Lake Simcoe Rentals
From $1166 per night (USD)VRBO
Lake Simcoe Waterfront Retreat Near Toronto Private Dock, Sandy Beach Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to your private waterfront retreat on beautiful Lake Simcoe, featuring breathtaking sunset views, a private dock ...
From $1166 per night (USD)VRBO
From $477 per night (USD)VRBO
Private waterfront home with beautiful sunsets
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 7
Main property has three bedrooms and one bathroom with Queen, Double and Single beds. Separate bunkie has two bunkbeds ...
From $477 per night (USD)VRBO
From $219 per night (USD)VRBO
Private farmhouse w/claw foot tubs, firepit and walking trails
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
100 acres of land to explore, covered porch, great deck to stargaze, firepit, bbq, private trails to hike and 5 min walk ...
From $219 per night (USD)VRBO
From $847 per night (USD)VRBO
Stunning Waterfront Luxurious Lakehouse 45 mins from Toronto! Great for families
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Quiet Community. Great for Family Reunions. Entire Home.45 mins from Downtown Toronto, Beautiful Lake House with Waterfr ...
From $847 per night (USD)VRBO
From $177 per night (USD)VRBO
4 seasons waterfront cottage with hot tub on Lake Simcoe
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
The 4 season-charming cottage on Lake Simcoe is a beautiful getaway that offers stunning views of the water and is perfe ...
From $177 per night (USD)VRBO
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New Basement apartment Markham
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Your private apartment includes a queen bed, walk-in storage closet. Fresh/clean linens provided. Your private space has ...
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From $1639 per night (USD)VRBO
Muskoka Style Luxury Cottage
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Beautiful custom built Muskoka style cottage/home on one of the largest lots on the lake western facing deep water for i ...
From $1639 per night (USD)VRBO
From $511 per night (USD)VRBO
Sunrise Villa on the Lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make a life time memories at this Spacious unique house in waterfront of Lake Simcoe. It is the most popular ice fishing ...
From $511 per night (USD)VRBO
From $234 per night (USD)VRBO
Modern Suite in Trendy Downtown Waterfront
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Find modern luxury with a mid-century vibe at this bright and centrally located apartment on the second floor in downtow ...
From $234 per night (USD)VRBO
From $489 per night (USD)Expedia
Friday Harbour Luxury Resort, come enjoy luxury living at the harbour.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxury living, a resort community nestled within the marina linked into Lake Simcoe. The possibilities are endless. Fr ...
From $489 per night (USD)Expedia
From $224 per night (USD)VRBO
Trendy Lake View Suite Downtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Relax in this modern, luxurious suite with a lake view and mid-century vibe at this spacious apartment located steps fro ...
From $224 per night (USD)VRBO
From $1995 per night (USD)VRBO
Luxury Lake Simcoe Waterfront Estate
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to our brand new designer estate, located on the waterfront of Lake Simcoe. This coastal-inspired retreat offers ...
From $1995 per night (USD)VRBO
From $326 per night (USD)VRBO
Rustic Cabin Across Innisfil Beach Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
"Cabin 3" Enjoy this beautiful rustic 2 bedroom cabin! This cabin features 2 bedrooms, one with a queen bed and one wi ...
From $326 per night (USD)VRBO
From $505 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 $505 per night (USD)VRBO
From $715 per night (USD)VRBO
Lake Escape Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Check out the weekly discounts! Cottage Townhouse on the water. If you want to escape to a slower pace, you’ll be enc ...
From $715 per night (USD)VRBO
From $4628 per night (USD)VRBO
Luxury Cottage near lake Simco
- Bedrooms:
- 4
- 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 $4628 per night (USD)VRBO
From $681 per night (USD)VRBO
Lakeside Cottage-Tranquil Retreat by the Water
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The beautiful Lake Simcoe is right in the backyard, perfect for hiking, cycling, and visiting local shops. The lake is g ...
From $681 per night (USD)VRBO
From $2006 per night (USD)VRBO
Fun & sun waterfront with sauna, hot tub and slide
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Stunning lake Simcoe home with breathtaking views with 6 bathrooms, 3 are ensuites plus 3 others. Whether enjoying time ...
From $2006 per night (USD)VRBO
From $512 per night (USD)VRBO
Lakefront Cottage w/Hot Tub, BBQ Grill, Deck, Fire Pit, Fire Place, Sauna, Dock.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
About The Lakefront Cottage: Spacious lakefront cottage at Lake Simcoe! The cottage has 67 feet private and direct acces ...
From $512 per night (USD)VRBO
From $478 per night (USD)VRBO
Shadow Creek Luxury Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a newly renovated 3-bed, 2-bath cottage in Orillia, located off the canal leading to Lake Couchiching. Fully u ...
From $478 per night (USD)VRBO
From $416 per night (USD)VRBO
Charming waterfront cottage. Lake Couchiching Casino Rama/ski resorts.
- Bedrooms:
- 1
- Bathrooms:
- 5
- Sleeps:
- 8
Discover the perfect blend of natural beauty, outdoor adventure, and comfort at our charming waterfront cottage on Lake ...
From $416 per night (USD)VRBO
From $214 per night (USD)Expedia
Lake View Loft Studio type
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming lakeside loft sleeps up to 4 guests, featuring one king sized bed and a pull-out sofa in the living area. ...
From $214 per night (USD)Expedia
From $231 per night (USD)VRBO
3bdrm Cottage at Lake Simcoe
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Log Style cabin home, 3 bedrooms and 1 washroom. With 1 minute walk to Lake Simcoe water access for pebble beach or boat ...
From $231 per night (USD)VRBO
From $232 per night (USD)Expedia
Lakefront Living Downtown Orillia.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Private Lakeside Bachelor Apartment in Downtown Orillia Discover your perfect retreat! This fully separate bachelor apar ...
From $232 per night (USD)Expedia
From $7414 per night (USD)VRBO
Garden Pavilion hall for Event
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Nestled amidst lush greenery, Garden Pavilion Hall offers a breathtaking blend of nature and elegance – the perfect canv ...
From $7414 per night (USD)VRBO
From $238 per night (USD)VRBO
Oriluxstay-Cozy Condo Townhome Just Steps from the Water | Your Perfect Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our modern condo located in a peaceful area of town, approximately 15 minutes from Casino Rama. This stylish ...
From $238 per night (USD)VRBO
From $225 per night (USD)VRBO
1.5-Bedroom Suite in charming Lake Simcoe, Georgina Minutes to Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Lake Simcoe Retreat Escape to a peaceful, private Lake Simcoe vacation rental just minutes from the bea ...
From $225 per night (USD)VRBO
From $486 per night (USD)Expedia
Shallow Sandy Lakefront Cottage - Hot Tub, Sauna & Tiki Hut
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Just an hour north of Toronto, nestled on the sandy shores of Lake Simcoe, our charming 3-bedroom cottage offers the per ...
From $486 per night (USD)Expedia
From $1957 per night (USD)VRBO
Casa Del Rosi. Unlimited Luxury in the heart of Orillia.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Casa Del Rosi , a beautiful 5-bedroom luxury home in Orillia with peaceful lake and sunset views, Enjoy the e ...
From $1957 per night (USD)VRBO
From $1025 per night (USD)Expedia
Waterfront Luxury French Chateau | Lake Simcoe | Ping Pong | Games | Fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to the French Chateau! Escape to this stunning four-season lakeside retreat on the shores of Lake Simcoe. With s ...
From $1025 per night (USD)Expedia
From $322 per night (USD)VRBO
Lake front cottage with private dock 4 Bedroom 2 bathroom
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in our cozy, quiet, lake front cottage. Enjoy the day on our private large permanent dock. All rooms have ceiling ...
From $322 per night (USD)VRBO
From $348 per night (USD)Expedia
Welcome to MapleWoods! 30 second walk to the Beach! Pet Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Maplewoods, named after our furry forever friend!! From our family to your family. Perfect getaway spot for t ...
From $348 per night (USD)Expedia