Pillar Point vacation rentals

We found 58 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Pillar Point that are perfect for your trip. Vacation homes offer the best amenities for your stay with friends, family, or just your pet, like WiFi and cable TV. At the end of the day, you'll be sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Pillar Point

Showing deals for:Nov 21 - Nov 28
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Find out more about Pillar Point

Find out more about Pillar Point

Why visit Pillar Point

  1. Outdoor Adventures: Enjoy hiking and exploring nearby state parks and stunning waterfronts, perfect for nature lovers.
  2. Charming Local Attractions: Discover the quaint neighbourhoods and vibrant community that Pillar Point offers.
  3. Family-Friendly Atmosphere: Experience the welcoming vibe in nearby Watertown, ideal for family outings.
  4. Scenic Beaches: Relax on beautiful beaches that provide a serene escape for sunbathing and recreation.
  5. Variety of Accommodations: Choose from cozy cottages to modern apartments for a perfect stay.

Popular types of accommodation in Pillar Point

Discover the charm of Pillar Point with our selection of vacation rentals. Whether you're seeking a private vacation home, a cozy cottage, or a modern apartment, we have the perfect accommodation for your getaway. With options like Pillar Point Dexter homes and delightful holiday cottages, you'll find the ideal spot to relax. Experience the best of Pillar Point and create lasting memories with your loved ones.

  • Houses: The top choice for visitors to Pillar Point, offering spacious accommodations ideal for families or groups.
  • Cottages: A charming option, perfect for those seeking a cozy and intimate getaway near the water.
  • Apartments: A convenient choice for solo travellers or couples, providing essential amenities in a homely setting.
  • Cabins: A rustic retreat for nature enthusiasts, surrounded by beautiful landscapes.
  • Condos: A modern option that combines comfort with stunning views, ideal for a laid-back stay.**

Top attractions in Pillar Point

Pillar Point, New York, offers a perfect getaway for outdoor enthusiasts and romantics alike, featuring stunning scenery and a variety of attractions. Visitors can explore nearby state parks, vibrant college campuses, and beautiful beaches, making it an ideal destination for those seeking adventure and relaxation. Whether you're travelling solo, as a couple, or with family, Pillar Point promises memorable experiences amidst nature's beauty.

  1. Sackets Harbor Battlefield State Park: Immerse yourself in history at this national park, where you can explore the scenic landscapes and learn about the significant battles of the War of 1812. The park offers ample opportunities for outdoor adventures and stunning views of the harbor.
  2. Farmhouse Maple: Experience the charm of this local farm, known for its friendly atmosphere and engaging excursions. Dive into the process of maple syrup production and enjoy a taste of authentic farm life.
  3. Westcott Beach State Park: Relax and soak up the sun at this beautiful beach, perfect for swimming, picnicking, and enjoying the natural surroundings. The beach vibes create a serene escape for visitors of all ages.

Things to do recommended for couples

For a romantic getaway in Pillar Point, visit the Yellow Barn Winery for delightful wine and entertainment just 4.8km away. Enjoy skiing together at Dry Hill Ski Area, 19.3km out, or indulge in more wine tasting at Coyote Moon Vineyards, located 30.6km away, perfect for a couple's escape.

Things to do recommended for families

Families vacationing in Pillar Point can enjoy a delightful day at Recreation Park, located 24.1km away. This park offers a perfect blend of wellness and relaxation, making it a great spot for family fun and outdoor activities.

Things to do recommended for groups

Experience retail therapy at Salmon Run Mall, just 14.5km from Pillar Point, or enjoy a romantic outing at Burrville Cider Mill, located 22.5km away. Don’t miss a visit to 1000 Islands River Rat Cheese, a charming store only 30.6km from your base.

What do I need to keep in mind when booking a vacation in Pillar Point

When planning your trip, whether you're travelling with a group, family, or pets, or seeking extended stays, it's important to apply the right filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Pillar Point with a group: Take into account how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Pillar Point with young kids: Traveling with young children can present its own set of challenges. It's essential to prioritize their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pillar Point: For many families, a trip isn’t truly complete without their furry companions. If this resonates with you, consider exploring Vrbo properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that both you and your four-legged friends feel completely at home.
  • Planning for a long term stay visiting Pillar Point: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and benefit from savings on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Pillar Point

Pillar Point, New York, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a romantic getaway. Discover the charming local attractions and explore the family-friendly atmosphere of nearby Watertown, NY. Unwind while experiencing the rich history and vibrant community that surrounds this picturesque village. Whether hiking along the stunning waterfront or enjoying the quaint neighbourhoods, Pillar Point is an ideal destination for relaxation and exploration.

  • Watertown: Situated approximately 17.7km from Pillar Point, Watertown is a vibrant city that offers a well-rounded experience for families, business travellers, and urban explorers alike. Known for its shopping centres and educational institutions, visitors can enjoy a day of retail therapy or attend various events at local conference venues. Nature lovers will appreciate the proximity to scenic lakes and the nearby national state park, perfect for outdoor adventures and leisurely strolls. Watertown’s blend of urban conveniences and natural beauty makes it an ideal stop on your vacation.
  • Sackets Harbor: Just 3.2km from Pillar Point, Sackets Harbor is a charming city that invites exploration through its stunning outdoor landscapes and romantic scenery. This picturesque locale features recreational areas and unique shops that cater to both leisure and romantic getaways. Spend a day at the beach or take a leisurely walk by the lake, soaking in the breathtaking views. With a national state park close at hand, Sackets Harbor is a must-visit for those seeking natural beauty and relaxation.
  • Chaumont: Located about 11.3km from Pillar Point, Chaumont is another delightful city for those drawn to outdoor activities and scenic vistas. This quaint destination offers various recreational areas and popular shops, making it a great place to explore or unwind. With easy access to a stunning lake and a national state park, Chaumont provides ample opportunities for hiking, picnicking, and enjoying the great outdoors. Whether you're looking for adventure or a romantic escape, Chaumont is sure to captivate your heart.

Best time to go to Pillar Point

If you're planning a trip to Pillar Point, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like March and December to January tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January21.7°F (-5.7°C)Light RainMostly CloudyLowSlightly Low
February23.4°F (-4.8°C)Light RainMostly CloudyAverageSlightly Low
March31.8°F (-0.1°C)Light RainMostly CloudyLowSlightly Low
April43.3°F (6.3°C)Light RainMostly CloudyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June63.7°F (17.6°C)Light RainMostly SunnyHighSlightly High
July70.0°F (21.1°C)Light RainMostly SunnyHighSlightly High
August68.9°F (20.5°C)Light RainMostly SunnyHighSlightly High
September62.4°F (16.9°C)Light RainMostly SunnyAverageAverage
October51.4°F (10.8°C)Light RainMostly CloudyAverageAverage
November39.4°F (4.1°C)Light RainMostly CloudyAverageAverage
December30.4°F (-0.9°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can be beneficial, as prices can vary significantly. Additionally, booking a longer stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the best options for your travel needs.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform where you can easily plan new trips, resume your previous arrangements, or manage your travel plans. Here, you can find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Pillar Point getaway

Experience the unique character of Pillar Point with a stay in a vacation home rental. This city has something for everyone. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Pillar Point

Do you want to find attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Pillar Point a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • New York State Zoo at Thompson Park (12 mi / 19.4 km)
  • Dry Hill Ski Area (11.5 mi / 18.5 km)
  • Highland Meadows Golf and Country Club (13.1 mi / 21 km)
  • Yellow Barn Winery (3.5 mi / 5.6 km)
  • Saiff Charters (8.5 mi / 13.7 km)

Exploring the natural landscape of Pillar Point

Whether you're an adventurous traveler or just want to take in the scenery, Pillar Point is a great place to spend some time outside. Here are a few of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Thompson Park (11.8 mi / 19.1 km)
  • Long Point State Park - Thousand Islands (6.1 mi / 9.8 km)
  • Kostyk Field (9.8 mi / 15.9 km)
  • Black River (25.5 mi / 41 km)
  • Lake Island (7.3 mi / 11.7 km)
  • North Shore (8.8 mi / 14.2 km)

How to get to and around Pillar Point

The nearest airport is in Watertown, NY (ART-Watertown Intl.), located 5.4 mi (8.7 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Kingston, ON (YGK-Norman Rogers), which is 29 mi (46.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation rental in Pillar Point?
Property type, season and length of stay are among the factors that can influence the price of a vacation home. Simply add your travel dates to find your ideal match. From cozy country cottages to sprawling villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Pillar Point?
When you travel and the style and size of the property will influence the cost of your beachside vacation rental. Click on your Pillar Point travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use our filters to choose the amenities and features you want in your rental.
What are the top attractions for families in Pillar Point?
Farmhouse Maple will keep the kids happy during your Pillar Point vacation. This family-friendly attraction is within close proximity of the center.
How old do you have to be to rent a vacation rental in Pillar Point?
Age restrictions can differ across properties on Vrbo, so be sure to look at the rules of the vacation home in Pillar Point you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a vacation rental in Pillar Point for?
How long you can book a vacation rental in Pillar Point is down to the property. Just enter your desired travel dates to view a list of options offering extended stays. With plenty of creature comforts like air conditioning and full kitchens, as well as some offering weekly or monthly discounts, you're sure to find the perfect place to call your home away from home in Pillar Point.

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