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Jacksons Point vacation rentals

We found 198 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Jacksons Point to find one that's perfect for your trip. Whether you're going on vacation with family or friends, vacation rentals have the best amenities for hanging out with the people that matter most, including air conditioning and cable TV. No matter what you're looking for, you'll be sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Jacksons Point

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Find out more about Jacksons Point

Find out more about Jacksons Point

Why visit Jacksons Point

  1. Beautiful Lakes: Enjoy scenic views and recreational activities on the shores of Lake Simcoe.
  2. Outdoor Adventures: Engage in a variety of outdoor pursuits, from hiking to golfing at local country clubs.
  3. Charming Village Atmosphere: Experience the warmth of Jacksons Point with its friendly communities and vibrant arts scene.
  4. Romantic Sunsets: Take leisurely walks along the waterfront and witness breathtaking sunsets.
  5. Diverse Accommodations: Choose from charming cottages, vacation homes, and modern apartments for a memorable stay.

Popular types of accommodation in Jacksons Point

Planning a getaway to Jacksons Point? You're in for a treat! Discover a variety of accommodations, from charming cottages and houses to modern apartments. Whether you're searching for the best cottages or looking for rentals in Georgina, Jacksons Point offers something for everyone. Explore our selection of point houses for rent and make your stay memorable!

  • Houses: The top choice for visitors in Jacksons Point, these homes offer spacious accommodations ideal for families, friends, or couples seeking a comfortable retreat.
  • Cottages: A charming option, cottages provide a cozy atmosphere, perfect for a quintessential Canadian getaway by the lake.
  • Apartments: Convenient and stylish, apartments are an excellent choice for solo travellers or couples looking for a central location.
  • Condos: Offering modern amenities and often stunning views, condos are popular for those seeking luxury during their stay.
  • Cabins: Rustic and inviting, cabins are ideal for nature enthusiasts wanting to immerse themselves in the serene surroundings of Jacksons Point.**

Top attractions in Jacksons Point

Jacksons Point, located in Georgina, Ontario, offers a perfect blend of outdoor adventures and romantic scenery for tourists. Visitors can explore beautiful lakes, enjoy golf at local country clubs, and catch events at nearby stadiums. Whether you're seeking a beach experience or thrilling outdoor activities, Jacksons Point has something for everyone to enjoy during their vacation.

  1. Lake Simcoe: A picturesque lake renowned for its romantic scenery, perfect for outdoor activities like swimming and picnicking. The sandy beaches invite relaxation while the stunning sunsets create a serene atmosphere.
  2. Sibbald Point Provincial Park: An adventure-filled park offering breathtaking landscapes and outdoor fun. Explore hiking trails, enjoy birdwatching, or relax by the water, all amidst the beauty of nature.
  3. Georgina Arts Centre and Gallery: A vibrant cultural hub showcasing local artwork and exhibitions. Engage with the community through various art programs, workshops, and events that celebrate artistic expression.

Things to do recommended for couples

For a romantic getaway in Jacksons Point, indulge in a delightful meal at Retro Planet, only 25.7km away, where city charm meets cozy vibes. Then, explore the enchanting Heritage Estate Winery and Cidery, just 24.1km away, perfect for sipping wine and enjoying each other's company.

Things to do recommended for families

Your family will have a blast at Rail Yard Wake Park, a waterpark located 17.7km from Jacksons Point. Enjoy thrilling water activities and create lasting memories together in this fun-filled environment that caters to all ages.

Things to do recommended for groups

Enjoy a round at Briars Golf Club, just 1.3km away, or challenge your group at Lyndhurst Golf Club, located 8.0km away. For a taste of local culture, visit the 400 Market, 25.7km away, where you can experience vibrant city vibes and unique shopping.

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

When planning your trip—whether you're travelling with a group, your family, or pets, or seeking extended stays—be sure to refine your search according to your key priorities. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Jacksons Point with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Jacksons Point with young kids: Journeying with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, it's wise to think about your closeness to family-friendly attractions.
  • Taking your pets with you to Jacksons Point: For many families, a trip wouldn’t feel complete without their furry companions. If you can relate, be sure to explore Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jacksons Point: If you're seeking vacation rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay in Jacksons Point

Jacksons Point is a charming village on the shores of Lake Simcoe, offering a perfect blend of outdoor adventures and serene landscapes. Explore the local parks, take leisurely walks along the waterfront, or enjoy a romantic sunset by the lake. Nearby, you'll find friendly communities and vibrant arts scenes, making it ideal for family-friendly activities. Discover the warmth of Jacksons Point, where relaxation and adventure harmoniously coexist.

  • Sutton: Nestled merely 1.6km away from Jacksons Point, Sutton is a charming village known for its breathtaking outdoor experiences and scenic views. Visitors are drawn to its recreational areas, golf courses, and campgrounds, making it an ideal spot for nature enthusiasts and couples seeking a romantic getaway. Key attractions include the picturesque lakes and the nearby nature reserves and national state parks, where you can immerse yourself in the natural beauty of the region.
  • Virginia: Located five miles from Jacksons Point, Virginia is another delightful village that offers a blend of outdoor adventures and scenic landscapes. This quaint community is perfect for those looking to enjoy recreational activities, campgrounds, and even a local casino for a touch of excitement. The area is highlighted by its stunning lakes and access to national state parks and nature reserves, providing ample opportunities for hiking, fishing, and relaxation in the great outdoors.
  • Innisfil: Just 19.3km from Jacksons Point, Innisfil is a vibrant city that attracts visitors with its diverse outdoor activities and romantic settings. Here, you can experience a variety of venues, from luxurious resorts to ski slopes and golf courses. The local attractions, including beautiful lakes, well-maintained parks, and nature reserves, make it a perfect destination for those looking to enjoy leisure time surrounded by nature while creating lasting memories.

Best time to go to Jacksons Point

If you're planning a trip to Jacksons 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 October to December tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January19.0°F (-7.2°C)Light RainVery CloudyAverageSlightly Low
February19.6°F (-6.9°C)Light RainMostly CloudyAverageAverage
March28.9°F (-1.7°C)Light RainMostly CloudyAverageSlightly Low
April40.5°F (4.7°C)Light RainMostly CloudyAverageAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
June62.2°F (16.8°C)Light RainMostly SunnyHighSlightly High
July68.4°F (20.2°C)Light RainMostly SunnyHighSlightly High
August67.3°F (19.6°C)Light RainMostly SunnyHighSlightly High
September60.8°F (16.0°C)Light RainMostly SunnyAverageAverage
October49.1°F (9.5°C)Light RainMostly CloudyLowAverage
November37.2°F (2.9°C)Light RainMostly CloudyLowSlightly Low
December27.5°F (-2.5°C)Light RainMostly CloudyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming adventure? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, you can enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that aligns with 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 perfect getaway!

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new adventures, pick up right where you left off, or review and manage your travel arrangements. You can easily locate properties you've saved or booked in the Potential, Upcoming, or Current Trips sections. To start using Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Explore the lakeside setting in Jacksons Point

Enjoy the entertainment and other features of Jacksons Point. This city's lake, spas and bars attract many visitors, and its relaxing and welcoming location add to the charm. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Jacksons Point

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Jacksons Point a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Shanty Bay Golf Course (15.5 mi / 24.9 km)
  • Georgian Downs Racetrack (15.7 mi / 25.3 km)
  • Splashon Water Park Barrie (16.3 mi / 26.2 km)
  • Briars Golf Club (0.8 mi / 1.3 km)
  • Lyndhurst Golf Club (4.6 mi / 7.4 km)
  • Big Cedar Golf Club (8.1 mi / 13 km)

Exploring the natural landscape of Jacksons Point

Whether you're an active traveler or just want to appreciate the scenery, Jacksons Point is a great place to spend some time outside. These are some of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:

  • Sibbald Point Provincial Park (2.1 mi / 3.4 km)
  • Duclos Point Provincial Nature Reserve (6.9 mi / 11.1 km)
  • Lake Simcoe (7.1 mi / 11.4 km)
  • Claredon Beach Park (7.9 mi / 12.7 km)
  • Rail Yard Wake Park (10.9 mi / 17.5 km)
  • Barrie Centennial Park (16.2 mi / 26.1 km)

Traveling to and around Jacksons Point

The nearest airport is in Toronto Pearson Intl. Airport (YYZ), located 45.8 mi (73.7 km) from the city center.

Frequently asked questions

What is the best area to stay in Jacksons Point when booking a vacation rental?
When considering a vacation rental in Jacksons Point, Ontario, a fantastic area to stay is near the picturesque waterfront along Lake Simcoe. This region offers a charming blend of natural beauty and local attractions, making it a delightful spot for visitors. The proximity to the lake ensures that you can enjoy stunning views and easy access to various water activities, such as boating and fishing, which are particularly appealing in the warmer months.

Another appealing neighbourhood is the area surrounding the historic Jacksons Point village centre. Here, you can find a selection of quaint shops and eateries, great for leisurely strolls. The village is also close to the remarkable Sibbald Point Provincial Park, which is known for its beautiful beaches, hiking trails, and picnic areas, providing ample opportunities for outdoor exploration and relaxation.
How much does it cost to rent a vacation home in Jacksons Point?
Prices for vacation rentals in Jacksons Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Jacksons Point to more spacious homes.
Are there any discounts for Jacksons Point vacation house rentals?
You can find great discounts on house rentals in Jacksons Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Jacksons Point?
A long-stay vacation rental in Jacksons Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any Jacksons Point vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Jacksons Point with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
When is the best time to visit Jacksons Point for a vacation rental?
The best time to visit Jacksons Point for a vacation rental is during the peak season from June to August, with July being the most popular month. This vibrant period lures travellers eager to take advantage of the warm weather, indulge in water activities on Lake Simcoe, and enjoy the local festivals that bring the community to life.

During these summer months, temperatures typically reach the mid to high 20s Celsius, creating ideal conditions for outdoor adventures like kayaking, swimming, and hiking. The picturesque waterfront and lush surroundings offer plenty of opportunities for relaxation or exploration, making it a superb getaway for families and groups of friends.

If you're seeking a more budget-friendly option, consider visiting in November. During this time, this month presents a wonderful opportunity to enjoy the serene beauty of Jacksons Point as the autumn colours begin to fade, providing a peaceful escape and a chance to explore the area's natural landscapes without the summer crowds.
How early should I book a Jacksons Point vacation rental?
Book your Jacksons Point vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Jacksons Point?
In Jacksons Point, visitors can enjoy the serene beauty of Lake Simcoe, which offers various water activities such as boating and fishing. The area features the picturesque Jacksons Point Harbour, where vacation rentals often provide easy access to the waterfront and scenic views.
Can I change or cancel my Jacksons Point home rental booking on Vrbo?
To find Jacksons Point vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Jacksons Point vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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