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
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

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
$232 nightly
The price is $262
Sep 9 - Sep 10
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
A modern interior with a kitchen, dining area, and living room.

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
$106 nightly
The price is $120
Aug 23 - Aug 24
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
A wooden cabin with a porch, surrounded by snow and trees.

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, (153 reviews)
"Great get-away. The cabin was super relaxing and very private."
Canada
Jason
$219 nightly
The price is $247
Aug 24 - Aug 25
Total with taxes and fees
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
A spacious living area with a wooden floor, a sofa, and a coffee table. There is a kitchen in the background with white cabinets and a dining area visible through a glass door.

4. Relax in 5 Cronsberry

Relax in 5 Cronsberry
Georgina
9.8 out of 10, Exceptional, (6 reviews)
"Great house! Very clean and modern!"
United States
Nancy M.
$147 nightly
The price is $166
Aug 30 - Aug 31
Total with taxes and fees
Relax in 5 Cronsberry
A multi-story hotel with a brick facade, large windows, and a well-lit entrance.

5. Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie
2.0 star property
Barrie
7.4 out of 10, Good, (854 reviews)
"Great location and much cheaper than a regular hotel."
Canada
Crystal
$48 nightly
The price is $54
Aug 23 - Aug 24
Total with taxes and fees
Residence & Conference Centre - Barrie
A wooden deck with a railing, overlooking a body of water with a sunset in the distance.

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, (44 reviews)
"Great stay. Beautiful property"
Canada
Liam B.
$232 nightly
The price is $262
Aug 25 - Aug 26
Total with taxes and fees
Two Story Boathouse Located On East Side of Lake Simcoe
A beach with a blue mat leading to the water, clear skies, and a distant pier.

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.
$289 nightly
The price is $326
Aug 30 - Aug 31
Total with taxes and fees
ARCA Cozy Cabin-Innisfil Beach
A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

8. 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
$184 nightly
The price is $208
Sep 1 - Sep 2
Total with taxes and fees
Stunning 1BR w Pool ~ Free Parking & Self Check-In
A modern interior with a kitchen, dining area, and living room.

9. Cozy 3BR Cottage Near Lake Simcoe

Cozy 3BR Cottage Near Lake Simcoe
Georgina
$118 nightly
The price is $118
Aug 23 - Aug 24
Total with taxes and fees
Cozy 3BR Cottage Near Lake Simcoe
A marina at dusk with boats docked, waterfront buildings, and a calm water surface reflecting the lights.

10. 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.
$264 nightly
The price is $286
Sep 7 - Sep 8
Total with taxes and fees
Oasis Spa w/ Private Sauna!
A glass table with a champagne bucket and glasses on a balcony with string lights.

11. 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
$296 nightly
The price is $321
Sep 21 - Sep 22
Total with taxes and fees
Fire & Ice Spa w/ Private Sauna!
A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

12. 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.
$216 nightly
The price is $244
Aug 26 - Aug 27
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
A modern living room with a grey sofa, a flat-screen TV mounted on the wall, and a wooden coffee table.

13. 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
$136 nightly
The price is $154
Aug 26 - Aug 27
Total with taxes and fees
The Chieftain Suite
A modern pool area with a clear blue pool, lounge chairs, and a covered seating area.

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.
$210 nightly
The price is $237
Aug 31 - Sep 1
Total with taxes and fees
Friyay Harbour Retreat Condo
A modern hotel with a rooftop pool and outdoor seating area.

15. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
$279 nightly
The price is $303
Sep 21 - Sep 22
Total with taxes and fees
Upscale Spa Getaway w/ Private Sauna
A night scene with a fire feature, a bottle of champagne, and a starry sky visible through a glass enclosure.

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
$333 nightly
The price is $360
Sep 7 - Sep 8
Total with taxes and fees
Luxury Beach Spa w/ Private Sauna!
A marina with boats docked, a clear blue sky, and a view of buildings in the distance.

17. 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
$207 nightly
The price is $234
Sep 13 - Sep 14
Total with taxes and fees
FRIDAY HARBOUR WATERFRONT CHIC GETAWAY
A modern kitchen with white cabinets, stainless steel appliances, and a black sink.

18. New, Clean and Comfortable Apartment with Private Entrance.

New, Clean and Comfortable Apartment with Private Entrance.
East Gwillimbury
9.0 out of 10, Wonderful, (11 reviews)
"Clean apartment, spacious, nice neighbourhood"
Canada
Peter v.
$147 nightly
The price is $166
Aug 23 - Aug 24
Total with taxes and fees
New, Clean and Comfortable Apartment with Private Entrance.
A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

19. The Luxe Haven

The Luxe Haven
East Gwillimbury
$263 nightly
The price is $298
Sep 8 - Sep 9
Total with taxes and fees
The Luxe Haven
A modern kitchen with white cabinetry, a black refrigerator, a stove, and a microwave.

20. The Allandale Residence

The Allandale Residence
Barrie
9.8 out of 10, Exceptional, (15 reviews)
"Clean and comfortable house."
Canada
Karla
$249 nightly
The price is $281
Sep 7 - Sep 8
Total with taxes and fees
The Allandale Residence
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

Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie

10/10 Excellent
"I wish we can give feedback without writing anything"
Jean-Guy 1-night trip
Posted 2 hours ago
Travelodge by Wyndham Barrie

Find out more about Jacksons Point

Everything you need to know about Jacksons Point vacation rentals

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

Jacksons Point vacation 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 low season months. For more hustle and bustle, you may prefer to visit Jacksons Point in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $54 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Jacksons Point rentals

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

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.

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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.