Jacksons Point Holiday Rentals

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Check prices for these dates

Our top choices for Jacksons Point holiday rentals

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
The price is NZ$431
includes taxes & fees
10 Nov - 11 Nov
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

2. 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, (159 reviews)
"Great little cabin! Very private and cozy. Zero issues during our stay and very reasonable price."
United States
Brodie V.
The price is NZ$437
includes taxes & fees
15 Nov - 16 Nov
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

3. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
8.0 out of 10, Very good, (5 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
The price is NZ$222
includes taxes & fees
30 Nov - 1 Dec
Cozy 3BR Cottage Near Lake Simcoe

4. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
The price is NZ$219
includes taxes & fees
30 Nov - 1 Dec
Cozy 3BR Cottage Near Lake Simcoe

5. Crazy Farm C-Can Chalet

Crazy Farm C-Can Chalet
Innisfil
8.8 out of 10, Excellent, (6 reviews)
"Hospitality was on key. Enjoyed our stay"
Canada
Hannah
The price is NZ$186
includes taxes & fees
24 Nov - 25 Nov
Crazy Farm C-Can Chalet

6. Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
Innisfil
9.4 out of 10, Exceptional, (14 reviews)
"Check-in was easy, the apartment was clean and well equipped. Would stay again."
Canada
Albert M.
The price is NZ$328
includes taxes & fees
9 Nov - 10 Nov
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

7. 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, (5 reviews)
"Although our stay was short, we had a wonderful experience. The host was excellent at communicating and made everything easy and seamless. The place was very clean, comfortable, and easily accessible. We really enjoyed our stay and would definitely love to come back!"
Canada
lisa
The price is NZ$364
includes taxes & fees
9 Nov - 10 Nov
Stunning 1BR w Pool ~ Free Parking & Self Check-In

8. 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
The price is NZ$501
includes taxes & fees
9 Nov - 10 Nov
Fire & Ice Spa w/ Private Sauna!

9. Oasis Spa w/ Private Sauna!

Oasis Spa w/ Private Sauna!
Innisfil
10.0 out of 10, Exceptional, (1 review)
"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.
The price is NZ$450
includes taxes & fees
9 Nov - 10 Nov
Oasis Spa w/ Private Sauna!

10. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
The price is NZ$464
includes taxes & fees
9 Nov - 10 Nov
Upscale Spa Getaway w/ Private Sauna

11. ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.4 out of 10, Exceptional, (18 reviews)
"Great place to stay"
United States
Daisy G.
The price is NZ$459
includes taxes & fees
29 Nov - 30 Nov
ARCA Cozy Cabin-Innisfil Beach

12. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
Innisfil
9.6 out of 10, Exceptional, (7 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Canada
Elias
The price is NZ$388
includes taxes & fees
9 Nov - 10 Nov
FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

13. Innisfil Getaway

Innisfil Getaway
Innisfil
The price is NZ$430
includes taxes & fees
11 Nov - 12 Nov
Innisfil Getaway

14. 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
The price is NZ$549
includes taxes & fees
11 Nov - 12 Nov
Luxury Beach Spa w/ Private Sauna!

15. 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, (96 reviews)
"Great cottage and the water was beautiful. Would recommend for families with kids."
United States
Ginelle M.
The price is NZ$703
includes taxes & fees
9 Nov - 10 Nov
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

16. Luxury 2BD Condo Friday Harbour Resort

Luxury 2BD Condo Friday Harbour Resort
Innisfil
The price is NZ$405
includes taxes & fees
15 Nov - 16 Nov
Luxury 2BD Condo Friday Harbour Resort

17. Waterfront Stay | Lake Simcoe | 3BR Escape

Waterfront Stay | Lake Simcoe | 3BR Escape
Innisfil
Waterfront Stay | Lake Simcoe | 3BR Escape

18. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
6.0 out of 10, (3 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
The price is NZ$446
includes taxes & fees
9 Nov - 10 Nov
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

19. Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (21 reviews)
"Was great!"
Canada
Patrick K.
The price is NZ$397
includes taxes & fees
10 Nov - 11 Nov
Modern 4 Bedroom Townhouse in Barrie South

20. 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.
The price is NZ$794
includes taxes & fees
10 Nov - 11 Nov
Utopia villa and spa
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.

Find holiday rentals that suit your style

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 favorite 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 depends 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 NZ$186 per night. Entering your travel dates in the search wizard you might find 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?

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!: This holiday home rental outside of Jacksons Point is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 1 hot tub.

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 Lyndhurst Golf Club.

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.