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
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Jacksons Point vacation rentals

Exterior

1. 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
$230 nightly
The price is $260
Sep 2 - Sep 3
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Bungalow, 3 Bedrooms, Fireplace | Living area

2. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
10.0 out of 10, Exceptional, (2 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
$93 nightly
The price is $105
Sep 2 - Sep 3
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
Exterior

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

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Sutton
9.6 out of 10, Exceptional, (155 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
$218 nightly
The price is $246
Sep 2 - Sep 3
Total with taxes and fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Living area

4. Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
$142 nightly
The price is $161
Sep 16 - Sep 17
Total with taxes and fees
Relax in 5 Cronsberry
Terrace/patio

5. Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub

Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub
Georgina
9.8 out of 10, Exceptional, (50 reviews)
"Fabulous location right on the lake with excellent backyard set-up"
Canada
Dwight C.
$1,030 nightly
The price is $1,164
Sep 7 - Sep 8
Total with taxes and fees
Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub
Beach

6. ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.8 out of 10, Exceptional, (14 reviews)
"Great spot for families"
Canada
Lesa W.
$288 nightly
The price is $325
Sep 3 - Sep 4
Total with taxes and fees
ARCA Cozy Cabin-Innisfil Beach
Living area

7. The Chieftain Suite

The Chieftain Suite
Barrie
9.6 out of 10, Exceptional, (17 reviews)
"Very clean and quiet place to stay! Communication was great and I was able to check in an hour early."
Canada
Kaitlyn
$135 nightly
The price is $153
Sep 2 - Sep 3
Total with taxes and fees
The Chieftain Suite
Property grounds

8. 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, (46 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
$230 nightly
The price is $260
Sep 2 - Sep 3
Total with taxes and fees
Two Story Boathouse Located On East Side of Lake Simcoe
Terrace/patio

9. Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore

Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore
Georgina
10.0 out of 10, Exceptional, (14 reviews)
"The property is perfect! We love it and we will come back to it soon!"
Canada
farah b.
$1,051 nightly
The price is $1,188
Sep 7 - Sep 8
Total with taxes and fees
Lakefront Lake Simcoe Retreat | Private Dock, Hot Tub & Sandy Shore
Room

10. Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!

Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Georgina
$167 nightly
The price is $188
Sep 9 - Sep 10
Total with taxes and fees
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Exterior detail

11. Utopia villa and spa

Utopia villa and spa
Innisfil
10.0 out of 10, Exceptional, (11 reviews)
"The hosts were very accommodating and communication was good. The outside of the property is VERY deceiving but once inside it is beautiful and very cozy."
Canada
Krista K.
$425 nightly
The price is $480
Sep 13 - Sep 14
Total with taxes and fees
Utopia villa and spa
Living area

12. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
8.0 out of 10, Very Good, (2 reviews)
"The host is so awesome! They sent me a professional booklet before my stay. All questions answered promptly. I would recommend them again and again!!!"
Canada
Ashna
$266 nightly
The price is $301
Sep 8 - Sep 9
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Property grounds

13. Luxury Beach Spa w/ Private Sauna!

Luxury Beach Spa w/ Private Sauna!
Innisfil
9.8 out of 10, Exceptional, (7 reviews)
"We just wanted to get out of town and enjoy some peaceful and relaxing time away, and that’s exactly what we got. "
Canada
Dragisa
$328 nightly
The price is $356
Sep 16 - Sep 17
Total with taxes and fees
Luxury Beach Spa w/ Private Sauna!
Private kitchen

14. Friday harbour Aquarius 2 bedroom Condo Lake Simcoe

Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
Innisfil
10.0 out of 10, Exceptional, (3 reviews)
"It was close to the centre of Friday Harbour and all the things to see and do"
Canada
Catherine
Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
Exterior

15. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
$254 nightly
The price is $275
Oct 1 - Oct 2
Total with taxes and fees
Upscale Spa Getaway w/ Private Sauna
Private kitchen

16. Innisfil Getaway

Innisfil Getaway
Innisfil
$267 nightly
The price is $302
Sep 15 - Sep 16
Total with taxes and fees
Innisfil Getaway
Exterior detail

17. The Luxe Haven

The Luxe Haven
East Gwillimbury
$239 nightly
The price is $270
Sep 28 - Sep 29
Total with taxes and fees
The Luxe Haven
Terrace/patio

18. Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
Beaverton
9.2 out of 10, Wonderful, (79 reviews)
"The stay was lovely our group had an amazing time. The property was beautiful and clean and right on the water. The amenities were great as well we especially enjoyed using the hottub and watching the sun set over the lake."
United States
Rhea J.
$549 nightly
The price is $620
Sep 10 - Sep 11
Total with taxes and fees
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
Interior

19. Fire & Ice Spa w/ Private Sauna!

Fire & Ice Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (13 reviews)
"Great views in a warm, fire-lit setting—perfect spot for a night out."
Canada
Craig
$282 nightly
The price is $304
Sep 27 - Sep 28
Total with taxes and fees
Fire & Ice Spa w/ Private Sauna!
Marina

20. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
Innisfil
10.0 out of 10, Exceptional, (4 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Canada
Elias
$207 nightly
The price is $234
Sep 2 - Sep 3
Total with taxes and fees
FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
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

Super 8 by Wyndham Barrie South

Super 8 by Wyndham Barrie South

8/10 Good
"Its a dated room but super clean! I was a little skeptical because the price was low...my only complaint would be that the wifi was slow...1st world problem lol...breakfast was good and so was the coffee!! I would recommend and stay again!!"
Debbie 1-night trip
Posted 4 hours ago
Super 8 by Wyndham Barrie South

Find out more about Jacksons Point

Everything you need to know about Jacksons Point vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Jacksons Point vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Jacksons Point vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Jacksons Point vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Jacksons Point. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Jacksons Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $234 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jacksons Point rentals

At Expedia, we put the best Jacksons Point vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Jacksons Point rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Jacksons Point vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Jacksons Point. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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, Deck, Fire Pit, Fire Place, Sauna, Dock.: 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.