Jacksons Point holiday rentals

We found 193 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:13 Nov - 20 Nov

Private kitchen
Living area
Interior
Terrace/patio
Exceptional
(8 reviews)

Large Innisfil Lakeview Cottage with steps to Lake Simcoe

Innisfil

8% off
AU$13,599
for 7 nights, 1 cottage
AU$1,943 per night
includes taxes & fees
Large Innisfil Lakeview Cottage with steps to Lake Simcoe
Enjoy breathtaking lake views from the comfort of our sauna.
Outdoor spa tub
Another perspective showcasing the living room, dining table and kitchen.
A spacious driveway, accommodating up to 7 vehicles.
Exceptional
(10 reviews)

Waterfront home, Sauna, Jacuzzi, Heated pool 28-day

Innisfil

17% off
AU$20,517
for 7 nights, 1 home
AU$2,931 per night
includes taxes & fees
Waterfront home, Sauna, Jacuzzi, Heated pool 28-day
Children’s area
Interior
Living area
Room
Exceptional
(50 reviews)

Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views

Georgina

8% off
AU$7,578
for 7 nights, 1 home
AU$1,083 per night
includes taxes & fees
Luxury Lakefront Escape Near Toronto | Hot Tub, Sandy Beach & Amazing Views
Children’s area
Terrace/patio
Dining
Living area
Exceptional
(12 reviews)

Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore

Georgina

8% off
AU$7,578
for 7 nights, 1 home
AU$1,083 per night
includes taxes & fees
Luxury Lake Simcoe Retreat | Hot Tub, Private Dock & Sandy Shore
Dining
Interior
Children’s area
Interior
Exceptional
(42 reviews)

Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong

Innisfil

11% off
AU$1,997
for 7 nights, 1 home
AU$285 per night
includes taxes & fees
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Wrap again deck with a the hops plant.
Christmas at The Cabin  
AHHHH! Peaceful and Serene!
Enjoy the heat and ambiance of the Propane stove
Custom made stairs from our own Cedar trees
Exceptional
(153 reviews)

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Georgina

5% off
AU$1,768
for 7 nights, 1 cabin
AU$253 per night
includes taxes & fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
upper level family room overlooking water
Living area
Exterior
Upper level bedroom with work station
Exceptional
(89 reviews)

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

Innisfil

8% off
AU$6,495
for 7 nights, 1 home
AU$928 per night
includes taxes & fees
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Living area
Exterior
Dining
Marina
Exceptional
(9 reviews)

Luxurious Stay at Friday Harbour Resort Lake Simcoe

Innisfil

8% off
AU$1,596
for 7 nights, 1 apartment
AU$228 per night
includes taxes & fees
Luxurious Stay at Friday Harbour Resort Lake Simcoe
Beach
Marina
Living area
Marina
Exceptional
(8 reviews)

Friday Harbor - Ontario Luxury resort open all year round

Innisfil

21% off
AU$1,698
for 7 nights, 1 apartment
AU$243 per night
includes taxes & fees
Friday Harbor - Ontario Luxury resort open all year round
Living area
Exterior
Marina
Dining
Exceptional
(9 reviews)

Bohemian Luxury at Friday Harbour Resort Lake Simcoe

Innisfil

8% off
AU$1,596
for 7 nights, 1 apartment
AU$228 per night
includes taxes & fees
Bohemian Luxury at Friday Harbour Resort Lake Simcoe
Private kitchen
Pool
Marina
Exterior
Exceptional
(27 reviews)

Romantic Stay at Friday Harbour Resort Lake Simcoe

Innisfil

7% off
AU$1,399
for 7 nights, 1 apartment
AU$200 per night
includes taxes & fees
Romantic Stay at Friday Harbour Resort Lake Simcoe
Property grounds
Property grounds
Pool
Private kitchen
Exceptional
(12 reviews)

Cozy Lake Simcoe 2 bedroom condo with a garden walkout to the boardwalk/ Pier.

Innisfil

7% off
AU$1,987
for 7 nights, 1 apartment
AU$284 per night
includes taxes & fees
Cozy Lake Simcoe 2 bedroom condo with a garden walkout to the boardwalk/ Pier.
Exterior
Outdoor dining
Interior
Dining
Wonderful
(11 reviews)

Luxurious Lake front Island Twnhome Friday Harbour

Innisfil

8% off
AU$2,843
for 7 nights, 1 home
AU$406 per night
includes taxes & fees
Luxurious Lake front Island Twnhome Friday Harbour
  • 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

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:

  • Briars Golf Club (0.9 mi / 1.4 km)
  • Lyndhurst Golf Club (4.8 mi / 7.8 km)
  • Big Cedar Golf Club (8.1 mi / 13.1 km)
  • Hidden Ridge Golf Course (10.2 mi / 16.3 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)
  • Rail Yard Wake Park (11.1 mi / 17.9 km)
  • Holland Marsh (13.1 mi / 21.1 km)
  • Duclos Point Provincial Nature Reserve (6.9 mi / 11.1 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 most popular type of holiday home accommodation in Jacksons Point?
According to our data, bungalows are the most popular holiday home type in Jacksons Point. But naturally, everyone's idea of the perfect stay is bound to be different. Stayz has holiday homes of all sizes and shapes, so you're bound to find your ideal match.
How much does it cost to rent a holiday home in Jacksons Point?
The average price for a holiday home in Jacksons Point depends on a number of factors, like property type, length of stay and time of year. Whether you're in search of a sprawling villa with lots of bedrooms or a quaint cabin just enough for two, just enter your travel dates to view stays that offer great value.
How much does it cost to rent a beach house in Jacksons Point?
When you travel and the size and style of the property will influence the cost of your beachside stay. Type in your Jacksons Point travel dates to view your available options on Stayz. Did someone just say "hot tub"? Use the filters to choose the features and amenities you need.
Are there pet-friendly holiday homes in Jacksons Point?
Good news! Yes. You'll have your pick of five holiday homes that allow pets in Jacksons Point. Plenty of our pet-friendly holiday homes come with an outdoor space for your four-legged friend to run around in, complimentary treats, doggie beds and proximity to parks or green space. Apply the "Pets allowed" filter to find your pawfect pad on Stayz.
What are popular home amenities in Jacksons Point?
A garden, a beach view and a lake view are the most popular home amenities in Jacksons Point. Whether you're planning to travel alone, with your significant other or as a family group, Stayz will help you find a holiday home that matches your tastes with all the extras you're looking for.
Are there large group holiday homes in Jacksons Point?
With four Jacksons Point holiday homes that can sleep five or more people, you can bring a few extra family members or friends along. Whether you're planning an informal get-together or a special event, we'll help you book the ideal space to fit the occasion.
Are there holiday homes in Jacksons Point that welcome kids?
Gather the whole crew for an epic adventure in Jacksons Point at one of our five family-friendly holiday homes. A lot of these stays offer amenities that are great for getaways with children, such as full kitchens, multiple bedrooms and private pools. Just check the "Properties good for families" filter and decide on your favourite.
What are the top attractions for families in Jacksons Point?
Keep the kids occupied at these leading family-friendly attractions in Jacksons Point:
  • Georgina Pioneer Village Museum and Archives
  • Blue Willow Butterflies & Blooms Butterfly Conservatory
  • Sibbald Point Provincial Park
Are there holiday homes with WiFi in Jacksons Point?
Choose from three holiday homes with WiFi in Jacksons Point. If you want to disconnect from the world on your escape, but still want to be connected to the web, these getaways are for you. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Jacksons Point?
Jacksons Point has two holiday homes where you'll be able to spend your days in air-conditioned comfort. To find a property on Stayz that provides this perk, enter your preferred travel dates and use the filters to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Jacksons Point?
The minimum age permitted can differ across properties on Stayz, so be sure to check the rules of the holiday home in Jacksons Point you want. But normally, it's 16, 18 or 21.
How long can I rent a holiday home in Jacksons Point for?
The amount of time you can book a Jacksons Point holiday home for depends on the property. Just enter your dates of travel to see options offering extended stays. They feature the things you need to make your extended getaway more comfortable and enjoyable, such as air conditioning and kitchens. Some properties might also offer discounted weekly or monthly prices, so you can stay even longer for less.

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