Windermere Vacation Rentals, Houses & More


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Great rentals within 20 miles that match your search

1 / 10

Lake Rosseau

  • 4
  • 12
  • 7 nights min

$1001

Details

1 / 25

Cottage in Muskoka-Lake Vernon Huntsville

  • 3
  • 8
  • 7 nights min

$239

Details

1 / 21

The Hermitage

  • 6
  • 12
  • 7 nights min

$501

Details

1 / 18

Sunbeam Cottage

  • 4
  • 8
  • 7 nights min

$513

Details

1 / 25

Awesome Buck Lake Cottage - ATV-Sled-Relax-FUN!

  • 4
  • 10
  • 1 night min

$219

Details

1 / 8

Come See The Private Lake Next Door To Lake Joe -Only 2 weeks available

  • 3
  • 5
  • 3 nights min

$160

Details

1 / 20

Exquisite Muskoka Lakes Chalet

  • 5
  • 15
  • 2 nights min

$558

Details

1 / 27

Dining Room Cottage - Clyffe House Cottage Resort

  • 5
  • 10
  • 7 nights min

$284

Details

1 / 10

Sandy Pines Cottage on Muskoka Beach

  • 4
  • 10
  • 2 nights min

$438

Details

1 / 18

Muskoka, bass lake Cottage No.1

  • 3
  • 7
  • 7 nights min

$184

Details

1 / 21

Cozy 3 Bedroom Lakefront Cottage in Muskoka

  • 3
  • 8
  • 7 nights min

$160

Details

1 / 29

Milford Bay Retreat by Beautiful Lake Muskoka

  • 4
  • 8
  • 2 nights min

$279

Details

1 / 12

Cottage Rental on Beautiful Six Mile Lake

  • 4
  • 8
  • 7 nights min

$228

Details

1 / 23

Sucker Lake Cottage

  • 4
  • 12
  • 7 nights min

$285

Details

1 / 14

Cedar Cove

  • 3
  • 7
  • 60 nights min

$251

Details

1 / 24

Spectacular, Bright, Clean, Family Cottage

  • 3
  • 6
  • 5 nights min

$239

Details

1 / 10

Home Sweet Home Lake Muskoka

  • 4
  • 7
  • 7 nights min

$399

Details

1 / 25

Muskoka, bass lake

  • 7
  • 15
  • 7 nights min

$308

Details

1 / 13

Quiet Retreat on North Lake Joseph

  • 4
  • 12
  • Min stay varies

$399

Details

1 / 14

Three Bedroom Cottage - 3 Mile Lake

  • 3
  • 6
  • 7 nights min

$153

Details

1 / 15

Lake Joseph Muskoka Cottage Rental

  • 4
  • 8
  • 5 nights min

$717

Details

1 / 8

Beautiful Two Bedroom Cottage in Ontario

  • 2
  • 1
  • 7 nights min

$136

Details

1 / 21

Belleview Cottage on Keewaydin Island

  • 5
  • 10
  • 7 nights min

$509

Details

1 / 28

Cherry Island Luxury Private Island

  • 6
  • 18
  • Min stay varies

$1583

Details

1 / 9

Sup. Housekeeping Cottage Resort on Lake Muskoka

  • 3
  • 6
  • 1 night min

$200

Details

1 / 20

Lake Muskoka Retreat by Bowyers Beach

  • 3
  • 6
  • Min stay varies

$239

Details

1 / 18

Muskoka, bass lake

  • 7
  • 15
  • 7 nights min

$319

Details

1 / 32

'Mellow Yellow' - 5 Bedroom Luxury Muskoka Cottage

  • 5
  • 12
  • Min stay varies

$425

Details

1 / 28

Muskoka Rustic Beauty - Cottage Six Mile Lake

  • 3
  • 6
  • Min stay varies

$259

Details

1 / 44

Lakefront Treasure

  • 3
  • 8
  • 7 nights min

$319

Details

1 / 24

Family Friendly Waterfront Property on Lake Joseph, Muskoka

  • 3
  • 6
  • 3 nights min

$386

Details

1 / 73

Muskoka Soul - Two Luxury Rentals - Cliff Bay House & Lake House

  • 5
  • 10
  • Min stay varies

$498

Details

1 / 13

Lake Rosseau, Gorgeous Family Cottage

  • 4
  • 9
  • 7 nights min

$399

Details

1 / 29

MUSKOKAN CLUB RESORT - YEAR-ROUND LUXURY

  • 3
  • 8
  • Min stay varies

$299

Details

1 / 19

The Roost Cottage, Windermere, Muskoka, Ontario

  • 2
  • 4
  • 3 nights min

$200

Details

1 / 7

4 Bedroom on Three Mile Lake

  • 4
  • 8
  • 3 nights min

$287

Details

1 / 26

Million Dollar Lake Views Every Level 10+ Location

  • 4
  • 10
  • Min stay varies

$419

Details

1 / 4

Executive Boathouse

  • 1
  • 2
  • 2 nights min

$247

Details

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