A lighthouse on a rocky breakwater extending into a calm body of water, with a forested shoreline and a partly cloudy sky in the background.

Jacksons Point Vacation Rentals

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Jacksons Point vacation rentals

Exterior

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Georgina
9.8 out of 10, Exceptional, (7 reviews)
"Excellent property close to our event and family. Really enjoyed our stay. "
Canada
Jeff
The price is ￥22,788
￥41,201 total
includes taxes & fees
Jul 1 - Jul 2
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Front of property - evening/night

Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.2 out of 10, Good, (745 reviews)
"It was very easy to access off the highway and close to where we were going!"
Canada
Nancy
The price is ￥7,881
￥8,906 total
includes taxes & fees
Jul 5 - Jul 6
Residence & Conference Centre - Barrie
Smart TV, fireplace

Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
10.0 out of 10, Exceptional, (4 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
The price is ￥21,535
￥27,940 total
includes taxes & fees
Jul 8 - Jul 9
Relax in 5 Cronsberry
On the beach

Goffatt Island on Lake Simcoe

Goffatt Island on Lake Simcoe
2.5 star property
Simcoe County
The price is ￥20,509
￥34,569 total
includes taxes & fees
Jul 2 - Jul 3
Goffatt Island on Lake Simcoe
TV, fireplace

The Chieftain Suite

The Chieftain Suite
Barrie
9.4 out of 10, Exceptional, (14 reviews)
"Just a great stay, backyard for the dog, parking on driveway, close to everything I needed, was just in town for Lasik. 10/10 would stay again"
Canada
Francis
The price is ￥12,534
￥23,562 total
includes taxes & fees
Jul 15 - Jul 16
The Chieftain Suite
Property grounds

Two Story Boathouse Located On East Side of Lake Simcoe

Two Story Boathouse Located On East Side of Lake Simcoe
Beaverton
9.4 out of 10, Exceptional, (40 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
The price is ￥20,509
￥41,201 total
includes taxes & fees
Jul 12 - Jul 13
Two Story Boathouse Located On East Side of Lake Simcoe
Dining

Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge

Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
Barrie
The price is ￥14,243
￥22,919 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Basement Apt two bedrooms sleep 4 You can enjoy TEA & COFFEE with no charge
Living area

Two luxury bedroom basement .

Two luxury bedroom basement .
Barrie
The price is ￥14,161
￥26,052 total
includes taxes & fees
Jul 7 - Jul 8
Two luxury bedroom basement .
Private kitchen

The Allandale Residence

The Allandale Residence
Barrie
9.8 out of 10, Exceptional, (13 reviews)
"Very nice place"
Canada
Melissa
The price is ￥19,256
￥46,995 total
includes taxes & fees
Jul 19 - Jul 20
The Allandale Residence
Marina

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour

Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
Innisfil
9.2 out of 10, Wonderful, (17 reviews)
"The hosts were great, the property was as advertised. I would book again in a heartbeat. "
Canada
Trevor
The price is ￥22,219
￥51,502 total
includes taxes & fees
Jul 17 - Jul 18
Luxury Family Friendly 2 Bedroom Condo at Friday Harbour
Outdoor banquet area

Lakeview President suite on Private island

Lakeview President suite on Private island
Goffatt Island
The price is ￥90,925
￥117,423 total
includes taxes & fees
Jul 5 - Jul 6
Lakeview President suite on Private island
Interior

Cozy house at south end Barrie

Cozy house at south end Barrie
Painswick
10.0 out of 10, Exceptional, (11 reviews)
"Excellent, clean property with all the necessary amenities. "
Canada
John
The price is ￥18,368
￥45,880 total
includes taxes & fees
Jul 6 - Jul 7
Cozy house at south end Barrie
Smart TV, fireplace

FRIDAY HARBOUR WATERFRONT CHIC GETAWAY

FRIDAY HARBOUR WATERFRONT CHIC GETAWAY
Innisfil
The price is ￥22,063
￥28,539 total
includes taxes & fees
Jul 7 - Jul 8
FRIDAY HARBOUR WATERFRONT CHIC GETAWAY
Smart TV

Stunning 1BR w Pool ~ Free Parking & Self Check-In

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Innisfil
10.0 out of 10, Exceptional, (2 reviews)
"Very clean facility and new building. Will rent it again."
Canada
Francis
The price is ￥20,067
￥39,167 total
includes taxes & fees
Jul 30 - Jul 31
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Fridge, microwave, oven, stovetop

New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
8.8 out of 10, Excellent, (9 reviews)
"Clean apartment, spacious, nice neighbourhood"
Canada
Peter v.
The price is ￥18,231
￥28,069 total
includes taxes & fees
Jul 25 - Jul 26
New, Clean and Comfortable Apartment with Private Entrance.
Outdoor spa tub

Secluded Forest Haven | Hot Tub | 5 Min to Beach

Secluded Forest Haven | Hot Tub | 5 Min to Beach
Innisfil
The price is ￥23,716
￥52,439 total
includes taxes & fees
Jul 7 - Jul 8
Secluded Forest Haven | Hot Tub | 5 Min to Beach
Internet, bed sheets

Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
The price is ￥21,637
￥21,637 total
includes taxes & fees
Jul 8 - Jul 9
Cozy 3BR Cottage Near Lake Simcoe
Beach

ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (10 reviews)
"Great spot for families"
Canada
Lesa W.
ARCA Cozy Cabin-Innisfil Beach
Interior

Stylish 4BR Getaway. Family Friendly. Mins to Hwy

Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Barrie
7.2 out of 10, Good, (7 reviews)
"Very clean, tidy and quiet."
Canada
nyl
The price is ￥20,073
￥51,652 total
includes taxes & fees
Jul 1 - Jul 2
Stylish 4BR Getaway. Family Friendly. Mins to Hwy
Smart TV, fireplace

Modern 5-bedroom house close to Ski and Forest Trails

Modern 5-bedroom house close to Ski and Forest Trails
Ardagh Bluffs
10.0 out of 10, Exceptional, (21 reviews)
"Perfect for a work crew Or a couple families for vacation"
Canada
John V.
Modern 5-bedroom house close to Ski and Forest Trails
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Jacksons Point Hotel Reviews

Comfort Inn Orillia

Comfort Inn Orillia

10/10 Excellent
"Great stay, friendly staff."
Cindy 1-night trip
Posted 2 hours ago
Comfort Inn Orillia

Find out more about Jacksons Point

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Frequently asked questions

Can I find a vacation rental in Jacksons Point?

Yes, we have vacation rentals close to top attractions in Jacksons Point, or you can select a secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the lakeside in Jacksons Point. Make sure you have time to check out the spas and bars during your trip.

What's the top vacation rental in Jacksons Point?

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place: This vacation home rental near Jacksons Point offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind.

What can I see and do in Jacksons Point?

Lake Simcoe and Bonnie Park are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Briars Golf Club and Sibbald Point Provincial Park.

What are vacation rentals like in Jacksons Point?

Vacation rentals are private properties you can stay in for several days or longer in Jacksons Point. Vacation rentals feature extras such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for a small group gathering.