A lighthouse on a rocky breakwater extending into a calm body of water, with a forested shoreline and a partly cloudy sky in the background.

Jacksons Point Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Jacksons Point vacation rentals

Exterior

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 ￥22,868
￥41,345 total
includes taxes & fees
Aug 18 - Aug 19
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Bungalow, 3 Bedrooms, Fireplace | Living area

2. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
2.0 star property
Georgina
10.0 out of 10, Exceptional, (1 review)
"Very nice place! Would stay here again."
Canada
chris
The price is ￥16,677
￥18,845 total
includes taxes & fees
Aug 16 - Aug 17
Cozy 3BR Cottage Near Lake Simcoe
Smart TV, fireplace

3. Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Everything was exactly as advertised. Great spot, we will use again if we need something in the area. "
Canada
Greg M.
The price is ￥20,606
￥26,907 total
includes taxes & fees
Aug 16 - Aug 17
Relax in 5 Cronsberry
Exterior

4. 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, (153 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
The price is ￥23,440
￥41,733 total
includes taxes & fees
Aug 27 - Aug 28
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Front of property - evening/night

5. Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.4 out of 10, Good, (836 reviews)
"Great stay, great price."
Canada
Paul
The price is ￥6,951
￥7,855 total
includes taxes & fees
Aug 16 - Aug 17
Residence & Conference Centre - Barrie
TV, fireplace

6. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
The price is ￥18,513
￥18,513 total
includes taxes & fees
Aug 16 - Aug 17
Cozy 3BR Cottage Near Lake Simcoe
Beach

7. ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
10.0 out of 10, Exceptional, (12 reviews)
"Great spot for families"
Canada
Lesa W.
The price is ￥22,896
￥51,615 total
includes taxes & fees
Aug 20 - Aug 21
ARCA Cozy Cabin-Innisfil Beach
Property grounds

8. Two Story Boathouse Located On East Side of Lake Simcoe

Two Story Boathouse Located On East Side of Lake Simcoe
Beaverton
9.4 out of 10, Exceptional, (44 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
The price is ￥20,581
￥41,345 total
includes taxes & fees
Aug 24 - Aug 25
Two Story Boathouse Located On East Side of Lake Simcoe
Exterior

9. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
The price is ￥24,621
￥49,745 total
includes taxes & fees
Sep 8 - Sep 9
Upscale Spa Getaway w/ Private Sauna
Smart TV

10. 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, (3 reviews)
"This place was immaculate. Host was always super responsive. Had everything we needed. Highly recommend. We really enjoyed our stay."
Canada
Jennifer
The price is ￥16,382
￥34,164 total
includes taxes & fees
Sep 13 - Sep 14
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Marina

11. 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 ￥24,621
￥49,745 total
includes taxes & fees
Sep 8 - Sep 9
Oasis Spa w/ Private Sauna!
Interior

12. 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 ￥23,641
￥50,484 total
includes taxes & fees
Sep 3 - Sep 4
Fire & Ice Spa w/ Private Sauna!
Interior

13. Modern 2BR Smart Home, Designed for Ease—Mins to Shops, Dining & Innisfil Beach!

Modern 2BR Smart Home, Designed for Ease—Mins to Shops, Dining & Innisfil Beach!
Innisfil
9.0 out of 10, Wonderful, (4 reviews)
"The house was very roomy and had everything we needed. It was situated in a new subdivision and very close to most amenities that you might need. It was a quick drive to Barrie and Innisfil beach. The host was easy to get a hold of and ensured we had all the information we needed. We had our dog with us and she was quite happy with the place. There is a small yard for her to spend time outside as well. Overall we had a great stay at this house."
United States
John M.
Modern 2BR Smart Home, Designed for Ease—Mins to Shops, Dining & Innisfil Beach!
Pool

14. Friyay Harbour Retreat Condo

Friyay Harbour Retreat Condo
Innisfil
6.0 out of 10, (4 reviews)
"We used door dash so we didn’t need to cook. I would suggest new frying pans and stock paper supply’s for the days paid. We paid for 6 days, left the 5th day. I would think 6 rolls of Toilet paper would be nice and paper towels."
United States
Lori J.
The price is ￥15,436
￥37,728 total
includes taxes & fees
Sep 1 - Sep 2
Friyay Harbour Retreat Condo
TV, fireplace

15. The Chieftain Suite

The Chieftain Suite
Barrie
9.4 out of 10, Exceptional, (16 reviews)
"Just a great stay, backyard for the dog, parking on driveway, close to everything I needed, was just in town for Lasik. 10/10 would stay again"
Canada
Francis
The price is ￥12,577
￥24,290 total
includes taxes & fees
Aug 17 - Aug 18
The Chieftain Suite
Marina

16. FRIDAY HARBOUR WATERFRONT CHIC GETAWAY

FRIDAY HARBOUR WATERFRONT CHIC GETAWAY
Innisfil
10.0 out of 10, Exceptional, (3 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Canada
Elias
The price is ￥28,814
￥37,211 total
includes taxes & fees
Sep 3 - Sep 4
FRIDAY HARBOUR WATERFRONT CHIC GETAWAY
Terrace/patio

17. Modern 4 Bedroom Townhouse in Barrie South

Modern 4 Bedroom Townhouse in Barrie South
Painswick
9.0 out of 10, Wonderful, (20 reviews)
"Was great!"
Canada
Patrick K.
The price is ￥14,750
￥39,666 total
includes taxes & fees
Aug 27 - Aug 28
Modern 4 Bedroom Townhouse in Barrie South
Property grounds

18. 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 ￥31,358
￥62,474 total
includes taxes & fees
Sep 8 - Sep 9
Luxury Beach Spa w/ Private Sauna!
Interior

19. Cozy house at south end Barrie

Cozy house at south end Barrie
Painswick
10.0 out of 10, Exceptional, (11 reviews)
"Excellent, clean property with all the necessary amenities. "
Canada
John
The price is ￥19,782
￥47,708 total
includes taxes & fees
Aug 17 - Aug 18
Cozy house at south end Barrie
Smart TV

20. Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!

Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
Innisfil
8.0 out of 10, Very Good, (2 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 ￥37,161
￥47,935 total
includes taxes & fees
Aug 17 - Aug 18
Lakehouse Peaceful Cottage Modern Retreat - 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

Hampton Inn & Suites Barrie

Hampton Inn & Suites Barrie

10/10 Excellent
"Déjeuner"
josee 3-night trip
Posted less than an hour ago
Hampton Inn & Suites Barrie

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?

Cozy 3BR Cottage Near Lake Simcoe: You might like this vacation home rental near Jacksons Point. It offers a garden, a barbecue grill, and free WiFi to help you feel perfectly comfortable in your new surroundings.

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 Briars Golf Club and Sibbald Point Provincial Park.

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.