We found 192 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!
9.49.4 out of 10, Exceptional, (92 reviews)
Exceptional
(92 reviews)
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
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
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 Stayz?
Stayz 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?
Stayz 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 Stayz, 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 Stayz?
To find Jacksons Point holiday rentals with free cancellation, just use Stayz'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, Stayz 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 Stayz?
Stayz'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 Stayz 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. Stayz offers something for every taste and budget, from affordable homes in Jacksons Point to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way.
Stayz 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 StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz as a host?
Joining Stayz 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, Stayz 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 Stayz handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.