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Jacksons Point Rentals

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Price range

Per night

$10 - $500

Jacksons Point Rentals

69 Houses

Rainbow-bow

Jacksons Point cottage

3 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$150

1 / 10

Lake Simcoe-- Jacksons Pt

Jacksons Point cottage

6 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$226

1 / 13

Classy Homestyle Cottage (Lake Simcoe)

Jacksons Point cottage

4 bedrooms / 4 bathrooms / sleeps 13

Price per night from

$165

1 / 49

Georgian Country Guesthouse minutes to Lake Simcoe

Jacksons Point guest house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$79

1 / 10

Great rentals within 20 miles that match your search

Cottage with hot tub and sauna

Cookstown house

3 bedrooms / 1 bathroom / sleeps 8

Responds fast! avg. 3 hours 59 minutes

Price per night from

$127

1 / 9

Tuckmee Inn Bed and Breakfast- Birch Room

Sutton house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$71

1 / 13

Forks in the Trail Bed and Breakfast

Horseshoe Valley b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$146

1 / 9

3brm cottage with hot tub and sauna

Innisfil bungalow

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 3 hours 59 minutes

Price per night from

$127

1 / 19

1 hr from TO - Cottage getaway on south shore Lake

Georgina house

4 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$255

1 / 10

Waterfront on Paradise with amazing views

Brechin house

3 bedrooms / 2 bathrooms / sleeps 10

Price per night from

$399

1 / 31

Alfa Getaway ( Tuscan style)

Innisfil cottage

1 bedroom / 1 bathroom / sleeps 3

Responds fast! avg. 1 hour 41 minutes

Price per night from

$71

1 / 34

Ye Old Country Store Inn

Oro Station chateau

2 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 48 minutes

Price per night from

$169

1 / 21

LAKE SIMCOE'S L'IL COTTAGE MEXICO IN CANADA

Barrie cottage

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$449

1 / 69

Beautiful cottage in 50 acres of land near Lake Simcoe

Uxbridge house

6 bedrooms / 3 bathrooms / sleeps 12

“Great weekend” I came up with my friends for the weekend to celebrate my birthday, I was a little nervous because I didn't know what to expect because I've never done anything like this but it turned out to be a great weekend. The place is big and not

Price per night from

$225

1 / 25

A Brand New Rental Room available in South Barrie

Barrie house

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$23

1 / 7

SHABBY SHACK

Innisfil beach hut

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 41 minutes

Price per night from

$49

1 / 11

2 bedroom cottage on Lake Simcoe

Toronto cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$262

1 / 7

Barrie. Very very private 4 acres, Whole Property

Barrie house

4 bedrooms / 2 bathrooms / sleeps 16

Responds fast! avg. 1 hour 32 minutes

Price per night from

$299

1 / 17

The LakeShore- Jackson's Point-Georgina, Ontario

Sutton cottage

3 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 1 hour 47 minutes

Price per night from

$97

1 / 14

Cozy Cottage

Georgina cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$107

1 / 12

Serenity on Lake Simcoe

Orillia house

7 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 14 minutes

Price per night from

$795

1 / 7

Ravens Ridge Bed and Breakfast Rose Garden

Oro-Medonte b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$112

1 / 7

Furnished modern 2 bedroom executive lease

Barrie house

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 27 minutes

Price per night from

$59

1 / 10

Friday Harbour Resort - Waterfront Island Townhome - 2300 sq ft

Innisfil townhouse

3 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$270

1 / 61

Modern Lake Simcoe ~ Newly built 6+ bedroom 4 bath home on Lake Simcoe

Orillia house

6 bedrooms / 5 bathrooms / sleeps 16

Responds fast! avg. 14 minutes

Price per night from

$486

1 / 36

Ravens Ridge Bed and Breakfast Sweet Dreams

Oro-Medonte b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$112

1 / 5

Waterfront Cottage Hideaway on Lake Simcoe

Innisfil house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$187

1 / 12

Ravens Ridge Bed and Breakfast River Rock Suite

Oro-Medonte b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$96

1 / 7

Murmuring Maples

Orillia house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$42

1 / 5

The perfect little getaway!

Georgina bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$82

1 / 12

Georgina Lakeshore Vacation Home

Keswick house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 29 minutes

Price per night from

$172

1 / 16

Guest House by Franklin Beach

Sutton house

4 bedrooms / 2 bathrooms / sleeps 18

Price per night from

$372

1 / 11

Exquisite Executive Cottage on Lake Simcoe

Keswick house

4 bedrooms / 5 bathrooms / sleeps 14

Responds fast! avg. 1 hour 0 minutes

Price per night from

$374

1 / 23

2 Bedroom-Downtown Lake view Penthouse

Barrie apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$131

1 / 24

Vacational rental, short or long term rental

Brechin villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 23 minutes

Price per night from

$75

1 / 11

Luxury Cottage On Lake Simcoe SLEEPS 16+

Orillia house

6 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$748

1 / 43

Simcoe Lake House Oasis

Orillia house

6 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$748

1 / 7

Fabulous Stylish 3 bedroom

Newmarket house

3 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$113

1 / 25
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