Jacksons Point Vacation Home Rentals from CA $156: Search Top Private Vacation Homes for Rent

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.

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Our top choices for Jacksons Point vacation homes

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.

1. Crazy Farm C-Can Chalet

Innisfil

Hannah

CA $156 total

includes taxes & fees

Nov 2 - Nov 3

A living room with a sofa, armchair, glass coffee table, and a flat-screen TV.

2. Wonderful place of Lake Simkoe

Innisfil

William O.

CA $366 total

includes taxes & fees

Oct 19 - Oct 20

A deck with a view of the sea and sunset.

3. Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.

Beaverton

Shiva D.

CA $594 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with dark cabinets, a stainless steel oven, and a granite countertop.

4. Innisfil Getaway

Innisfil

CA $451 total

includes taxes & fees

Oct 19 - Oct 20

A brick exterior with a glass door and a small outdoor seating area with a table and chairs.

5. Modern 4 Bedroom Townhouse in Barrie South

Painswick

Patrick K.

CA $347 total

includes taxes & fees

Oct 19 - Oct 20

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.

6. Escape to Nature, Sleep Under The Stars

Zephyr

Melissa B.

CA $452 total

includes taxes & fees

Oct 19 - Oct 20

A two-story house with a garage, double doors, and a nameplate reading "247 Walter English Drive".

7. The Luxe Haven

East Gwillimbury

CA $356 total

includes taxes & fees

Oct 19 - Oct 20

A grassy outdoor area with a house in the background, a small statue, and a red object on the ground.

8. Animal Sanctuary 10 Acres W/Trails/Sauna/Hottub

East Gwillimbury

CA $424 total

includes taxes & fees

Oct 19 - Oct 20

A modern kitchen with white cabinets, stainless steel appliances, and a wooden floor.

9. West Oak @ Barrie H&ME Tech Build

Barrie

"We had a group of five staying here, and it was great to have enough bedrooms and bathrooms for everyone. The house was clean, spacious, and comfortable. The owner was very responsive to our messages and answered all of our questions promptly. We would definitely look to book this house again, as it worked very well for our larger group and was conveniently located near the Barrie Ice Arena. Everyone had a great stay!"

Rhea T.

CA $684 total

includes taxes & fees

Oct 21 - Oct 22

A room with a large sliding glass door leading to a deck with a view of a lake and autumn foliage.

10. Luxury Lakeview Stay with Jacuzzi | Downtown Barrie

Barrie

Eve D.

CA $450 total

includes taxes & fees

Nov 17 - Nov 18

11. The Uxbridge Igloo on Pefferlaw Creek with Private Lake. Pet Friendly!

Uxbridge

Jordan

CA $261 total

includes taxes & fees

Oct 19 - Oct 20

A bedroom with a bed, nightstands, a window, and a painting on the wall.

12. Red Brickhouse Lakeside Cottage

Brechine

CA $729 total

includes taxes & fees

Oct 29 - Oct 30

A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a round table and chairs.

13. New 3BR Home with LED Lounge & 2 Parking Spots

Bradford West Gwillimbury

Jessica F.

A hallway with white doors, a ceiling light fixture, and framed pictures on the wall.

14. Sofi House in Barrie, 5 bedroom, Pool Table, PS4, Foosball

The Grove

CA $694 total

includes taxes & fees

Oct 19 - Oct 20

15. Brand New! Luxury Retreat!

Barrie

bob g.

CA $651 total

includes taxes & fees

Oct 19 - Oct 20

A modern living room with a dining area, featuring a green wall with a neon sign, a chandelier, and a view of the city through large windows.

16. Bright 3BR Home with Balcony & Free Parking

Bradford West Gwillimbury

Stephan

CA $350 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a bed, a flat-screen TV mounted on the wall, and a beach scene painting.

17. Peaceful Parkside End Unit | 3 Bedrooms | Sleeps 8

Ardagh Bluffs

CA $322 total

includes taxes & fees

Nov 17 - Nov 18

A living room with a fireplace, a television, a couch, and a small dining area.

18. Two luxury bedroom basement .

Barrie

"We were not allowed in to the apartment due to a plumbing issue. A plumber was coming but we were not contacted when the problem was fixed. We found other accommodation so we could get to the show we were in town for. All attempts to reach the host were ignored. It has taken 10 days and 5 Vrbo agents to hopefully get a refund.This has left a very negative experience for using vrbo. I have always been very happy with vrbo, but it will be a while before I use them again. The support team from vrbo...

Judy L.

CA $241 total

includes taxes & fees

Nov 16 - Nov 17