Lake Simcoe, Ontario Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Lake Simcoe, Ontario on RentalSaver.com!

Lake Simcoe Rentals

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VRBO
1 Bedroom Unit in Victorian Home in Barrie
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Enjoy this peaceful and private unit in a newly remodeled Victorian home in picturesque Barrie. Unit is located in the ...
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VRBO
From $137 per night (USD)
VRBO
Charming, cozy & beautiful condo on 5 star Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. Over 1,000.00 sqf of ...
From $137 per night (USD)
VRBO
From $191 per night (USD)
VRBO
Sauna*King Bed*Fireplace*Smart TV*Queen Sofa Bed*Coffee Bar
Bedrooms:
2
Bathrooms:
1
Sleeps:
5
The perfect spa getaway an hour away from Toronto! Modern and bright fully stocked condo with a 2-3 person indoor sauna, ...
From $191 per night (USD)
VRBO
From $161 per night (USD)
Expedia
Paradise Retreat at Friday Harbour: Contemporary 1-Bedroom Condo!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to the serenity of Friday Harbour Resort and experience luxury living in this contemporary 1-bedroom, 1-bathroom ...
From $161 per night (USD)
Expedia
From $154 per night (USD)
VRBO
Contemporary Condo At Friday Harbour Resort!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our contemporary 1-bedroom, 1-bathroom condo at Friday Harbour Resort! This stylish and modern space is perfe ...
From $154 per night (USD)
VRBO
From $142 per night (USD)
VRBO
2 bedroom heritage penthouse apartment by the lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This 2 bedroom 3rd floor apartment is located in a 100 year old home where you have views of lake simcoe. We are steps t ...
From $142 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Modern Oasis FRIDAY HARBOUR resort, a luxury destination.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Brand new suite with high-end finishes, enjoy the grandeur of 10 foot ceilings located on the main floor, professionally ...
From $196 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Luxurious Stay at Friday Harbour + Swimming Pool & Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a Luxurious Couple's Retreat in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself ...
From $107 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Stunning 3100+ sq ft detached house, mins away from serene lake and amenities.
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Step into luxury at our breathtaking, newly-built 3100-square-foot detached house, mere moments from the tranquil lake. ...
From $176 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Waterfront B&B: Nature and Fun
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our Serene Waterside Haven! Nestled on a picturesque waterfront, our BnB blends tranquility with adventure. ...
From $142 per night (USD)
Expedia
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VRBO
GLOBALSTAY. 4-Bd House Near Lake Simcoe
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This house is located in a quiet residential neighbourhood in Georgina, minutes away from Lake Simcoe. It is a perfect s ...
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VRBO
From $249 per night (USD)
VRBO
Stunning Lake View & Waterfront - 4BR Cottage - 25 min to Ski Resorts
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to our lakefront cottage, a private and peaceful getaway just a few minutes away from Barrie. The property is a ...
From $249 per night (USD)
VRBO
From $153 per night (USD)
VRBO
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Brand new, fully furnished 1-bedroom hotel alternative with ensuite laundry. Blackout curtains are perfect for a good ni ...
From $153 per night (USD)
VRBO
$Modern Cozy Cottage 2mins from lake\/family friendly w fire pit! 1hr from Toronto$
From $148 per night (USD)
Expedia
Modern Cozy Cottage 2mins from lake\/family friendly w fire pit! 1hr from Toronto
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Newly renovated two bedroom home located in the lovely Willow Beach, Georgina. Super calm & family friendly neighborhood ...
From $148 per night (USD)
Expedia
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VRBO
THE SHOREVIEW!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
1900+ square foot bungalow centered on a large lakefront property on the beautiful, calm, clean and clear, refreshing La ...
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VRBO
From $181 per night (USD)
Expedia
Friday harbour Aquarius 2 bedroom Condo Lake Simcoe
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful on lake simcoe upscale upcoming classy community. Board walk cafes private lake club open now to public as wel ...
From $181 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Lake Simcoe Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax on the balcony while enjoying your morning cup of coffee or take a stroll to the boardwalk to Zaza or Starbucks. ...
From $214 per night (USD)
VRBO
$\nEscape to Paradise: Luxurious Lakefront Home with Stunning Views of Lake Simcoe$
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Expedia
\nEscape to Paradise: Luxurious Lakefront Home with Stunning Views of Lake Simcoe
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Indulge in tranquility at Smoke On The Water and escape the daily grind. Our luxurious Airbnb boasts a breathtaking view ...
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Expedia
From $277 per night (USD)
VRBO
Cozy Cottage Across Lake Simcoe
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Bring the whole family here to make memories! This beautiful rustic cottage offers 3 bedrooms with 2.5 bathrooms. A full ...
From $277 per night (USD)
VRBO
From $107 per night (USD)
Expedia
Le Garage🤌
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This unique Garage Conversion to a Stylish Open-concept Vacation Getaway is located in the historic town of Beaverton. J ...
From $107 per night (USD)
Expedia
From $115 per night (USD)
VRBO
In-Town Century Home - Beaverton - Walk to Lake Simcoe!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This Century Home is located in the quaint town of Beaverton which is on the Shores of Lake Simcoe. The home is steps fr ...
From $115 per night (USD)
VRBO
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Expedia
Luxury Home just 7 minutes Walking to the beach!
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Top 5 Reasons You Will Love This Home: 1) Dream home situated in one of Barrie's most desirable neighborhoods, just a ...
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Expedia
$PET FRIENDLY CONDO- FRIDAY HARBOUR RESORT -\n1+ 1 Bedroom$
From $157 per night (USD)
VRBO
PET FRIENDLY CONDO- FRIDAY HARBOUR RESORT -\n1+ 1 Bedroom
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
200 acre nature preserve all season Friday Harbour Resort . Perfect getaway for couples or the whole family including yo ...
From $157 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Family Cottage on Lake Couchiching
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Lakefront cottage on the best lake in Ontario. Relax with the whole family at this peaceful place to stay. Access to doc ...
From $315 per night (USD)
VRBO
From $1967 per night (USD)
VRBO
Luxury & Secluded Cottage 10 Mins from Downtown Barrie
Bedrooms:
5
Bathrooms:
8
Sleeps:
14
**THE ULTIMATE LUXURY EXPERIENCE ON LAKE SIMCOE** NEW LISTING PRICE & NO CLEANING FEE. Extremely secluded location but m ...
From $1967 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Beautiful Lakefront Cottage with Hot Tub
Bedrooms:
3
Bathrooms:
6
Sleeps:
11
Lake front Cottage, snuggled by Lake Couchiching. You can spend your days on the dock and your nights sitting on our lar ...
From $319 per night (USD)
Expedia
From $233 per night (USD)
VRBO
Modern 4 Bedroom Waterfront Retreat, By Lake Simcoe
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This cottage is about 45 minutes from Toronto (right off of Highway 404). This is the perfect getaway for you and you ...
From $233 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Lake Simcoe Loft 1BRD Full Bath WIFI Netflix AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Beautiful Loft located on the western arm of Lake Simcoe with a beautiful view all around → 1 Bedroom, Full Bath & Free ...
From $178 per night (USD)
Expedia
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VRBO
Chalet Ewart by the lake
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Full renovation Dec 2021. Location Location Location. Apartment is located 2 minute walk (timed) to the sandy beach just ...
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VRBO
From $431 per night (USD)
Expedia
SouthLake cottage on Lake Couchiching
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Kick back and relax in this calm, stylish space.Western view of lake Couchiching and modern open concept living space, e ...
From $431 per night (USD)
Expedia
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VRBO
Lake Simcoe Rental in Keswick
Bedrooms:
1
Bathrooms:
4
Sleeps:
5
Breathtaking lake Simcoe RV Rental in Keswick at Krates Marina. Located 40 minutes from Toronto, This spectacular RV is ...
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VRBO
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Expedia
House Close to Lake
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Our beautiful modern home offers 4+1 bedrooms, 4 full bathrooms, powder room and an expansive kitchen and living space. ...
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Expedia
From $620 per night (USD)
VRBO
Innisfil Retreat: Hot Tub, Sauna, Pool Table
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our serene Retreat in Innisfil, a haven of relaxation and fun. This getaway features a rejuvenating sauna and ...
From $620 per night (USD)
VRBO
From $146 per night (USD)
Expedia
5 Br Lakeview Detach House With Private Dock,30 Min. From Toronto
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Take it easy at this unique detached lakeview house with private dock and enjoy a home away from home! Located on a quie ...
From $146 per night (USD)
Expedia
From $114 per night (USD)
VRBO
30 Night Rental - Quaint Country Charm 45 Minutes from Toronto
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
We hope you'll enjoy staying at our very comfortable family cottage. Situated right on the southern tip of Cooks Bay (La ...
From $114 per night (USD)
VRBO
From $348 per night (USD)
VRBO
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
In beautiful and unique Lagoon City. Large two level wooden deck with beautiful view of canal which connects to Lake S ...
From $348 per night (USD)
VRBO
From $154 per night (USD)
VRBO
Waterfront Cottage with Private Beach in the Heart of Lagoon City
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Unwind, relax and make memories with your loved ones. An all-year round family-friendly getaway located in the heart of ...
From $154 per night (USD)
VRBO
From $216 per night (USD)
Expedia
Friday Harbour Ground Level Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Large Condo with a private yard, perfect for inside and outside entertainment. 2 Bedrooms, 2 full bathrooms, plenty of s ...
From $216 per night (USD)
Expedia
From $116 per night (USD)
VRBO
Stylish getaway condo, resort living
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lak ...
From $116 per night (USD)
VRBO
From $241 per night (USD)
Expedia
Luxury RV On Lake Simcoe in Keswick south
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Luxurious RV located at Krates Marina just 40 minutes from Toronto on the lake simcoe located in Keswick South. This RV ...
From $241 per night (USD)
Expedia
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VRBO
Private lakefront gateway on Lake Simcoe
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Bring the whole family to this amazing spacious home with lots of room for fun. You'll love our house on Lake Simcoe. Wi ...
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VRBO
From $241 per night (USD)
Expedia
9 Person luxury RV On Lake Simcoe Sleeps 9
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Dutchman aerolite RV sleeps 9 comfortable at krates marina located 40 minutes from Toronto on lake simcoe. Enjoy cottage ...
From $241 per night (USD)
Expedia
From $2399 per night (USD)
VRBO
Large Lake Simcoe Cottage 8 Bedrooms
Bedrooms:
7
Bathrooms:
8
Sleeps:
16
50 Minutes from Toronto on Lake Simcoe. Beautiful Cottage with huge patio and lakefront beach area. Sleeps 16 in 8 Bedro ...
From $2399 per night (USD)
VRBO
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Expedia
Newly Renovated 2 Bedroom Home For Rent in March
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Cozy and beautifully renovated 2 bedroom + den with pull out couch available for rent for March in Barrie's sought after ...
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Expedia
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VRBO
Lakefront 3 bedroom cottage & modern living space
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautifully Newley renovated house right on Lake Simcoe. The spacious main living space consists of a newly renovated ...
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VRBO
From $164 per night (USD)
Expedia
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Before you read any further - for all my America friends you save 38-40% coming to Canada as your money is stronger th ...
From $164 per night (USD)
Expedia
From $2728 per night (USD)
VRBO
Luxury Lake Simcoe Waterfront Cottage
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
Welcome to our lakefront vacation rental! Enjoy the full spectrum of morning golden hour colours in this premium waterfr ...
From $2728 per night (USD)
VRBO
From $752 per night (USD)
Expedia
Magnificent Lakefront Modern Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Enjoy the Lake front Cottage, snuggled by lake Couchiching with magnificent sunset view. You can spend your day time on ...
From $752 per night (USD)
Expedia
From $173 per night (USD)
VRBO
City living in Cottage Country with all season activities
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
TWO-BEDROOM bsmt apt + 2000+ feet of Living Area, Short drive to Lake Simcoe and Innisfil Beach Park, FULL KITCHEN, DESK ...
From $173 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Cute family cottage getaway near Lake Simcoe!
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Relax with family and friends at this peaceful and spacious 3-bedroom cottage in Innisfil with a backyard facing a beaut ...
From $102 per night (USD)
Expedia
From $140 per night (USD)
VRBO
ARCA Cozy Cabin-Innisfil Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
*Enjoy some lovely days of relaxation with your family and friends in a quiet and beautiful environment, just 5 minutes ...
From $140 per night (USD)
VRBO
From $215 per night (USD)
Expedia
Aframe settled in nature 1 hr north of Toronto - Hot Tub!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our brand-new A-frame house, nestled in a serene cottage community, where nature and relaxation come together. ...
From $215 per night (USD)
Expedia
From $1662 per night (USD)
VRBO
3 Bed Waterfront Vacation Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover relaxation at our waterfront 3-bedroom townhome at Friday Harbour Resort! This cozy retreat comfortably sleeps ...
From $1662 per night (USD)
VRBO
From $126 per night (USD)
Expedia
Bohemian Luxury at Friday Harbour + Swimming Pool & Hot Tub
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a Bohemian Paradise in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself to a rel ...
From $126 per night (USD)
Expedia
From $434 per night (USD)
VRBO
5-Bedroom Waterfront Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Escape to our cozy lakeside cottage on the serene shores of Lake Simcoe. This charming retreat offers breathtaking views ...
From $434 per night (USD)
VRBO
From $138 per night (USD)
VRBO
BeAuTiFuL RaVen property near the Lake
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Uncover the beauty of Barrie city, situated near the lake and offering a range of amenities for residents. Learn more on ...
From $138 per night (USD)
VRBO
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VRBO
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Sandy Beach Cottage in Ramara, 1 hr 20 mins from Toronto. Just a 2 min walk to the clear sandy beach on Lake Simcoe wher ...
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VRBO
From $2748 per night (USD)
Expedia
Beautiful Custom Log Home nestled on 300 ft beach front
Bedrooms:
8
Bathrooms:
9
Sleeps:
20
Perfect location for your big family getaway or business retreat Huge entertainment room with golf simulator pool table ...
From $2748 per night (USD)
Expedia
From $447 per night (USD)
VRBO
4 Seasons Lake Front Cottage with direct access to Lake Simcoe. 50 mins to T.O.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Stunning LakeFront Cottage Private setting with mature trees and cedar hedging all around. East facing views of the Sunr ...
From $447 per night (USD)
VRBO
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Expedia
Luxury modern cottage in Georgia
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury modern cottage , close to lake and park Newly renovated with modern furniture , close to beautiful sandy beach o ...
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Expedia
From $422 per night (USD)
VRBO
Four Season Waterfront Cottage Over-the-Water view
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our cottage backs directly onto lake Simcoe with a view overlooking the water reminiscent of a four season water villa b ...
From $422 per night (USD)
VRBO
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Expedia
Charming lake front, private beach cottage surrounded by nature
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Welcome to the Lakehouse. Situated on the sandy shores of Lake Simcoe, this lake front cottage offers the most stunning ...
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Expedia
From $996 per night (USD)
VRBO
Lazy Bear Log Home-Lake front
Bedrooms:
4
Bathrooms:
7
Sleeps:
15
Our stunning 6-bedroom luxurious lakefront log home is on Lake Couchiching. Located in the town of Orillia, it is the pe ...
From $996 per night (USD)
VRBO
From $471 per night (USD)
VRBO
Crystal Beach Cottage & Spa
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Tranquil & serene lakefront cottage with breathtaking views! This cottage fronts on the East side & faces West for a mes ...
From $471 per night (USD)
VRBO
From $206 per night (USD)
VRBO
Stunning Stayz At Friday Harbour
Bedrooms:
4
Bathrooms:
2
Sleeps:
6
✸𝐒𝐓𝐀𝐘 𝐖𝐈𝐓𝐇 𝐔𝐒✸ Welcome to Stunning Stayz RetreatAt Friday Harbour Hosted by Carla, Located on the shores ofLa ...
From $206 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Lake Simcoe - Bayview Beach Lakefront cottage 1 hour North of Toronto
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Fully renovated cottage in 2018 with A/C on Lake Simcoe. Excellent place to escape from the city life. Ideal for 8 adult ...
From $267 per night (USD)
VRBO
From $142 per night (USD)
VRBO
Resort Style Living Steps to the Boardwalk and Marina
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This well equipped condo is walk out steps from the boardwalk at Friday Harbor with shops, biking, beautiful golf course ...
From $142 per night (USD)
VRBO
From $2040 per night (USD)
VRBO
Elaborate 5 bed 7 bath Luxury Cottage on Lake Simcoe! Five Star Resort! Sunset!
Bedrooms:
7
Bathrooms:
5
Sleeps:
12
BOCA NORTH AREA Spectacular contemporary beachfront property of unparalleled design & luxury! Amenities on your doorstep ...
From $2040 per night (USD)
VRBO
$Bright Modern Waterfront Cottage w\/hot tub -- 5 min from the beach!$
From $292 per night (USD)
VRBO
Bright Modern Waterfront Cottage w\/hot tub -- 5 min from the beach!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Modern, cheerful cottage located in the heart of Lagoon City or, as some might say, mini Venice. A perfect place with wa ...
From $292 per night (USD)
VRBO
From $5462 per night (USD)
VRBO
Magazine worthy 8 bed 7 bath cottage on Lake Simcoe! South Exposure!
Bedrooms:
7
Bathrooms:
8
Sleeps:
18
MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 m ...
From $5462 per night (USD)
VRBO
From $560 per night (USD)
VRBO
Pet Friendly Beach House with Bunkie Bar & Hot Tub
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Mariposa Beach House! You may only be 90 min from the city, but this cottage is serving straight up Malibu-Mi ...
From $560 per night (USD)
VRBO
From $212 per night (USD)
VRBO
Big Yellow House on Lake Couchiching in S. Muskoka & Orillia
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The Cape Cod-style home is right on the water and is meant for family enjoyment. (not a party house please) 4 bedrooms, ...
From $212 per night (USD)
VRBO
$Luxurious 5 BR\/3.5 BA Waterfront Over 5000 SqFt$
From $886 per night (USD)
VRBO
Luxurious 5 BR\/3.5 BA Waterfront Over 5000 SqFt
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
The perfect getaway villa in Lagoon City in the township of Ramara, only 1.5 hours away from Toronto. Enjoy this luxurio ...
From $886 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Eco-Friendly Tiny Home Retreat
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Modern and dreamy, 4 season tiny house nestled in 200+ acres of protected forest. 3 minute walk away from a sandy beach ...
From $341 per night (USD)
VRBO
$Orillia Oasis w\/hot tub & canal-2 minutes from the beach!$
From $312 per night (USD)
VRBO
Orillia Oasis w\/hot tub & canal-2 minutes from the beach!
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Enjoy a night soak in your private hot tub overlooking the peaceful canal. Roast smores in the firepit while listening t ...
From $312 per night (USD)
VRBO
From $185 per night (USD)
VRBO
Warm, super comfortable rustic luxury chalet near skiing, lake, and beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Rustic luxury chalet with fenced-in private pool for families, couples, friends and business travelers. An ambience so ...
From $185 per night (USD)
VRBO
$Lakeview Getaway *3Bdrm\/3 Bath* King bed*45 minutes to Toronto*Steps to the Lake$
From $320 per night (USD)
VRBO
Lakeview Getaway *3Bdrm\/3 Bath* King bed*45 minutes to Toronto*Steps to the Lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Just a short drive to a peaceful, brand new home only 45 minutes from Toronto. Perfect to enjoy ice fishing, a friends’ ...
From $320 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Lake Simcoe Waterfront Cottage-Private Dock, Renovated
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax in our cozy, quiet, family, lakefront cottage. Enjoy the sunsets while sitting on our large dock. There is an eat- ...
From $299 per night (USD)
VRBO
From $423 per night (USD)
VRBO
Lake Simcoe Waterfront, spacious contemporary cottage with all the amenities!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
GENERAL FEATURES: Wifi! • Near end of private road • Fully Heated and Air Conditioned • Parking for 5+ Cars • 2 Floors w ...
From $423 per night (USD)
VRBO
From $226 per night (USD)
VRBO
Swing Bridge Cottage on Lake Simcoe - Waterfront
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
Enjoy a stay with family or friends at our Swing Bridge Cottage on Lake Simcoe ! ! Our four-season waterfront cottage is ...
From $226 per night (USD)
VRBO
From $635 per night (USD)
VRBO
Moon Point Simcoe Lakefront Cottage
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
The cottage is newly renovated with contemporary designed furniture; futures three generous bedrooms including a master ...
From $635 per night (USD)
VRBO
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Expedia
Modern very quiet reno right on top of the water
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
About this space Unique, tranquil spot that sits right on the water. This 2 bed (Queens) 2 full bathroom (Main is Rainhe ...
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Expedia
From $160 per night (USD)
VRBO
Cheerful 4bd waterfront cottage. 1.5h from Toronto
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
28+ nights min reservations only Relax with the whole family at this peaceful place to stay. This beautiful detached h ...
From $160 per night (USD)
VRBO
$Lake View Haven Cottage w\/ Hot Tub and just Steps to Innisfil Beach!$
From $373 per night (USD)
Expedia
Lake View Haven Cottage w\/ Hot Tub and just Steps to Innisfil Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Unwind at this Modern yet Cozy Cottage! Watch the stars at night from your private walk out patio w/ Hot Tub & Fire Ta ...
From $373 per night (USD)
Expedia
From $607 per night (USD)
VRBO
Luxury Waterfront Home on Lake Simcoe
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Four Season luxury water front home on Lake Simcoe. Conveniently located in Oro Medonte. Stunning waterfront views from ...
From $607 per night (USD)
VRBO
From $648 per night (USD)
VRBO
Lakeside Haven
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
If you want to escape to a slower pace, you’ll be enchanted with our Cottage at Friday Harbor—charming, modern, with sm ...
From $648 per night (USD)
VRBO
From $120 per night (USD)
VRBO
RARE very private setting get away at a unique tiny home!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
<p>Located in Beaverton, this welcoming guesthouse lets you experience it all. Jump into your car and make short work of ...
From $120 per night (USD)
VRBO
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Expedia
Waterfront 3 Bedroom Home
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
<p>Located in Innisfil, this 3-bedroom, 1-bathroom cottage lets you experience it all. Fans of nature and the outdoors w ...
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Expedia
$Oasis Spa Getaway w\/Sauna + Pool$
From $175 per night (USD)
VRBO
Oasis Spa Getaway w\/Sauna + Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Our Most Unique Group of Spa Getaway Suites at Friday Harbour Resort - The Oasis Spa Getaway Rejuvenate, Rel ...
From $175 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Simcoe Sunrise - Cozy Waterfront Home in Orillia
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
License number: 2023-0031 *4 SEASONS COTTAGE*Welcome to our spacious four-bedroom cottage in Orillia, offering ample roo ...
From $299 per night (USD)
VRBO
From $258 per night (USD)
VRBO
Beautiful Cottage directly on Lake Simcoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Summer is here and the best time to stay directly on Lake Simcoe. With a large dock and boat launch down the street its ...
From $258 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Bedrooms:
4
Bathrooms:
5
Sleeps:
14
Welcome to Your Perfect Getaway in Innisfil, Ontario Experience the tranquility of lakeside living in our spacious 5-bed ...
From $194 per night (USD)
Expedia
From $1431 per night (USD)
VRBO
Waterfront Luxury with Pool
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Step into luxury at our award-winning 3400 sqft house, recognized at the Ontario Home Builder Awards 2023. Enjoy panoram ...
From $1431 per night (USD)
VRBO

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Results: 393 Rentals