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Jacksons Point Holiday Rentals

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Holiday Rentals in Jacksons Point

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

9.8 out of 10, Exceptional, (7)
"Excellent property close to our event and family. Really enjoyed our stay. "
The price is AU$398
includes taxes & fees
29 Sept - 30 Sept
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, (722)
"Great place "
Residence & Conference Centre - Barrie

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (314)
"Great walking location to downtown "
Parkside House

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

9.8 out of 10, Exceptional, (24)
"It was a great place to enjoy with family and friends, great lakeview."
The price is AU$991
includes taxes & fees
28 Sept - 29 Sept
Lakefront Cottage w/Hot Tub, BBQ Grill, Patio, Fire Pit, Dock, Sauna, Fire Place

Luxury 3BR Villa

2.0 star property
The price is AU$9,163
includes taxes & fees
1 Oct - 2 Oct
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. "
The price is AU$641
includes taxes & fees
26 Sept - 27 Sept
4 Bedroom Cottage #2: Innisfil Resort

Two Story Boathouse Located On East Side of Lake Simcoe

9.4 out of 10, Exceptional, (37)
"Very picturesque. Wonderful setting."
The price is AU$397
includes taxes & fees
26 Sept - 27 Sept
Two Story Boathouse Located On East Side of Lake Simcoe

Cozy 2BR Highpoint located at the Friday Harbour

9.0 out of 10, Wonderful, (19)
"Wonderful area and host was very helpful "
Cozy 2BR Highpoint located at the Friday Harbour

Cozy Waterfront Cottage with Pool/Sauna/BBQ/Wifi

10.0 out of 10, Exceptional, (3)
"Amazing location and views. A lot of amenities on the property."
Cozy Waterfront Cottage with Pool/Sauna/BBQ/Wifi

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)"
Chic Staycation Condo at FH

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

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

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

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!"
The price is AU$587
includes taxes & fees
1 Oct - 2 Oct
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

COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

9.2 out of 10, Wonderful, (49)
"We had a great time. Place was nice and the host was great. Would definetly consider returning if we visit the area again"
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

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

9.4 out of 10, Exceptional, (79)
"Great stay. Excellent location and beautiful outdoor area."
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!

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

9.6 out of 10, Exceptional, (123)
"Marie was wonderful and the visit with the horses was my highlight. The cabin was gorgeous, clean, and quiet. The morning coffee was very much appreciated. Skylight was so nice at night to see stars. Communication was great. 10/10 recommend."
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

Adorable waterfront escape

8.0 out of 10, Very good, (1)
"Very nice stay."
The price is AU$470
includes taxes & fees
30 Sept - 1 Oct
Adorable waterfront escape

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

8.6 out of 10, Excellent, (8)
"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."
The price is AU$873
includes taxes & fees
28 Sept - 29 Sept
Welcome to our luxurious villa in the heart of downtown Newmarket!
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Jacksons Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Jacksons Point holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Jacksons Point holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Jacksons Point holiday rentals we have selected for you start as low as AU$397 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Jacksons Point rentals

At Expedia, we put the best Jacksons Point holiday 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 holiday.

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 holiday rental in Jacksons Point?

Yes, there are holiday rentals close to the most popular sights in Jacksons Point, or you can select a more 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 are some of the best holiday rentals that Jacksons Point has to offer?

Luxury 3BR Villa: This holiday home rental outside Jacksons Point comes with WiFi so that 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 wider area, you’ll find Sibbald Point Provincial Park and Duclos Point Provincial Nature Reserve.

What are holiday rentals like in Jacksons Point?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Jacksons Point. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for families.