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Jacksons Point Vacation Rentals

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50 rentals in Jacksons Point.
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Georgian Country Guesthouse minutes to Lake Simcoe , vacation rental in Jacksons Point
Georgian Country Guesthouse minutes to Lake Simcoe , vacation rental in Jacksons Point
Georgian Country Guesthouse minutes to Lake Simcoe , vacation rental in Jacksons Point

Georgian Country Guesthouse minutes to Lake Simcoe

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

Rainbow-bow

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
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, vacation rental in Jacksons Point
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

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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House by Lake Simcoe beach, vacation rental in Jacksons Point
House by Lake Simcoe beach, vacation rental in Jacksons Point
House by Lake Simcoe beach, vacation rental in Jacksons Point

House by Lake Simcoe beach

Holiday Rental House
3 bedrooms
4 bathrooms
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!, vacation rental in Jacksons Point
Newly renovated Cozy Cottage with a Condo feel!, vacation rental in Jacksons Point

Newly renovated Cozy Cottage with a Condo feel!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Charlotte's Cottage-Lake Simcoe, vacation rental in Jacksons Point
Charlotte's Cottage-Lake Simcoe, vacation rental in Jacksons Point
Charlotte's Cottage-Lake Simcoe, vacation rental in Jacksons Point

Charlotte's Cottage-Lake Simcoe

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful Lake View Family Getaway — Steps to the Beach- 45 minutes to Toronto, vacation rental in Jacksons Point
Beautiful Lake View Family Getaway — Steps to the Beach- 45 minutes to Toronto, vacation rental in Jacksons Point
Beautiful Lake View Family Getaway — Steps to the Beach- 45 minutes to Toronto, vacation rental in Jacksons Point

Beautiful Lake View Family Getaway — Steps to the Beach- 45 minutes to Toronto

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Waterfront cottage on Lake Simcoe/Innisfil, vacation rental in Jacksons Point
Waterfront cottage on Lake Simcoe/Innisfil, vacation rental in Jacksons Point
Waterfront cottage on Lake Simcoe/Innisfil, vacation rental in Jacksons Point

Waterfront cottage on Lake Simcoe/Innisfil

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Romantic Log Cabin in the Woods -80 km's from CN Tower & Hot Tub under the Stars, vacation rental in Jacksons Point
Romantic Log Cabin in the Woods -80 km's from CN Tower & Hot Tub under the Stars, vacation rental in Jacksons Point
Romantic Log Cabin in the Woods -80 km's from CN Tower & Hot Tub under the Stars, vacation rental in Jacksons Point

Romantic Log Cabin in the Woods -80 km's from CN Tower & Hot Tub under the Stars

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N, vacation rental in Jacksons Point
Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N, vacation rental in Jacksons Point
Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N, vacation rental in Jacksons Point

Lakefront Viceroy Cottage on Lake Simcoe, 1 hr N

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Cozy Cottage on Lake Simcoe w/ Firepit and large two tier deck (pet friendly), vacation rental in Jacksons Point
Cozy Cottage on Lake Simcoe w/ Firepit and large two tier deck (pet friendly), vacation rental in Jacksons Point
Cozy Cottage on Lake Simcoe w/ Firepit and large two tier deck (pet friendly), vacation rental in Jacksons Point

Cozy Cottage on Lake Simcoe w/ Firepit and large two tier deck (pet friendly)

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Enjoy the nature and a 10 min walk to the water, vacation rental in Jacksons Point
Enjoy the nature and a 10 min walk to the water, vacation rental in Jacksons Point
Enjoy the nature and a 10 min walk to the water, vacation rental in Jacksons Point

Enjoy the nature and a 10 min walk to the water

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Lakefront 4BDR Cottage in Innisfil with Firepit, BBQ and 500Mbps WiFi, vacation rental in Jacksons Point
Lakefront 4BDR Cottage in Innisfil with Firepit, BBQ and 500Mbps WiFi, vacation rental in Jacksons Point
Lakefront 4BDR Cottage in Innisfil with Firepit, BBQ and 500Mbps WiFi, vacation rental in Jacksons Point

Lakefront 4BDR Cottage in Innisfil with Firepit, BBQ and 500Mbps WiFi

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Private waterfront home with beautiful sunsets, vacation rental in Jacksons Point
Private waterfront home with beautiful sunsets, vacation rental in Jacksons Point
Private waterfront home with beautiful sunsets, vacation rental in Jacksons Point

Private waterfront home with beautiful sunsets

Holiday Rental House
5 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
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Cozy Cottage, vacation rental in Jacksons Point
Cozy Cottage, vacation rental in Jacksons Point
Cozy Cottage, vacation rental in Jacksons Point

Cozy Cottage

Holiday Rental House
2 bedrooms
1 bathroom
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, vacation rental in Jacksons Point
Tex’s Beautiful Cottage & Private Beach, vacation rental in Jacksons Point

Tex’s Beautiful Cottage & Private Beach

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Family Lake Front Cottage On Simcoe - Long Term Rental Discount Available, vacation rental in Jacksons Point
Family Lake Front Cottage On Simcoe - Long Term Rental Discount Available, vacation rental in Jacksons Point
Family Lake Front Cottage On Simcoe - Long Term Rental Discount Available, vacation rental in Jacksons Point

Family Lake Front Cottage On Simcoe - Long Term Rental Discount Available

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Picturesque Lakeview Cottage At Lake Simcoe, vacation rental in Jacksons Point
Picturesque Lakeview Cottage At Lake Simcoe, vacation rental in Jacksons Point
Picturesque Lakeview Cottage At Lake Simcoe, vacation rental in Jacksons Point

Picturesque Lakeview Cottage At Lake Simcoe

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 14
Match: Sleeps
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Newly Renovated Waterfront Cottage, vacation rental in Jacksons Point
Newly Renovated Waterfront Cottage, vacation rental in Jacksons Point
Newly Renovated Waterfront Cottage, vacation rental in Jacksons Point

Newly Renovated Waterfront Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakeview Lodge for Large Groups at Jackson Point, vacation rental in Jacksons Point
Lakeview Lodge for Large Groups at Jackson Point, vacation rental in Jacksons Point
Lakeview Lodge for Large Groups at Jackson Point, vacation rental in Jacksons Point

Lakeview Lodge for Large Groups at Jackson Point

Holiday Rental House
10 bedrooms
11 bathrooms
Sleeps 20
Match: Sleeps
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Lakeside Retreat Cottage With Ideal Lakeview, vacation rental in Jacksons Point
Lakeside Retreat Cottage With Ideal Lakeview, vacation rental in Jacksons Point
Lakeside Retreat Cottage With Ideal Lakeview, vacation rental in Jacksons Point

Lakeside Retreat Cottage With Ideal Lakeview

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lake Simcoe Retreat!!! Waterfront Cottage, vacation rental in Jacksons Point
Lake Simcoe Retreat!!! Waterfront Cottage, vacation rental in Jacksons Point
Lake Simcoe Retreat!!! Waterfront Cottage, vacation rental in Jacksons Point

Lake Simcoe Retreat!!! Waterfront Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Pet-friendly Accessible Golf View Cottage, vacation rental in Jacksons Point
Pet-friendly Accessible Golf View Cottage, vacation rental in Jacksons Point
Pet-friendly Accessible Golf View Cottage, vacation rental in Jacksons Point

Pet-friendly Accessible Golf View Cottage

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Sparkling Lakeview Cottage Jacksons Point, vacation rental in Jacksons Point
Sparkling Lakeview Cottage Jacksons Point, vacation rental in Jacksons Point
Sparkling Lakeview Cottage Jacksons Point, vacation rental in Jacksons Point

Sparkling Lakeview Cottage Jacksons Point

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Comfortable Vacation Getaway in Innisfil Ontario., vacation rental in Jacksons Point
Comfortable Vacation Getaway in Innisfil Ontario., vacation rental in Jacksons Point
Comfortable Vacation Getaway in Innisfil Ontario., vacation rental in Jacksons Point

Comfortable Vacation Getaway in Innisfil Ontario.

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Pearl by Lake Simcoe, vacation rental in Jacksons Point
Pearl by Lake Simcoe, vacation rental in Jacksons Point
Pearl by Lake Simcoe, vacation rental in Jacksons Point

Pearl by Lake Simcoe

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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summer get away, vacation rental in Jacksons Point
summer get away, vacation rental in Jacksons Point
summer get away, vacation rental in Jacksons Point

summer get away

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Crystal Beach Cottage & Spa, vacation rental in Jacksons Point
Crystal Beach Cottage & Spa, vacation rental in Jacksons Point
Crystal Beach Cottage & Spa, vacation rental in Jacksons Point

Crystal Beach Cottage & Spa

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Luxury modern cottage in Georgia, vacation rental in Jacksons Point
Luxury modern cottage in Georgia, vacation rental in Jacksons Point
Luxury modern cottage in Georgia, vacation rental in Jacksons Point

Luxury modern cottage in Georgia

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Jacksons Point
9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Jacksons Point
9 Person luxury RV On Lake Simcoe Sleeps 9, vacation rental in Jacksons Point

9 Person luxury RV On Lake Simcoe Sleeps 9

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Luxury RV On Lake Simcoe in Keswick south, vacation rental in Jacksons Point
Luxury RV On Lake Simcoe in Keswick south, vacation rental in Jacksons Point
Luxury RV On Lake Simcoe in Keswick south, vacation rental in Jacksons Point

Luxury RV On Lake Simcoe in Keswick south

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Eco-Friendly Tiny Home Retreat, vacation rental in Jacksons Point
Eco-Friendly Tiny Home Retreat, vacation rental in Jacksons Point
Eco-Friendly Tiny Home Retreat, vacation rental in Jacksons Point

Eco-Friendly Tiny Home Retreat

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Cottage Guest Suite 2 minutes from Lake Simcoe, vacation rental in Jacksons Point
Beach Cottage Guest Suite 2 minutes from Lake Simcoe, vacation rental in Jacksons Point
Beach Cottage Guest Suite 2 minutes from Lake Simcoe, vacation rental in Jacksons Point

Beach Cottage Guest Suite 2 minutes from Lake Simcoe

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Lake Simcoe Rental in Keswick, vacation rental in Jacksons Point
Lake Simcoe Rental in Keswick, vacation rental in Jacksons Point
Lake Simcoe Rental in Keswick, vacation rental in Jacksons Point

Lake Simcoe Rental in Keswick

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Summer getaway, vacation rental in Jacksons Point
Summer getaway, vacation rental in Jacksons Point
Summer getaway, vacation rental in Jacksons Point

Summer getaway

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Jacksons Point
Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Jacksons Point
Large Lake Simcoe Cottage 8 Bedrooms, vacation rental in Jacksons Point

Large Lake Simcoe Cottage 8 Bedrooms

Holiday Rental House
8 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Smart stylish cottage house beside Lake Simcoe, vacation rental in Jacksons Point
Smart stylish cottage house beside Lake Simcoe, vacation rental in Jacksons Point
Smart stylish cottage house beside Lake Simcoe, vacation rental in Jacksons Point

Smart stylish cottage house beside Lake Simcoe

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 5 bed 4 bath lakefront cottage on Lake Simcoe! South Exposure!, vacation rental in Jacksons Point
Spacious 5 bed 4 bath lakefront cottage on Lake Simcoe! South Exposure!, vacation rental in Jacksons Point
Spacious 5 bed 4 bath lakefront cottage on Lake Simcoe! South Exposure!, vacation rental in Jacksons Point

Spacious 5 bed 4 bath lakefront cottage on Lake Simcoe! South Exposure!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Jacksons Point
Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Jacksons Point
Fantastic Lake Simcoe Guesthouse for GTA getaway, vacation rental in Jacksons Point

Fantastic Lake Simcoe Guesthouse for GTA getaway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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RV Parking Spot on acreage, vacation rental in Jacksons Point
RV Parking Spot on acreage, vacation rental in Jacksons Point
RV Parking Spot on acreage, vacation rental in Jacksons Point

RV Parking Spot on acreage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Walk to Lake Simcoe- Jet-skiing - Kayaking & Canoeing, vacation rental in Jacksons Point
Walk to Lake Simcoe- Jet-skiing - Kayaking & Canoeing, vacation rental in Jacksons Point
Walk to Lake Simcoe- Jet-skiing - Kayaking & Canoeing, vacation rental in Jacksons Point

Walk to Lake Simcoe- Jet-skiing - Kayaking & Canoeing

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Main floor unit of Duplex home view of the lake, vacation rental in Jacksons Point
Main floor unit of Duplex home view of the lake, vacation rental in Jacksons Point
Main floor unit of Duplex home view of the lake, vacation rental in Jacksons Point

Main floor unit of Duplex home view of the lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Franklin Beach House, Jackson's Point, vacation rental in Jacksons Point
Franklin Beach House, Jackson's Point, vacation rental in Jacksons Point
Franklin Beach House, Jackson's Point, vacation rental in Jacksons Point

Franklin Beach House, Jackson's Point

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Lakeview 3 bedrooms suit, vacation rental in Jacksons Point
Lakeview 3 bedrooms suit, vacation rental in Jacksons Point
Lakeview 3 bedrooms suit, vacation rental in Jacksons Point

Lakeview 3 bedrooms suit

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Perfect Cozy Lakeside Cottage for your Getaway, vacation rental in Jacksons Point
Perfect Cozy Lakeside Cottage for your Getaway, vacation rental in Jacksons Point
Perfect Cozy Lakeside Cottage for your Getaway, vacation rental in Jacksons Point

Perfect Cozy Lakeside Cottage for your Getaway

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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3 Bedroom Main Floor Apartment With Farm & Pond Near Innisfil Beach, vacation rental in Jacksons Point
3 Bedroom Main Floor Apartment With Farm & Pond Near Innisfil Beach, vacation rental in Jacksons Point
3 Bedroom Main Floor Apartment With Farm & Pond Near Innisfil Beach, vacation rental in Jacksons Point

3 Bedroom Main Floor Apartment With Farm & Pond Near Innisfil Beach

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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1BDR Apartment in Cottage with 13-Acre Farm & Pond, vacation rental in Jacksons Point
1BDR Apartment in Cottage with 13-Acre Farm & Pond, vacation rental in Jacksons Point
1BDR Apartment in Cottage with 13-Acre Farm & Pond, vacation rental in Jacksons Point

1BDR Apartment in Cottage with 13-Acre Farm & Pond

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxurious masterpiece on the lake., vacation rental in Jacksons Point
Luxurious masterpiece on the lake., vacation rental in Jacksons Point
Luxurious masterpiece on the lake., vacation rental in Jacksons Point

Luxurious masterpiece on the lake.

Holiday Rental House
9 bedrooms
10 bathrooms
Sleeps 25
Match: Sleeps
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30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Jacksons Point
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Jacksons Point
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto, vacation rental in Jacksons Point

30 Night Rental - Quaint Country Charm 45 Minutes from Toronto

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Modern 4 Bedroom Waterfront Retreat, By Lake Simcoe, vacation rental in Jacksons Point
Modern 4 Bedroom Waterfront Retreat, By Lake Simcoe, vacation rental in Jacksons Point
Modern 4 Bedroom Waterfront Retreat, By Lake Simcoe, vacation rental in Jacksons Point

Modern 4 Bedroom Waterfront Retreat, By Lake Simcoe

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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