3 bedroom/ 1 bath

13. Deluxe House - 5 bedroom/ 5 bath

14. Enjoy a spectacular view of the St. Lawrence River from the Owner’s Apartment.

15. Vacation Home #18 - 2 bedroom/ 2 bath

16. Cottage #14 - 1 bedroom/ 1 bath

17. Park Model #30- 1 bedroom/1 bath

18. Vacation Home #21 - 5 bedroom/ 3 bath

19. Vacation Home #16- 5 bedroom/ 3 bath

20. Vacation Home #17, ADA Accessible- 2 bedroom/ 2 bathroom

Find vacation rentals that suit your style

Top Pillar Point Hotel Reviews

Fairfield Inn & Suites Watertown Thousand Islands

Ramada by Wyndham Watertown/Thousand Islands NY

Days Inn by Wyndham Watertown Fort Drum

Spark by Hilton Watertown

Adirondack Efficiencies Watertown

The Roxy Cape Vincent

Beautiful Lake House w/ Private Beach

Black Bay Chalet- Lake front home with magnificent views

Angel Rock Waterfront Cottages and Vacation Homes

Find out more about Pillar Point

Frequently asked questions

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