Jayne's Cottages

Boutique

Boutique

Explore our exclusive Boutique cottage and vacation home rentals.

Alternate pricing options are available for some properties. Keep an eye out for clickable prices to see the other options!

Cottages at Windermere

Location: Cottage in Windermere

From C$3,000 - C$6,988 /Week
  • C$6,500 /Summer Week
  • C$6987.50 /Super Peak Week
  • C$3000 /Off Season Week
( plus taxes and fees )

COTTAGES AT WINDERMERE AREA Sandy beach and magnificent views of Lake Rosseau. Across the road from the iconic Windermere House for easy access to Spa, sushi, pub and fine dining restaurants. PROPERTY COTTAGES AT WINDERMERE - a prestigious Muskoka getaway overlooking Lake Rosseau. INTERIOR Fully-equipped, state-of-the-art kitchen. Stone gas fireplaces. Classic designer furnishings. Screened-in Muskoka room. 6-gas burner stove. Large dining table. BEDROOMS | BATHROOMS UPPER LEVEL Bedroom 1 -…...

Enjoy Windermere House with your private luxury cottage! Grand elegance 3+ bdrms, 3 bath with large gourmet kitchen, Muskoka Room, large dining table to fit 12. Watch the sunset with rooftop cocktails on the verandah at Windermere

Book Now
  • 4
  • 3

Cottages at Windermere

COTTAGES AT WINDERMERE AREA Sandy beach and magnificent views of Lake Rosseau. Across the road from the iconic Windermere House for easy access to Spa, sushi, pub and fine dining restaurants. PROPERTY COTTAGES AT WINDERMERE - a prestigious Muskoka getaway overlooking Lake Rosseau. INTERIOR Fully-equipped, state-of-the-art kitchen. Stone gas fireplaces. Classic designer furnishings. Screened-in Muskoka room. 6-gas burner stove. Large dining table. BEDROOMS | BATHROOMS UPPER LEVEL Bedroom 1 -…

Bedrooms 4
Bathrooms 3
# of Guests 8
Pet Friendly? No

Deja Blue

Location: Cottage in Parry Sound Mid-Shore (Bala)

From C$4,500 - C$6,973 /Week
  • C$6,488 /Summer Week
  • C$6973 /Super Peak Week
  • C$4500 /Off Season Week
( plus taxes and fees )

DEJA BLUE AREA Deja Blue is nestled along the shores of Long Lake, located just south of the town of Bala. A short 5 minute drive into Bala will bring you the cranberry capital of Ontario!! Visit Johnston's Cranberry Marsh & Muskoka Lakes Winery to wade in ponds amongst floating cranberries. Stop at the famous Don's Bakery for a sweet treat on the way home! 25 minutes to Gravenhurst and…...

Quaint cottage on Long Lake - 3 bedrooms & a bunkie with all-day sun and western exposure! 20 minutes to Port Carling and 5 minutes to Bala!!! Features swimming platform + diving board, abundance of water toys, waterfront fire pit!

Book Now
  • 4
  • 2

Deja Blue

DEJA BLUE AREA Deja Blue is nestled along the shores of Long Lake, located just south of the town of Bala. A short 5 minute drive into Bala will bring you the cranberry capital of Ontario!! Visit Johnston's Cranberry Marsh & Muskoka Lakes Winery to wade in ponds amongst floating cranberries. Stop at the famous Don's Bakery for a sweet treat on the way home! 25 minutes to Gravenhurst and…

Bedrooms 4
Bathrooms 2
# of Guests 8
Pet Friendly? Yes

Amigo

Location: Cottage in Orillia

From C$6,370 - C$6,848 /Week
  • C$6,370 /Summer Week
  • C$6847.75 /Super Peak Week
( plus taxes and fees )

AMIGO AREA Located on Lake Couchiching, just 15 min north of Orillia, which offers a wide variety of shopping and restaurants. The Lake offers excellent swimming, fishing and boating in the summer, and is a popular lake for ice-fishing and snowmobiling in the winter. A number of golf courses are close by, the list of activities in this area, just 1 1/2 hours from Toronto and close to the Muskoka…...

4 bedroom, 3 bath, inviting and fully equipped cottage on Lake Couchiching, right between Orillia and Gravenhurst. Featuring level land and a large deck to enjoy sunrises on the lake.

Book Now
  • 4
  • 3

Amigo

AMIGO AREA Located on Lake Couchiching, just 15 min north of Orillia, which offers a wide variety of shopping and restaurants. The Lake offers excellent swimming, fishing and boating in the summer, and is a popular lake for ice-fishing and snowmobiling in the winter. A number of golf courses are close by, the list of activities in this area, just 1 1/2 hours from Toronto and close to the Muskoka…

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

The Cocoon

Location: Cottage in Port Carling

From C$6,300 - C$6,773 /Week
  • C$6,300 /Summer Week
  • C$6772.50 /Super Peak Week
( plus taxes and fees )

THE COCOON AREA Nestled on the shores of Butterfly Lake, The Cocoon is within walking distance to the Glen Orchard General Store! The town of Port Carling, dubbed "The Hub of Muskoka", is only a 5 minute drive away where you can spend an afternoon perusing the downtown shops while enjoying an ice cream cone from Mooskoka's. Come supper time, make your way down the boardwalk to Turtle Jacks or…...

The Cocoon on Butterfly Lake emits peace and solitude! Escape from the big busy lakes and enjoy the calmer waters of a small lake. Perfect for the kids! You can’t beat this location to be central to all amenities and attractions!

Book Now
  • 3
  • 4

The Cocoon

THE COCOON AREA Nestled on the shores of Butterfly Lake, The Cocoon is within walking distance to the Glen Orchard General Store! The town of Port Carling, dubbed "The Hub of Muskoka", is only a 5 minute drive away where you can spend an afternoon perusing the downtown shops while enjoying an ice cream cone from Mooskoka's. Come supper time, make your way down the boardwalk to Turtle Jacks or…

Bedrooms 3
Bathrooms 4
# of Guests 7
Pet Friendly? No

The Looking Glass

Location: Cottage in Gravenhurst

From C$6,000 - C$6,456 /Week
  • C$6,000 /Summer Week
  • C$6456 /Super Peak Week
( plus taxes and fees )

THE LOOKING GLASS AREA This property is located almost equal distance between Gravenhurst and Bala. Enjoy some of the best hiking trails in Muskoka at Hardy Lake Provincial Park and Torrance Barrens! Enjoy the famous Don's Bakery and the spectacular view of Bala Falls, restaurants, farmer's market and quaint shops. For more amenities, shopping and eateries, take a short drive in the opposite direction to Gravenhurst - the gateway to…...

Great things come in small packages in this completely renovated charmer on Lake Muskoka. Everything is brand new from top to bottom! Shallow walk in, fire pit, sauna, Bunkie, upper Boathouse lounge! A perfect place to enjoy Muskoka!

Book Now
  • 4
  • 1

The Looking Glass

THE LOOKING GLASS AREA This property is located almost equal distance between Gravenhurst and Bala. Enjoy some of the best hiking trails in Muskoka at Hardy Lake Provincial Park and Torrance Barrens! Enjoy the famous Don's Bakery and the spectacular view of Bala Falls, restaurants, farmer's market and quaint shops. For more amenities, shopping and eateries, take a short drive in the opposite direction to Gravenhurst - the gateway to…

Bedrooms 4
Bathrooms 1
# of Guests 6
Pet Friendly? Yes

Bear’s Den

Location: Cottage in Port Severn

From C$5,915 - C$6,360 /Week
  • C$5,915 /Summer Week
  • C$6360 /Super Peak Week
( plus taxes and fees )

BEAR'S DEN AREA Enjoy the quiet, private pleasures of small lake cottaging! Bear's Den is located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on…...

Bear's Den feels 'just like home'. This modern country charm cottage offers 3 beds, 3 baths! Conveniently located on Six Mile Lake, just 1.5 hrs from GTA and between the Blue Mountains and the Muskoka Lakes.

Book Now
  • 3
  • 3

Bear’s Den

BEAR'S DEN AREA Enjoy the quiet, private pleasures of small lake cottaging! Bear's Den is located on Six Mile Lake in Georgian Bay Township within the District Municipality of Muskoka. Six Mile Lake is abundant with fishing and the deep waters are perfect for all water activities. Only a 1.5 hr drive from Pearson Airport and 15 minutes from Port Severn for essentials. 20 minutes from picturesque Honey Harbour on…

Bedrooms 3
Bathrooms 3
# of Guests 6
Pet Friendly? Yes

Reel Simple

Location: Cottage in Muskoka Lakes

From C$5,825 - C$6,260 /Week
  • C$5,825 /Summer Week
  • C$6260 /Super Peak Week
( plus taxes and fees )

REEL SIMPLE AREA A+ Location! Reel Simple is located at the end of Dudley Road, in the heart of Lake Muskoka. Very centrally located, Reel Simple is a 5 minute drive to Bala and 12 minute drive to Port Carling. PROPERTY REEL SIMPLE features everything you need when vacationing in Muskoka, this quaint bungalow cottage sits just above the shore of Lake Muskoka. Enjoy morning coffee and beautiful lake views…...

Located in the heart of Lake Muskoka! Enjoy summer nights at this charming 2 bedroom family cottage + 2 bedroom guest cottage right outside of Bala! Muskoka Room! Guest Cabin! Boathouse + rooftop sundeck!

Book Now
  • 4
  • 2

Reel Simple

REEL SIMPLE AREA A+ Location! Reel Simple is located at the end of Dudley Road, in the heart of Lake Muskoka. Very centrally located, Reel Simple is a 5 minute drive to Bala and 12 minute drive to Port Carling. PROPERTY REEL SIMPLE features everything you need when vacationing in Muskoka, this quaint bungalow cottage sits just above the shore of Lake Muskoka. Enjoy morning coffee and beautiful lake views…

Bedrooms 4
Bathrooms 2
# of Guests 8
Pet Friendly? Yes

Key to the Moon

Location: Cottage in MacTier

From C$5,205 - C$5,595 /Week
  • C$5,205 /Summer Week
  • C$5595 /Super Peak Week
( plus taxes and fees )

KEY TO THE MOON AREA Key to the Moon is nestled along the northwest shores of Gaunt Bay off of Lake Muskoka. The Cranberry Capital of Ontario (Bala) is only 5 minutes away! The quaint town is home to The Cranberry Festival, The Key to Bala, and local favourite Dons Bakery! Another 15 minutes will have you in the hub of Muskoka (Port Carling) where you can shop and dine…...

This cozy cottage boasts phenomenal views of Moon River at every hour of the day! Enjoy a sandy walk-in to the crystal clear water - straight from the moon!

Book Now
  • 3
  • 1

Key to the Moon

KEY TO THE MOON AREA Key to the Moon is nestled along the northwest shores of Gaunt Bay off of Lake Muskoka. The Cranberry Capital of Ontario (Bala) is only 5 minutes away! The quaint town is home to The Cranberry Festival, The Key to Bala, and local favourite Dons Bakery! Another 15 minutes will have you in the hub of Muskoka (Port Carling) where you can shop and dine…

Bedrooms 3
Bathrooms 1
# of Guests 5
Pet Friendly? Yes

Century Chic

Location: House in Collingwood

From C$5,040 - C$5,796 /Week
  • C$14,000 /Month
  • C$5,040 /Summer Week
  • C$5796.00 /Super Peak Week
( plus taxes and fees )

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…...

Exquisite century home located in charming downtown Collingwood. You will never want to leave this professionally decorated house that features 4bedrooms, 3bathrooms, a spacious games room on the third level equipped with a projector screen!

Book Now
  • 4
  • 4

Century Chic

CENTURY CHIC AREA Welcome to the heart of Southern Georgian Bay! Enjoy four-seasons recreation in the centre of historic Collingwood. Boasting sophisticated charm on a pre-eminent “Tree Street”, this beautifully renovated and designer-decorated property is an ideal retreat for families or those seeking the active Collingwood lifestyle. The region's ski and golf clubs are minutes away, while the town’s best shops, restaurants, weekly Farmers Market, patios (no need for driving…

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

Sunny Brae

Location: Cottage in Minett

From C$5,005 - C$5,380 /Week
  • C$22,000 /Month
  • C$5,005 /Summer Week
  • C$5380 /Super Peak Week
( plus taxes and fees )

SUNNY BRAE AREA Sunny Brae cottage is 5 minutes by boat or car to JW Marriott, SWS Marina & Pop Up Shops, and The Rock Golf Club. 10 minutes to Port Sanfield, 15 minutes to Port Carling. The best Muskoka has to offer at your doorstep! PROPERTY SUNNY BRAE features beautiful hard packed “rippled” sand right level lot – no stairs! Shallow water, very quiet location. Wonderful for children and…...

Location, location, location! Central Lake Rosseau with the best boating, golfing, and dining options Muskoka has to offer. Rare sandy beach walk out combined with southern all day sun makes this an unbeatable package at a fraction of the price!

Book Now
  • 3
  • 1

Sunny Brae

SUNNY BRAE AREA Sunny Brae cottage is 5 minutes by boat or car to JW Marriott, SWS Marina & Pop Up Shops, and The Rock Golf Club. 10 minutes to Port Sanfield, 15 minutes to Port Carling. The best Muskoka has to offer at your doorstep! PROPERTY SUNNY BRAE features beautiful hard packed “rippled” sand right level lot – no stairs! Shallow water, very quiet location. Wonderful for children and…

Bedrooms 3
Bathrooms 1
# of Guests 6
Pet Friendly? Yes

Bluebird Bungalow

Location: Bungalow in Singhampton

From C$5,000 - C$5,750 /Week
  • C$12,000 /Month
  • C$5,000 /Summer Week
  • C$5750 /Super Peak Week
( plus taxes and fees )

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…...

The beautiful Bluebird Bungalow is awaiting your arrival! Just 30 minutes south of Collingwood and 1.5 hours north of Toronto, it is in a great location for skiers and outdoor enthusiasts alike! Features a new hot tub and mini garage gym!

Book Now
  • 5
  • 3

Bluebird Bungalow

"BLUEBIRD BUNGLOW" AREA Situated just outside of Singhampton, the Bluebird Bungalow is 1 hour and 30 minutes from Toronto! It is in great proximity to all ski hills including; 15 minutes to Devil's Glen Country Club, 20 minutes to Beaver Valley Ski Club, 20 minutes to the Osler Bluff Ski Club and 30 mins to Blue Mountain Village! In the summer, enjoy golfing at any of the close Golf Courses…

Bedrooms 5
Bathrooms 3
# of Guests 10
Pet Friendly? Yes

Pearl of Yorkville

Location: Condo in Downtown Toronto (Rosedale)

From C$4,900 /Week
  • C$20,000 /Month
( plus taxes and fees )

AREA The surrounding Yorkville area features various courtyards, alleyways, charming Victorian homes as well as first class designer boutiques, antique shops and galleries. A contemporary park positioned in the heart of the neighbourhood features a giant granite boulder, which brings the raw beauty of the Canadian Shield right into Toronto's urban centre! PROPERTY Sometimes with skyscraping condos, people forget that the view across the room is as important as the…...

Located in one of Toronto's most elegant shopping and dining areas, The Pearl provides a truly chic and luxurious escape! With so much to do and see, there is sure to never be a dull moment!

Book Now
  • 2
  • 3

Pearl of Yorkville

AREA The surrounding Yorkville area features various courtyards, alleyways, charming Victorian homes as well as first class designer boutiques, antique shops and galleries. A contemporary park positioned in the heart of the neighbourhood features a giant granite boulder, which brings the raw beauty of the Canadian Shield right into Toronto's urban centre! PROPERTY Sometimes with skyscraping condos, people forget that the view across the room is as important as the…

Bedrooms 2
Bathrooms 3
# of Guests 4
Pet Friendly? Yes
Close