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Jacksons Point Vacation Rentals

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Vacation Rentals in Jacksons Point

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

9.8 out of 10, Exceptional, (6)
"Excellent property close to our event and family. Really enjoyed our stay. "
$231 nightly
The price is $261
Sep 8 - Sep 9
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

Residence & Conference Centre - Barrie

2.0 star property
7.2 out of 10, Good, (719)
"Great place "
Residence & Conference Centre - Barrie

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (312)
"Great walking location to downtown "
$109 nightly
The price is $131
Sep 7 - Sep 8
Total with taxes and fees
Parkside House

Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

9.6 out of 10, Exceptional, (20)
"My friends and I spent the long weekend there, it was so close to Toronto and the view was breathtaking."
$574 nightly
The price is $649
Sep 8 - Sep 9
Total with taxes and fees
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Luxury 3BR Villa

2.0 star property
$5,061 nightly
The price is $6,063
Sep 7 - Sep 8
Total with taxes and fees
Luxury 3BR Villa

4 Bedroom Cottage #2: Innisfil Resort

2.0 out of 10, (1)
"We were not able to stay on the cottage. It was messy and uncleaned when we came. Host is not answering. Expedia is also not too helpful with our experience. "
$369 nightly
The price is $418
Sep 7 - Sep 8
Total with taxes and fees
4 Bedroom Cottage #2: Innisfil Resort

Cozy Waterfront Cottage with Pool/Sauna/BBQ/Wifi

10.0 out of 10, Exceptional, (2)
"Amazing location and views. A lot of amenities on the property."
Cozy Waterfront Cottage with Pool/Sauna/BBQ/Wifi

Cozy 2BR Highpoint located at the Friday Harbour

9.2 out of 10, Wonderful, (17)
"Wonderful area and host was very helpful "
Cozy 2BR Highpoint located at the Friday Harbour

Two Story Boathouse Located On East Side of Lake Simcoe

9.4 out of 10, Exceptional, (33)
"Nice view of lake. Quiet. "
$231 nightly
The price is $261
Sep 8 - Sep 9
Total with taxes and fees
Two Story Boathouse Located On East Side of Lake Simcoe

Vacation Home on Simcoe lake

2.0 out of 10, (1)
"The owner had removed the property and we apparently booked with some kind of zombie account. VRBO had not validated the listing but kept communicating everything was good to go. VRBO did book our party of nine hotel rooms. These were over a half hour from the property and no where near the beach. We had no facility to prepare the food we had brought and were forced to eat at restaurants the whole weekend. VRBO did ensure the accomodation was financially neutral, but it was still, overall, a...
Vacation Home on Simcoe lake

5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

9.6 out of 10, Exceptional, (5)
"Wonderful stay — clean, comfortable, and exactly as described. Great host, smooth check-in, quiet and convenient location. Highly recommend and would gladly return!"
$280 nightly
The price is $317
Sep 7 - Sep 8
Total with taxes and fees
5br 3.5bth home w Free Parkings+Ensuite laundry Barrie,ON

Sunny Side Retreat

2.0 star property
Sunny Side Retreat

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

Rustic Retreat: Spacious Cottage with Private Saltwater Pool and Sauna

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

9.4 out of 10, Exceptional, (78)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

Adorable waterfront escape

$272 nightly
The price is $307
Sep 8 - Sep 9
Total with taxes and fees
Adorable waterfront escape

Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto

10.0 out of 10, Exceptional, (3)
"The cottage was very cute. Quite clean and very well equipped with the basics for cooking and kitchen ware etc. Loved the choice of cleaning products etc. The cooking and heating system was very efficient. Lovely spot!My family and I enjoyed our stay. We had fun and made great summer memories!"
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto

Chic Staycation Condo at FH

7.8 out of 10, Good, (10)
"Amazing stay! It was very beautiful and the place was kept very clean. Had a balcony with seating. Really close walking distance to the boardwalk. Just bring your own shower amenities (ex; body wash)"
$189 nightly
The price is $214
Sep 7 - Sep 8
Total with taxes and fees
Chic Staycation Condo at FH

Luxury Lake Simcoe Lakehouse · 6BR · Private Sandy Beach · Hot Tub · Sunset View

10.0 out of 10, Exceptional, (41)
"Excellent property to stay at!!! The host went above expectations with the little things Would definitely stay there again Thank you "
Luxury Lake Simcoe Lakehouse · 6BR · Private Sandy Beach · Hot Tub · Sunset View

Welcome to our luxurious villa in the heart of downtown Newmarket!

8.6 out of 10, Excellent, (7)
"Great location and a beautiful house. Very spacious and everything I needed for my stay was there. I will book here again if I ever need to be in the area."
$496 nightly
The price is $575
Sep 7 - Sep 8
Total with taxes and fees
Welcome to our luxurious villa in the heart of downtown Newmarket!

The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

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. "
$139 nightly
The price is $157
Sep 9 - Sep 10
Total with taxes and fees
The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!
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

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 $131 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?

Luxury 3BR Villa: Located near Jacksons Point, this vacation home rental comes with WiFi so you can feel at home during your trip.

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 Duclos Point Provincial Nature Reserve.

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.