Simcoe Area Rentals
From $978 per night (USD)VRBO
4 bedroom house on the madriver/tubing/🏊♀️/30 + acres/lots to do
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
The house is located on the Mad River. Extremely beautiful and spacious. Lots of areas to explore around the area especi ...
From $978 per night (USD)VRBO
From $170 per night (USD)Expedia
Secluded off-grid 3-bedroom cabin on a quiet lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a peaceful, private, off-grid cabin surrounded by nature. This is a rustic cottage with limited water and powe ...
From $170 per night (USD)Expedia
From $226 per night (USD)VRBO
Cozy house at south end Barrie
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Conveniently nestled within walking distance of the new library, restaurants, groceries, banks, shopping, and the GO sta ...
From $226 per night (USD)VRBO
From $227 per night (USD)Expedia
The Wright House - Modern 3BDRM home in Midland!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy a stylish experience at this centrally located modern Midland home! The house offers modern amenities and comfort ...
From $227 per night (USD)Expedia
From $310 per night (USD)VRBO
Large Heritage Duplex, 12 min to Blue mountain Village, Downtown Collingwood
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located steps away from downtown Collingwood, Enjoy the Left side of this beautiful historical duplex ! it has a huge am ...
From $310 per night (USD)VRBO
From $205 per night (USD)VRBO
Guest House 12 min to skiing, Free parking, Downtown Collingwood
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located steps away from Downtown Collingwood, this little Gem is onsite of a heritage home and is fully enclosed with a ...
From $205 per night (USD)VRBO
From $466 per night (USD)VRBO
Lakefront Getaway! Relax & Unwind Perfect 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 $466 per night (USD)VRBO
From $840 per night (USD)VRBO
Jewel of Georgian Bay | Private Waterfront Cottage | 500+ Ft Shoreline
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Small Group Winter Escape Planning a winter getaway with a smaller group? From 2–6 guests, enjoy special winter rates w ...
From $840 per night (USD)VRBO
From $769 per night (USD)VRBO
Little Kids Paradise
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 11
We are the new owners as of end of July 2024. Previous listing by Merrick. Enjoy a getaway from the city. Make some memo ...
From $769 per night (USD)VRBO
From $489 per night (USD)VRBO
Whole Building Suites of Wasaga Beach 1
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 16
Wasaga Beach Area 1, just a 5 minute walk over to the beach. Night clubs, restaurants, ice cream parlour, coffee shops, ...
From $489 per night (USD)VRBO
From $488 per night (USD)VRBO
Whole Building Suites of Wasaga Beach 2
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Wasaga Beach Area 2, just a one minute walk to the beach, AND AMAZING, a walk along the beach to Beach Area 1, main stri ...
From $488 per night (USD)VRBO
From $262 per night (USD)VRBO
Townhouse with Hot Tub near Blue Mountain Village - 162 Vacation Inn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our Vacation Inn, located in the Cranberry community. This 3 bedroom, 2.5 bathroom vacation rental is furnish ...
From $262 per night (USD)VRBO
From $128 per night (USD)VRBO
The Fox Den - Modern Condo Collingwood - Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Fox Den is located at the heart of Cranberry Resort (Living Stone), it is minutes to Downtown Collingwood, and ...
From $128 per night (USD)VRBO
From $187 per night (USD)Expedia
Bohemian Luxury at Friday Harbour Resort Lake Simcoe
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to a Bohemian Paradise in the Heart of Friday Harbour. Treat yourself to a relaxing experience only 1hr from Tor ...
From $187 per night (USD)Expedia
From $221 per night (USD)VRBO
Snow Pine - 10 minute drive to Blue
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Snow Pine is located in the Georgian Bay Hotel community, surrounded by the Cranberry Golf Course. Less then a ...
From $221 per night (USD)VRBO
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Cozy Beach Cottage • 5-Min Walk to Beach • Free Parking • Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Blue Coast Cottages! Located in the heart of Wasaga Beach, our cottages are within walking distance of Beach ...
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From $152 per night (USD)VRBO
A Greyt Escape at Innisfil Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
A Greyt Escape is a private, self-contained 4-season guesthouse set on the back half of over 1 acre of land, fittingly n ...
From $152 per night (USD)VRBO
From $293 per night (USD)Expedia
River Access Cottage Mins to Beach
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming cottage home with breathtaking river view. 1 min walk to beach. Great for family vacation in th ...
From $293 per night (USD)Expedia
From $513 per night (USD)VRBO
Near Sandy Beach, Comfy Cottage - Multi leveled Deck with Woodland Backdrop
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Registration Number: STRTT-2026-065 Perfect for guests looking for a getaway. The modern design features a seamless flow ...
From $513 per night (USD)VRBO
From $308 per night (USD)VRBO
The Beach House, Georgian Bay, Beach View w/ Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
The Beach House, Georgian Bay. A stunningly designed cabin directly facing a semi-private beach. The tranquil 4 bedroom, ...
From $308 per night (USD)VRBO
From $488 per night (USD)VRBO
Suites of Wasaga 2 Whole Building
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Wasaga Beach Area 2, just a 1 minute walk to the beach. AMAZING, just walk along the beach and you will arrive at Beach ...
From $488 per night (USD)VRBO
From $189 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 $189 per night (USD)VRBO
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Wasaga Beach Walk to Main Beach Free Parking Free Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
Family owned business for more than 20 years - We are located in the heart pf Wasaga Beach approximately a 5-minute wal ...
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From $135 per night (USD)Expedia
Wasaga Beach Walk to Main Beach Free Parking Free Wifi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Family owned business for more than 20 years - We are located in the heart pf Wasaga Beach approximately a 5-minute wal ...
From $135 per night (USD)Expedia
From $363 per night (USD)VRBO
Cozy Lakeside Cottage Retreat with Kayaks, Paddle Boat & Sunset Waterfront Views
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
DIRECT ACCESS to lake - A charming lakeside retreat along the serene Historic Trent Severn Waterway,1.5hrs north of Toro ...
From $363 per night (USD)VRBO
From $261 per night (USD)VRBO
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Sandy Beach rustic 1960's small cottage in Ramara, 1 hr 20 mins from Toronto. Just a 2 min walk to the clear sandy beach ...
From $261 per night (USD)VRBO
From $488 per night (USD)VRBO
Whole Building Beach2 - Suites of Wasaga
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to this building in picturesque Wasaga Beach. This amazing vacation rental offers a tranquil retreat for guests. ...
From $488 per night (USD)VRBO
From $184 per night (USD)VRBO
King Suite - Lower Level {summit Room}
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This smoke-free bed & breakfast features a garden. Housekeeping is available on request. Air-conditioned accommodation ...
From $184 per night (USD)VRBO
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Wasaga Beach Walk to Beach! Free Parking!Free Wifi!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Family owned business for more than 20 years - We are located in the heart pf Wasaga Beach approximately a 5-minute wal ...
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From $296 per night (USD)VRBO
Spacious Apartment in Downtown Collingwood - 229 Hurontario
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Collingwood’s lively downtown at 229 Hurontario, with all of Collingwood’s favourite shopping and dining expe ...
From $296 per night (USD)VRBO
From $167 per night (USD)VRBO
Trendy Studio Apartment in Downtown Collingwood - 146 Hurontario Unit 3
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Find yourself in the centre of Collingwood’s historic downtown, with all of Collingwood’s favourite shopping and dining ...
From $167 per night (USD)VRBO
From $314 per night (USD)VRBO
Beautiful private 3 bed 4 bath condo/townhouse in Collingwood/ Blue mountains.
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bed 4 bath condo all bedrooms with ensuites, beautiful deck complete with BBQ backing onto golf course. Com ...
From $314 per night (USD)VRBO
From $169 per night (USD)VRBO
Glamping just minutes from Beaches and Mountains. Nature, relaxation, serenity.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the ultimate getaway at our charming camper nestled on our farm, offering views of rolling hills and sunsets, ...
From $169 per night (USD)VRBO
From $290 per night (USD)Expedia
Welcome to Lake House by Lis, where stunning lake views and serene sunsets await
- Bedrooms:
- 3
- 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 $290 per night (USD)Expedia
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
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Friday Harbour Prime Location - Luxurious Lakeside Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your perfect getaway at Friday Harbour, ideally situated beside the Lake Club Restaurant. This clean, spaciou ...
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From $1026 per night (USD)VRBO
Blue Mountain Chalet w/ Hot Tub • 5 Min to Village & Skiing • Near Georgian Bay
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to Chalet a beautiful home with a mountain view. It's just 10 min drive toLocated in the middle of the action ...
From $1026 per night (USD)VRBO
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3-bedroom Wasaga Beach Walk to beach Free Parking Free Wifi
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
We are located in the heart of Wasaga Beach approximately 5-minute walk to the main area #1. Main Beach #1 is where you ...
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From $859 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 $859 per night (USD)VRBO
From $373 per night (USD)Expedia
Luxury Cozy Family Retreat w/ King Bed | BBQ Grill | Game Room | Garden View
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our stunning modern house in the serene west end of Barrie. This beautifully decorated home boasts 4 spacious ...
From $373 per night (USD)Expedia
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1 bedroom suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to Adrian’s Suites in Wasaga Beach, where comfort meets convenience! Perfectly suited for families, couples, and ...
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From $174 per night (USD)VRBO
*New! Collingwood Boutique Suites - Unit C
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Hurontario Suites, Unit C - One of our favourite spots, located in the heart of downtown Collingwood. This newly furnish ...
From $174 per night (USD)VRBO
From $283 per night (USD)VRBO
KingBed+Pool+HotTub+Sauna+ pet friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the beautiful Horseshoe Valley area, our inviting unit offers the ideal combination of comfort, convenience, ...
From $283 per night (USD)VRBO
From $131 per night (USD)Expedia
KingBed+Kitchen+JacuzziTub+Pool+HotTub+Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located in the scenic Carriage Ridge Resort area, our cozy unit offers a perfect blend of relaxation and adventure. Enjo ...
From $131 per night (USD)Expedia
From $436 per night (USD)VRBO
Luxury Furnished Home Near Collingwood For Rent
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 10
Fall in love with this stunning 5,000 square foot cottage-style home! The stunning designer home features six spacious ...
From $436 per night (USD)VRBO
From $799 per night (USD)Expedia
Spacious 6-bdrm luxury, modern house with lake view in cottage country, Ontario
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to the Georgian Bay Oasis in beautiful Victoria Harbour. Relax and enjoy stunning views of Georgian Bay from you ...
From $799 per night (USD)Expedia
From $172 per night (USD)VRBO
Amazing 2BR/2BA Resort Condo w/ Balcony & Parking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your stunning beachfront retreat! This spacious and modern condo is the perfect spot for your next ...
From $172 per night (USD)VRBO
From $454 per night (USD)VRBO
Muskoka Retreat-Sparrow L. Clean Reno'd CAC Sunsets Shallow sandy entry Sleeps 8
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Under 90 minutes from Toronto escape to the beauty and Tranquility of Ontario's Northland. Listen to the loons. Light a ...
From $454 per night (USD)VRBO
From $216 per night (USD)VRBO
Antique Treasure SWIM Pool private aptmnt central Midland, Luxury comfy bed
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Large rooms, plenty of windows, central Midland with easy access to many amenities. 2 entrances to a variety of great, ...
From $216 per night (USD)VRBO
From $377 per night (USD)Expedia
Stylish 4BR Getaway. Family Friendly. Mins to Hwy
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Relax with the whole family at this peaceful place to stay. The property is situated in a family-friendly neighborhood ...
From $377 per night (USD)Expedia
From $245 per night (USD)VRBO
Cozy 3 bedroom home perfect for small gatherings
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Forget your worries in this spacious and serene space. Detached private and cozy 3 bedroom 3 bathroom house is ideal for ...
From $245 per night (USD)VRBO
From $173 per night (USD)VRBO
New-built 2-bedroom Luxury stay
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our brand new, luxurious 2-bedroom basement suite in Barrie. This spacious and stylish basement offers a perf ...
From $173 per night (USD)VRBO
From $1194 per night (USD)VRBO
New home|Hot tub|Private beach|Lake front
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to our luxurious lakeside retreat, conveniently located near local ski resorts. This modern home features 5 bathr ...
From $1194 per night (USD)VRBO
From $1239 per night (USD)VRBO
The Georgian Bay Cottage - Hot Tub + Sauna + Fire-pit + More!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to your perfect Georgian Bay retreat! This modern 4-bedroom, 2-bathroom getaway offers luxury and relaxation for ...
From $1239 per night (USD)VRBO
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Lake front elf house🩷kayaks-fire pit🩷one hour away from Toronto
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 1
🩷an unique, lovely elf house in front of the little lake. Here you’ll find a unique hideaway in the middle of the city ...
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From $149 per night (USD)VRBO
Stunning Basement Apartment
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Have fun at the newly renovated basement apartment, very stylish perfect for few days or months, fully furnished with 1 ...
From $149 per night (USD)VRBO
From $145 per night (USD)VRBO
Lakeview private suite with kitchen (Twin or King)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
This entire suite is located on the lakeshore within a nature reserve, just a one-hour drive from Toronto. With views o ...
From $145 per night (USD)VRBO
From $365 per night (USD)Expedia
Luxury Waterfront Retreat with Sauna, EV Charger, Pizza Oven & Lake Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 11
Casa Del Capo – Modern Waterfront Luxury on Lake St. George Welcome to Casa Del Capo, your private, modern hideaway on ...
From $365 per night (USD)Expedia
From $470 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 $470 per night (USD)VRBO
From $313 per night (USD)Expedia
Peaceful House at the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to an inviting home nestled in the heart of a family-friendly neighborhood in the prestigious of Wasaga. Located ...
From $313 per night (USD)Expedia
From $162 per night (USD)VRBO
Cozy 2-Bedroom Suite! Free Parking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Discover our exquisite property in the heart of Bradford. A 2-bedroom basement suite; just 2 mins to the GO station for ...
From $162 per night (USD)VRBO
From $207 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 $207 per night (USD)Expedia
From $397 per night (USD)VRBO
Brand new, Chic 3-bedroom house in delightful Barrie with WiFi, AC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay comfortably in Barrie at this 3-bedroom house. Marvelous with 2 queen beds and 1 full bed, this property boasts hea ...
From $397 per night (USD)VRBO
From $839 per night (USD)Expedia
Brand new waterfront LUXE lake house for a beautiful week/end away!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Imagine waking up at a brand new lake house, with amazing views of Lake Simcoe. Make memories together in a luxurious, p ...
From $839 per night (USD)Expedia
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 $127 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 $127 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 $284 per night (USD)VRBO
Skyfall Off Grid Cabin
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to a secluded paradise at Skyfall, a luxury off-grid cabin nestled deep in the heart of nature. Skyfall is an eco ...
From $284 per night (USD)VRBO
From $237 per night (USD)VRBO
Amazing 3BR Home ~ Relax & Unwind in Comfort
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to our new 3BR detached house in Innisfill, featuring: ✓ Modern design with an open-concept layout - lots of na ...
From $237 per night (USD)VRBO
From $832 per night (USD)VRBO
Lazy Moose Trent Severn Waterways, 100% Canadian Owned
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 15
Click the Link below to view a virtual tour, photos and floor plan. https://www.winsold.com/tour/3... The Muskoka drea ...
From $832 per night (USD)VRBO
From $457 per night (USD)VRBO
Sunset Bay Waterfront Cottage*Georgian Bay *Tay Shore Trail*Swim*Fish*Bike
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sunset Bay Cottage, a year round waterfront bungalow with spectacular panoramic views of Georgian Bay. Full k ...
From $457 per night (USD)VRBO
From $186 per night (USD)Expedia
Resort style entire guesthouse with kitchen (2 rooms)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This entire guesthouse is located on the lakeshore within a nature reserve, It features a private entrance and an exit ...
From $186 per night (USD)Expedia
From $836 per night (USD)VRBO
Georgian Bay Waterfront Cottage - 7 Bedroom, 3 Bath + Hot tub +Office +Wifi
- Bedrooms:
- 3
- Bathrooms:
- 7
- Sleeps:
- 12
90 Minutes from Toronto. Stunning waterfront + close to skiing, hiking, biking + snowmobile trails. The gourmet kitchen ...
From $836 per night (USD)VRBO
From $303 per night (USD)Expedia
Living Stone Condo Cozy Family Friendly
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
We would like to present luxurious chalet-style cottage unit located next door to the very beautiful Living Stone Golf ...
From $303 per night (USD)Expedia
From $363 per night (USD)VRBO
3 Bedroom Waterfront Oasis / Water Toys!
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Rolling Sands Retreat! The Gin Rocks Loft is part of a charming 5-plex located on a spacious property with 2 ...
From $363 per night (USD)VRBO
From $222 per night (USD)Expedia
2 Bdrm Waterfront Retreat - Huge Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to Rolling Sands Retreat! The White Cloud Suite is part of a charming 5-plex located on a spacious property wit ...
From $222 per night (USD)Expedia
From $256 per night (USD)VRBO
Lake Front Family Getaway - Sandy Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
<p>You'll find a kayak, golfing, and more on site at this pet-friendly apartment. Jump into your car and make short work ...
From $256 per night (USD)VRBO
From $228 per night (USD)Expedia
Beachfront Apt-Patio/Huge Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Rolling Sands Retreat! The Beausoleil Suite is part of a charming 5-plex located on a spacious property with ...
From $228 per night (USD)Expedia
From $246 per night (USD)VRBO
Beachfront Retreat - Huge beach/water toys!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Welcome to Rolling Sands Retreat! The Wooded Pine Suite is part of a charming 5-plex located on a spacious property wit ...
From $246 per night (USD)VRBO
From $471 per night (USD)VRBO
Tiny Cove - Luxurious Modern Getaway in Tiny, ON
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
🌟 Charming, Luxurious, Modern Getaway In Tiny, ON 🌟 Escape To Tranquillity In This Delightful Rental Located In The H ...
From $471 per night (USD)VRBO
From $451 per night (USD)VRBO
Cheerful Water Front 5-Bedroom with Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Relax with your whole family at this peaceful place. Enjoy Fishing, out door activities, the water in front of the house ...
From $451 per night (USD)VRBO
From $1740 per night (USD)Expedia
*NEW* Breathtaking Estate in Tiny | Hot tub | Pool | Sleeps 22+ | Beach Nearby
- Bedrooms:
- 5
- Bathrooms:
- 9
- Sleeps:
- 22
Escape to this breathtaking estate, nestled on a sprawling 100-acre lot, perfect for large groups, family reunions, or a ...
From $1740 per night (USD)Expedia
From $275 per night (USD)VRBO
ARCA Cozy Cabin-Innisfil Beach
- Bedrooms:
- 1
- 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 $275 per night (USD)VRBO
From $624 per night (USD)VRBO
4 Bedroom, 7 bed Cottage - Sand and Crystal Clear Water, Lake Simcoe, Orillia
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
This 4-bedroom, 7 bed, year-round cottage offers the perfect summer retreat, fall getaway or winter adventure. With a s ...
From $624 per night (USD)VRBO
From $235 per night (USD)VRBO
Cozy Beachside Getaway – Steps from Balm Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Experience the charm of our cozy 2-bdrm, 1-bath, cottage located just steps away from Balm Beach! Its prime location pr ...
From $235 per night (USD)VRBO
From $369 per night (USD)VRBO
Cozy Lake House and Coach Home - 5 minutes to downtown & 10 minutes to ski hills
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to The Lake House – a bright and airy 5-bedroom lakeside retreat on the stunning shores of Georgian Bay, with a ...
From $369 per night (USD)VRBO
From $285 per night (USD)VRBO
Townhome in Collingwood, 10 Mins to Village! - 161 Vacation Inn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our cozy family townhome in the heart of the Cranberry community! This 3-bedroom, 2.5-bathroom vacation renta ...
From $285 per night (USD)VRBO
From $196 per night (USD)VRBO
Downtown Collingwood Design Condo for 4 - 146 Hurontario Unit 5
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Immerse yourself in the heart of Collingwood`s historic downtown! This newly furnished and fully equipped guest suite is ...
From $196 per night (USD)VRBO
From $172 per night (USD)VRBO
Design Condo in Downtown Collingwood - 146 Hurontario Unit 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the heart of Collingwood`s historic downtown! This newly furnished and fully equipped guest suite is ...
From $172 per night (USD)VRBO
From $172 per night (USD)VRBO
Trendy Condo in Downtown Collingwood - 146 Hurontario Unit 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Immerse yourself in the heart of Collingwood`s historic downtown! This newly furnished and fully equipped guest suite is ...
From $172 per night (USD)VRBO
From $320 per night (USD)VRBO
Up to 40% SALE Near-Skiing-Mount Gorgeous Cottage
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 22
ALL season nature&outdoor activities with city like convenience, BBQ(seasonal), and STARS over the night sky. Skiing: ...
From $320 per night (USD)VRBO
From $317 per night (USD)VRBO
Newly Crafted Tottenham Escape|4BR3.5WR Luxury Stay
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our 4BR,3.5WR retreat in the charming town of Tottenham! ✓ Modern design with an open-concept layout ✓ Ful ...
From $317 per night (USD)VRBO
From $503 per night (USD)VRBO
Waterfront Georgian Bay Villa · Sauna, King Bed, Game Room, 5BR
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
# Luxury Waterfront Georgian Bay Villa – Sauna • Game Room • 5BR • Family Friendly Embrace the serenity of nature, comf ...
From $503 per night (USD)VRBO
From $325 per night (USD)VRBO
Luxurious Friday Harbour Condo
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
This luxurious 2-bedroom condo by the lake provides a tranquil & serene environment, perfect for unwinding, with a famil ...
From $325 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 $360 per night (USD)VRBO
Full Cottage STEPS 2 BEACH Drive 2 Blue Mountain
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3 bedroom, 2 bath cottage has been completely and recently renovated with everything you need for a comfortable sta ...
From $360 per night (USD)VRBO
From $642 per night (USD)VRBO
6-Bedroom Modern Escape in Horseshoe-Pool+Hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Experience luxury in our spacious 6-bedroom retreat, perfect for families or groups. This modern home features stylish i ...
From $642 per night (USD)VRBO
From $213 per night (USD)VRBO
Beautiful Apartment 5 mins from Innisfil Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Centrally located modern 2 bedroom 1 bathroom lower level apartment tucked away in a nice and quiet neighbourhood in the ...
From $213 per night (USD)VRBO
From $526 per night (USD)VRBO
Charming Cottage on water in Severn Falls
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to the Muskoka Cottage, a pan-abode cedar home that sits right on the water. This is as close as you can be fro ...
From $526 per night (USD)VRBO
From $498 per night (USD)Expedia
30 seconds to the beach.Family sized 2 bedroom suites
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Luxurious comfortable 2 bedroom suites next to the beach.Restaurants , bars some shops within walking distanc ...
From $498 per night (USD)Expedia