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

From $1299 per night (USD)
VRBO
Beautiful lake front 5 bedrooms , 3 full baths fully renovated on Lake Simcoe
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Beautiful property inside and out. Fully upgraded and professionally decorated. Spacious bedrooms, family room, kitchen ...
From $1299 per night (USD)
VRBO
From $721 per night (USD)
Expedia
Wood fired Hot Tub- Lakeside Cottage compound
Bedrooms:
1
Bathrooms:
4
Sleeps:
6
Welcome to our family compound ! Our property is immaculately designed and cared for. Beautiful sandy water, incredible ...
From $721 per night (USD)
Expedia
From $404 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 $404 per night (USD)
VRBO
From $215 per night (USD)
Expedia
PREMIUM LIVING PLACE / 2 BEDROOMS SUIT
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Brand New basement suite located in Lefroy Community (Innisfil) is a peaceful and safe community where you can relax and ...
From $215 per night (USD)
Expedia
From $686 per night (USD)
VRBO
Waterfront home, city/sunset views & steps to beach, Sleeps 12 + new hot tub
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
No taxes or cleaning fee on price.. Waterfront w/ private dock. Renovated upscale home + new hot tub, full city bay view ...
From $686 per night (USD)
VRBO
From $580 per night (USD)
Expedia
Truly a slice of heaven a must see!
Bedrooms:
1
Bathrooms:
4
Sleeps:
10
TUTOR LODGE Cosy up with history in this one of a kind restored cottage and enjoy the peace and quiet of your very own ...
From $580 per night (USD)
Expedia
From $257 per night (USD)
VRBO
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 $257 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Vacation Escape ~Sauna~Fireplace ~BBQ~ Outdoor Fire-pit ~Ping pong
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Welcome to Vacation 4Bdr Home located just few steps away from Simcoe Lake! 10 min walk to local sandy beach, where yo ...
From $186 per night (USD)
Expedia
From $125 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 $125 per night (USD)
VRBO
From $137 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 $137 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $161 per night (USD)
Expedia
Cozy Lake Simcoe 2 bedroom condo with a garden walkout to the boardwalk/ Pier.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Welcome to a spacious 2-bedroom 2-full bath Stunning condo with a garden walkout offering an unrivalled blend of conveni ...
From $161 per night (USD)
Expedia
From $151 per night (USD)
VRBO
Beautiful Friday Harbour Resort Studio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enjoy a fun getaway at the Beautiful Friday Harbour Resort in Innisfil. Enjoy an entertaining time at this beatifully d ...
From $151 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Cozy Lake Simcoe Retreat: Beach, Skiing, & Relaxation Minutes from Barrie!
Bedrooms:
2
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 $264 per night (USD)
VRBO
From $120 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 $120 per night (USD)
VRBO
From $194 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 $194 per night (USD)
Expedia
From $316 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 $316 per night (USD)
VRBO
From $1293 per night (USD)
Expedia
Lake Simcoe Waterfront Villa | Walk to lake · Free canoes · BBQ & firepit
Bedrooms:
8
Bathrooms:
10
Sleeps:
24
Discover your perfect 10-bedroom lakeside retreat on beautiful Lake Simcoe — ideal for family reunions, group gatherings ...
From $1293 per night (USD)
Expedia
From $214 per night (USD)
VRBO
Vintage Cozy Retreat - close to the beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Relax and have fun with the whole family at this cozy vintage cottage, just a short walk (10-13 minutes) from three stun ...
From $214 per night (USD)
VRBO
From $179 per night (USD)
Expedia
Stylish & Modern House ♥ Walking distance to Barrie Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your perfect summer escape in Barrie. Tucked away on the upper floor of a brand-new white corner house, this ...
From $179 per night (USD)
Expedia
From $155 per night (USD)
VRBO
The Barrie Nook- 2 Bed-Coffee Bar-Reading Nook
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Cozy and comfortable, this two-bedroom lower-level apartment tucked away in the heart of Barrie offers the perfect local ...
From $155 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Studio Apartment Downtown Barrie
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to your chic and cozy retreat in downtown Barrie! This stylish studio apartment offers the perfect blend of comf ...
From $138 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Cosy Apartment Downtown Barrie
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Welcome to your perfect city getaway in the heart of downtown Barrie! This charming 2-bedroom, 1-bathroom apartment is y ...
From $184 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Boardwalk Condo at Friday Harbour Resort
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located 2 hours north of Toronto. Friday Harbour Resort, located in Innisfil, Ontario, is a year-round destination set o ...
From $168 per night (USD)
Expedia
Click For Pricing
VRBO
4 Bedroom Cottage #2: Innisfil Resort
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
Welcome to this stunning 4-bedroom cottage at Innisfil Resort, where modern luxury meets lakeside serenity. Perfect for ...
Click For Pricing
VRBO
From $326 per night (USD)
Expedia
Summer Retreat At The Venice Of Ontario - BBQ, Lake, Firepit - Sleeps 8
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Relax and recharge at this serene lakeside oasis—perfect for peaceful mornings and unforgettable sunsets. Enjoy coffee ...
From $326 per night (USD)
Expedia
From $282 per night (USD)
VRBO
Beautiful Waterfront Cottage with Pool & HomeTheater
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Lake Simcoe Getaway Escape to our rustic-chic Lake Simcoe retreat—perfect for families and friends! Enjoy a private swi ...
From $282 per night (USD)
VRBO
From $369 per night (USD)
VRBO
Lakeside Escape in Ramara | Private Water Access
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to your peaceful escape on the shores of Lake Simcoe in McPhee Bay. This waterfront retreat in Ramara offers the ...
From $369 per night (USD)
VRBO
From $318 per night (USD)
VRBO
Private and Cozy getaway 2 minutes drive to Friday Harbour -1 hour from Toronto!
Bedrooms:
2
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 $318 per night (USD)
VRBO
From $432 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 $432 per night (USD)
Expedia
From $115 per night (USD)
VRBO
DaVel DeLuxe Garden view
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 $115 per night (USD)
VRBO
From $413 per night (USD)
VRBO
Beautiful Water Front Property In Big Bay Point, Only 1 Hr. From Toronto
Bedrooms:
1
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 $413 per night (USD)
VRBO
From $775 per night (USD)
VRBO
Lake Simcoe Very Rare Southern Exposure Timberframe Waterfront With Hot Tub
Bedrooms:
2
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 $775 per night (USD)
VRBO
From $272 per night (USD)
VRBO
Lakeside Tranquility - City Amenities
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
***REVIEWS*** Please view this property on the U.S. site to see reviews. homeaway #3576396 ********* Enjoy all the feat ...
From $272 per night (USD)
VRBO
From $316 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 $316 per night (USD)
VRBO
From $511 per night (USD)
VRBO
Simcoe Waterfront Home with new Hot Tub ( near Casino Rama)
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Beautiful home, north end of Lake Simcoe, 1:10 min to GTA 4 min to downton Orillia. 5 bedrooms, 6 beds. 3.5 bathrooms.2 ...
From $511 per night (USD)
VRBO
From $806 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 $806 per night (USD)
VRBO
From $245 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 $245 per night (USD)
VRBO
From $151 per night (USD)
VRBO
Cozy Upstairs Suite- 2 bedroom Unit with Balcony
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come and stay on this beautifully Upstairs Unit floor unit recently renovated home with no details ignored for you to en ...
From $151 per night (USD)
VRBO
From $207 per night (USD)
VRBO
Work &school from Family Lake Front Cottage On Simcoe high speed cable internet
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
DIRECT WATERFRONT COTTAGE near Sutton on Lake Simcoe . Less than 1 hour drive from downtown Toronto on hwy 404. This cot ...
From $207 per night (USD)
VRBO
From $174 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 $174 per night (USD)
VRBO
From $896 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 $896 per night (USD)
VRBO
From $351 per night (USD)
VRBO
Luxury Condo at Friday Harbour
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
A luxury 2-Bedroom/2-Bathroom suite at a multi billion resort located within the largest inland marina in North America. ...
From $351 per night (USD)
VRBO
From $436 per night (USD)
VRBO
Barrie Kempenfelt Bay Waterfront Cottage(Muskoka by the City)
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Located in commutting distance from City of Toronto (one hour north of Toronto) on North shore of Kempenfelt Bay , the ...
From $436 per night (USD)
VRBO
From $263 per night (USD)
VRBO
Year-Round Cottage-Hot Tub & Sauna - Innisfil
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Innisfil Beach cottage all year round! What better way to spend some time with friends and family that at the cottage? ...
From $263 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Simcoe Georgina Family Cottage Winter-Summer Rent 1hr from Toronto
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Summer - enjoy lake Simcoe swimming and beaches. Winter - Ice Fishing lake Simcoe!!! Go ice fishing! Spring and Fall Rel ...
From $148 per night (USD)
Expedia
From $141 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 $141 per night (USD)
VRBO
From $437 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 $437 per night (USD)
VRBO
From $264 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 $264 per night (USD)
VRBO
From $695 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 $695 per night (USD)
VRBO
From $102 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 $102 per night (USD)
VRBO
From $277 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 $277 per night (USD)
VRBO
From $224 per night (USD)
VRBO
Franklin Beach House, Jackson's Point
Bedrooms:
1
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 $224 per night (USD)
VRBO
From $274 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 $274 per night (USD)
VRBO
From $310 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 $310 per night (USD)
VRBO
From $522 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 $522 per night (USD)
VRBO
From $174 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 $174 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $168 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 $168 per night (USD)
VRBO
From $149 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 $149 per night (USD)
VRBO
From $582 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 $582 per night (USD)
VRBO
From $688 per night (USD)
VRBO
Lake Simcoe Water Front Cottage
Bedrooms:
2
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 $688 per night (USD)
VRBO
From $551 per night (USD)
VRBO
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 $551 per night (USD)
VRBO
$Lakefront Getaway! Relax & Unwind\nPerfect getaway 1 hour from Toronto$
From $431 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 $431 per night (USD)
VRBO
From $924 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 $924 per night (USD)
VRBO
From $643 per night (USD)
Expedia
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 $643 per night (USD)
Expedia
Click For Pricing
VRBO
Charming century log home steps away from Lake & cross the park
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
CHARACTER-FILLED CENTURY LOG HOME FOUND IN THE PRESTIGIOUS TOLLENDALE AREA! Built circa 1850, this charming century home ...
Click For Pricing
VRBO
From $453 per night (USD)
Expedia
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 $453 per night (USD)
Expedia
From $198 per night (USD)
VRBO
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 $198 per night (USD)
VRBO
From $465 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 $465 per night (USD)
VRBO
From $135 per night (USD)
VRBO
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 $135 per night (USD)
VRBO
From $197 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 $197 per night (USD)
VRBO
From $599 per night (USD)
VRBO
Lake Simcoe Waterfront Lake House
Bedrooms:
2
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 $599 per night (USD)
VRBO
From $950 per night (USD)
Expedia
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 $950 per night (USD)
Expedia
From $202 per night (USD)
VRBO
The Gingerbread Guest House
Bedrooms:
1
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 $202 per night (USD)
VRBO
Click For Pricing
Expedia
Waterfront with sunsets and sand bottom lake
Bedrooms:
1
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
From $310 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 $310 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Family Modern walkout Basement w/Sauna Indoor Fireplace Wifi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our Modern high ceiling walkout basement unit promises a comfortable stay for a romantic getaway or a small family vacat ...
From $167 per night (USD)
Expedia
From $598 per night (USD)
VRBO
Luxury Waterfront/Lakefront Cottage on Lake Simcoe
Bedrooms:
2
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 $598 per night (USD)
VRBO
From $137 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 $137 per night (USD)
Expedia
From $244 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 $244 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Brand new, 4 bedroom all-season cottage on Green River.
Bedrooms:
2
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 $208 per night (USD)
Expedia
From $194 per night (USD)
VRBO
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 $194 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Beautiful lake view cottage ,Shallow Beach, Backyard privacy.Mid-Term
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
The Spectacular Linwood Georgian Home With A Million Dollar View Of Carthew Bay! Shallow Beach Area with privacy backya ...
From $262 per night (USD)
VRBO
From $422 per night (USD)
VRBO
The Captains Lake House
Bedrooms:
2
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 $422 per night (USD)
VRBO
From $168 per night (USD)
Expedia
Cozy 2BR Highpoint located at the Friday Harbour
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Explore the Boardwalk at the harbor, where you'll find an array of shops, cafes, and restaurants. Embrace winter sports ...
From $168 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Two Story Boathouse Located On East Side of Lake Simcoe
Bedrooms:
0
Bathrooms:
2
Sleeps:
4
Two story boathouse that sleeps 4 to 5 comfortably , complete with downstairs king size bed , bathroom and fireplace. Th ...
From $186 per night (USD)
VRBO
From $140 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 $140 per night (USD)
Expedia
From $225 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 $225 per night (USD)
VRBO
From $344 per night (USD)
Expedia
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 $344 per night (USD)
Expedia
From $205 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 $205 per night (USD)
VRBO
From $92 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 $92 per night (USD)
VRBO
From $396 per night (USD)
VRBO
Waterfront Bliss on Lake Simcoe
Bedrooms:
1
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 $396 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Lovely 2 Bedroom Vacation Home at the heart of Friday Harbour
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Take it easy at this unique and tranquil getaway at Friday Harbour. Conveniently located at the Boardwalk adjacent to f ...
From $128 per night (USD)
VRBO
From $137 per night (USD)
VRBO
Comfy 1BR Condo w/ Balcony, BBQ & Parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Just a heads up: The pool’s currently unavailable until further notice. Thanks for your understanding! Welcome to our c ...
From $137 per night (USD)
VRBO
From $288 per night (USD)
Expedia
Modern Waterfront Hideaway: Casa Del Capo; A Peaceful Vrbo Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Tucked away in the peaceful surroundings of Wasago, this modern cottage is your sanctuary from the hustle and bustle. Ca ...
From $288 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Cozy Newly Built Orillia Lakeside 5 Bedroom House! 3 minutes walk to the lake!
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our BRAND-NEW 4 Bedroom (with office) accomidation. Enjoy the refreshing waters in Orillia by walking through ...
From $275 per night (USD)
VRBO
Click For Pricing
Expedia
Home away home rental
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Located in Georgina, this furnished 4-bedroom detached house near Lake Simcoe is just 47 km from Richmond Hill GO Statio ...
Click For Pricing
Expedia
Click For Pricing
VRBO
LUX Lakeside HOUSE | Peaceful Stunning Views
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Escape to our luxurious lakeside cabin, nestled in nature's embrace. Perfect for those seeking tranquility, this modern ...
Click For Pricing
VRBO
From $158 per night (USD)
Expedia
2BDR & DEN at Friday Harbour ALL Season Resorts, Outdoor activities with Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover this exclusive 2-bedroom unit with a den and 2 full bathrooms, featuring a fantastic patio! This rare 900 sq. f ...
From $158 per night (USD)
Expedia

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Results: 383 Rentals