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  • Lakefront family friendly cottage 1.5 hours northwest of Toronto.
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    VRBO

    Lakefront family friendly cottage 1.5 hours northwest of Toronto.

    Bedrooms:
    1
    Bathrooms:
    5
    Sleeps:
    8

    UNFORTUNATELY GOVERNMENT OF TINY, ONTARIO WANTS TO LIMIT TOURISM AND BE THE PRIMARY PROPERTY OWNER - REMOVING OUR ABILIT ...

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    VRBO

    Details
  • Unique Wild West Saloon camper on Lake Simcoe
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    Expedia

    Unique Wild West Saloon camper on Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    5

    Happy Camper Adventures offers affordable, STRESS-FREE camping adventures in unique, one-of-a-kind themed campers.  Each ...

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    Expedia

    Details
  • Nautical Cozy camper trailer on Lake Simcoe
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    VRBO

    Nautical Cozy camper trailer on Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Happy Camper Adventures offers affordable, STRESS-FREE camping adventures in unique, one-of-a-kind themed campers.  Each ...

    Click For Pricing

    VRBO

    Details
  • Waterfront Haven
    From $638 per night (USD)

    Expedia

    Waterfront Haven

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Beautiful waterfront cottage western exposure for a beautiful sunset laze around or just have fun in the water water vo ...

    From $638 per night (USD)

    Expedia

    Details
  • Beautiful & Cozy cottage with amazing lakeviews
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    VRBO

    Beautiful & Cozy cottage with amazing lakeviews

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Explore, discover and experience any of the four seasons at this lovely cottage with incredible lake views! A cottage re ...

    Click For Pricing

    VRBO

    Details
  • Luxury Modern Waterfront Cottage
    From $763 per night (USD)

    Expedia

    Luxury Modern Waterfront Cottage

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to this luxury, gorgeous newly renovated, spacious all year-round cottage overlooking Lake Simcoe. This beautif ...

    From $763 per night (USD)

    Expedia

    Details
  • 4 Bedroom Cottage on beautiful stretch of the Severn River west of sparrow lake.
    From $399 per night (USD)

    VRBO

    4 Bedroom Cottage on beautiful stretch of the Severn River west of sparrow lake.

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    4 bedrooms, 2 bath for rent on a beautiful stretch of the Severn River west of sparrow lake. can accommodate 8 guests co ...

    From $399 per night (USD)

    VRBO

    Details
  • Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
    From $292 per night (USD)

    Expedia

    Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    1.5hr from Toronto. Sandy, Shallow & Quiet Beach on Dead End Street - High Speed Internet included - Amazon & ...

    From $292 per night (USD)

    Expedia

    Details
  • Big Beautiful Georgian Bay Family Cottage
    From $479 per night (USD)

    VRBO

    Big Beautiful Georgian Bay Family Cottage

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    HIGH SEASON/ SUMMER MONTHS- FULL WEEK BOOKINGS ONLY - check in Mondays, checkout Sundays, from June 7 to September 19. ...

    From $479 per night (USD)

    VRBO

    Details
  • Sandy beach getaway
    From $425 per night (USD)

    Expedia

    Sandy beach getaway

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Modern cottage with gorgeous private Cuba-like sandy beach (one of the most beautiful sandy beaches in Ontario). Private ...

    From $425 per night (USD)

    Expedia

    Details
  • Sandy Beach\/Boating\/Swimming\/Hot Tub\/Marina\/Trails
    From $531 per night (USD)

    VRBO

    Sandy Beach\/Boating\/Swimming\/Hot Tub\/Marina\/Trails

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Welcome to the Georgian Bay Retreat in beautiful Port McNicoll. Relax and enjoy this oasis like setting with stunning vi ...

    From $531 per night (USD)

    VRBO

    Details
  • Luxury Waterfront Cottage with Hot Tub in Downtown Washago, Ontario
    From $240 per night (USD)

    Expedia

    Luxury Waterfront Cottage with Hot Tub in Downtown Washago, Ontario

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Welcome to The Cottage Living on Green River! Our straight-out-of-a-storybook riverfront oasis, located in the heart o ...

    From $240 per night (USD)

    Expedia

    Details
  • Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub
    From $235 per night (USD)

    VRBO

    Nature's Cottage Washago - Beautiful Private Waterfront property with Hot Tub

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Nature's Cottage Washago. This beautiful waterfront property is a one of a kind. Spend time with family or ...

    From $235 per night (USD)

    VRBO

    Details
  • Beautiful 3-Bdrm Cottage close to Ski Resorts w\/ Hot Tub, Game Room, & more!
    From $180 per night (USD)

    Expedia

    Beautiful 3-Bdrm Cottage close to Ski Resorts w\/ Hot Tub, Game Room, & more!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Our cottage has everything you need from a 7-person hot tub to full kitchen (oven, stove, microwave, coffee maker, keuri ...

    From $180 per night (USD)

    Expedia

    Details
  • Cottage tiny heaven.
    From $991 per night (USD)

    VRBO

    Cottage tiny heaven.

    Bedrooms:
    5
    Bathrooms:
    9
    Sleeps:
    18

    Enjoy the Caribbean Sunset, Extraordinary View, Long shoreline, Blue Water (On a clear day) from this 6000 SQF Four Seas ...

    From $991 per night (USD)

    VRBO

    Details
  • Very private 40 Acres Property - Cozy 2 Bedroom Cottage
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    Expedia

    Very private 40 Acres Property - Cozy 2 Bedroom Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Located in a large wooded land, the two bedroom cabin by a scenic pond provides complete privacy yet it is close to the ...

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    Expedia

    Details
  • ★Spotless 3BR home near Beaches, Trails & Shrine - Midland, Tiny, Georgian Bay
    From $188 per night (USD)

    VRBO

    ★Spotless 3BR home near Beaches, Trails & Shrine - Midland, Tiny, Georgian Bay

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    A modern retreat located just north of Little Lake in Midland, near Martry's Shrine, Midland and close to all the outdoo ...

    From $188 per night (USD)

    VRBO

    Details
  • Beautiful 3 BEDROOM COUNTRY HOME in TINY BEACHES NEAR LAKE HURON GEORGIAN BAY
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    Expedia

    Beautiful 3 BEDROOM COUNTRY HOME in TINY BEACHES NEAR LAKE HURON GEORGIAN BAY

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful roomy and comfortable 3 BEDROOM COUNTRY HOME in TINY BEACHES CLOSE TO LAKE HURON within walking, biking or dri ...

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    Expedia

    Details
  • Gorgeous cottage surrounded by 320 degrees of water. Sleeps 16 people
    From $1878 per night (USD)

    VRBO

    Gorgeous cottage surrounded by 320 degrees of water. Sleeps 16 people

    Bedrooms:
    6
    Bathrooms:
    7
    Sleeps:
    16

    SUMMER SALE 2023 long-term summer rental offer. Contact for more details! This beautiful and private gated Cottage with ...

    From $1878 per night (USD)

    VRBO

    Details
  • Luxury Beach House With Incredible Sunset Views
    From $572 per night (USD)

    VRBO

    Luxury Beach House With Incredible Sunset Views

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Luxury beach house with stunning views over Bluewater Beach and beyond. Over 3200 square feet makes it perfect for two f ...

    From $572 per night (USD)

    VRBO

    Details
  • Chic & luxurious villa with outdoor sauna - Steps away from the beach!
    From $544 per night (USD)

    VRBO

    Chic & luxurious villa with outdoor sauna - Steps away from the beach!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Fontaine Bleu at Tiny Beaches! A vacation oasis in a chic, luxurious home, nestled next to one of Ontario’s m ...

    From $544 per night (USD)

    VRBO

    Details
  • Georgian Bay-Trail\/Run\/Bike\/Hike\/HotTub\/Sauna\/Swim
    From $434 per night (USD)

    Expedia

    Georgian Bay-Trail\/Run\/Bike\/Hike\/HotTub\/Sauna\/Swim

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Eagle Point cottage is our modern-chic cottage backing onto the Tay Trail and Georgian Bay. It’s a 12 minute drive to Mo ...

    From $434 per night (USD)

    Expedia

    Details
  • ✨Awenda Provincial Park Dream Cottage✨💫🏡🧿
    From $382 per night (USD)

    VRBO

    ✨Awenda Provincial Park Dream Cottage✨💫🏡🧿

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    4

    Welcome to your Dream Cottage near Awenda Provincial Park 🙌🏻 Located approximately two hours north of Toronto, in Tin ...

    From $382 per night (USD)

    VRBO

    Details
  • Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake
    From $634 per night (USD)

    Expedia

    Luxury Georgian Bay gem, heated pool! Hot tub, close to trails & lake

    Bedrooms:
    4
    Bathrooms:
    8
    Sleeps:
    14

    Welcome to your own private resort, with in-ground heated pool and hot tub, nestled steps from the glorious Georgian Ba ...

    From $634 per night (USD)

    Expedia

    Details
  • head River cottage ,  Kawartha Lakes
    From $183 per night (USD)

    VRBO

    head River cottage , Kawartha Lakes

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy This Magical, Private River Front Cottage On Head River. This 2 Bed, 1 Bath, Open Concept Vaulted Pine Ceilings Wi ...

    From $183 per night (USD)

    VRBO

    Details
  • Sunsets to die for on quite bay on Lake Simcoe
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    Expedia

    Sunsets to die for on quite bay on Lake Simcoe

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    20

    Beautiful sunsets and quiet bay to take advantage of on Lake Simcoe! Lots of room for family and friends. Sandy beach an ...

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    Expedia

    Details
  • The perfect get away by the Georgian Bay!
    From $377 per night (USD)

    VRBO

    The perfect get away by the Georgian Bay!

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our Retreat in Paradise! This is a place where your body, mind hi and soul will relax! STRTT-2024-100 DURING ...

    From $377 per night (USD)

    VRBO

    Details
  • Lafontaine Beach House - HOT TUB & SAUNA
    From $579 per night (USD)

    Expedia

    Lafontaine Beach House - HOT TUB & SAUNA

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    16

    ***Maximum is 10 adults or 8 adults plus children*** Welcome to the beautiful Lafontaine Beach House, located a short 5 ...

    From $579 per night (USD)

    Expedia

    Details
  • Woodland Beach Sunset Haven
    From $379 per night (USD)

    VRBO

    Woodland Beach Sunset Haven

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    7

    Come and enjoy your Christmas vacation with your family at Woodland Beach. A cozy, spacious cottage to celebrate Christm ...

    From $379 per night (USD)

    VRBO

    Details
  • Family and Friend Gateway to Sunshine city
    From $201 per night (USD)

    Expedia

    Family and Friend Gateway to Sunshine city

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Welcome to Sunshine city, we are located in Orillia, Canada, situated in a quiet residential neighbourhood. The Water Sp ...

    From $201 per night (USD)

    Expedia

    Details
  • Wood fired Hot Tub- Lakeside Cottage compound
    From $751 per night (USD)

    VRBO

    Wood fired Hot Tub- Lakeside Cottage compound

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Welcome to our family compound ! Our property is immaculately designed and cared for. Beautiful sandy water, incredible ...

    From $751 per night (USD)

    VRBO

    Details
  • Cottage on quiet lake, great for swimming, fishing, boating
    From $554 per night (USD)

    VRBO

    Cottage on quiet lake, great for swimming, fishing, boating

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Beautiful lake view. Upper porch to sit and enjoy coffee in the morning or wine in the evening, also covered porched to ...

    From $554 per night (USD)

    VRBO

    Details
  • Lake Simcoe Waterfront Cottage Getaway
    From $385 per night (USD)

    VRBO

    Lake Simcoe Waterfront Cottage Getaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Lake Simcoe Waterfront Cottage Getaway This is a great location for a couple, friends, or family looking to get away and ...

    From $385 per night (USD)

    VRBO

    Details
  • Water Access Only Cottage on Georgian Bay
    From $315 per night (USD)

    Expedia

    Water Access Only Cottage on Georgian Bay

    Bedrooms:
    1
    Bathrooms:
    6
    Sleeps:
    10

    Water access only cottage - short 5 minutes boat ride from mainland. You need to have a boat or rent it. We do not provi ...

    From $315 per night (USD)

    Expedia

    Details
  • Cawaja Beach Patio Suite
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    VRBO

    Cawaja Beach Patio Suite

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Patio Suite is a self contained one bedroom unit nestled in the woods, five minute walk from Cawaja Beach. Open conc ...

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    VRBO

    Details
  • 4200 sq ft 5 bedroom house, golf sim, beaches, skiing and trails seconds away!
    From $151 per night (USD)

    Expedia

    4200 sq ft 5 bedroom house, golf sim, beaches, skiing and trails seconds away!

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    8

    - golf simulator located in garage - video of the house: https://youtu.be/nFPPwFBShak - 1 hr 45 mins away from Toronto ...

    From $151 per night (USD)

    Expedia

    Details
  • Chateau Champlain Cottage
    From $371 per night (USD)

    VRBO

    Chateau Champlain Cottage

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Explore, discover and experience any of the four seasons at this lovely cottage on 120 feet of sandy shores of beautiful ...

    From $371 per night (USD)

    VRBO

    Details
  • Stunning Modern Beach \/ Ski House
    From $320 per night (USD)

    Expedia

    Stunning Modern Beach \/ Ski House

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    Modern, newly renovated and 7 minute walk to beautiful powder sand beaches and sunsets right over the water • Heated sa ...

    From $320 per night (USD)

    Expedia

    Details
  • Cozy Bungalow - Sauna, Wood Stove, Close to Trails
    From $279 per night (USD)

    VRBO

    Cozy Bungalow - Sauna, Wood Stove, Close to Trails

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the Lucky Bear Lodge, a cozy four-season hideaway located in Tiny, Ontario, just a 90-minute drive from the G ...

    From $279 per night (USD)

    VRBO

    Details
  • ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!
    From $245 per night (USD)

    Expedia

    ENJOY ENTIRE WATERFRONT COTTAGE EXPERIENCE!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Unique cottage just off the main street in Washago, Ontario, just blocks away from the downtown core. It has a huge deck ...

    From $245 per night (USD)

    Expedia

    Details
  • Sandy's Tiki Hut on Sunset Trail Family Beach Retreat-Steps to Beach
    From $223 per night (USD)

    VRBO

    Sandy's Tiki Hut on Sunset Trail Family Beach Retreat-Steps to Beach

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    5

    NEW : HIGH SPEED INTERNET NOW AVAILABLE. License #STRTT-2024-026 Welcoming and inviting peaceful, family friendly cozy ...

    From $223 per night (USD)

    VRBO

    Details
  • DaVel DeLuxe Sunsets
    From $147 per night (USD)

    Expedia

    DaVel DeLuxe Sunsets

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large one bedroom apartment in newly built addition to a beautiful historic house. Only few minutes walk to downtown Ori ...

    From $147 per night (USD)

    Expedia

    Details
  • DaVel DeLuxe Relaxation
    From $127 per night (USD)

    VRBO

    DaVel DeLuxe Relaxation

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Large one bedroom apartment in a newly built addition to beautiful historic house. Only few minutes walk to downtown Ori ...

    From $127 per night (USD)

    VRBO

    Details
  • Luxury cottage by the water
    From $614 per night (USD)

    Expedia

    Luxury cottage by the water

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    11

    Luxurious newly build 2400 SF. Cottage, with spectacular views from any place inside the property. Exquisitely designed ...

    From $614 per night (USD)

    Expedia

    Details
  • Waterfront Luxury Vacation Home with Stunning Sunsets and Sandy Shoreline
    From $475 per night (USD)

    VRBO

    Waterfront Luxury Vacation Home with Stunning Sunsets and Sandy Shoreline

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    16

    Welcome to our luxury lakefront vacation rental! Custom built in 2023, with the vision of a family retreat in mind! Main ...

    From $475 per night (USD)

    VRBO

    Details
  • Cozy Lakeside Cabin with Private Balcony.
    From $204 per night (USD)

    Expedia

    Cozy Lakeside Cabin with Private Balcony.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    8

    Welcome to our brand new waterfront cottages - 5 Individual townhouses units : ❀Unit 1 - Cozy White ❀Stunning 270 feet ...

    From $204 per night (USD)

    Expedia

    Details
  • Lake Side Hideaway
    From $253 per night (USD)

    VRBO

    Lake Side Hideaway

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    About this space Welcome to our newly built waterfront cottages - 5 Individual townhouses units ❀Unit 5 - Panda ❀Stunni ...

    From $253 per night (USD)

    VRBO

    Details
  • Chorburjo Cozy Villa (House)
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    Expedia

    Chorburjo Cozy Villa (House)

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Nestled on the tranquil shores of Georgian Bay, Chorburjo Cozy Villa promises an escape like no other. Welcome to a have ...

    Click For Pricing

    Expedia

    Details
  • Stone Farm House - 3 bedrooms - private on 100 acres - 20 min from Casino Rama
    From $245 per night (USD)

    VRBO

    Stone Farm House - 3 bedrooms - private on 100 acres - 20 min from Casino Rama

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Relax with the whole family at this peaceful place to stay. Welcome to the Stone House Farm! We have this beautiful pr ...

    From $245 per night (USD)

    VRBO

    Details
  • White Rolling Sands of Penetanguishene by Theatre\n\n
    From $138 per night (USD)

    VRBO

    White Rolling Sands of Penetanguishene by Theatre\n\n

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    This is a fully licensed Airbnb in Penetang. Entire ground floor level of well kept brick bungalow in Penetanguishene. L ...

    From $138 per night (USD)

    VRBO

    Details
  • Perfect beach vacation getaway, 5 Bedroom
    From $197 per night (USD)

    VRBO

    Perfect beach vacation getaway, 5 Bedroom

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    5 bedroom cottage, near one of the most beautiful sandy beach in Ontario. Large back yard, spacious patio, finished base ...

    From $197 per night (USD)

    VRBO

    Details
  • Cozy Cottage Retreat with HotTub, Heated Pool, Firepit, Ping Pong & Pool table
    From $213 per night (USD)

    Expedia

    Cozy Cottage Retreat with HotTub, Heated Pool, Firepit, Ping Pong & Pool table

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Nestled amidst 100-year-old trees, our cozy wooden cottage offers serenity and charm. Wake up to breathtaking views of t ...

    From $213 per night (USD)

    Expedia

    Details
  • Cozy Modern Cottage - Walking distance to 5 beach access points
    From $470 per night (USD)

    VRBO

    Cozy Modern Cottage - Walking distance to 5 beach access points

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to the ideal cottage getaway in Tiny! Easy access to beaches by walking or a short drive. This modern cozy con ...

    From $470 per night (USD)

    VRBO

    Details
  • cozy balm beach cottage rental
    From $259 per night (USD)

    Expedia

    cozy balm beach cottage rental

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    welcome to a cozy very newly renovated cottage close to the private beach area close to many activities this cottage has ...

    From $259 per night (USD)

    Expedia

    Details
  • On the pristine shores of Gloucester Pool in the heart of Muskoka.
    From $1591 per night (USD)

    VRBO

    On the pristine shores of Gloucester Pool in the heart of Muskoka.

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    16

    Boasting seven elegantly appointed bedrooms and four opulent bathrooms, Magnolia House offers ample space for large grou ...

    From $1591 per night (USD)

    VRBO

    Details
  • GEORGIAN BAY DIRECT WATERFRONT HOME NEAR MIDLAND, ONTARIO
    From $618 per night (USD)

    Expedia

    GEORGIAN BAY DIRECT WATERFRONT HOME NEAR MIDLAND, ONTARIO

    Bedrooms:
    3
    Bathrooms:
    2
    Sleeps:
    4

    MODERN, PRIVATE HOME WITH ALL THE AMENITIES. SUITABLE FOR THE DISCRIMINATING RENTER WHO WANTS TO EXPERIENCE THE ULTIMAT ...

    From $618 per night (USD)

    Expedia

    Details
  • New and Cozy Lakefront cottage under 1.5hr North of Toronto. Kid-Friendly\n
    Click For Pricing

    VRBO

    New and Cozy Lakefront cottage under 1.5hr North of Toronto. Kid-Friendly\n

    Bedrooms:
    4
    Bathrooms:
    7
    Sleeps:
    14

    🌍Located in Severn, On. Just under 1.5hr North of Toronto🌞📸 Sunrises at this beautiful Lakefront Cottage🛌 Spacious i ...

    Click For Pricing

    VRBO

    Details
  • House on the Hill, HotTub, Ski, Ice Fish, Trails
    From $259 per night (USD)

    Expedia

    House on the Hill, HotTub, Ski, Ice Fish, Trails

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Enjoy a collaboration of old and new in this century home. Immerse yourself in the breeze and calm of the fresh air from ...

    From $259 per night (USD)

    Expedia

    Details
  • Experience True Comfort: Modern Riverfront Cottage in Orillia Country (Washago)
    From $328 per night (USD)

    VRBO

    Experience True Comfort: Modern Riverfront Cottage in Orillia Country (Washago)

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    "Riverfront Bliss: Experience Modern Comfort in Nature's Embrace" Nestled along the tranquil banks of the Green River, ...

    From $328 per night (USD)

    VRBO

    Details
  • Beautiful home, centrally located with Georgian Bay views!
    From $150 per night (USD)

    VRBO

    Beautiful home, centrally located with Georgian Bay views!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Enjoy a cozy home experience at this centrally located property. This hilltop, lake view place offers a stylish interior ...

    From $150 per night (USD)

    VRBO

    Details
  • Lake Simcoe Lakefront
    From $408 per night (USD)

    VRBO

    Lake Simcoe Lakefront

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    Stunning lake views from the deck where you can BBQ and dine alfresco, or sit and enjoy the lake breeze on the boathouse ...

    From $408 per night (USD)

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  • Home away from home\n\n
    From $376 per night (USD)

    Expedia

    Home away from home\n\n

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    7

    Waterfront property, two separate units. You will enjoy the peaceful feeling when you stay at the cottage, it’s just ste ...

    From $376 per night (USD)

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    Details
  • The Wright House - Modern 3BDRM home in Midland!
    From $174 per night (USD)

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    The Wright House - Modern 3BDRM home in Midland!

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Enjoy a stylish experience at this centrally located modern Midland home! The house offers modern amenities and comfort ...

    From $174 per night (USD)

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  • Lake Simcoe Lakehouse for mid-term 28+ Day Rental
    From $87 per night (USD)

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    Lake Simcoe Lakehouse for mid-term 28+ Day Rental

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relaxing, centrally located 5mins north of Beaverton. Down the street from Thorah Centennial park for swimming and Parks ...

    From $87 per night (USD)

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  • Lakeview Getaway for Large Groups
    From $119 per night (USD)

    VRBO

    Lakeview Getaway for Large Groups

    Bedrooms:
    2
    Bathrooms:
    1
    Sleeps:
    8

    Escape to our spacious Airbnb in Penetanguishene, where 8 guests can unwind in style. Featuring 6 double beds, 1 queen b ...

    From $119 per night (USD)

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  • Charming Cottage 2 min walk from a private beach on Georgian Bay
    From $131 per night (USD)

    Expedia

    Charming Cottage 2 min walk from a private beach on Georgian Bay

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Hello my name is Gilad, and together with my wife Shiri, we personally manage and take care of our lovely cottage. We ar ...

    From $131 per night (USD)

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    Details
  • Little Kids Paradise
    From $500 per night (USD)

    VRBO

    Little Kids Paradise

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    11

    We are the new owners as of end of July 2024. Previous listing by Merrick. Enjoy a getaway from the city. Make some memo ...

    From $500 per night (USD)

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  • Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
    From $320 per night (USD)

    Expedia

    Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    8

    waterfront lake Simcoe 4season cottage which has perfect view of overlooking of the lake with absolutely clean water is ...

    From $320 per night (USD)

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  • Bayview Waterfront Cottage
    From $662 per night (USD)

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    Bayview Waterfront Cottage

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    13

    Memories are made in Midland, and this welcoming Cape Cod style cottage situated on a quiet tree lined road on the shore ...

    From $662 per night (USD)

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  • Cozy Lakeside Cottage Retreat with Kayaks, Paddle Boat & Sunset Waterfront Views
    From $278 per night (USD)

    VRBO

    Cozy Lakeside Cottage Retreat with Kayaks, Paddle Boat & Sunset Waterfront Views

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    DIRECT ACCESS to lake - A charming lakeside retreat along the serene Historic Trent Severn Waterway,1.5hrs north of Toro ...

    From $278 per night (USD)

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  • Georgian Bay Cottage in the Pines
    From $212 per night (USD)

    VRBO

    Georgian Bay Cottage in the Pines

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Relax in nature amidst the towering pines. Walk down a wooded path to one of the most beautiful sandy and shallow beache ...

    From $212 per night (USD)

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  • The Modern Oasis - Hidden Games Room & Panoramic Barrel Sauna
    From $435 per night (USD)

    Expedia

    The Modern Oasis - Hidden Games Room & Panoramic Barrel Sauna

    Bedrooms:
    4
    Bathrooms:
    4
    Sleeps:
    8

    This modern, private oasis retreat features a Panaromic Barrel Sauna and Hidden Games Room . Within a short drive is Lak ...

    From $435 per night (USD)

    Expedia

    Details
  • Luxurious Cottage in Tiny 5bd4bth|Private Beach Front
    From $830 per night (USD)

    VRBO

    Luxurious Cottage in Tiny 5bd4bth|Private Beach Front

    Bedrooms:
    4
    Bathrooms:
    5
    Sleeps:
    16

    Wake up to the soothing sound of waves and step onto pristine white sand. Spend your days swimming in crystal-clear wate ...

    From $830 per night (USD)

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  • The Perfect Tiny Escape in Balm Beach for you and your family!
    From $201 per night (USD)

    Expedia

    The Perfect Tiny Escape in Balm Beach for you and your family!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Immerse yourself in nature with a leisurely walk through the forest, swim in the crystal-clear waters of Georgian Bay, o ...

    From $201 per night (USD)

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    Details
  • Luxury Cottage near lake Simco
    From $4767 per night (USD)

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    Luxury Cottage near lake Simco

    Bedrooms:
    5
    Bathrooms:
    6
    Sleeps:
    12

    Luxury Log House bestled at the shore of Simco lake. The cottage , surrounded by forest trees ,blooming wild and garden ...

    From $4767 per night (USD)

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  • Gloucester Pool Getaway
    From $439 per night (USD)

    Expedia

    Gloucester Pool Getaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    House Rules (requirements which must be met in order to book): Lead guest must be 30+ years of age. No pets allowed. Lin ...

    From $439 per night (USD)

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    Details
  • Coastal Bohemian Retreat
    From $193 per night (USD)

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    Coastal Bohemian Retreat

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to our coastal bohemian apartment retreat, nestled just a short drive from serene lakes and lush parks. Our spac ...

    From $193 per night (USD)

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  • Secret Garden Star Gazing Dome Farm Experience
    From $245 per night (USD)

    Expedia

    Secret Garden Star Gazing Dome Farm Experience

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Enjoy this beautiful romantic secluded yet kid friendly spot in serene nature with unforgettable views. Cozy garden on a ...

    From $245 per night (USD)

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    Details
  • Spacious 6-bdrm luxury, modern house with lake view in cottage country, Ontario
    From $576 per night (USD)

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    Spacious 6-bdrm luxury, modern house with lake view in cottage country, Ontario

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    16

    Welcome to the Georgian Bay Oasis in beautiful Victoria Harbour. Relax and enjoy stunning views of Georgian Bay from you ...

    From $576 per night (USD)

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  • Sparrow Lake Retreat Sunsets Fall colours Winter Fishing Snowmobiling XC skiing
    From $354 per night (USD)

    Expedia

    Sparrow Lake Retreat Sunsets Fall colours Winter Fishing Snowmobiling XC skiing

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Under 90 minutes from Toronto escape to the beauty and Tranquility of Ontario's Northland. Listen to the loons. Light a ...

    From $354 per night (USD)

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    Details
  • Blue Dreams Of Lake Simcoe
    From $125 per night (USD)

    VRBO

    Blue Dreams Of Lake Simcoe

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Summary: Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Can ...

    From $125 per night (USD)

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  • Antique Treasure Home modern 7 rm private apartment
    From $142 per night (USD)

    Expedia

    Antique Treasure Home modern 7 rm private apartment

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Variety of great, well preserved, historical features and larger than the photos make it feel! With a private entrance a ...

    From $142 per night (USD)

    Expedia

    Details
  • Charming 4-bedroom Cottage in Washago with WiFi
    From $667 per night (USD)

    VRBO

    Charming 4-bedroom Cottage in Washago with WiFi

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to our beautiful lakeside retreat, nestled in charming Washago, Ontario. This modern 4-bedroom, 2-bathroom home ...

    From $667 per night (USD)

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  • Menoke Modern Family Home with Game Room
    From $309 per night (USD)

    Expedia

    Menoke Modern Family Home with Game Room

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    8

    Summary: Welcome to Your Perfect Getaway! Come stay at our 4 Bedroom 2.5 Bath newly built modern home with a stunning ...

    From $309 per night (USD)

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  • Cottage on Private Beach
    From $269 per night (USD)

    VRBO

    Cottage on Private Beach

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Kick back and relax in a peaceful and relaxing space with a private beach. Perfect place to melt away your stress and s ...

    From $269 per night (USD)

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  • Muskoka Riverside Cottage
    From $436 per night (USD)

    Expedia

    Muskoka Riverside Cottage

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Guests love this Muskoka Cottage its idyllic location, nestled along the Severn River, offering the perfect escape into ...

    From $436 per night (USD)

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    Details
  • Cozy Muskoka Getaway right on the River!
    From $309 per night (USD)

    VRBO

    Cozy Muskoka Getaway right on the River!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Guests love this Cedar Cabin for its idyllic location in Muskoka along the river, offering the perfect escape into natur ...

    From $309 per night (USD)

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  • Muskoka Cabin right on the Severn River!
    From $342 per night (USD)

    Expedia

    Muskoka Cabin right on the Severn River!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Guests love this Muskoka cabin for its idyllic location along the Severn River, offering the perfect escape into nature. ...

    From $342 per night (USD)

    Expedia

    Details
  • Chic apartment with AC and WiFi in serene Orillia
    From $101 per night (USD)

    VRBO

    Chic apartment with AC and WiFi in serene Orillia

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Consider this apartment your home away from home while you visit Orillia. This charming space offers AC and WiFi for you ...

    From $101 per night (USD)

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  • Modern Beachfront Bliss
    From $864 per night (USD)

    Expedia

    Modern Beachfront Bliss

    Bedrooms:
    5
    Bathrooms:
    4
    Sleeps:
    8

    Escape to our luxurious lakeside retreat, conveniently located near local ski resorts. This modern home features 5 bathr ...

    From $864 per night (USD)

    Expedia

    Details
  • Stunning New 4BR ~ WiFi ~ 4 Parking ~ Near Lake
    From $253 per night (USD)

    VRBO

    Stunning New 4BR ~ WiFi ~ 4 Parking ~ Near Lake

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Fantastic, brand new build in a LIV communities project, featuring: ✔ Blazing Internet ✔ All-new furnishings ✔ Stocked ...

    From $253 per night (USD)

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  • The Georgian Bay Cottage - Hot Tub + Sauna + Fire-pit + More!
    From $742 per night (USD)

    Expedia

    The Georgian Bay Cottage - Hot Tub + Sauna + Fire-pit + More!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Escape to your perfect Georgian Bay retreat! This modern 4-bedroom, 2-bathroom getaway offers luxury and relaxation for ...

    From $742 per night (USD)

    Expedia

    Details
  • Cabin in Orillia - Nearby Trails, Skiing, and More
    From $90 per night (USD)

    VRBO

    Cabin in Orillia - Nearby Trails, Skiing, and More

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    6

    Summary: Just 90 mins north of Toronto, Orillia is a fantastic place for your winter getaway. Snowshoe the trails, ski a ...

    From $90 per night (USD)

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  • Georgian Bay Waterfront Cottage - 7 Bedroom, 3 Bath + Hot tub +Office +Wifi
    From $436 per night (USD)

    VRBO

    Georgian Bay Waterfront Cottage - 7 Bedroom, 3 Bath + Hot tub +Office +Wifi

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    12

    90 Minutes from Toronto. Stunning waterfront + close to skiing, hiking, biking + snowmobile trails. The gourmet kitchen ...

    From $436 per night (USD)

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  • Sunnyside Stay-3bdrm w\/ Gym!
    From $147 per night (USD)

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    Sunnyside Stay-3bdrm w\/ Gym!

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Sunnyside Midland! This spacious 3-bedroom, 2.5-bath home offers everything you need for a relaxing getaway o ...

    From $147 per night (USD)

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  • 3 Bedroom Waterfront Oasis \/ Water Toys!
    From $229 per night (USD)

    Expedia

    3 Bedroom Waterfront Oasis \/ Water Toys!

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Welcome to Rolling Sands Retreat! The Gin Rocks Loft is part of a charming 5-plex located on a spacious property with 2 ...

    From $229 per night (USD)

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    Details
  • 2 Bdrm Waterfront Retreat - Huge Beach!
    From $157 per night (USD)

    VRBO

    2 Bdrm Waterfront Retreat - Huge Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    5

    Welcome to Rolling Sands Retreat! The White Cloud Suite is part of a charming 5-plex located on a spacious property wit ...

    From $157 per night (USD)

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    Details
  • Lake View Family Getaway - Sandy Beach!
    From $159 per night (USD)

    Expedia

    Lake View Family Getaway - Sandy Beach!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Welcome to Rolling Sands Retreat! The Sans Souci Suite is part of a charming 5-plex located on a spacious property with ...

    From $159 per night (USD)

    Expedia

    Details
  • Beachfront Apt-Patio\/Huge Beach!
    From $174 per night (USD)

    VRBO

    Beachfront Apt-Patio\/Huge Beach!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to Rolling Sands Retreat! The Beausoleil Suite is part of a charming 5-plex located on a spacious property with ...

    From $174 per night (USD)

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    Details
  • Beachfront Retreat - Huge beach\/water toys!
    From $103 per night (USD)

    Expedia

    Beachfront Retreat - Huge beach\/water toys!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    3

    Welcome to Rolling Sands Retreat! The Wooded Pine Suite is part of a charming 5-plex located on a spacious property wit ...

    From $103 per night (USD)

    Expedia

    Details