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Jacksons Point Rentals

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Price range

Per night

$10 - $500

Jacksons Point Rentals

64 Houses

Rainbow-bow

Jacksons Point cottage

3 bedrooms / 2 bathrooms / sleeps 2

Price per night from

$171

1 / 10

Lake Simcoe-- Jacksons Pt

Jacksons Point cottage

6 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$257

1 / 13

Classy Homestyle Cottage (Lake Simcoe)

Jacksons Point cottage

4 bedrooms / 4 bathrooms / sleeps 13

Responds fast! avg. 3 hours 48 minutes

Price per night from

$212

1 / 49

Georgian Country Guesthouse minutes to Lake Simcoe

Jacksons Point guest house

1 bedroom / 2 bathrooms / sleeps 2

Price per night from

$90

1 / 10

Great rentals within 20 miles that match your search

Lakefront home on Lake Simcoe

Innisfil house

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$734

1 / 18

Vacational rental, short or long term rental

Brechin villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 41 minutes

Price per night from

$86

1 / 11

Ravens Ridge Bed and Breakfast River Rock Suite

Oro-Medonte b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$111

1 / 7

Manilla ChurchHouse

Manilla guest house

4 bedrooms / 2 bathrooms / sleeps 7

Price per night from

$235

1 / 7

Room bachelor ensuite

Brechin house

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 41 minutes

Price per night from

$35

1 / 6

LAKE SIMCOE'S L'IL COTTAGE MEXICO IN CANADA

Barrie cottage

4 bedrooms / 2 bathrooms / sleeps 12

Price per night from

$513

1 / 69

The perfect little getaway!

Georgina bungalow

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$94

1 / 12

Carriage Hills Resort Two-Bedroom Suite

Shanty Bay condo

2 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$257

1 / 14

South Side Bed and Breakfast

Barrie b and b

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$129

1 / 7

3 bedroom cottage on Lake Simcoe

Toronto house

3 bedrooms / 1 bathroom / sleeps 6

Price per night from

$300

1 / 4

Georgina Lakeshore Vacation Home

Keswick house

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 10 minutes

Price per night from

$196

1 / 16

Trendi Suites "The Island"

Barrie house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$129

1 / 39

2 bedroom cottage on Lake Simcoe

Toronto cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$300

1 / 7

Tex’s Beautiful Cottage & Private Beach

Keswick cottage

6 bedrooms / 4 bathrooms / sleeps 22

Price per night from

$598

1 / 49

Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada

Oro Station chateau

3 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 1 hour 58 minutes

Price per night from

$193

1 / 21

Furnished modern 2 bedroom executive lease

Barrie house

2 bedrooms / 1 bathroom / sleeps 3

Responds fast! avg. 3 hours 10 minutes

Price per night from

$68

1 / 10

A Brand New Rental Room available in South Barrie

Barrie house

1 bedroom / 1 bathroom / sleeps 1

Price per night from

$26

1 / 7

3 Bedroom Furnished Apartment

Barrie apartment

3 bedrooms / 1 bathroom / sleeps 5

Responds fast! avg. 3 hours 10 minutes

Price per night from

$77

1 / 10

Private apt with deck and private yard

Newmarket apartment

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$103

1 / 15

Lake Simcoe's Sutton Beauty, 4 BR, 10 Min 404, 1 Min To Lake, Year Round

Georgina house

4 bedrooms / 2 bathrooms / sleeps 14

Price per night from

$270

1 / 6

Cozy cottage serenely nestled between Talbot River and the Trent-Severn Waterway

Beaverton cottage

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$236

1 / 21

Waterfront Cottage Hideaway on Lake Simcoe

Innisfil house

2 bedrooms / 1 bathroom / sleeps 7

Price per night from

$213

1 / 12

Bradford Vacation

Newmarket apartment

2 bedrooms / 1 bathroom / sleeps 3

Price per night from

$77

1 / 9

Murmuring Maples

Orillia house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$47

1 / 5

Simply Simcoe~A fabulous Carthew Bay lakefront home

Oro Station house

6 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 6 minutes

Price per night from

$899

1 / 41

Cozy Cottage

Georgina cottage

2 bedrooms / 1 bathroom / sleeps 6

Price per night from

$123

1 / 12

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

$257

1 / 25

Tuckmee Inn Bed and Breakfast- Birch Room

Sutton house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$82

1 / 13

Executive family cottage

Shanty Bay bungalow

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 18 minutes

Price per night from

$257

1 / 10

Cottage with hot tub and sauna

Cookstown house

3 bedrooms / 1 bathroom / sleeps 8

Price per night from

$146

1 / 9

Guest House by Franklin Beach

Sutton house

4 bedrooms / 2 bathrooms / sleeps 18

Price per night from

$427

1 / 11

Renewed Resort Style Getaway Barrie w/ Pool!

Barrie house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 28 minutes

Price per night from

$128

1 / 12

3brm cottage with hot tub and sauna

Innisfil bungalow

3 bedrooms / 2 bathrooms / sleeps 8

Price per night from

$146

1 / 19

Simcoe Lake House Oasis

Orillia house

6 bedrooms / 5 bathrooms / sleeps 16

Price per night from

$856

1 / 7
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