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Jacksons Point Vacation Rentals

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50 rentals in Jacksons Point.
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Lake Simcoe-- Jacksons Pt, vacation rental in Jacksons Point

Lake Simcoe-- Jacksons Pt

6 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N, Moore's Beach, Duclos Point, vacation rental in Jacksons Point

Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N, Moore's Beach, Duclos Point

3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Georgian Country Guesthouse minutes to Lake Simcoe, vacation rental in Jacksons Point

Georgian Country Guesthouse minutes to Lake Simcoe

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Rainbow-bow, vacation rental in Jacksons Point

Rainbow-bow

3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Year Round Lovely Contemporary Lake House Only One Hour From Toronto, vacation rental in Jacksons Point

Year Round Lovely Contemporary Lake House Only One Hour From Toronto

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Peaceful Cottage Close To Innisfil Beach, vacation rental in Jacksons Point

Peaceful Cottage Close To Innisfil Beach

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access, vacation rental in Jacksons Point

Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakeside getaway on the shores of Lake Simcoe, vacation rental in Jacksons Point

Lakeside getaway on the shores of Lake Simcoe

1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR, vacation rental in Jacksons Point

COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Luxury Lakeside Executive Suite, vacation rental in Jacksons Point

Luxury Lakeside Executive Suite

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario ice fishing, vacation rental in Jacksons Point

Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario ice fishing

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Friday Harbour - Ontario All Season Luxury Resort, vacation rental in Jacksons Point

Friday Harbour - Ontario All Season Luxury Resort

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Lake Simcoe Waterfront Getaway, vacation rental in Jacksons Point

Lake Simcoe Waterfront Getaway

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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!!Beautiful Resort Condo * Friday Harbour Resort!!, vacation rental in Jacksons Point

!!Beautiful Resort Condo * Friday Harbour Resort!!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Newly renovated Cozy Cottage with a Condo feel!, vacation rental in Jacksons Point

Newly renovated Cozy Cottage with a Condo feel!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxurious Lake front Island Twnhome Friday Harbour, vacation rental in Jacksons Point

Luxurious Lake front Island Twnhome Friday Harbour

4 bedrooms
5 bathrooms
Sleeps 16
Match: Sleeps
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The North Shore Suite **IR Friendly**, vacation rental in Jacksons Point

The North Shore Suite **IR Friendly**

1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Charlotte's Cottage-Lake Simcoe, vacation rental in Jacksons Point

Charlotte's Cottage-Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Wifi! Brand New Waterfront Contemporary Rebuild; High-End Finishes and Amenities, vacation rental in Jacksons Point

Wifi! Brand New Waterfront Contemporary Rebuild; High-End Finishes and Amenities

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Friday Harbour Resort on Lake Simcoe, vacation rental in Jacksons Point

Friday Harbour Resort on Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ye Old Country Store Inn Enjoy Ski & Lake Country in Canada, vacation rental in Jacksons Point

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

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Barrie. Very very private 4 acres, Whole Property, vacation rental in Jacksons Point

Barrie. Very very private 4 acres, Whole Property

4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps
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Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe, vacation rental in Jacksons Point

Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Carriage Hills Resort Two-Bedroom Suite, vacation rental in Jacksons Point

Carriage Hills Resort Two-Bedroom Suite

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ravens Ridge Bed and Breakfast Rose Garden, vacation rental in Jacksons Point

Ravens Ridge Bed and Breakfast Rose Garden

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Furnished modern 2 bedroom executive lease, vacation rental in Jacksons Point

Furnished modern 2 bedroom executive lease

2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful cottage in 50 acres of land near Lake Simcoe, vacation rental in Jacksons Point

Beautiful cottage in 50 acres of land near Lake Simcoe

6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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All Season Retreat on Lake Simcoe, vacation rental in Jacksons Point

All Season Retreat on Lake Simcoe

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy Cottage, vacation rental in Jacksons Point

Cozy Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Stunning Big Bay Point Lake House, vacation rental in Jacksons Point

Stunning Big Bay Point Lake House

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3 Bedroom Furnished Apartment, vacation rental in Jacksons Point

3 Bedroom Furnished Apartment

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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South Side Bed and Breakfast, vacation rental in Jacksons Point

South Side Bed and Breakfast

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Chalet Cottage Simcoe, vacation rental in Jacksons Point

Luxury Chalet Cottage Simcoe

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Accommodation At A Reasonable Price, vacation rental in Jacksons Point

Luxury Accommodation At A Reasonable Price

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Ravens Ridge Bed and Breakfast Sweet Dreams, vacation rental in Jacksons Point

Ravens Ridge Bed and Breakfast Sweet Dreams

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ravens Ridge Bed and Breakfast River Rock Suite, vacation rental in Jacksons Point

Ravens Ridge Bed and Breakfast River Rock Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental, vacation rental in Jacksons Point

2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tex’s Beautiful Cottage & Private Beach, vacation rental in Jacksons Point

Tex’s Beautiful Cottage & Private Beach

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Lake house on Simcoe, vacation rental in Jacksons Point

Lake house on Simcoe

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Bright and charming family house in Innisfil, vacation rental in Jacksons Point

Bright and charming family house in Innisfil

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Lakeside Retreat cottage with ideal lakeview (divot), vacation rental in Jacksons Point

Lakeside Retreat cottage with ideal lakeview (divot)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakefront Cottage Near Barrie, vacation rental in Jacksons Point

Lakefront Cottage Near Barrie

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Premium Apartment w/ Kitchen, Garden Views & Off Street Parking!, vacation rental in Jacksons Point

Premium Apartment w/ Kitchen, Garden Views & Off Street Parking!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Cozy & Bright Suite w/ Heated Floors, Gas Fireplace, and Spacious Backyard!, vacation rental in Jacksons Point

Cozy & Bright Suite w/ Heated Floors, Gas Fireplace, and Spacious Backyard!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Bright & Airy Second Floor Apartment with Lovely Backyard & Off Street Parking!, vacation rental in Jacksons Point

Bright & Airy Second Floor Apartment with Lovely Backyard & Off Street Parking!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Garden Suite with Soaker Tub, Spacious Backyard & Off Street Parking!, vacation rental in Jacksons Point

Luxury Garden Suite with Soaker Tub, Spacious Backyard & Off Street Parking!

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cottage in Lake Simcoe/5 Bedrooms/10 Guests, vacation rental in Jacksons Point

Cottage in Lake Simcoe/5 Bedrooms/10 Guests

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Barrie North Retreat, vacation rental in Jacksons Point

Barrie North Retreat

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lagoon City luxurious waterfront Villa - over 5000 SqFt, vacation rental in Jacksons Point

Lagoon City luxurious waterfront Villa - over 5000 SqFt

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Vacation spot near simco lake, vacation rental in Jacksons Point

Vacation spot near simco lake

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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