Cookstown Family & Kid Friendly Rentals
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$1,000+
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49 rentals in Cookstown.
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**Water Front** Duck Lake Guest House
1 bedroom
1 bathroom
Sleeps 3
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Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access
4 bedrooms
2 bathrooms
Sleeps 8
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Peaceful Cottage Close To Innisfil Beach
4 bedrooms
2 bathrooms
Sleeps 10
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Lakeside getaway on the shores of Lake Simcoe
1 bedroom
2 bathrooms
Sleeps 2
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Luxury Lakeside Executive Suite
2 bedrooms
1 bathroom
Sleeps 2
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Lake Simcoe Waterfront Getaway
3 bedrooms
2 bathrooms
Sleeps 7
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Country Cabin for Stays - WE ACCEPT BOOKINGS - Near Newmarket Toronto
1 bedroom
1 bathroom
Sleeps 6
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Newly renovated Cozy Cottage with a Condo feel!
2 bedrooms
1 bathroom
Sleeps 5
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Barrie house close to all amenities
4 bedrooms
3 bathrooms
Sleeps 8
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Large Estate-Family Vacations, Photo-shoots & Retreats
6 bedrooms
6 bathrooms
Sleeps 40
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!!Beautiful Resort Condo * Friday Harbour Resort!!
2 bedrooms
1 bathroom
Sleeps 4
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Cozy Country Getaway or Stay - WE ACCEPT BOOKINGS - near Toronto Newmarket
0 bedrooms
1 bathroom
Sleeps 2
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Charlotte's Cottage-Lake Simcoe
2 bedrooms
2 bathrooms
Sleeps 6
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Luxurious Lake front Island Twnhome Friday Harbour
4 bedrooms
5 bathrooms
Sleeps 16
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NEWMARKET - 30 minutes north of Toronto near Ontario's vacationland!
1 bedroom
2 bathrooms
Sleeps 9
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Lakefront Cottage 1-hour north of Toronto
3 bedrooms
1 bathroom
Sleeps 6
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Barrie. Very very private 4 acres, Whole Property
4 bedrooms
2 bathrooms
Sleeps 16
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Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe
2 bedrooms
2 bathrooms
Sleeps 6
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Stunning 10 Acre Estate With Pool 1hr from Toronto
5 bedrooms
5 bathrooms
Sleeps 11
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Rustic-Chic Foxglove Farm - 1hr from Toronto
4 bedrooms
3 bathrooms
Sleeps 7
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Cozy Country Getaway or Stay - WE ACCEPT BOOKINGS - Near Toronto Newmarket
1 bedroom
1 bathroom
Sleeps 2
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Jecara Farms - Raven Cabin
1 bedroom
2 bathrooms
Sleeps 2
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Carriage Hills Resort Two-Bedroom Suite
2 bedrooms
2 bathrooms
Sleeps 8
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Furnished modern 2 bedroom executive lease
2 bedrooms
1 bathroom
Sleeps 3
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Rustic Loft in Working Horse Barn- Laurenwood Farm
1 bedroom
1 bathroom
Sleeps 5
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Cozy Cottage
2 bedrooms
1 bathroom
Sleeps 6
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Jecara Farms - Bear Cabin
1 bedroom
1 bathroom
Sleeps 4
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Jecara Farms - Snake Cabin
1 bedroom
2 bathrooms
Sleeps 2
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3 Bedroom Furnished Apartment
3 bedrooms
1 bathroom
Sleeps 5
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South Side Bed and Breakfast
1 bedroom
1 bathroom
Sleeps 2
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Vacation/short/long term rental
5 bedrooms
4 bathrooms
Sleeps 15
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Luxury Accommodation At A Reasonable Price
2 bedrooms
2 bathrooms
Sleeps 4
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Downtown Barrie Home
2 bedrooms
1 bathroom
Sleeps 4
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Camp Site in the GTA w/ Optional Tent / Gear - 1
1 bedroom
1 bathroom
Sleeps 50
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Camp Site in the GTA w/ Optional Tent / Gear - 2
1 bedroom
1 bathroom
Sleeps 4
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Holiday Christmas Event Hosting Space in Country
1 bedroom
1 bathroom
Sleeps 40
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Tex’s Beautiful Cottage & Private Beach
6 bedrooms
4 bathrooms
Sleeps 12
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Country Retreat on Horse Farm near Alliston
2 bedrooms
1 bathroom
Sleeps 4
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Peaceful Cottage Close To Innisfil Beach
4 bedrooms
2 bathrooms
Sleeps 10
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Bright and charming family house in Innisfil
2 bedrooms
1 bathroom
Sleeps 4
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Unique Zen Den Guest Suite In Alliston
1 bedroom
2 bathrooms
Sleeps 2
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Unique Country Barn Studio
1 bedroom
1 bathroom
Sleeps 4
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The North Shore Suite **IR Friendly**
1 bedroom
1 bathroom
Sleeps 3
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Lakefront Cottage Near Barrie
5 bedrooms
3 bathrooms
Sleeps 12
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★5 Minutes From Beach★ Bungalow+Garden,BBQ,Parking
2 bedrooms
1 bathroom
Sleeps 6
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Parkside House - Suite # 2: The Kempenfelt Suite
1 bedroom
1 bathroom
Sleeps 2
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Parkside House - Suite # 6: The Hart Suite
0 bedrooms
1 bathroom
Sleeps 2
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Parkside House - Suite # 1: The Simcoe Suite
1 bedroom
1 bathroom
Sleeps 2
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Parkside House - Suite # 4: The Queen's Park Suite
0 bedrooms
1 bathroom
Sleeps 2
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A Brand New Rental Room available in South Barrie
1 bedroom
1 bathroom
Sleeps 1
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