Jacksons Point holiday homes

We found 190 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Jacksons Point to find one that's perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you need and want for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts – Jacksons Point

Showing deals for:12 Feb - 19 Feb

Image gallery for Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

Living area
9.4 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

Innisfil

8% off
Price is NZ$8,053
for 7 nights, 1 home
NZ$1,150 per night
includes taxes & fees
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Why visit Jacksons Point

  • Scenic Lakes: Enjoy breathtaking views and recreational activities at the stunning lakes that surround Jacksons Point.
  • Outdoor Adventures: Explore nearby national parks and indulge in hiking, cycling, and nature walks.
  • Charming Local Spots: Visit Point Harbour and Point Parkette for a lovely stroll and picturesque landscapes.
  • Golfing Experience: Tee off at local golf courses, perfect for both beginners and seasoned players.
  • Relaxing Atmosphere: Unwind in this quaint village, where you can experience the charm of lakeside living.

Top attractions near Jacksons Point

Jacksons Point, Georgina, offers a delightful mix of outdoor adventures and scenic beauty, perfect for a romantic getaway or a family holiday. Explore the stunning lakes, visit the nearby national parks, or enjoy a round of golf at local courses. Don't miss the charming Point Harbour and Point Parkette, as well as opportunities for day trips and outdoor escapades that cater to all tastes. This quaint spot is ideal for those seeking adventure and cultural experiences.

  • Lake Simcoe: This picturesque lake, only 11.3km from Jacksons Point, offers stunning beaches and scenic views, perfect for outdoor adventures or a romantic day out. Enjoy swimming, picnicking, or simply soaking in the natural beauty.
  • Georgina Arts Centre and Gallery: Located just 1.6km away, this vibrant arts centre showcases local culture through various exhibitions and events, making it a hub for creativity and inspiration.
  • Holland Landing Prairie Provincial Park: Situated 24.1km from Jacksons Point, this tranquil reserve is ideal for nature enthusiasts, featuring diverse wildlife and picturesque walking trails.

Things to do recommended for couples

Looking for a romantic getaway in Jacksons Point? Visit Heritage Estate Winery and Cidery for a delightful tasting experience, or dine at Retro Planet for a lovely meal. Both spots offer a charming atmosphere perfect for couples seeking quality time together.

Things to do recommended for families

Families will love the thrills at Rail Yard Wake Park, a fun waterpark just 17.7km from Jacksons Point, or enjoy the peaceful vibes at Lackey's Bush Trail, a recreation park located 24.1km away, perfect for a relaxing day out in nature.

Things to do recommended for groups

Experience a round at Briars Golf Club, just 1.3km from Jacksons Point, or challenge your mates at Lyndhurst Golf Club, 8.0km away. For some thrills, head to Georgina Paintball, located 11.3km from town. Perfect for a fun-filled group getaway.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're planning a trip with a group, family, pets, or seeking extended stays, it's important to prioritise your filters accordingly. 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 full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and plenty more on Vrbo.
  • Traveling to Jacksons Point with young kids: Travelling with little ones can be quite a task. It's important to prioritise their comfort and safety, along with 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 Jacksons Point: For many families, a holiday isn’t truly complete without their furry companion. If this resonates with you, take a look at Vrbo properties that welcome pets. Most pet-friendly accommodations come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Jacksons Point: If you're in search of holiday 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 save on monthly accommodations. Don't forget to consider adding options like a parking spot, a well-equipped kitchen, or even a private pool to your search criteria.

Where to stay in Jacksons Point

Jacksons Point offers a delightful escape into cottage country, perfect for a relaxing weekend getaway. Experience the charm of lakeside living, surrounded by stunning natural landscapes and friendly locals. Whether you’re looking for romantic strolls or family-friendly adventures, this quaint village and its nearby regions promise a tranquil atmosphere and scenic beauty that will rejuvenate your spirit. Don’t miss the chance to unwind in this charming retreat, where every moment feels like a refreshing breath of fresh air.

  • Georgina: Nestled around the scenic shores of Lake Simcoe, Georgina is a charming city that offers a perfect blend of outdoor adventure and romantic getaways. Jacksons Point, a beautiful community within Georgina, is known for its stunning scenery and recreational activities. Visitors can explore nearby national parks and nature reserves, providing ample opportunities for hiking, bird watching, and enjoying the great outdoors. The local resorts and ski facilities are a hit with families and couples alike, making Georgina a must-visit for those looking to unwind in nature.
  • Innisfil: Located approximately 19.3km from Jacksons Point, Innisfil is a delightful city that boasts a variety of outdoor experiences. Known for its picturesque lakes and parks, Innisfil is ideal for those seeking a romantic escape or simply a chance to enjoy the scenery. The city features excellent golf courses and ski resorts, making it perfect for both summer and winter activities. Nature lovers will appreciate the nearby nature reserves that offer peaceful trails and beautiful landscapes, ensuring an unforgettable visit.
  • Snake Island: Just 8.0km from Jacksons Point, Snake Island is a natural gem that attracts visitors looking for a peaceful retreat. This quaint island is renowned for its stunning outdoor settings and lush landscapes, making it ideal for romantic strolls or family camping trips. The island offers recreational areas and campgrounds, allowing visitors to immerse themselves in nature. Close by, you can discover the beauty of Lake Simcoe and explore national parks and urban parks that showcase the area's natural charm.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January19.0°F (-7.2°C)Light RainVery CloudyAverage
February19.6°F (-6.9°C)Light RainMostly CloudyAverage
March28.9°F (-1.7°C)Light RainMostly CloudyAverage
April40.5°F (4.7°C)Light RainMostly CloudyAverage
May54.0°F (12.2°C)Light RainMostly SunnyAverage
June62.2°F (16.8°C)Light RainMostly SunnyHigh
July68.4°F (20.2°C)Light RainMostly SunnyHigh
August67.3°F (19.6°C)Light RainMostly SunnyHigh
September60.8°F (16.0°C)Light RainMostly SunnyAverage
October49.1°F (9.5°C)Light RainMostly CloudyLow
November37.2°F (2.9°C)Light RainMostly CloudyLow
December27.5°F (-2.5°C)Light RainMostly CloudyLow

Booking with Vrbo is a breeze

Are you hoping to save some dollars on your next getaway? Being flexible with your travel dates can make a real difference, as prices tend to vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a handy platform for you to plan new adventures, keep your travel arrangements on track, or review and tidy up your existing bookings. The properties you've saved or booked are conveniently categorised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, just head over to: https://www.bookabach.co.nz/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, as does its relaxing and welcoming location. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in Jacksons Point

Are you looking for attractions to visit during your stay? Venture out of your holiday home and experience everything that makes Jacksons Point a fun spot to go on holiday. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Lyndhurst Golf Club (4.8 mi / 7.8 km)
  • Big Cedar Golf Club (8.1 mi / 13.1 km)
  • Briars Golf Club (0.9 mi / 1.4 km)
  • Silver Lakes Golf & Conference Centre (14.3 mi / 23 km)
  • Innisbrook Golf Course (14.5 mi / 23.3 km)
  • Shanty Bay Golf Course (15.3 mi / 24.6 km)

Exploring the natural landscape of Jacksons Point

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Jacksons Point is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Sibbald Point Provincial Park (2.1 mi / 3.4 km)
  • Lake Simcoe (6.9 mi / 11 km)
  • Claredon Beach Park (8 mi / 12.9 km)
  • Holland Marsh (13.1 mi / 21.1 km)
  • Holland Landing Prairie Provincial Park (15.2 mi / 24.5 km)
  • Fox Island (5.9 mi / 9.5 km)

Travelling to and around Jacksons Point

The nearest airport is in Toronto, ON (YYZ-Pearson Intl.), located 46 mi (74 km) from the city centre.

Frequently asked questions

What is the best area to stay in Jacksons Point when booking a holiday rental?
When considering a holiday rental in Jacksons Point, Ontario, the area surrounding the charming lakeside village is particularly appealing. This region offers a delightful mix of tranquillity and access to natural beauty, making it an ideal spot for a peaceful getaway.

One of the most attractive features of Jacksons Point is its proximity to Lake Simcoe, where you can enjoy activities such as swimming, fishing, and boating. The scenic waterfront provides stunning views, especially at sunrise and sunset, and is great for leisurely strolls. Another highlight in the area is the beautiful Sibbald Point Provincial Park, which offers hiking trails, picnic areas, and sandy beaches, making it a great destination for families and nature enthusiasts alike.

In Jacksons Point, you'll find a variety of holiday rental properties, ranging from quaint cottages to modern homes, providing a range of options to suit different preferences and group sizes.
When is the best time to visit Jacksons Point for a holiday rental?
July marks the height of the travel season in Jacksons Point, Ontario, drawing visitors eager to enjoy the beauty of Lake Simcoe and the vibrant summer atmosphere. This period, spanning from June to August, is particularly favoured for its warm temperatures, making it ideal for outdoor activities such as boating, swimming, and hiking along the picturesque trails.

During July, expect delightful weather with average temperatures ranging from 15 to 25 degrees Celsius, providing a great backdrop for exploring the local parks and enjoying the scenic waterfront. The lively community events and festivals during this time create a friendly space, great for families and groups looking for memorable experiences.

For those seeking a more budget-friendly option, consider visiting in November. While this month is quieter, it offers a unique chance to appreciate the tranquil beauty of Jacksons Point with fewer crowds. It's an excellent time for peaceful walks along the lake and enjoying the autumn scenery without the hustle and bustle of peak season.

Ultimately, the best time to book a holiday rental in Jacksons Point depends on whether you prefer the lively summer activities or the serene charm of the off-peak months.
What are the top attractions in Jacksons Point?
In Jacksons Point, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The waterfront along Lake Simcoe is a major draw, offering picturesque views and activities such as swimming, boating, and fishing. The scenic Jacksons Point Beach is great for relaxing on sunny days and features picnic areas for families.

For those interested in outdoor adventures, the nearby Sibbald Point Provincial Park provides hiking trails and opportunities for wildlife observation. The park's sandy beaches and shaded picnic spots make it a popular destination for both locals and tourists.

Additionally, the charming downtown area features local shops and eateries, giving visitors a taste of the community's hospitality. The annual events and festivals, often held in the summer months, showcase local culture and are a great way to engage with the community.
Are all fees included in the Jacksons Point holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Jacksons Point holiday homes with parking?
Bookabach offers a wide selection of holiday homes 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 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.
Are there any discounts for Jacksons Point holiday homes?
You can find great discounts on holiday homes in Jacksons Point on Bookabach, 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 change or cancel my Jacksons Point holiday home booking on Bookabach?
To find Jacksons Point holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Jacksons Point?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Jacksons Point holiday home?
Book your Jacksons Point holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Jacksons Point?
Prices for holiday homes 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. Bookabach offers something for every taste and budget, from affordable homes in Jacksons Point to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Bookabach as a host?
Joining Bookabach 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

More holiday ideas