jaynescottages.com

Vacation Rentals

Midtown Pickleball Pool Palace

House in North York, ON
  • 4 Bedrooms
  • 9 Bathrooms
  • Sleeps 8
  • No pets
C$11,541 to C$12,348 per night
incl. taxes and fees

MIDTOWN PICKLEBALL POOL PALACE AREA Located in the esteemed Lawrence Park neighborhood of Toronto, this elegant residence offers a harmonious blend of sophistication and convenience. With its prime location near a myriad of amenities, residents enjoy easy access to shopping, dining, and recreational facilities. Furthermore, the property features a serene backdrop as it backs onto the picturesque Sherwood Ravine, providing a tranquil escape within the bustling urban environment of North York. PROPERTY…

Westhaven Farms

Farmhouse in King City, ON
  • 5 Bedrooms
  • 7 Bathrooms
  • Sleeps 10
  • No pets
C$12,284 to C$12,284 per night
incl. taxes and fees

WESTHAVEN FARMS AREA Nestled just an hour away from Toronto, this exquisite home in King City presents an exceptional opportunity for those seeking privacy in a tranquil setting. Conveniently located only 15 minutes from Vaughan, where residents can indulge in a plethora of shopping and dining options. This residence combines the allure of rural charm with accessible urban amenities, ensuring a perfect balance for modern living while offering an escape from the…

BMO Field Pied a Terre

House in Toronto, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
  • Pets allowed
C$831 to C$831 per night
incl. taxes and fees

BMO Field PIED A TERRE AREA This house is ideally situated in downtown Toronto, offering convenience with proximity to a variety of amenities for shopping and dining. Just a five-minute drive or short walk from BMO Field, residents will also find themselves within close reach of popular attractions such as Medieval Times, High Park and the Bandshell Park at Exhibition Place. This prime location ensures that both leisure and entertainment options are…

Moore Park Manor

House in Central Toronto (Moore Park / Summerhill East), ON
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
  • No pets
C$2,662 to C$2,662 per night
incl. taxes and fees

MOORE PARK MANOR AREA Moore Park Manor is located within one of Toronto’s most prestigious residential enclaves, bordering Rosedale and Moore Park. This area is widely regarded for its understated luxury, architectural integrity and long-standing community appeal. The neighborhood is characterized by quiet, tree-lined streets, heritage custom homes, and a distinctly private, low-traffic environment. This area offers a true residential feel, while remaining minutes from the city’s core. Access to green space…

Morning Belle

Cottage in Rosseau, ON
  • 5 Bedrooms
  • 3 Bathrooms
  • Sleeps 10
  • Pets allowed
C$1,797 to C$1,797 per night
incl. taxes and fees

MORNING BELLE AREA This charming cottage located on Cameron Bay of Lake Rosseau, just 2.5 hours from Toronto, offers a private escape in the village of Rosseau. With stunning, uninterrupted lake views, it is an ideal getaway for nature lovers. PROPERTY MORNING BELLE Wake up to stunning sunrises from the covered wrap-around porch or the boathouse deck of this log home cottage on Lake Rosseau. Observe the night or early morning stars…

  • 1 Bedroom
  • 2 Bathrooms
  • Sleeps 4
  • No pets
C$353 to C$618 per night
incl. taxes and fees

Great Blue Heron Suite #3 AREA Located on Lake of Bays at Port Cunnington Lodge, just minutes from Dwight and Dorset. Enjoy direct lake access, scenic views, and classic Muskoka charm. PROPERTY Great Blue Heron Suite #3 Historic waterfront suites on Lake of Bays with private balconies, lake views, and a shared dock for swimming, paddling, or lounging. Enjoy level, landscaped grounds, outdoor seating, and shared fire pits. Guests have access to…

  • 2 Bedrooms
  • 1 Bathroom
  • Sleeps 4
  • No pets
C$391 to C$687 per night
incl. taxes and fees

Great Blue Heron Suite #2 AREA Located on Lake of Bays at Port Cunnington Lodge, just minutes from Dwight and Dorset. Enjoy direct lake access, scenic views, and classic Muskoka charm. PROPERTY Great Blue Heron Suite #2 Historic waterfront suites on Lake of Bays with private balconies, lake views, and a shared dock for swimming, paddling, or lounging. Enjoy level, landscaped grounds, outdoor seating, and shared fire pits. Guests have access to…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
C$271 to C$466 per night
incl. taxes and fees

Sandpiper Suites #4 AREA Located on Lake of Bays at Port Cunnington Lodge, just minutes from Dwight and Dorset. Enjoy direct lake access, scenic views, and classic Muskoka charm. PROPERTY Sandpiper Suites #4 Historic waterfront suites on Lake of Bays with private balconies, lake views, and a shared dock for swimming, paddling, or lounging. Enjoy level, landscaped grounds, outdoor seating, and shared fire pits. Guests have access to resort amenities, including lawn…

  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
C$271 to C$466 per night
incl. taxes and fees

Sandpiper Suites #6 AREA Located on Lake of Bays at Port Cunnington Lodge, just minutes from Dwight and Dorset. Enjoy direct lake access, scenic views, and classic Muskoka charm. PROPERTY Sandpiper Suites #6 Historic waterfront suites on Lake of Bays with private balconies, lake views, and a shared dock for swimming, paddling, or lounging. Enjoy level, landscaped grounds, outdoor seating, and shared fire pits. Guests have access to resort amenities, including lawn…

  • 2 Bedrooms
  • 1 Bathroom
  • Sleeps 4
  • No pets
C$271 to C$466 per night
incl. taxes and fees

Sandpiper Suites #5 AREA Located on Lake of Bays at Port Cunnington Lodge, just minutes from Dwight and Dorset. Enjoy direct lake access, scenic views, and classic Muskoka charm. PROPERTY Sandpiper Suites #5 Historic waterfront suites on Lake of Bays with private balconies, lake views, and a shared dock for swimming, paddling, or lounging. Enjoy level, landscaped grounds, outdoor seating, and shared fire pits. Guests have access to resort amenities, including lawn…

The Anchorage

Cottage in Bracebridge, ON
  • 9 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
  • No pets
C$7,048 to C$11,874 per night
incl. taxes and fees

THE ANCHORAGE AREA Located just 2 hours from Toronto and 7km from hwy 11, the serene Lake Muskoka cottage on Ennis Bay offers an idyllic retreat that balances tranquility with convenience. Nestled along a quiet road near the esteemed Taboo Muskoka resort, this property provides easy access to the amenities of Bracebridge, making it an ideal locale for both relaxation and recreation. With Gravenhurst a short drive away, visitors can enjoy a…

Hamilton Point Lakehouse

Cottage in Bracebridge, ON
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
  • Pets allowed
C$4,651 to C$8,155 per night
incl. taxes and fees

HAMILTON POINT LAKEHOUSE AREA This superb southwest, sun drenched private point of land is steeped in history. Exclusively addressed, along the coveted and rarely offered Hamilton Point shore of Lake Muskoka, a five minute drive to Bracebridge, and 15 minutes to Port Carling respectively. Enjoy a number of golf courses, Santas Village, a wide variety of restaurant and shopping options as well as entertainment for kids and adults, within a short drive…

Shore Beats Workin

Cottage in Parry Sound, ON
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 17
  • No pets
C$9,206 to C$9,206 per night
incl. taxes and fees

SHORE BEATS WORKIN AREA The north end of Lake Joseph is one of Muskoka’s most tranquil and naturally beautiful stretches, known for its sense of privacy, classic cottage character, and unspoiled shoreline. 15 minutes to the town of Rosseau, and not much longer to Parry Sound or Port Carling ensure a wide variety of shopping, restaurants and farmers markets within a short drive. PROPERTY SHORE BEATS WORKIN - Located on a private…

Lora Bay Ridge

House in Thornbury, ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 10
  • Pets allowed
C$863 to C$863 per night
incl. taxes and fees

LORA BAY RIDGE AREA Lora Bay Ridge is located between the shores of southern Georgian Bay and the Niagara Escarpment in the elegant Lora Bay community just north of Thornbury/Clarksburg with it's specialty shops, restaurants, art galleries, cidery, and harbour. Guests have access to the Lora Bay Members' Club House with its charming restaurant, gym and lounge which includes a pool table and shuffle board table. Two beaches are located on the…

Minett Boathouse and Paddle

Cottage in Minett, ON
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 5
  • No pets
C$2,501 to C$2,501 per night
incl. taxes and fees

MINETT BOATHOUSE AND PADDLE AREA Situated on the serene shores of Lake Rosseau, this exquisite location boasts minimal boat traffic, ensuring a tranquil retreat for those seeking respite from the bustle of urban life. Nestled just around the corner from the esteemed JW Marriott in the charming town of Minett, it offers an ideal escape that is conveniently located a mere 2.5 hours from Toronto. In addition to its picturesque setting, residents…

Archbishop Manse

House in Downtown Toronto (Rosedale), ON
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
  • No pets
C$1,490 to C$1,490 per night
incl. taxes and fees

ARCHBISHOP MANSE AREA This home is located in Rosedale, one of Toronto’s most iconic and tightly held residential communities. Known for its tree-lined streets, grand homes, and ravine landscapes, Rosedale offers a unique sense of privacy while remaining centrally connected. Positioned directly across from Castle Frank Station, the property provides effortless access to the downtown core, the financial district, and major hospitalsβ€”making it exceptionally well suited for executive tenants and corporate relocations.…

Hope Island

Cottage in Muskoka Lakes, ON
  • 6 Bedrooms
  • 3 Bathrooms
  • Sleeps 12
  • Pets allowed
C$3,357 to C$3,357 per night
incl. taxes and fees

HOPE ISLAND AREA Lake Joseph. Island in among the group of islands with movie stars, musicians, super models and hockey players. 3 Minutes to Foots Bay Marina, 7 minutes to Port Sandfield and the Lake Joe Golf Club. Island property with beach, firepit, deep and shallow water. Beautifully landscaped and appointed. Beautiful sunrises and sunsets. PROPERTY HOPE ISLAND - Island in Lake Joe, this charming cottage invites you to unwind and experience…

Simcoe Blue

House in Innisfil, ON
  • 7 Bedrooms
  • 5 Bathrooms
  • Sleeps 14
  • Pets allowed
C$2,724 to C$5,666 per night
incl. taxes and fees

SIMCOE BLUE AREA Set along the sparkling shores of Lake Simcoe, this beautifully appointed home is a four-season escape designed for effortless relaxation and memorable gatherings. Expansive windows frame panoramic lake views, filling the home with natural light and a constant connection to the water. PROPERTY SIMCOE BLUE The level lot offers multiple outdoor seating area including the patio overlooking the lawn and the lake, the patio with lounge furniture right on…

Trillium Woods

Cottage in Kilworthy, ON
  • 8 Bedrooms
  • 8 Bathrooms
  • Sleeps 14
  • No pets
C$2,477 to C$5,296 per night
incl. taxes and fees

TRILLIUM WOODS AREA Morrison Lake, located just two hours from Toronto near Gravenhurst in the stunning Muskoka region, offers an ideal retreat for water enthusiasts seeking boating and water activities. Surrounded by picturesque scenery and close to popular attractions, this serene lake provides a perfect escape into nature, making it an excellent destination for relaxation and outdoor recreation. PROPERTY TRILLIUM WOODS - This stunning property presents a luxurious and expansive retreat, meticulously…

Rachael House

House in Downtown Toronto (Rosedale), ON
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
  • Pets allowed
C$1,490 to C$1,490 per night
incl. taxes and fees

RACHAEL HOUSE AREA Located in Rosedale–Moore Park, one of Toronto’s most prestigious residential enclaves, this home offers a rare balance of privacy and central access. The neighborhood is characterized by quiet, tree-lined streets, immediate proximity to Bloor Street and Yorkville, excellent transit connections, and access to ravine walking trails. Highly regarded public and private schools, combined with quick access to downtown’s financial and medical districts, make this an ideal executive rental for…

Morrison Townhouse

House in Central Toronto (Summerhill West / Rathnelly / South Hill / Forest Hill SE / Deer Park), ON
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
  • Pets allowed
C$4,636 to C$4,636 per night
incl. taxes and fees

MORRISON TOWNHOUSE AREA This home is located in Deer Park, a highly desirable midtown enclave known for its quiet, tree-lined residential streets and exceptional walkability. The area sits just steps from the Yonge–St. Clair corridor, offering immediate access to boutique shops, cafΓ©s, restaurants, and daily conveniences, as well as excellent TTC subway and streetcar service. Residents enjoy proximity to parks and green spaces, including nearby ravine trails, while maintaining quick access to…

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