Jacksons Point Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Jacksons Point vacation rentals

A multi-story building with a stone facade and multiple windows.

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 ￥22,417
￥38,504 total
includes taxes & fees
Nov 17 - Nov 18
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
A wooden cabin with a porch, surrounded by snow and trees.

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, (161 reviews)
"Great little cabin! Very private and cozy. Zero issues during our stay and very reasonable price."
United States
Brodie V.
The price is ￥20,882
￥36,642 total
includes taxes & fees
Nov 15 - Nov 16
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
A modern interior with a kitchen, dining area, and living room.

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 ￥17,264
￥19,507 total
includes taxes & fees
Nov 30 - Dec 1
Cozy 3BR Cottage Near Lake Simcoe
A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

4. 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 ￥20,736
￥37,871 total
includes taxes & fees
Nov 14 - Nov 15
Stunning 1BR w Pool ~ Free Parking & Self Check-In
A modern interior with a kitchen, dining area, and living room.

5. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
The price is ￥19,123
￥19,123 total
includes taxes & fees
Nov 30 - Dec 1
Cozy 3BR Cottage Near Lake Simcoe
A glass table with a champagne bucket and glasses on a balcony with string lights.

6. 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 ￥21,216
￥44,460 total
includes taxes & fees
Nov 17 - Nov 18
Fire & Ice Spa w/ Private Sauna!
A marina at dusk with boats docked, waterfront buildings, and a calm water surface reflecting the lights.

7. 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 ￥19,081
￥39,986 total
includes taxes & fees
Nov 17 - Nov 18
Oasis Spa w/ Private Sauna!
A cozy living room with a brown sofa, a coffee table, and a TV. There's a kitchen area with a fridge and a sink in the background.

8. 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 ￥12,441
￥16,338 total
includes taxes & fees
Dec 1 - Dec 2
Crazy Farm C-Can Chalet
A night scene with a fire feature, a bottle of champagne, and a starry sky visible through a glass enclosure.

9. 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 ￥23,224
￥48,791 total
includes taxes & fees
Nov 15 - Nov 16
Luxury Beach Spa w/ Private Sauna!
A marina with boats docked, a clear blue sky, and a view of buildings in the distance.

10. 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 ￥28,246
￥34,704 total
includes taxes & fees
Nov 15 - Nov 16
FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
A deck with a view of the sea and sunset.

11. 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, (98 reviews)
"Had a great time."
United States
Shawn S.
The price is ￥23,538
￥35,844 total
includes taxes & fees
Nov 15 - Nov 16
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
A modern hotel with a rooftop pool and outdoor seating area.

12. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
The price is ￥20,086
￥41,249 total
includes taxes & fees
Nov 19 - Nov 20
Upscale Spa Getaway w/ Private Sauna
Marina

13. 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 ￥12,105
￥29,891 total
includes taxes & fees
Nov 18 - Nov 19
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
A wicker basket with ceramic animal figurines and a vase of white flowers on a wooden table.

14. 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 ￥30,263
￥71,561 total
includes taxes & fees
Nov 15 - Nov 16
Utopia villa and spa
A clear river with visible rocks and trees on the banks.

15. Cozy Cottage Across Lake Simcoe

Cozy Cottage Across Lake Simcoe
Innisfil
8.4 out of 10, Very good, (13 reviews)
"The interior was spacious and surface pretty. Needs more kitchen supplies. Was only one dish towel, no dish cloth, just a sponge. We did dishes and did not use the dishwasher. The floors appeared clean but our socks were pretty dirty and we never wore indoor shoes and we always wipe our dogs feet on entry. The bedrooms are great with plenty of bathrooms for a large family. We were a group of 7 with our adult children and a toddler. The outside of the property is really nothing special but it’s...
United States
Lynda T.
The price is ￥28,021
￥59,148 total
includes taxes & fees
Dec 8 - Dec 9
Cozy Cottage Across Lake Simcoe
A room with a wooden ceiling, a black entertainment unit, and a fireplace.

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

Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Georgina
10.0 out of 10, Exceptional, (1 review)
"The amenities of this property were amazing. The outdoor entertainment area with home theatre, hot tub, sauna and peaceful garden was fantastic It was a true gem, happy that I experienced with my family’s This is perfect for couple getaway or a girls trip! Highly recommend!"
Canada
Sorina
The price is ￥30,263
￥39,897 total
includes taxes & fees
Nov 27 - Nov 28
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

17. Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (22 reviews)
"Great place and very responsive host."
Canada
Jason
The price is ￥13,736
￥34,393 total
includes taxes & fees
Nov 18 - Nov 19
Modern 4 Bedroom Townhouse in Barrie South
A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

18. Innisfil Getaway

Innisfil Getaway
Innisfil
The price is ￥22,417
￥41,290 total
includes taxes & fees
Nov 15 - Nov 16
Innisfil Getaway
A modern kitchen with white cabinetry, a black stove, and a window providing natural light.

19. 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 ￥32,281
￥39,644 total
includes taxes & fees
Nov 16 - Nov 17
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
A living room with a view of the sea, a balcony with a railing, and a sign that reads 'Life is better here.'

20. Waterfront Stay | Lake Simcoe | 3BR Escape

Waterfront Stay | Lake Simcoe | 3BR Escape
Innisfil
The price is ￥19,070
￥61,962 total
includes taxes & fees
Nov 15 - Nov 16
Waterfront Stay | Lake Simcoe | 3BR Escape
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

An indoor swimming pool with clear lane markings, a wooden ceiling, and large windows.
Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point
Georgina

10/10 Excellent

Great place to enjoy with friends or family.
United States
Pedro
Reviewed May 9, 2025
Ramada by Wyndham Jacksons Point

Find out more about Jacksons Point

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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?

Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!: This vacation home rental near Jacksons Point is located on the beach and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a 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 larger area, you’ll find Sibbald Point Provincial Park and Lyndhurst 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.