Jayne's Cottages

pool

pool

Urban Elegance Midtown

Location: House in Toronto

From C$20,000 /Week
  • C$50,000 /Month
( plus taxes and fees )

URBAN ELEGANCE MIDTOWN AREA Far surpasses any hotel you've ever been to! Situated in one of Toronto's most highly acclaimed leafy residential neighbourhoods. Close to sought after private schools, Upper Canada College, Bishop Strachan, Havegral and Crecent Schools. Only 10 min walk from all the hustle and bustle of Yonge and Eglinton, with nice upscale stores a short walk to Eglinton and Avenue Road. PROPERTY URBAN ELEGANCE MIDTOWN - Absolutely…...

Like nothing you've ever seen before! Built for the executive family 7bdrms, 7bath, media/games room, gym, kids playroom, pool, separate parking garage! The interior looks like a Joe Malone box - so perfectly decorated, no detail left untouched!

Book Now
  • 7
  • 7

Urban Elegance Midtown

URBAN ELEGANCE MIDTOWN AREA Far surpasses any hotel you've ever been to! Situated in one of Toronto's most highly acclaimed leafy residential neighbourhoods. Close to sought after private schools, Upper Canada College, Bishop Strachan, Havegral and Crecent Schools. Only 10 min walk from all the hustle and bustle of Yonge and Eglinton, with nice upscale stores a short walk to Eglinton and Avenue Road. PROPERTY URBAN ELEGANCE MIDTOWN - Absolutely…

Bedrooms 7
Bathrooms 7
# of Guests 14
Pet Friendly? Yes

Sunsets at Chateau Lake Simcoe

Location: Cottage in Innisfil

From C$19,800 - C$21,300 /Week
  • C$19,800 /Summer Week
  • C$21300.00 /Super Peak Week
  • C$1857 - C$3714 /Spring/Fall Stay
  • C$7428 /Spring/Fall Stay
( plus taxes and fees )

SUNSETS AT CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY SUNSETS AT CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that…...

Experience life on the lake with this prestigious 4 bedroom, 5 bath lake house on the beautiful shores of Lake Simcoe. Featured on the cover of Goodlife Magazine, this methodically designed home is sure to please friends and family in any season!

Book Now
  • 4
  • 4.5

Sunsets at Chateau Lake Simcoe

SUNSETS AT CHATEAU LAKE SIMCOE AREA Beautiful all-season community of Innisfil, just 1hr North of Toronto. Many local destinations and attractions include Nest Golf Club, Vetta Nordic Spa, Snow Valley, Gateway Casino, Sunset Speedway and multiple beautiful beaches. PROPERTY SUNSETS AT CHATEAU LAKE SIMCOE Your waterfront backyard oasis flaunts a meticulously landscaped yard with multiple tiers of well designed outdoor living. Outdoor kitchen w/Napoleon BBQ, Traeger Smoker, dining table that…

Bedrooms 4
Bathrooms 4.5
# of Guests 8
Pet Friendly? Yes

Burnt Barns Creemore

Location: Country House Chateau in Creemore

From C$18,431 - C$21,196 /Week
  • C$79,000 /Month
  • C$18,431 /Summer Week
  • C$21196.00 /Super Peak Week
  • C$18431 /Holiday Week
( plus taxes and fees )

Clad entirely in charred cedar, a 4,000-year-old traditional Japanese sustainable building technique called sho shugi ban, Burnt Barns offers renters an extremely unique and relaxing retreat! BURNT BARNS AREA Located 2 km up the hill on Collingwood Street overlooking the quaint town of Creemore, this gorgeous country home offers proximity to all the popular local amenities. Whether you want to shop or eat in town or partake in the many…...

This amazing, newly-built country home is sure to be your ultimate vacation getaway! With a breathtaking interior, beautiful property and incredible privacy, come experience Burnt Barns today!

Book Now
  • 4
  • 3

Burnt Barns Creemore

Clad entirely in charred cedar, a 4,000-year-old traditional Japanese sustainable building technique called sho shugi ban, Burnt Barns offers renters an extremely unique and relaxing retreat! BURNT BARNS AREA Located 2 km up the hill on Collingwood Street overlooking the quaint town of Creemore, this gorgeous country home offers proximity to all the popular local amenities. Whether you want to shop or eat in town or partake in the many…

Bedrooms 4
Bathrooms 3
# of Guests 8
Pet Friendly? Yes

Cimarron Ridge

Location: Country House Chateau in Orangeville North

From C$14,000 - C$16,100 /Week
  • C$38,000 /Month
  • C$14,000 /Summer Week
  • C$16100.00 /Super Peak Week
( plus taxes and fees )

CIMARRON RIDGE AREA This modern country home is located in Mansfield, Ontario, approximately an hour's drive north-west of Toronto. Nestled within the beautiful rolling hills of Dufferin Country, Cimarron Ridge offers the perfect location for members of the Mansfield Ski Club, which is located less than a 5-minute drive from the farmhouse. Similarly, Cimarron Ridge is only a 25-minute drive to Devil's Glen Country Club. For day to day needs,…...

Country living at its finest! Luxurious year-round 5 bdrm, 4 bath modern farmhouse in Mulmur Ont! Features in-ground pool, hot tub, and outdoor entertaining space! Perfect location for introductory Mansfield Ski Club members - less than 5 mins away!

Book Now
  • 5
  • 4

Cimarron Ridge

CIMARRON RIDGE AREA This modern country home is located in Mansfield, Ontario, approximately an hour's drive north-west of Toronto. Nestled within the beautiful rolling hills of Dufferin Country, Cimarron Ridge offers the perfect location for members of the Mansfield Ski Club, which is located less than a 5-minute drive from the farmhouse. Similarly, Cimarron Ridge is only a 25-minute drive to Devil's Glen Country Club. For day to day needs,…

Bedrooms 5
Bathrooms 4
# of Guests 12
Pet Friendly? Yes

Rosedale Grand

Location: House in Downtown Toronto (Rosedale)

From C$12,000 /Week
  • C$30,000 /Month
( plus taxes and fees )

EDGAR GRAND AREA Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20 minute walk to Bloor and within close proximity to…...

Enjoy this beautiful 4 bedroom plus den and 4 bath home in Rosedale. Backyard oasis with pool and hot tub!

Book Now
  • 4
  • 4

Rosedale Grand

EDGAR GRAND AREA Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20 minute walk to Bloor and within close proximity to…

Bedrooms 4
Bathrooms 4
# of Guests 8
Pet Friendly? No

Rosedale Rose

Location: House in Toronto

From C$10,000 /Week
  • C$25,000 /Month
( plus taxes and fees )

ROSEDALE ROSE AREA Named for the wild roses that once grew there, Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20…...

This charming home in Rosedale boasts 4 bedrooms, 3 bathrooms, 2 wood burning fireplaces, a Hot Tub, Sauna, outdoor shower and an In-ground Pool!

Book Now
  • 4
  • 3

Rosedale Rose

ROSEDALE ROSE AREA Named for the wild roses that once grew there, Rosedale is a distinguished, old-world community in the heart of Toronto. This historic neighbourhood offers brick-lined cul-de-sacs, vast networks of walking trails, and gorgeous ravines and parks. Widely considered as one of the best neighbourhoods in the city, Rosedale offers fine dining and luxury shopping in close proximity to downtown. This classic Rosedale home is located a 20…

Bedrooms 4
Bathrooms 3
# of Guests 7
Pet Friendly? Yes

Lawrence Park Retreat

Location: House in Central Toronto (Lawrence Park East)

From C$10,000 /Week
  • C$25,000 /Month
( plus taxes and fees )

LAWRENCE PARK RETREAT AREA Nestled in the Lawrence Park neighbourhood, near Bridle Path, Cheltenham Retreat is located in one of the most desirable areas of Toronto! Only 10 minutest to the downtown core. PROPERTY LAWRENCE PARK RETREAT - The charming exterior offers a warm welcome as you pull in the driveway. A fenced in outdoor oasis awaits you around back, featuring a saltwater in-ground pool, large deck with a seating…...

Beauty abounds inside and out of this Toronto home. Residing in the coveted Lawrence Park neighbourhood, this retreat features an outdoor oasis; saltwater inground pool with waterfall feature, wood-burning outdoor sauna AND a jungle gym for the kids!

Book Now
  • 5
  • 4

Lawrence Park Retreat

LAWRENCE PARK RETREAT AREA Nestled in the Lawrence Park neighbourhood, near Bridle Path, Cheltenham Retreat is located in one of the most desirable areas of Toronto! Only 10 minutest to the downtown core. PROPERTY LAWRENCE PARK RETREAT - The charming exterior offers a warm welcome as you pull in the driveway. A fenced in outdoor oasis awaits you around back, featuring a saltwater in-ground pool, large deck with a seating…

Bedrooms 5
Bathrooms 4
# of Guests 10
Pet Friendly? Yes

Lake and Pool Paradise

Location: Cottage in Bracebridge

From C$9,603 - C$10,320 /Week
  • C$9,603 /Summer Week
  • C$10320 /Super Peak Week
( plus taxes and fees )

LAKE & POOL PARADISE AREA This property is located just over 2 hours outside of downtown Toronto on the Muskoka River. In addition to privacy, Lake & Pool Paradise offers amazing proximity to some of the most popular amenities in the area. Whether you want to visit delicious restaurants in Bracebridge, get in the festive spirit at Santa’s Village, or play some golf at the neighbouring Muskoka Highlands, Lake &…...

This Family property Offers Both Lake Access and Poolside Conveniences! An Incredible Backyard with Privacy, Putting Green and Volleyball Court! Hiking Trails nearby! Extreme privacy!

Book Now
  • 6
  • 6

Lake and Pool Paradise

LAKE & POOL PARADISE AREA This property is located just over 2 hours outside of downtown Toronto on the Muskoka River. In addition to privacy, Lake & Pool Paradise offers amazing proximity to some of the most popular amenities in the area. Whether you want to visit delicious restaurants in Bracebridge, get in the festive spirit at Santa’s Village, or play some golf at the neighbouring Muskoka Highlands, Lake &…

Bedrooms 6
Bathrooms 6
# of Guests 12
Pet Friendly? Yes

Mountainside

Location: House in Clarksburg

  • Booked July/August
From C$9,000 /Week
  • C$25,000 /Month
( plus taxes and fees )

MOUNTAINSIDE AREA Located part way up the Niagara Escarpment with stunning views of Georgian Bay from the front, and equally spectacular views of the Escarpment from the backyard oasis. Outdoor enthusiasts will love the proximity to the local ski hills, Bruce Trail, Georgian Trail, and Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Clarksburg and Thornbury…...

Escape to your mountain get-away near the shores of gorgeous Georgian Bay, and just minutes from The Georgian Peaks Club with other local ski clubs close by. Walk up to the Bruce Trail or walk down to the Georgian Trail right from your front door.

Book Now
  • 5
  • 5

Mountainside

MOUNTAINSIDE AREA Located part way up the Niagara Escarpment with stunning views of Georgian Bay from the front, and equally spectacular views of the Escarpment from the backyard oasis. Outdoor enthusiasts will love the proximity to the local ski hills, Bruce Trail, Georgian Trail, and Loree Forest to name just a few of the nearby walking/hiking/snow shoeing and cross-country ski trails. Minutes from the charming towns of Clarksburg and Thornbury…

Bedrooms 5
Bathrooms 5
# of Guests 10
Pet Friendly? Yes

Deep Divine

Location: House in Scarborough (Rouge Hill / Port Union / Highland Creek)

From C$8,500 /Week
  • C$21,500 /Month
( plus taxes and fees )

DEEP DIVINE AREA This home is located in the sought after Highland Creek area in a prestigious neighbourhood. The home is a custom built, open concept bungalow with walk out to tranquil ravine and treed lot. PROPERTY DEEP DIVINE - The property itself is 3/4 acre with beautifully maintained grounds with a stunning and oversized concrete pool and 2 cabanas with a bathroom and changing area. A stream runs through…...

This lovely home boasts 3 +2 bedrooms and 3 bathrooms as well as a beautiful inground pool with 2 cabanas with bathroom and changing area!

Book Now
  • 5
  • 3

Deep Divine

DEEP DIVINE AREA This home is located in the sought after Highland Creek area in a prestigious neighbourhood. The home is a custom built, open concept bungalow with walk out to tranquil ravine and treed lot. PROPERTY DEEP DIVINE - The property itself is 3/4 acre with beautifully maintained grounds with a stunning and oversized concrete pool and 2 cabanas with a bathroom and changing area. A stream runs through…

Bedrooms 5
Bathrooms 3
# of Guests 9
Pet Friendly? Yes

Craigleith Charmer

Location: House in The Blue Mountains

  • Booked July/August
From C$8,500 - C$9,201 /Week
  • C$23,000 /Month
  • C$8,500 /Summer Week
  • C$9201.00 /Super Peak Week
( plus taxes and fees )

CRAIGLEITH CHARMER AREA Location, location, location! Situated between historic Collingwood and charming Thornbury this lovely renovated home sits across the road from the popular Georgian Trail and Northwinds Beach! The 34 km Georgian Trail runs along the magnificent southern shore of Georgian Bay and is favoured by walkers, cyclists, cross-country skiers and snowshoers. Northwinds Beach known for it's large sandy waterfront and easy access to the water is a favourite…...

Relax in this renovated 5 bedroom, 5 bath home ideally located across from Northwinds Beach and the Georgian Trail, minutes away from Craigleith, Alpine and Blue Mountain Resort. Winter thrills on the slopes and poolside summers in a backyard oasis!

Book Now
  • 5
  • 5

Craigleith Charmer

CRAIGLEITH CHARMER AREA Location, location, location! Situated between historic Collingwood and charming Thornbury this lovely renovated home sits across the road from the popular Georgian Trail and Northwinds Beach! The 34 km Georgian Trail runs along the magnificent southern shore of Georgian Bay and is favoured by walkers, cyclists, cross-country skiers and snowshoers. Northwinds Beach known for it's large sandy waterfront and easy access to the water is a favourite…

Bedrooms 5
Bathrooms 5
# of Guests 10
Pet Friendly? Yes

Collingwood Homestead

Location: House in Collingwood

    From C$6,533 - C$7,513 /Week
    • C$18,000 /Month
    • C$6,533 /Summer Week
    • C$7513.00 /Super Peak Week
    ( plus taxes and fees )

    COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD -…...

    Lovely, tranquil 4-5 bed, 4 bath home ideally located near Osler Bluff Ski Club, and stunning Collingwood! This private paradise offers something for everyone all year long. Winter thrills at the slopes and poolside summers in a backyard oasis!

    Book Now
    • 4
    • 4

    Collingwood Homestead

    COLLINGWOOD HOMESTEAD AREA Just 7km to downtown Collingwood, 3km to Osler Bluff Ski Club and a short drive to ever-popular Blue Mountains Resort. This is truly winter playtime with all the bells and whistles! Known for its charming heritage vibe with shops, galleries, spas and restaurants, the quaint town of Collingwood is also a must-visit for the mountain bikers, beach bums and nature lovers all summer! PROPERTY COLLINGWOOD HOMESTEAD -…

    Bedrooms 4
    Bathrooms 4
    # of Guests 8
    Pet Friendly? Yes
    Close