Jacksons Point Vacation Rentals

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Our top choices for Jacksons Point vacation rentals

9.8 out of 10, Exceptional, (7)
"Great location! Rental was clean and exactly as listed. "
Canada
Laura W.
$231 nightly
The price is $261
Dec 24 - Dec 25
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

Vacation Home in Barrie

The Allandale Residence
10.0 out of 10, Exceptional, (3)
"Clean pet friendly would be pleased to stay again "
Canada
Michael P.
$247 nightly
The price is $279
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Allandale Residence
8.8 out of 10, Excellent, (3)
"We had a great trip! The place was very clean and the host was easy to contact. It was also right next to a plaza with a No Frills and many other places to eat."
Canada
Isabella S.
$236 nightly
The price is $267
Jan 19 - Jan 20, 2026
Total with taxes and fees
Central & Cozy 2BR Townhome—Steps to Plaza, 5 Min Drive to Innisfil Beach Park!
2.0 star property
$126 nightly
The price is $143
Dec 28 - Dec 29
Total with taxes and fees
Spacious 2BR Basement Apt – 5 Mins to Beach
9.2 out of 10, Wonderful, (17)
"It was a decent place to sleep with comfortable beds. Parking very good. We were 6 guests. "
Canada
Elna S.
$217 nightly
The price is $246
Jan 2 - Jan 3, 2026
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
10.0 out of 10, Exceptional, (6)
"Clean apartment, spacious, nice neighbourhood"
Canada
Peter v.
$146 nightly
The price is $165
Jan 4 - Jan 5, 2026
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
10.0 out of 10, Exceptional, (22)
"Homey with ample space. "
United States
Daphne
$365 nightly
The price is $413
Jan 5 - Jan 6, 2026
Total with taxes and fees
Lake Simcoe 4-Bedroom Home 5 Minutes to Beach Park

Vacation Home in Barrie

Cozy house at south end Barrie
9.8 out of 10, Exceptional, (10)
"Excellent, clean property with all the necessary amenities. "
Canada
John
$243 nightly
The price is $274
Jan 12 - Jan 13, 2026
Total with taxes and fees
Cozy house at south end Barrie
10.0 out of 10, Exceptional, (1)
"saved our day!"
Canada
darion
$308 nightly
The price is $348
Dec 23 - Dec 24
Total with taxes and fees
Cozy Cabin with Hot Tub and Fire Pit
9.0 out of 10, Wonderful, (29)
"The accommodations were very comfortable and met our needs. Very close to shops and highways to access any part of the city. Quick response by host. "
Canada
Heather B.
$285 nightly
The price is $323
Jan 11 - Jan 12, 2026
Total with taxes and fees
Barrie house close to all amenities
2.0 star property
$354 nightly
The price is $360
Jan 21 - Jan 22, 2026
Total with taxes and fees
Lakeside summer retreat at the Venice of Ontario

Villa in Simcoe County

Goffatt Island on Lake Simcoe
2.5 star property
$209 nightly
The price is $236
Jan 1 - Jan 2, 2026
Total with taxes and fees
Goffatt Island on Lake Simcoe
10.0 out of 10, Exceptional, (1)
"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
$242 nightly
The price is $274
Dec 23 - Dec 24
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Cottage in Innisfil

Utopia villa and spa
10.0 out of 10, Exceptional, (8)
"Lots to do a great property."
Canada
Holly S.
$430 nightly
The price is $486
Jan 5 - Jan 6, 2026
Total with taxes and fees
Utopia villa and spa
8.0 out of 10, Very Good, (2)
"The whole setup is very thoughtful and provides a wonderful sheltered camping experience on a private creek. "
Canada
Brett
$139 nightly
The price is $157
Dec 23 - Dec 24
Total with taxes and fees
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
8.0 out of 10, Very Good, (3)
"Fantastic place, nice and clean. Easy access to food and bar. Very quite. Highly recommend. (only one suggestion, maybe provide slippers. Wooden floor is a bit to walk around bare foot) "
Canada
Joe
$225 nightly
The price is $254
Jan 1 - Jan 2, 2026
Total with taxes and fees
3-Bedroom Home – Perfect for Beach & City Getaways
2.0 star property
10.0 out of 10, Exceptional, (1)
"amazing all around "
Canada
Leshaun W.
$336 nightly
The price is $379
Jan 5 - Jan 6, 2026
Total with taxes and fees
Newly built and perfect for vacations. In the middle of both hwy 400&40
2.0 star property
10.0 out of 10, Exceptional, (1)
"The Oasis Spa Getaway was a fantastic two night stay for my partner and I. The property was clean, modern and cozy! The unit had everything a couple needs for their stay including a sauna within the unit and a beautiful balcony. The host Michelle provided exceptional hospitality and was easy to connect with when needed. The location is great and only a short walk to the boardwalk and a quick two minute drive to the Nest golf course. The building’s pool was easy to access, quiet, and relaxing....
Canada
Matthew K.
$281 nightly
The price is $304
Jan 4 - Jan 5, 2026
Total with taxes and fees
Oasis Spa w/ Private Sauna!

Vacation Home in Innisfil

Wonderful place of Lake Simkoe
8.8 out of 10, Excellent, (8)
"Nice clean interior with full kitchen and living room space. Very close to Lake Simcoe. Perfect for our brief weekend stay. "
Canada
Jeremy O.
$221 nightly
The price is $250
Dec 31 - Jan 1, 2026
Total with taxes and fees
Wonderful place of Lake Simkoe

Apartment in Barrie

The Chieftain Suite
9.6 out of 10, Exceptional, (11)
"Thank you for the great accommodations! Bed was super comfortable and location was perfect!"
Canada
Melanie M.
$133 nightly
The price is $150
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Chieftain Suite
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

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 $150 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.

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?

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park: This vacation home rental near Jacksons Point is located on a lake and has a fireplace, a furnished patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 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 garden 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 Sibbald Point Provincial Park and Big Cedar Golf Club.

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.