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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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 AED 522
AED 944 total
includes taxes & fees
29 Sep - 30 Sep
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
8.0 out of 10, Very good, (4 reviews)
"It was comfortable and cozy felt like home. Alot of beaches ,trails and shopping around."
Canada
Corinne
Cozy 3BR Cottage Near Lake Simcoe
Exterior

3. 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, (156 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
The price is AED 482
AED 893 total
includes taxes & fees
27 Sep - 28 Sep
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Smart TV

4. Crazy Farm C-Can Chalet

Crazy Farm C-Can Chalet
Innisfil
8.4 out of 10, Very good, (5 reviews)
"Hospitality was on key. Enjoyed our stay"
Canada
Hannah
The price is AED 339
AED 466 total
includes taxes & fees
24 Sep - 25 Sep
Crazy Farm C-Can Chalet
Smart TV

5. 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 AED 379
AED 794 total
includes taxes & fees
30 Sep - 1 Oct
Stunning 1BR w Pool ~ Free Parking & Self Check-In
Property grounds

6. 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, (52 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
The price is AED 470
AED 944 total
includes taxes & fees
27 Sep - 28 Sep
Two Story Boathouse Located On East Side of Lake Simcoe
Exterior

7. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
The price is AED 517
AED 1,078 total
includes taxes & fees
2 Oct - 3 Oct
Upscale Spa Getaway w/ Private Sauna
Marina

8. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
Innisfil
9.6 out of 10, Exceptional, (5 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Canada
Elias
The price is AED 658
AED 850 total
includes taxes & fees
1 Oct - 2 Oct
FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
Interior

9. 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 AED 517
AED 1,123 total
includes taxes & fees
24 Sep - 25 Sep
Fire & Ice Spa w/ Private Sauna!
Marina

10. Friday Harbour Resort 2 Bedroom Pool Lake Simcoe

Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
Innisfil
9.4 out of 10, Exceptional, (13 reviews)
"Check-in was easy, the apartment was clean and well equipped. Would stay again."
Canada
Albert M.
The price is AED 392
AED 912 total
includes taxes & fees
24 Sep - 25 Sep
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
Pool

11. 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 AED 353
AED 862 total
includes taxes & fees
24 Sep - 25 Sep
Friyay Harbour Retreat Condo
Marina

12. 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 AED 503
AED 1,060 total
includes taxes & fees
24 Sep - 25 Sep
Oasis Spa w/ Private Sauna!
2 bedrooms, iron/ironing board, WiFi, bed sheets

13. 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 AED 705
AED 977 total
includes taxes & fees
24 Sep - 25 Sep
Peaceful Rejuvenessence Retreat w/ Spa-Inspired Amenities — Perfect Getaway!
Smart TV

14. Wonderful place of Lake Simkoe

Wonderful place of Lake Simkoe
Innisfil
8.8 out of 10, Excellent, (8 reviews)
"We only stayed 1 night but it was perfect "
Canada
William O.
The price is AED 353
AED 962 total
includes taxes & fees
30 Sep - 1 Oct
Wonderful place of Lake Simkoe
Terrace/patio

15. 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 AED 346
AED 917 total
includes taxes & fees
24 Sep - 25 Sep
Modern 4 Bedroom Townhouse in Barrie South
Property grounds

16. 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 AED 617
AED 1,300 total
includes taxes & fees
24 Sep - 25 Sep
Luxury Beach Spa w/ Private Sauna!
Terrace/patio

17. 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
9.0 out of 10, Wonderful, (82 reviews)
"The stay was lovely our group had an amazing time. The property was beautiful and clean and right on the water. The amenities were great as well we especially enjoyed using the hottub and watching the sun set over the lake."
United States
Rhea J.
The price is AED 679
AED 1,703 total
includes taxes & fees
19 Oct - 20 Oct
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
Private kitchen

18. Innisfil Getaway

Innisfil Getaway
Innisfil
The price is AED 650
AED 1,177 total
includes taxes & fees
24 Sep - 25 Sep
Innisfil Getaway
Smart TV

19. 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 AED 766
AED 989 total
includes taxes & fees
24 Sep - 25 Sep
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
TV, fireplace

20. The Chieftain Suite

The Chieftain Suite
Barrie
9.6 out of 10, Exceptional, (17 reviews)
"Very clean and quiet place to stay! Communication was great and I was able to check in an hour early."
Canada
Kaitlyn
The price is AED 287
AED 516 total
includes taxes & fees
30 Sep - 1 Oct
The Chieftain Suite
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

Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point

8/10 Good
"The outside facade needs a little TLC but overall very nice. The staff were very helpful getting all our groups needs during the AGM. The rooms were clean and comfortable. The food supplied was good and plentiful. Some folks used the spa for a massage and said it was very good. The pool area was clean and ample towels to use for both the pool and Hot tub. The gym is a little small but sufficed for those who used it."
Brian 2-night trip
Posted 10 hours ago
Ramada by Wyndham Jacksons Point

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.