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

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 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
$225 nightly
The price is $255
Oct 20 - Oct 21
Total with taxes and fees
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
A modern hotel with a rooftop pool and outdoor seating area.

2. Upscale Spa Getaway w/ Private Sauna

Upscale Spa Getaway w/ Private Sauna
Innisfil
$259 nightly
The price is $281
Oct 19 - Oct 20
Total with taxes and fees
Upscale Spa Getaway w/ Private Sauna
A glass table with a champagne bucket and glasses on a balcony with string lights.

3. 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
$271 nightly
The price is $293
Oct 18 - Oct 19
Total with taxes and fees
Fire & Ice Spa w/ Private Sauna!
A marina with boats docked, a clear blue sky, and a view of buildings in the distance.

4. FRIDAY HARBOUR CHIC WATERFRONT GETAWAY

FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
Innisfil
9.8 out of 10, Exceptional, (6 reviews)
"Cozy space, large washroom, kitchen, perfect location!"
Canada
Elias
$203 nightly
The price is $229
Oct 18 - Oct 19
Total with taxes and fees
FRIDAY HARBOUR CHIC WATERFRONT GETAWAY
A modern living room with a TV, a round coffee table, a sofa, and a view of a cityscape through large windows.

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
$189 nightly
The price is $214
Nov 2 - Nov 3
Total with taxes and fees
Stunning 1BR w Pool ~ Free Parking & Self Check-In
A marina at dusk with boats docked, waterfront buildings, and a calm water surface reflecting the lights.

6. 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.
$251 nightly
The price is $272
Oct 18 - Oct 19
Total with taxes and fees
Oasis Spa w/ Private Sauna!
A clear river with visible rocks and trees on the banks.

7. Cozy Cottage Across Lake Simcoe

Cozy Cottage Across Lake Simcoe
Innisfil
8.4 out of 10, Very good, (13 reviews)
"Excellent location"
Canada
Michael P.
$347 nightly
The price is $392
Oct 19 - Oct 20
Total with taxes and fees
Cozy Cottage Across Lake Simcoe
A beach with a blue mat leading to the water, clear skies, and a distant pier.

8. ARCA Cozy Cabin-Innisfil Beach

ARCA Cozy Cabin-Innisfil Beach
Innisfil
9.4 out of 10, Exceptional, (18 reviews)
"Our family of 4 really enjoyed our stay! It's a short walk or drive to a private beach. We loved watching the ducks and geese on the water. Wifi worked well and the cabin was well stocked with cooking utensils. I would recommend!"
United States
Joanna H.
$242 nightly
The price is $273
Nov 1 - Nov 2
Total with taxes and fees
ARCA Cozy Cabin-Innisfil Beach
A living room with a sofa, armchair, glass coffee table, and a flat-screen TV.

9. 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.
$230 nightly
The price is $260
Oct 17 - Oct 18
Total with taxes and fees
Wonderful place of Lake Simkoe
A deck with a view of the sea and sunset.

10. 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, (88 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.
$370 nightly
The price is $418
Oct 19 - Oct 20
Total with taxes and fees
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
A night scene with a fire feature, a bottle of champagne, and a starry sky visible through a glass enclosure.

11. 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
$306 nightly
The price is $331
Oct 18 - Oct 19
Total with taxes and fees
Luxury Beach Spa w/ Private Sauna!
Exterior detail

12. 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.
$423 nightly
The price is $478
Oct 21 - Oct 22
Total with taxes and fees
Utopia villa and spa
A living room with a white sofa, a coffee table with a glass bowl, and a flat-screen TV on a stand.

13. 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
$262 nightly
The price is $296
Oct 19 - Oct 20
Total with taxes and fees
Lakehouse Peaceful Cottage Modern Retreat - Pet Friendly!
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.

14. 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
$97 nightly
The price is $110
Nov 1 - Nov 2
Total with taxes and fees
Crazy Farm C-Can Chalet
A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

15. Innisfil Getaway

Innisfil Getaway
Innisfil
$280 nightly
The price is $317
Nov 2 - Nov 3
Total with taxes and fees
Innisfil Getaway
Marina

16. 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.
$202 nightly
The price is $228
Oct 18 - Oct 19
Total with taxes and fees
Friday Harbour Resort 2 Bedroom Pool Lake Simcoe
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, (21 reviews)
"Was great!"
Canada
Patrick K.
$217 nightly
The price is $245
Oct 19 - Oct 20
Total with taxes and fees
Modern 4 Bedroom Townhouse in Barrie South
A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a black countertop. There is a sink, a microwave, and a stove. The room has a wooden floor and a dining area with a table and chairs.

18. Escape to Nature, Sleep Under The Stars

Escape to Nature, Sleep Under The Stars
Zephyr
10.0 out of 10, Exceptional, (1 review)
"amazing experience"
United States
Melissa B.
$278 nightly
The price is $314
Nov 11 - Nov 12
Total with taxes and fees
Escape to Nature, Sleep Under The Stars
A modern kitchen with stainless steel appliances, dark cabinetry, and a wine rack.

19. Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups

Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
Gilford
9.4 out of 10, Exceptional, (20 reviews)
"Nice and clean place . "
Canada
zeshan r.
$1,432 nightly
The price is $1,618
Oct 18 - Oct 19
Total with taxes and fees
Lake Simcoe Waterfront Retreat | Expansive Private Grounds · Ideal for Groups
A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

20. The Luxe Haven

The Luxe Haven
East Gwillimbury
$228 nightly
The price is $258
Oct 26 - Oct 27
Total with taxes and fees
The Luxe Haven
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Jacksons Point Hotel Reviews

Fairfield Inn & Suites by Marriott Barrie

Fairfield Inn & Suites by Marriott Barrie

10/10 Excellent
"Great staff Marriott always first choice when booking."
Todd 1-night trip
Posted 2 hours ago
Fairfield Inn & Suites by Marriott 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 $110 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.

Explore a world of travel with Expedia

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.