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
Harmonious Cottage by the river
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
The house is located by the river. It is quiet and harmonious. It is located in the heart of small town of Washgo, where ...
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VRBO
From $204 per night (USD)
Expedia
Adorable waterfront escape
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come as break free from the hustle and bustle of the city without the long drive. Only 45 minutes north on Lake Simcoe. ...
From $204 per night (USD)
Expedia
$Elegant 2brdm\/2bath Condo at Friday Harbour w\/balcony!$
From $302 per night (USD)
VRBO
Elegant 2brdm\/2bath Condo at Friday Harbour w\/balcony!
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Enjoy the beauty of nature with the comforts of home. We are at Friday Harbour Resort on Lake Simcoe which is just an ho ...
From $302 per night (USD)
VRBO
From $252 per night (USD)
VRBO
Cozy Lake Simcoe Retreat: Beach, Skiing, & Relaxation Minutes from Barrie!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Escape to a cozy retreat by Lake Simcoe, just minutes from Barrie’s vibrant downtown. Wake up to stunning lake views and ...
From $252 per night (USD)
VRBO
From $114 per night (USD)
VRBO
HIGHPOINT at Friday Harbour Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Escape to a romantic retreat just an hour from Toronto! This modern, bright condo is designed for couples seeking a cozy ...
From $114 per night (USD)
VRBO
From $552 per night (USD)
Expedia
10-Bedroom, 9-Bathroom Luxury Retreat by Lake Simcoe | Ideal for Large Groups
Bedrooms:
9
Bathrooms:
10
Sleeps:
24
Escape to the perfect lakeside getaway, just 45 minutes from Toronto! Our stunning 10-bedroom, 8.5-bathroom retreat in G ...
From $552 per night (USD)
Expedia
From $148 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 $148 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Welcome to Lake House by Lis, where stunning lake views and serene sunsets await
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Where stunning lake views and serene sunsets await. Our lake house features a spacious open-concept living area with lar ...
From $263 per night (USD)
Expedia
$Amazing 2BR\/2BA Resort Condo w\/ Balcony & Parking!$
From $224 per night (USD)
VRBO
Amazing 2BR\/2BA Resort Condo w\/ Balcony & Parking!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your stunning beachfront retreat! This spacious and modern condo is the perfect spot for your next getaway. J ...
From $224 per night (USD)
VRBO
From $193 per night (USD)
VRBO
4 Bed, Walk-Out Bungalow Full Property House - Barrie - sleeps 12
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Perfect family or group retreat in heart of Barrie! This home features 4 cozy bdrms , 2 full baths & sleeps 12. (2 bdrms ...
From $193 per night (USD)
VRBO
$Paris and Venice Inspired \nThemed Getaway$
From $158 per night (USD)
VRBO
Paris and Venice Inspired \nThemed Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Escape to this delightful bungalow in picturesque Barrie. This cozy retreat features 2 bedrooms with a full bed and a tw ...
From $158 per night (USD)
VRBO
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Expedia
Menoke Modern Family Home with Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Summary: Welcome to Your Perfect Getaway! Come stay at our 4 Bedroom 2.5 Bath newly built modern home with a stunning ...
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Expedia
From $168 per night (USD)
VRBO
Innisfil 2BR Condo | Balcony, BBQ & Fire Table
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your serene beachfront escape! This spacious and modern condo is the perfect place for your next getaway. Jus ...
From $168 per night (USD)
VRBO
From $115 per night (USD)
Expedia
Innisfil Adventure: Your Cozy Camper Van Getaway!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience the charm of Innisfil with a stay in our cozy and unique camper van, perfect for a getaway or adventurous ret ...
From $115 per night (USD)
Expedia
From $81 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 $81 per night (USD)
VRBO
$Cozy Cabin Retreat * HotTub * FirePit * 100\ Projector$
From $246 per night (USD)
Expedia
Cozy Cabin Retreat * HotTub * FirePit * 100\" Projector
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our cozy, modern cottage near Innisfil Beach! Perfect for relaxation, this retreat features a hot tub, fire p ...
From $246 per night (USD)
Expedia
From $340 per night (USD)
VRBO
Private and Cozy getaway 2 minutes drive to Friday Harbour -1 hour from Toronto!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A private, quiet, and fully renovated getaway. 3 Bedrooms and 2.5 bathrooms, just a 2-minute walk from the lake and a 2- ...
From $340 per night (USD)
VRBO
$Beautiful Georgina Cottage\/House for Rent$
From $412 per night (USD)
Expedia
Beautiful Georgina Cottage\/House for Rent
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Kick back and relax in this calm, stylish space. This beautiful Georgina/Pefferlaw home is just 4 minutes walking distan ...
From $412 per night (USD)
Expedia
From $408 per night (USD)
VRBO
Private lakefront house on lake simcoe. Perfect for outdoor enthusiasts
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This stunning two-story cottage, nestled on the picturesque Lake Simcoe, offers a perfect summer retreat for families or ...
From $408 per night (USD)
VRBO
From $259 per night (USD)
VRBO
Lakeside Tranquility - City Amenities
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
***REVIEWS*** Please view this property on the U.S. site to see reviews. homeaway #3576396 ********* Enjoy all the feat ...
From $259 per night (USD)
VRBO
From $309 per night (USD)
VRBO
2BDR Condo at Friday Harbour with Beach Club pool access
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Enjoy our beautiful 2 BD/2 BATH Condo at the all-season Friday Harbour Resort on Lake Simcoe with free Beach Club pool a ...
From $309 per night (USD)
VRBO
From $446 per night (USD)
VRBO
Beautiful Water Front Property In Big Bay Point, Only 1 Hr. From Toronto
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Completely Renovated Custom 4 Season Vacation Property with 70’ of Water Front with Large New Composite Deck and Dock on ...
From $446 per night (USD)
VRBO
From $843 per night (USD)
VRBO
Lake Simcoe Very Rare Southern Exposure Timberframe Waterfront With Hot Tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
A beautiful and one of the rare south exposure properties on Lake Simcoe with the sun all day long on the dock. A cus ...
From $843 per night (USD)
VRBO
From $301 per night (USD)
VRBO
Comfortable Vacation Getaway in Innisfil Ontario.
Bedrooms:
3
Bathrooms:
5
Sleeps:
6
Comfortable Vacation Getaway near the Beaches on Lake Simcoe Only steps away from Lake Simcoe & Innisfil Beach Park, whe ...
From $301 per night (USD)
VRBO
From $587 per night (USD)
VRBO
Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Beautiful home, north end of Lake Simcoe, 1:10 min to GTA 4 min to downton Orillia. 3 bedrooms, 4 beds. Up to 8 people. ...
From $587 per night (USD)
VRBO
From $774 per night (USD)
VRBO
Luxury Chalet Cottage Simcoe
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Indulge in the epitome of modern farmhouse elegance at our tranquil lakeside chalet! Recently renovated in 2022, this en ...
From $774 per night (USD)
VRBO
From $233 per night (USD)
VRBO
Lake Simcoe Cottage across Thorah Centennial Park, Beaverton Ontario
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
A very small but bright 3 bedroom Cottage across Thorah Centennial Park in Beaverton with magnificent views of Lake Simc ...
From $233 per night (USD)
VRBO
From $372 per night (USD)
Expedia
Scandinavian Riverfront Cabin Muskoka
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Follow us on IG: @visitblackriverhaus The Black River Haus is a Scandinavian inspired renovated 1970s cabin offering 3 ...
From $372 per night (USD)
Expedia
From $212 per night (USD)
VRBO
House on the Lake, Orillia
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Township of Ramara Approved Short Term Rental Accommodation. License Number: 2024.043 A beautiful Lake Couchiching lo ...
From $212 per night (USD)
VRBO
From $831 per night (USD)
VRBO
Luxurious All-season Simcoe Lakefront Cottage
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
A luxurious all-season family lakefront cottage with 100'+ of private shoreline on Lake Simcoe. An open-concept, gourmet ...
From $831 per night (USD)
VRBO
From $129 per night (USD)
VRBO
Amazing fully upgraded 3 bedroom+ new furniture, 1 full bath lake property
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Totally renovated house - new paint - all new furnishing-3 bedroom 4-piece bathroom, full kitchen & laundry on beautifu ...
From $129 per night (USD)
VRBO
From $498 per night (USD)
VRBO
Duclos Point Lakefront Private Property w Breathtaking Sunsets
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
We are a fully licensed Short Term Rental Property with the Town of Georgina and have passed fire and safety inspection. ...
From $498 per night (USD)
VRBO
From $166 per night (USD)
VRBO
Luxury 2 BR condo in Friday Harbour Resort - Lake Simcoe
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This fully furnished brand new luxurious 2 BR ground floor condo with walkout to courtyard is available for your vacatio ...
From $166 per night (USD)
VRBO
From $98 per night (USD)
VRBO
The North Shore Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The North Shore Suite Largely accommodating longer stays for Corporate Clients, Professionals and Clients of RVH and ...
From $98 per night (USD)
VRBO
From $114 per night (USD)
VRBO
10% Flash Sale! Premium Apartment: Kitchen, Garden View & Off Street Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Make yourself at home in our premium suite, Number 2. Almost identical to Suite 1 except it overlooks our backyard Engl ...
From $114 per night (USD)
VRBO
From $152 per night (USD)
VRBO
Family-Friendly Cottage on Lake Simcoe with Private Shared Beach Access
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
A beautiful, charming, year-round cottage located at the southern tip of Lake Simcoe (Cook's Bay). Get away from the bus ...
From $152 per night (USD)
VRBO
From $138 per night (USD)
VRBO
10% Flash Sale! Bright & Airy Apartment: Lovely Backyard & Off Street Parking!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This bright and airy suite is located on the second floor and overlooks a tree-lined street. It has windows on 3 sides f ...
From $138 per night (USD)
VRBO
From $66 per night (USD)
VRBO
Entire Big Basement Unit with Separate Entrance
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Close to Hwy 400, a little piece of heaven in Barrie, an hour north of GTA. Come and enjoy the city of beautiful lakes, ...
From $66 per night (USD)
VRBO
From $565 per night (USD)
VRBO
Lake Simcoe Luxury waterfront Retreat near Friday Harbour! Hot Tub!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Stunning! Luxurious spacious retreat with unobstructed breathtaking unobstructed lake views from every living space. Re ...
From $565 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Lake Simcoe Water Front Cottage
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
The lake Simcoe region is a favourite year round holiday destination with any area events and attraction. This is family ...
From $599 per night (USD)
VRBO
From $854 per night (USD)
VRBO
Glen Warren - Lake Simcoe Luxury - Shanty Bay
Bedrooms:
3
Bathrooms:
5
Sleeps:
9
Note: There is a strict one week minimum booking period; no exceptions. Special Christmas/New Years Packages available. ...
From $854 per night (USD)
VRBO
From $335 per night (USD)
VRBO
Luxury Condo at Friday Harbour
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
A luxury 2-Bedroom/2-Bathroom suite at a multi billion resort located within the largest inland marina in North America. ...
From $335 per night (USD)
VRBO
From $118 per night (USD)
VRBO
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Summer - enjoy lake Simcoe swimming and beaches. Winter - Ice Fishing lake Simcoe!!! Go ice fishing! Spring and Fall Rel ...
From $118 per night (USD)
VRBO
From $414 per night (USD)
VRBO
Barrie Kempenfelt Bay Waterfront Cottage(Muskoka by the City)
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Located in commutting distance from City of Toronto (one hour north of Toronto) on North shore of Kempenfelt Bay , the ...
From $414 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Franklin Beach House, Jackson's Point
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beautiful beach house less than hour from Toronto! Fully renovated and only 100m from the water, 3 beds, 2 bath sleeps 6 ...
From $213 per night (USD)
VRBO
From $266 per night (USD)
VRBO
Hostaville is a Beautiful Waterfront Four Season Home in South Muskoka
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
North Orillia, South Muskoka, Cumberland Beach near Webers Restaurant on Hwy 11. A BEAUTIFUL WATERFRONT FOUR-SEASON HOM ...
From $266 per night (USD)
VRBO
$The Hidden Gem Near Casino Rama\/Lake Couchiching$
From $295 per night (USD)
VRBO
The Hidden Gem Near Casino Rama\/Lake Couchiching
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
- Relaxing get-away from the city just minutes away from snowmobile trails, cross-country skiing, fantastic ice-fis ...
From $295 per night (USD)
VRBO
From $197 per night (USD)
VRBO
Work &school from Family Lake Front Cottage On Simcoe high speed cable internet
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
DIRECT WATERFRONT COTTAGE near Sutton on Lake Simcoe . Less than 1 hour drive from downtown Toronto on hwy 404. This cot ...
From $197 per night (USD)
VRBO
From $166 per night (USD)
VRBO
2BR 2 Bath Brand New Luxury Condo - Perfect Vacation rental<br><br>
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Brand New building in Friday Harbour Resort community. Private Resort with Harbour on Lake Simcoe, 200 acres of Nature ...
From $166 per night (USD)
VRBO
From $360 per night (USD)
VRBO
Lake house on Simcoe
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Families up to 5, minimum age rental is 30. Please message for monthly rates. Our renovated cozy waterfront cottage is ...
From $360 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Fantastic Lake Simcoe Guesthouse for GTA getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay for a night or stay for a week! This beautiful cabin is located on the clear weedfree water of Lake Simcoe in Orcha ...
From $151 per night (USD)
VRBO
From $134 per night (USD)
VRBO
Cute and relaxing cottage on the lake
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Quiet and relaxing four seasons cottage, three bedrooms with a great view of Lake Simcoe from our large front deck. Rela ...
From $134 per night (USD)
VRBO
From $926 per night (USD)
VRBO
Lakefront Luxury|Games room, Steam rooms,Lake toys
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Our lake house offers 2 steam rooms, games room, commercial grade kitchen, 2 wood fireplaces, lake access from the yard ...
From $926 per night (USD)
VRBO
From $394 per night (USD)
VRBO
Riverfront Cottage with 2 Geodesic Domes
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
* Entire Cottage and domes* Escape to our enchanting waterfront cottage, perfect for nature lovers and stargazers. Nest ...
From $394 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Scandinavian retreat in enchanting Brechin with WiFi
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Your cozy getaway awaits in Brechin at this fabulous chalet. With 3 bedrooms, including a king bed, bunk bed, twin bed, ...
From $332 per night (USD)
VRBO
From $464 per night (USD)
Expedia
Charming Cottage on Lake Simcoe
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Escape to our charming 1.5-storey cottage, less than 1.5-hour drive from Toronto, located on the beautiful shores of Lak ...
From $464 per night (USD)
Expedia
From $438 per night (USD)
VRBO
3 Bdrm Newly Renovated Water Front Cottage On Lake Simcoe
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Be the first to enjoy this Gorgeous, private lake front cottage on Lake Simcoe. Newly Renovated from top to bottom, Abou ...
From $438 per night (USD)
VRBO
$Lakefront Getaway! Relax & Unwind\nPerfect getaway 1 hour from Toronto$
From $411 per night (USD)
VRBO
Lakefront Getaway! Relax & Unwind\nPerfect getaway 1 hour from Toronto
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
A perfect getaway that is only 45-60 minutes from Toronto. Superb Lakefront View: You can enjoy a stunning lakefront vi ...
From $411 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Cozy and Relax. A perfect place for a weekend escape from city.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
You may don't see many reviews for this property. Because it's new listing. But I was a Airbnb super host from 2017 to 2 ...
From $432 per night (USD)
VRBO
From $189 per night (USD)
Expedia
BEAUTIFUL WATER FRONT AND BOATER LOVER
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Enjoy beautiful sunrise and sunsets at the lake while sitting on the dock in the backyard. Completely renovated cottage ...
From $189 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Cozy Cottage by Lake Simcoe | Private Dock & Kayaks Included
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Tucked away in the heart of Simcoe County, this cozy yet spacious cottage offers the perfect retreat just 1.5 hours from ...
From $436 per night (USD)
VRBO
From $397 per night (USD)
Expedia
Charming century log home steps away from Lake & cross the park
Bedrooms:
4
Bathrooms:
4
Sleeps:
9
CHARACTER-FILLED CENTURY LOG HOME FOUND IN THE PRESTIGIOUS TOLLENDALE AREA! Built circa 1850, this charming century home ...
From $397 per night (USD)
Expedia
$Amazing Private Pool at 4BR\/3WR Cottage + Close By Beaches, Parks, Marine$
From $443 per night (USD)
VRBO
Amazing Private Pool at 4BR\/3WR Cottage + Close By Beaches, Parks, Marine
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to our stunning cottage located in Brechin. A family-friendly getaway for all ages! This stunning cottage is rig ...
From $443 per night (USD)
VRBO
From $207 per night (USD)
Expedia
Chic Staycation Condo at FH
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Brand new, modern, bright, luxurious, fully furnished 1 bedroom condo with a large, patio-like balcony located in the be ...
From $207 per night (USD)
Expedia
$Make It Home at Friday Harbour-Exquisite 2BR\/2BA Oasis$
From $183 per night (USD)
VRBO
Make It Home at Friday Harbour-Exquisite 2BR\/2BA Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our exquisite 2BR/2BA oasis, where relaxation knows no bounds. Embrace the tranquility of our inviting space. ...
From $183 per night (USD)
VRBO
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Expedia
Waterfront with sunsets and sand bottom lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Views are fabulous, LakeCouchiching in front, Casino Rama 5 minutes away, Separate sauna on property, beautiful sunsets ...
Click For Pricing
Expedia
Click For Pricing
VRBO
Beautiful country escape 5 min. from beach
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Enjoy this peaceful, pet friendly modern country style five-bedroom cottage with family and friends, with enchanting vie ...
Click For Pricing
VRBO
$Beach, Lake & Parks to Play at this Summer Getaway\n\n\n\n\n\n$
From $185 per night (USD)
VRBO
Beach, Lake & Parks to Play at this Summer Getaway\n\n\n\n\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
About this space Enjoy this entire house all to yourselves! Perfect for a family vacation or just a getaway. Steps from ...
From $185 per night (USD)
VRBO
$Luxury Waterfront\/Lakefront Cottage on Lake Simcoe$
From $570 per night (USD)
VRBO
Luxury Waterfront\/Lakefront Cottage on Lake Simcoe
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our lakeside cottage with a private dock to lake Simcoe is very modern and stylish, yet very cozy and comfortable place ...
From $570 per night (USD)
VRBO
From $134 per night (USD)
Expedia
Romantic Stay at Friday Harbour Resort on Lake Simcoe
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to a Romantic Couple's Retreat in the Heart of Friday Harbour. Treat yourself to a relaxing experience only 1hr ...
From $134 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Lakeside Escape 3-Bedroom Bungalow with a Hot Tub
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This cozy Lakeside cottage with the best of both worlds; norther seclusion and access to the clear water of Brechin beac ...
From $295 per night (USD)
VRBO
$Family Modern walkout Basement w\/Sauna Indoor Fireplace Wifi$
From $150 per night (USD)
Expedia
Family Modern walkout Basement w\/Sauna Indoor Fireplace Wifi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our Modern high ceiling walkout basement unit promises a comfortable stay for a romantic getaway or a small family vacat ...
From $150 per night (USD)
Expedia
From $215 per night (USD)
VRBO
The Gingerbread Guest House
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Take it easy at this unique and tranquil getaway. A short walk to the Belle Aire community beach where you can enjoy som ...
From $215 per night (USD)
VRBO
From $571 per night (USD)
Expedia
Lake Simcoe Waterfront Lake House
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Relax with the family at this private lake house with picture perfect views all day. This waterfront home is located 1 h ...
From $571 per night (USD)
Expedia
From $875 per night (USD)
VRBO
New Luxury Cottage on Lake Couchiching at the mouth of Lake Simcoe
Bedrooms:
4
Bathrooms:
5
Sleeps:
8
Experience this fun new luxurious, all season cottage with a view overlooking the water on Lake Couchiching. This custom ...
From $875 per night (USD)
VRBO
From $373 per night (USD)
VRBO
Waterfront Bliss on Lake Simcoe
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Whether you're seeking relaxation, adventure, or quality time with loved ones, our cottage offers it all. Don't miss out ...
From $373 per night (USD)
VRBO
$Aquarius bldg @ Friday Harbour 1st fl 2 bdr\/2 bath$
From $232 per night (USD)
VRBO
Aquarius bldg @ Friday Harbour 1st fl 2 bdr\/2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Main floor 2 bdr 2 bath condo in Aquarius building 825 sq. ft of indoor space. With a seasonal pool. Enjoy a luxurious s ...
From $232 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Spring Escape: Hot Tub & Sauna, 3Beds 2Baths Cottage in Washago 1h from city.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Located in the charming community of Washago, Ontario, this exquisite cottage offers a unique blend of outdoor adventure ...
From $254 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Cozy Modern Cottage • Steps From The Wate
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Experience the best that Lake Simcoe has to offer in this stylish and comfortable retreat. You can enjoy swimming, boati ...
From $265 per night (USD)
VRBO
$Boutique 3-Bedroom Cottage w\/Water Access & HotTub$
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Expedia
Boutique 3-Bedroom Cottage w\/Water Access & HotTub
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Relax with the whole family! Our cottage offers an eclectic hotel vibe with plenty of outdoor space so you'll never want ...
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Expedia
From $199 per night (USD)
VRBO
Brand new, 4 bedroom all-season cottage on Green River.
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Brand new build (2023), 4 bedroom, 2.5 bath all season cottage on the shores of the Green River. Excellent for enjoying ...
From $199 per night (USD)
VRBO
From $139 per night (USD)
Expedia
Cozy 2 Person Cabin
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
"Cabin 2" Enjoy this beautiful rustic 2 person cabin! This studio cabin has a queen bed with a full washroom. There is ...
From $139 per night (USD)
Expedia
From $180 per night (USD)
VRBO
Updated Century home close to Beach & Downtown
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The uptown cottage offers all the amenities of home just steps to cottage life. The port of Orillia, Couchiching Beach ...
From $180 per night (USD)
VRBO
From $162 per night (USD)
VRBO
Cozy 3 Bedroom cottage near Lake Simcoe
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Our cozy and charming 3-bedroom cottage, minutes from Lake Simcoe may be exactly what you need for a getaway with your p ...
From $162 per night (USD)
VRBO
$Waterfront ~ hot tub\/ sauna$
From $314 per night (USD)
VRBO
Waterfront ~ hot tub\/ sauna
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Relax with the whole family at centrally located 3-bedroom home located in the center of Orillia. Featuring: → Waterfro ...
From $314 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Beautiful lakeview cottage , shallow beach, backyard privacy
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Thes Spectacular Linwood Georgian Home With A Million Dollar View Of Carthew Bay! Shallow Beach Area with privacy backy ...
From $358 per night (USD)
VRBO
From $622 per night (USD)
VRBO
The Captains Lake House
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to the beautiful lake house with a picturesque view directly on the shoreline of Lake Couchiching in Orillia. I ...
From $622 per night (USD)
VRBO
From $185 per night (USD)
Expedia
2 Bedroom Cabin Across Lake Simcoe
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
"Cabin 4" Enjoy this beautiful rustic 2 bedroom cabin! This cabin features 2 bedrooms, one with a queen bed and one wi ...
From $185 per night (USD)
Expedia
From $237 per night (USD)
VRBO
This condominium is a 2 bedroom(s), 2 bathrooms, located in Innisfil, ON.
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Experience year-round enjoyment of the downstairs hot tub, while the pool awaits your visit during the summer season. Ex ...
From $237 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Two Story Boathouse Located On East Side of Lake Simcoe
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Two story boathouse that sleeps 4 to 5 comfortably , complete with downstairs king size bed , bathroom and fireplace. Th ...
From $171 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Brand New Spacious Cottage by Simcoe lake
Bedrooms:
4
Bathrooms:
4
Sleeps:
16
Lake Simcoe Gorgeous 3000+ sq ft Specious modern bungalow villa. Enjoy your unique experience with your family and loved ...
From $438 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Very cool and chill place to relax ☺️
Bedrooms:
2
Bathrooms:
3
Sleeps:
14
Very cool and chill place to relax and also for ice fishing. And also it’s near to lake simcoe for ice fishing. And it’s ...
From $308 per night (USD)
Expedia
From $86 per night (USD)
VRBO
2 Bedroom Basement With Separate Entrance Family-friendly
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Family friendly home away from home,Large Spacious 2 Bedroom Four Guests Basement Unit With Separate Entrance With Kitch ...
From $86 per night (USD)
VRBO
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Expedia
A Cozy 3-Bedrooms Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in highly prestigious kingsridge! steps to tollendale beach , walking trails , parks and shopping centres. Intr ...
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Expedia
From $203 per night (USD)
VRBO
NEW Luxurious Corner Unit at Friday Harbour's All Season Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Located off Lake Simcoe’s waters edge at the beautiful Friday Harbour Resort, this condo exudes classy vibes with your e ...
From $203 per night (USD)
VRBO
$Luxury cottage \Twilight\ by the lake Simcoe$
From $262 per night (USD)
Expedia
Luxury cottage \"Twilight\" by the lake Simcoe
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
Experience lakeside bliss at our cottage near Lake Simcoe! Perfect for fishing, hiking, boating, and more. Enjoy breatht ...
From $262 per night (USD)
Expedia
From $160 per night (USD)
VRBO
CHARMING CUSTOM HOME BESIDE PARK,WALK TO BEACH
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
1400 SQFT BUNGALOW WITH A BIG DECK OVERLOOKING FOREST. LOCATED IN PREMIER AREA OF BARRIE. 5 MIN WALK TO THE LAKE. BESIDE ...
From $160 per night (USD)
VRBO
From $278 per night (USD)
Expedia
Beach Front Cottage on Beautiful Lake Simcoe
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Beautiful freshly renovated century cottage on Lake Simcoe at Big Bay Point. Bright and spacious with exposed beams and ...
From $278 per night (USD)
Expedia
From $385 per night (USD)
VRBO
Unplug at the Point: relax and recharge at your own private lakefront paradise
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Welcome to The Point. A beautiful newly built home right on Lake Simcoe, within an hour of the GTA! The spacious bottom ...
From $385 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Lakefront Cabin - Big Bay Point, Lake Simcoe
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our lake front cozy cabin is the perfect retreat for those looking to escape the hustle and bustle of everyday life. N ...
From $194 per night (USD)
Expedia

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Results: 380 Rentals