Pillar Point Holiday Rentals

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Holiday Rentals in Pillar Point

Cozy lakefront cottage with spectacular views!

10.0 out of 10, Exceptional, (13)
"This is a beautiful house. We loved it for a little vacation on our first anniversary "
Cozy lakefront cottage with spectacular views!

Lakehouse at Pillar Point on Lake Ontario, a relaxing home with stunning sunsets

10.0 out of 10, Exceptional, (72)
"The house is beautiful and welcoming. The views are spectacular. The house has everything needed."
Lakehouse at Pillar Point on Lake Ontario, a relaxing home with stunning sunsets

Morning Star Cottage

10.0 out of 10, Exceptional, (44)
"We very much enjoyed our stay in Kathy's cottage. The location was perfect, we could see the river right from the yard, and the property is within easy walking distance to restaurants, the shops, the riverside parks and the boat museum. The property is clean and nicely appointed. The furnishings were charming and we enjoyed the porch with the umbrella table. The kitchen is stocked with the necessary utensils, dishes and pots. Kathy is a warm and welcoming host who gave us our privacy. We...
Morning Star Cottage

Family Cottage on Chaumont Bay, Walk to Downtown

9.4 out of 10, Exceptional, (47)
"We are folks that like neat clean places to stay. We found that in this property. We live in country setting, enjoyed the free ranging chickens a few place down road."
Family Cottage on Chaumont Bay, Walk to Downtown

Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING

10.0 out of 10, Exceptional, (32)
"Great home in a great location "
Charming cottage on Chaumont Bay, pet friendly, kayaks, dock, ICE FISHING

Beautiful Lake House w/ Private Beach

9.4 out of 10, Exceptional, (44)
"The Great Room and deck is amazing. All the windows let so much natural light in and the chairs on the deck are so comfortable. Just watching the lake, deer and turkeys very relaxing. "
Beautiful Lake House w/ Private Beach

Waterfront Cottage w/ Barrel sauna & Fishing Pier

9.6 out of 10, Exceptional, (15)
"This little gem is tucked away in Dexter and offers a fabulous view (and access) of the river and surrounding area (Fall foliage was spectacular). There are lots of ammenities on property to enjoy! It was a little cold to hop in the Kayaks but they were available to us. We did enjoy warming up around the firepit and the barrel sauna was spectacular! The house was super cute and nicely decorated. There were a couple of very minor maintenance items (e.g. light switch, closet door) that could be...
Waterfront Cottage w/ Barrel sauna & Fishing Pier

Family and Fishermen Welcome!

9.0 out of 10, Wonderful, (2)
"Nice clean home. Exactly as listed."
Family and Fishermen Welcome!

Waterfront Cottage on Sawmill Bay w/ Deck!

8.4 out of 10, Very good, (13)
"We had a 2 night stay at this property. The riverside deck is amazing. Overall it met our needs, but any longer would have been hard. First concern: Laundry. For 400 a night, there really should be an electric washer and electric dryer at this property. I say electric since the dryer listed on the comp is literally a wooden folding clothing rack in front of a heating vent- 😳😳 Second concern: The master bed is not level. This makes sleeping hard Third concern: Lighting is needed for the stairs...
Waterfront Cottage on Sawmill Bay w/ Deck!

Martin’s Poolhouse

9.6 out of 10, Exceptional, (26)
"Was here for a week for commercial job the owners are super friendly and helpful… loved it"
Martin’s Poolhouse

Modern Home Walking Distance to Boat Launch!

9.8 out of 10, Exceptional, (16)
"The house was very nice, clean and comfortable. Perfect for a weekend getaway!"
The price is AU$504
includes taxes & fees
22 Jan - 23 Jan
Modern Home Walking Distance to Boat Launch!

Angel Rock Waterfront Cottages and Vacation Homes

3.0 star property
9.4 out of 10, Exceptional, (86)
"This was an amazing first stay at Angel Rock. Our cottage was cozy and the perfect size for our ladies getaway. We had everything we needed. Amazing views for the living area and outside deck. Beds were comfortable, only downside was the bottom sheet and mattress pad come off fairly quick after getting into bed. Area was very quiet and relaxing. Look forward to future stays with Angel Rock. "
The price is AU$291
includes taxes & fees
21 Jan - 22 Jan
Angel Rock Waterfront Cottages and Vacation Homes

Plenty of Parking for Boats!

9.6 out of 10, Exceptional, (13)
"Wonderful place to stay, comfy beds and couch, lots of room for parking with boats. Host is great to deal with!!"
The price is AU$593
includes taxes & fees
21 Jan - 22 Jan
Plenty of Parking for Boats!

K's Motel - Fishermans Retreat - Cottage

8.8 out of 10, Excellent, (3)
"The floor in livingroom area needs repair there is a soft dip in it by the window. No curtains on door or livingspace window. The nightstand in front bedroom was thick with dust. I also found chex cearal on the floor in that room and it definitly wasnt from us. I feel i wasnt really worth what i paid."
K's Motel - Fishermans Retreat - Cottage

The perfect Nature Get Away!

9.8 out of 10, Exceptional, (44)
"Very clean peaceful retreat. Nice Fall walk in the woods to the beautiful riverfront. Hosts were very welcoming. Close to many great towns."
The perfect Nature Get Away!

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

9.6 out of 10, Exceptional, (20)
"House was beautiful. Not as close to town as we thought but certainly doable. Weather was not great but overall we had a great time!"
Walkable, modern, spacious village home, dockage, hot tub, fenced in yard.

Lovely 3 bedroom apartment just 5 minutes to Fort Drum!

10.0 out of 10, Exceptional, (4)
"Made to feel at home! "
Lovely 3 bedroom apartment just 5 minutes to Fort Drum!

Stunning 3-bedroom apartment - 5 minutes to Fort Drum

9.0 out of 10, Wonderful, (2)
"Rental was clean with all the things we needed for the Thanksgiving weekend. Clise enough to Watertown to visit with our daughter. Loved the fenced in yard for our dog and their was plenty of room for Thanksgiving dinner. Owner was great and communicated with us whe reached to for questions. "
Stunning 3-bedroom apartment - 5 minutes to Fort Drum

Your Home Away From Home On Pt Salubrious

9.6 out of 10, Exceptional, (54)
"The cottage was perfect, and communication with the host was great!"
Your Home Away From Home On Pt Salubrious

CLAYTON COTTAGE

8.6 out of 10, Excellent, (7)
"Excellent place to park a boat and have access to decent places to eat when off the water."
CLAYTON COTTAGE
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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Other types of properties in Pillar Point you may be interested in

Cozy lakefront cottage with spectacular views!

10.0 out of 10, Exceptional, (13)
"This is a beautiful house. We loved it for a little vacation on our first anniversary "
Cozy lakefront cottage with spectacular views!

Comfort Inn & Suites Watertown - 1000 Islands

2.5 star property
8.4 out of 10, Very good, (1004)
"Great stay!"
The price is AU$179
includes taxes & fees
17 Feb - 18 Feb
Comfort Inn & Suites Watertown - 1000 Islands

Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel

2.5 star property
9.2 out of 10, Wonderful, (1004)
"The staff was very friendly. The beds were very comfortable. Very clean. The breakfast was very good. I will be staying here again. "
The price is AU$213
includes taxes & fees
13 Feb - 14 Feb
Holiday Inn Express Hotel & Suites Watertown-Thousand Island, an IHG Hotel
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.

Frequently asked questions

Can I find a holiday rental in Pillar Point?

Yes, there are holiday rentals close to the most popular sights in Pillar Point, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Pillar Point has to offer?

Cozy lakefront cottage with spectacular views!: This highly rated holiday home rental in Pillar Point 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 holiday with a garden and a selection of games.

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 wider area, you’ll find Sackets Harbor Battlefield State Park and Long Point State Park - Thousand Islands.

What’s a holiday rental in Pillar Point like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pillar Point. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.