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Pillar Point Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

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 Village Gem + Lakeside & Central
Sackets Harbor
9.8 out of 10, Exceptional, (11 reviews)
"Had a wonderful time. Place was very nice. Me and my wife thought it was a really nice place to stay."
United States
Henri M.
$297 nightly
The price is $329
Oct 26 - Oct 27
Total with taxes and fees
Sackets Harbor Village Gem + Lakeside & Central
A wooden cabin interior with a dining table, chairs, a ladder, a window, and a heart-shaped decoration on the wall.

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

Off-Grid Cozy 2-bedroom cabin in fabulous Adams Center with AC
Adams Center
10.0 out of 10, Exceptional, (9 reviews)
"A very cute cabin. Is “off grid” but fully functional electricity, wi fi and cooking. Appreciated lots of pots and such for our use. Plus a really fun ladder to climb up to a loft: good for kids or brave adults. We used this location to head off to some bike riding and then hiking."
United States
jen c.
$166 nightly
The price is $184
Oct 27 - Oct 28
Total with taxes and fees
Off-Grid Cozy 2-bedroom cabin in fabulous Adams Center with AC
An aerial view of a coastal residential area with houses, docks, and clear turquoise water.

3. Angel Rock Waterfront Cottages and Vacation Homes

Angel Rock Waterfront Cottages and Vacation Homes
3.0 star property
Cape Vincent
9.6 out of 10, Exceptional, (101 reviews)
"Very peaceful place we all loved it"
Canada
David
$180 nightly
The price is $199
Oct 25 - Oct 26
Total with taxes and fees
Angel Rock Waterfront Cottages and Vacation Homes
A hotel room with a bed, two armchairs, a dresser, a mirror, and a painting on the wall.

4. Peaceful Apartment In A Historic Home

Peaceful Apartment In A Historic Home
Watertown
10.0 out of 10, Exceptional, (51 reviews)
"We have a short stay and very walkable to downtown!"
United States
Harry
$217 nightly
The price is $241
Oct 26 - Oct 27
Total with taxes and fees
Peaceful Apartment In A Historic Home
A wooden deck with a table and chairs, overlooking a lake with boats and a dock.

5. Family Cottage on Chaumont Bay, Walk to Downtown

Family Cottage on Chaumont Bay, Walk to Downtown
Chaumont
9.2 out of 10, Wonderful, (70 reviews)
"We loved this house, it was clean and spacious and fit our needs. I loved the kitchen and big dining room. It’s a lovely lake cottage. My only suggestion would be a tv in the master bedroom. Also we do wish the weeds and sumac were trimmed to see the lakefront better. It’s overgrown and you can’t really see the dock or if you have swimmers from the deck. Maybe another umbrella outside too. It’s a perfect spot, just needs a little tlc outside."
United States
Michele S.
$416 nightly
The price is $462
Oct 26 - Oct 27
Total with taxes and fees
Family Cottage on Chaumont Bay, Walk to Downtown
A modern living room with a large sliding glass door leading to an outdoor deck.

6. River's Getaway- an urban oasis!

River's Getaway- an urban oasis!
Watertown
9.4 out of 10, Exceptional, (28 reviews)
"Great view and location"
United States
Alex T.
$236 nightly
The price is $261
Nov 1 - Nov 2
Total with taxes and fees
River's Getaway- an urban oasis!
A residential house with a garage, a wooden shed, and a driveway.

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

Welcome to Abreu,adorable Cape Cod-style home situated in the heart of Watertown
Watertown
10.0 out of 10, Exceptional, (3 reviews)
"It was a beautiful place to stay! So clean, host is very responsive & so nice, location is quite relaxing & feels very safe. We would definitely stay again!"
United States
Salena B.
$192 nightly
The price is $213
Oct 25 - Oct 26
Total with taxes and fees
Welcome to Abreu,adorable Cape Cod-style home situated in the heart of Watertown
Property grounds

8. Pet-Friendly Lakeside Studio & Walk to Harbor

Pet-Friendly Lakeside Studio & Walk to Harbor
Sackets Harbor
9.4 out of 10, Exceptional, (3 reviews)
"Absolutely adorable studio close to everything. Great host, great stay! Will be back."
United States
Kerri R.
$283 nightly
The price is $314
Nov 2 - Nov 3
Total with taxes and fees
Pet-Friendly Lakeside Studio & Walk to Harbor
A sign for Angel Rock Waterfront Cottages with a vacancy notice.

9. Cottage #14 - 1 bedroom/ 1 bath

Cottage #14 - 1 bedroom/ 1 bath
Cape Vincent
9.6 out of 10, Exceptional, (5 reviews)
"Cute little cabin. Was perfect for location in 1000 islands"
United States
Lynn D.
$212 nightly
The price is $235
Nov 10 - Nov 11
Total with taxes and fees
Cottage #14 - 1 bedroom/ 1 bath
A wooden deck with a table and chairs, overlooking a lake with boats and a dock.

10. Family Cottage on Chaumont Bay, Walk to Downtown

Family Cottage on Chaumont Bay, Walk to Downtown
3.0 star property
Chaumont
$408 nightly
The price is $452
Oct 26 - Oct 27
Total with taxes and fees
Family Cottage on Chaumont Bay, Walk to Downtown
A wooden deck with outdoor furniture, a red and white striped umbrella, and a view of a lake.

11. Gorgeous Waterfront Cottage on the St. Lawrence River

Gorgeous Waterfront Cottage on the St. Lawrence River
Clayton
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay here it is an absolute beautiful place nice and spacious and beautiful view of the river. Definitely recommend this place and we will be returning again!! "
United States
Anonymous traveler
$589 nightly
The price is $654
Oct 24 - Oct 25
Total with taxes and fees
Gorgeous Waterfront Cottage on the St. Lawrence River
A hot tub with a sunset view, two glasses, and a bottle of champagne.

12. Boutique Lakefront Cottage, Hot Tub, Sauna

Boutique Lakefront Cottage, Hot Tub, Sauna
Henderson
9.8 out of 10, Exceptional, (8 reviews)
"Everything was wonderful! The house was incredible- clean, meticulously organized and every detail thought out. The accommodations were amazing. We were able to enjoy this little slice of paradise and relax with our pups. Hosts are very welcoming, friendly and had great communication throughout the process from booking to stay."
United States
Carey R.
Boutique Lakefront Cottage, Hot Tub, Sauna
A wooden deck with chairs overlooking a calm lake, surrounded by greenery.

13. Cottage #11 - 3 bedroom/ 1 bath

Cottage #11 - 3 bedroom/ 1 bath
Cape Vincent
10.0 out of 10, Exceptional, (3 reviews)
"Lovely cabin and area! "
United States
Stephen S.
$292 nightly
The price is $324
Oct 25 - Oct 26
Total with taxes and fees
Cottage #11 - 3 bedroom/ 1 bath
A sign for Angel Rock Waterfront Cottages with a clear view of the surrounding greenery and a well-maintained lawn.

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

Vacation Home #17, ADA Accessible- 2 bedroom/ 2 bathroom
Cape Vincent
10.0 out of 10, Exceptional, (2 reviews)
"If you are looking for quite time, this is the place. Places to go are about half an hour or more. It depends on what you want to do."
United States
Samir K.
$289 nightly
The price is $321
Oct 25 - Oct 26
Total with taxes and fees
Vacation Home #17, ADA Accessible- 2 bedroom/ 2 bathroom
A spacious wooden cabin with a kitchen, dining area, and a staircase.

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

Vacation Home #16- 5 bedroom/ 3 bath
Cape Vincent
10.0 out of 10, Exceptional, (13 reviews)
"We had a great stay overall! The property overall was very clean. We really enjoyed the pool . I would advise to check about bed sizes as on vrbo it is listed that every room had a queen size and they were double. It made for very uncomfortable sleeping for our family."
United States
Amanda R.
$369 nightly
The price is $409
Oct 25 - Oct 26
Total with taxes and fees
Vacation Home #16- 5 bedroom/ 3 bath
A sign for Angel Rock Waterfront Cottages with a 'Vacancy' label, surrounded by lush greenery and a well-maintained lawn.

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

Vacation Home #18 - 2 bedroom/ 2 bath
Cape Vincent
9.2 out of 10, Wonderful, (7 reviews)
"The house was very clean excellent location."
United States
Jonathan K.
$279 nightly
The price is $310
Oct 25 - Oct 26
Total with taxes and fees
Vacation Home #18 - 2 bedroom/ 2 bath
A two-story building with a balcony on the upper floor, surrounded by greenery and a tree.

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

Enjoy a spectacular view of the St. Lawrence River from the Owner’s Apartment.
Cape Vincent
$280 nightly
The price is $311
Oct 25 - Oct 26
Total with taxes and fees
Enjoy a spectacular view of the St. Lawrence River from the Owner’s Apartment.
A spacious wooden cabin with a kitchen, dining area, and living room.

18. Vacation Home #20 - 5 bedroom/ 3 bath

Vacation Home #20 - 5 bedroom/ 3 bath
Cape Vincent
10.0 out of 10, Exceptional, (3 reviews)
"Great host, very welcoming"
United States
Sean T.
$378 nightly
The price is $419
Oct 26 - Oct 27
Total with taxes and fees
Vacation Home #20 - 5 bedroom/ 3 bath
A modern living room with grey sofas, a wooden coffee table, and a round ottoman.

19. Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton

Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton
Clayton
9.8 out of 10, Exceptional, (6 reviews)
"We thoroughly enjoyed our stay! "
United States
Lynn H.
$443 nightly
The price is $492
Oct 25 - Oct 26
Total with taxes and fees
Cozy, Clean & Convenient 1-bedroom apartment with AC & WiFi in charming Clayton
A wooden deck with a table and chairs, overlooking a body of water.

20. Cottage #4 - 1 bedroom/1 bath

Cottage #4 - 1 bedroom/1 bath
Cape Vincent
10.0 out of 10, Exceptional, (1 review)
"Great host, beautiful place!"
United States
Stephanie A.
$318 nightly
The price is $353
Nov 10 - Nov 11
Total with taxes and fees
Cottage #4 - 1 bedroom/1 bath
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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Top Pillar Point Hotel Reviews

Quality Inn & Suites Watertown Fort Drum

Quality Inn & Suites Watertown Fort Drum

8/10 Good
"Nice budget hotel, friendly staff owner involved in making it run smoothly"
Jose 3-night trip
Posted 9 hours ago
Quality Inn & Suites Watertown Fort Drum

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 $199 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.