Jayne's Cottages

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Premium

Explore our exclusive Premium 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!

Sandybeach Cottage

Location: Cottage in Penetanguishene

From C$12,150 - C$13,061 /Week
  • C$12,150 /Summer Week
  • C$13061.25 /Super Peak Week
( plus taxes and fees )

SANDYBEACH COTTAGE AREA Located in Tiny Township on Georgian Bay, 20 minutes to Midland, 90 minutes to Toronto, and 1 hour to the Blue Mountains ski resort. PROPERTY SANDYBEACH COTTAGE - Beautiful private beach on level land and shallow entry into Georgian Bay. Circular driveway to cottage with double garage, lawn with kids play-structure and multiple seating areas including deck overlooking the lake. INTERIOR COTTAGE MAIN LEVEL KITCHEN High-end appliances,…...

Large and welcoming beach house on the Tiny Beaches of Georgian Bay with privacy, a beautiful waterfront, clear water and stunning views!

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  • 6
  • 4

Sandybeach Cottage

SANDYBEACH COTTAGE AREA Located in Tiny Township on Georgian Bay, 20 minutes to Midland, 90 minutes to Toronto, and 1 hour to the Blue Mountains ski resort. PROPERTY SANDYBEACH COTTAGE - Beautiful private beach on level land and shallow entry into Georgian Bay. Circular driveway to cottage with double garage, lawn with kids play-structure and multiple seating areas including deck overlooking the lake. INTERIOR COTTAGE MAIN LEVEL KITCHEN High-end appliances,…

Bedrooms 6
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!

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  • 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

Everyday Favourite

Location: Cottage in Bracebridge

From C$12,000 - C$12,900 /Week
  • C$12,000 /Summer Week
  • C$12900.00 /Super Peak Week
( plus taxes and fees )

EVERYDAY FAVOURITE AREA Wood Lake, is in Muskoka, just 20 minutes outside of and east of Bracebridge. A quieter lake with boating, swimming and fishing opportunities. Take a drive into town for all of your amenities, quaint shops, farmer's market and fine dining experiences. Plenty of golfing opportunities within a half hour. PROPERTY EVERYDAY FAVOURITE - driving up to this newer build provides you with the essence of Muskoka. Plenty…...

This beautiful 5 bedroom, 3 bath, new build cottage on Wood Lake is perfect for a quiet family vacation. Enjoy Muskoka serenity in this perfect space!

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  • 5
  • 3

Everyday Favourite

EVERYDAY FAVOURITE AREA Wood Lake, is in Muskoka, just 20 minutes outside of and east of Bracebridge. A quieter lake with boating, swimming and fishing opportunities. Take a drive into town for all of your amenities, quaint shops, farmer's market and fine dining experiences. Plenty of golfing opportunities within a half hour. PROPERTY EVERYDAY FAVOURITE - driving up to this newer build provides you with the essence of Muskoka. Plenty…

Bedrooms 5
Bathrooms 3
# of Guests 12
Pet Friendly? No

For Shore

Location: Cottage in Muskoka Lakes

From C$11,000 - C$11,825 /Week
  • C$11,000 /Summer Week
  • C$11825 /Super Peak Week
( plus taxes and fees )

FOR SHORE AREA Located on beautiful Lake Muskoka, in Bala Bay. A 2-minute car or boat ride to Bala where you have all the conveniences of restaurants, curated shops, beer store, liquor store, marina, bank and the famous Don’s Bakery. 15 minutes to both Port Carling and Gravenhurst! Being near the end of the bay there is minimal boat traffic, which emphasizes privacy. Boating access to all of Lake Rousseau…...

Beautiful Family Cottage Compound on Lake Muskoka! Main Cottage & 2 Bunkies! 5 Bedrooms, 8 Beds, & 4 Bathrooms. Come Experience For Shore Today!

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  • 5
  • 4

For Shore

FOR SHORE AREA Located on beautiful Lake Muskoka, in Bala Bay. A 2-minute car or boat ride to Bala where you have all the conveniences of restaurants, curated shops, beer store, liquor store, marina, bank and the famous Don’s Bakery. 15 minutes to both Port Carling and Gravenhurst! Being near the end of the bay there is minimal boat traffic, which emphasizes privacy. Boating access to all of Lake Rousseau…

Bedrooms 5
Bathrooms 4
# of Guests 8
Pet Friendly? Yes

Greenhouse Getaway

Location: House in Mono

From C$11,000 /Week
  • C$30,500 /Month
( plus taxes and fees )

GREENHOUSE GETAWAY AREA Perched high up in the hills of the Niagara Escarpment, just 45 minutes from Toronto Pearson International Airport, this idyllic country retreat sits amongst forests, open meadows, equine territory and a protected UNESCO world conservation site. There are an abundance of activities in the area in all seasons including downhill and cross country skiing, mountain biking, golf, hiking, fine dining, farmers markets, breweries and wineries. GREENHOUSE GETAWAY…...

Modern country retreat overlooking the hills of Hockley Valley situated on 10 private acres with 4 bedrooms, 3 bathrooms, pool, hot tub, barn, walking trails and breathtaking views.

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  • 4
  • 3

Greenhouse Getaway

GREENHOUSE GETAWAY AREA Perched high up in the hills of the Niagara Escarpment, just 45 minutes from Toronto Pearson International Airport, this idyllic country retreat sits amongst forests, open meadows, equine territory and a protected UNESCO world conservation site. There are an abundance of activities in the area in all seasons including downhill and cross country skiing, mountain biking, golf, hiking, fine dining, farmers markets, breweries and wineries. GREENHOUSE GETAWAY…

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

Snow Port

Location: House in The Blue Mountains

From C$10,000 - C$15,000 /Week
  • C$28,000 /Month
  • C$15,000 /Summer Week
  • C$10000.00 /Off Season Week
( plus taxes and fees )

SNOW PORT AREA Waterfront location just north of The Georgian Peaks Club. A short walk to the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. A few minutes drive to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. Close to all the local ski clubs, the Scandinave Spa, Scenic Caves Nature Adventures, vineyards, orchards, micro-breweries, the heritage town of Collingwood and…...

Modern 6 bedroom, 8 bath new build on Georgian Bay with spectacular wide beach. With 6 ensuite bathrooms, this home is suitable to share with other families! Minutes to charming Thornbury, bike/hike/snowshoe trails and the local ski clubs.

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  • 6
  • 8

Snow Port

SNOW PORT AREA Waterfront location just north of The Georgian Peaks Club. A short walk to the 34 km Georgian Trail popular for biking, hiking, snowshoeing and cross country skiing. A few minutes drive to the quaint shops, restaurants, cidery, and art galleries in Thornbury and Clarksburg. Close to all the local ski clubs, the Scandinave Spa, Scenic Caves Nature Adventures, vineyards, orchards, micro-breweries, the heritage town of Collingwood and…

Bedrooms 6
Bathrooms 8
# of Guests 20
Pet Friendly? Yes

The Base Lodge

Location: Chalet in The Blue Mountains

From C$9,500 - C$10,925 /Week
  • C$26,500 /Month
  • C$9,500 /Summer Week
  • C$10925.00 /Super Peak Week
( plus taxes and fees )

THE BASE LODGE AREA The Base Lodge is in the heart of Ontario's four season playground. Close to all local activities and amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood and charming Thornbury/Clarksburg are just 10 minutes away with…...

Enjoy this luxury, log ski cabin just steps from Craigleith Ski Club. Lots of room for the whole family to enjoy in this stunning 6 bedroom, 4 bath home with views of the ski slopes! Hot tub, sauna, steam shower, and pool table!

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  • 6
  • 4

The Base Lodge

THE BASE LODGE AREA The Base Lodge is in the heart of Ontario's four season playground. Close to all local activities and amenities including Blue Mountain Village, all the private ski clubs, The Georgian Trail, beaches along the shores of Georgian Bay, Scenic Caves Nature Adventures, Scandinave Spa, vineyards, orchards, micro-breweries, and the list goes on. The historic town of Collingwood and charming Thornbury/Clarksburg are just 10 minutes away with…

Bedrooms 6
Bathrooms 4
# of Guests 16
Pet Friendly? Yes

Balmoral Townhome

Location: House in Central Toronto (Summerhill West / Rathnelly / South Hill / Forest Hill SE / Deer Park)

From C$9,000 /Week
    ( plus taxes and fees )

    BALMORAL TOWNHOUSE AREA The Balmoral Townhouse is better than any hotel! 4 bedroom, 4 bathroom townhouse right at Yonge & St. Clair! Prime location - only 2 min walk from all the hustle and bustle of midtown Yonge St. with many stores and highly acclaimed restaurants just around the corner! Only 3 min walk to St. Clair subway station. Large Master ensuite with balcony on 3rd floor. Private basement apartment.…...

    Detached south-facing beautiful, bright townhouse in desirable Toronto location! Steps away from Yonge street, just south of St.Clair Ave. Close to Rosedale/Summerhill/Forest Hill shops and restaurants. Yonge Subway is just a 2 minute walk!

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    • 4
    • 4

    Balmoral Townhome

    BALMORAL TOWNHOUSE AREA The Balmoral Townhouse is better than any hotel! 4 bedroom, 4 bathroom townhouse right at Yonge & St. Clair! Prime location - only 2 min walk from all the hustle and bustle of midtown Yonge St. with many stores and highly acclaimed restaurants just around the corner! Only 3 min walk to St. Clair subway station. Large Master ensuite with balcony on 3rd floor. Private basement apartment.…

    Bedrooms 4
    Bathrooms 4
    # of Guests 10
    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.

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    • 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

    Sun and Ski

    Location: Chalet in Blue Mountains

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

    SUN AND SKI AREA This four seasons 6 bedroom, 4 bath home is minutes from beaches on Georgian Bay and hiking, biking and mountain bike trails including the Georgian and Bruce Trails. The local ski clubs including Blue Mountain Resort and Village are also within minutes. Nearby historic and charming Collingwood and Thornbury with their specialty shops, restaurants and galleries, Scenic Caves Nature Adventures, the Scandinave Spa, and a variety…...

    6 bedroom, 4 bath chalet minutes from North Winds Beach on Georgian Bay, the Georgian Trail, Blue Mountain Village, and all the local ski clubs.

    Book Now
    • 6
    • 4

    Sun and Ski

    SUN AND SKI AREA This four seasons 6 bedroom, 4 bath home is minutes from beaches on Georgian Bay and hiking, biking and mountain bike trails including the Georgian and Bruce Trails. The local ski clubs including Blue Mountain Resort and Village are also within minutes. Nearby historic and charming Collingwood and Thornbury with their specialty shops, restaurants and galleries, Scenic Caves Nature Adventures, the Scandinave Spa, and a variety…

    Bedrooms 6
    Bathrooms 4
    # of Guests 14
    Pet Friendly? Yes

    On G’Bay

    Location: Cottage in The Blue Mountains

      From C$8,633 - C$9,928 /Week
      • C$24,000 /Month
      • C$8,633 /Summer Week
      • C$9928.00 /Super Peak Week
      ( plus taxes and fees )

      ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…...

      Rare 150ft Waterfront Oasis, 4 bdrm, hot tub, paddleboards, kayaks, water toys, Lily Pad, basketball net, sun All-Day, spectacular sunrises & sunsets, huge lawn and waterfront!

      Book Now
      • 4
      • 4

      On G’Bay

      ON G'BAY AREA RARE WATERFRONT GEM in Blue Mountain/Collingwood is located 10 minutes from either Collingwood or Thornbury, 5 minutes from Blue Mountain, and less than a two hr drive from Toronto. This incredible four seasons Waterfront Gem offers something for everyone right outside your doorstep. If you want a quiet retreat on the water close to many big city amenities then this is the place. Nearby Collingwood and Thornbury…

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

      By The Bay

      Location: Chalet in Clarksburg

        From C$8,631 - C$9,926 /Week
        • C$37,000 /Month
        • C$8,631 /Summer Week
        • C$9926.00 /Super Peak Week
        ( plus taxes and fees )

        BY THE BAY AREA This beach chalet is steps from the Georgian Trail where summer biking, hiking and winter snowshoeing enthusiasts can enjoy 34 km of trails. Head into Thornbury Village and take in quaint shops, fine dining, or grab a locally crafted cider. Blue Mountain private ski clubs (Georgian Peaks, Alpine, Craigleith and Osler Bluffs ski clubs) and The Village are a 10 minute drive for more shopping, dining…...

        5 bedroom, 3 bathroom beach chalet. Steps from Georgian Trail for hiking and biking. Views of Blue Mountain ski hill and a short walk to Thornbury Village! Enjoy this 4 season recreation destination!

        Book Now
        • 5
        • 3

        By The Bay

        BY THE BAY AREA This beach chalet is steps from the Georgian Trail where summer biking, hiking and winter snowshoeing enthusiasts can enjoy 34 km of trails. Head into Thornbury Village and take in quaint shops, fine dining, or grab a locally crafted cider. Blue Mountain private ski clubs (Georgian Peaks, Alpine, Craigleith and Osler Bluffs ski clubs) and The Village are a 10 minute drive for more shopping, dining…

        Bedrooms 5
        Bathrooms 3
        # of Guests 10
        Pet Friendly? No
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