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

Simcoe Area Rentals

From $132 per night (USD)
VRBO
Water-view 2-story cottage with grill, heated outdoor pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
Fiddlers Green Cottage Two Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $132 per night (USD)
VRBO
From $85 per night (USD)
Expedia
Cozy, Modern 2-Bedroom Apartment at Friday Harbour Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Steps to the boardwalk at Friday Harbour Resort, our stunning, brand-new 2 bedroom, 2-bathroom condo offers the perfect ...
From $85 per night (USD)
Expedia
From $763 per night (USD)
VRBO
Family Getaway On Lake Couchiching - Cumberland Beach
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
90 minutes from downtown Toronto and you have arrived on the Lake! Our two level Family Getaway is luxuriously appointe ...
From $763 per night (USD)
VRBO
From $89 per night (USD)
VRBO
Lovely basement apartment in the heart of Bradford
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to this beautiful and bright 2 bedroom walkout bsmt apartment. This apartment has a private entrance, fully equi ...
From $89 per night (USD)
VRBO
From $114 per night (USD)
VRBO
River View cozy studio cottage with loft, steps shared pool, beach, & firepit
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
The Lighthouse Cottage Four Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply e ...
From $114 per night (USD)
VRBO
From $48 per night (USD)
VRBO
Suites of Wasaga Beach 2
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Beach Area 2, also just a walk over to your main strip beach area 1; best location for all tourism shops, restaurants, a ...
From $48 per night (USD)
VRBO
From $365 per night (USD)
VRBO
Boho Hideaway w/ Hot Tub & Sauna!
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Welcome to The Boho Hideaway! The perfect escape in all 4 seasons, close to ski hills & beaches in the lakeside communit ...
From $365 per night (USD)
VRBO
From $494 per night (USD)
VRBO
Beach1*com - Riverfront Cottage 1 - Wasaga Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Located on the river near beach 1 this is our flagship. Over the years we have made many changes to the property to mak ...
From $494 per night (USD)
VRBO
From $330 per night (USD)
VRBO
Plovers Cove Cottage - Wasaga Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
9
Plovers Cove is conveniently located less than a two minute walk from where you will find your front row seats to the be ...
From $330 per night (USD)
VRBO
From $421 per night (USD)
Expedia
Beach1. com - Beach House # 4 - Beachfront Wasanga Beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Our Beach Houses are Prime Beachfront Property and are the cream of the crop when it comes to vacation rentals in the ar ...
From $421 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Beach1*com - Riverfront Cottage 3 - Wasaga Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
12
This open concept cottage welcomes you with a warm tongue and groove pine interior. The galley style kitchen offers high ...
From $398 per night (USD)
VRBO
From $199 per night (USD)
Expedia
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 $199 per night (USD)
Expedia
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VRBO
Modern 2BR Getaway in Innisfil Private Balcony BBQ
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the perfect getaway in Innisfil! This stunning condo has a fully equipped modern kitchen with kitchen bar seati ...
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VRBO
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Expedia
Spacious Tranquil Chalet w/pool and fire-pit and access to private beach.
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Unique property in the Craigleith area close to some of the best hiking trails and a short walk to small private neighbo ...
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Expedia
From $485 per night (USD)
VRBO
Breathtaking Serene cottage with Hot Tub (Pet-Friendly!)
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This luxurious 3-bedroom Serene cottage is located in one of Tiny's most peaceful environments with a 10 minute walk to ...
From $485 per night (USD)
VRBO
From $88 per night (USD)
VRBO
Margarita Vacation Getaway 2
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Front Hall Upon entering the suite there is a well lit, spacious front hallway. Unit 2009 suite is designed for smal ...
From $88 per night (USD)
VRBO
From $131 per night (USD)
VRBO
Grandview Lakeside Community Club - Sparrow Lake Cottage - Roehls 8
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
1 Bedroom, 3 Bed Lakefront cottage - just a few steps from the water. Great dock fishing, small beach, community pool, ...
From $131 per night (USD)
VRBO
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Expedia
Spectacular Lakefront Cottage Retreat on Lake Couchiching sitting on 3/4 acres.
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Property has main house with gas fireplace, dish washer and laundry facilities which sleeps 6 people over two bedrooms ...
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Expedia
From $810 per night (USD)
VRBO
Beach1 Riverfront Resort - #32 - Wasaga Beach
Bedrooms:
1
Bathrooms:
5
Sleeps:
10
With a newly added outdoor Hot Tub, this beautiful rental has 5 bedrooms, 2 bathrooms, and 2 separate living areas. Full ...
From $810 per night (USD)
VRBO
From $209 per night (USD)
Expedia
3-Min Walk to Cove Beach | Cozy 3BR Georgian Bay Cottage Retreat | Sleeps 6!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to your perfect beach escape in Tiny Township! 3-min walk to sandy Cove Beach! Cozy 3-bedroom Georgian Bay cotta ...
From $209 per night (USD)
Expedia
From $361 per night (USD)
VRBO
Beach1,com - Riverfront Cottage - #58
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to 58 River Road East. This beautiful waterfront cottage sleeps up to 10 and will be the place you hang your tow ...
From $361 per night (USD)
VRBO
From $138 per night (USD)
Expedia
Charming 3-Bedroom Barrie House with patio & Backyard
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to our charming detached house located at 62 Eugenia Street in beautiful Barrie, Ontario. With 3 bedrooms, 3 bat ...
From $138 per night (USD)
Expedia
From $298 per night (USD)
VRBO
3 Bedrooms Cottage W LAKE VIEWS, beside waterfront trail and steps from beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
INCREDIBLE LOCATION in the Minet's Point neighbourhood. LOCATED ON CUL DE SAC NEXT TO THE WATERS EDGE. SURROUNDED BY MAT ...
From $298 per night (USD)
VRBO
From $188 per night (USD)
Expedia
A Comfort House in Barrie
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
People love to visit Barrie; the city has grown so much in every aspect. Barrie offers a variety community events, from ...
From $188 per night (USD)
Expedia
From $195 per night (USD)
VRBO
Blue Mountain Gallery Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to a cozy family escape featuring a stunning gallery wall showcasing scenic photography of South Georgian Bay. ...
From $195 per night (USD)
VRBO
From $902 per night (USD)
Expedia
STUNNING LARGE CHALET COTTAGE IN MUSKOKA
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
State of the art cottage equipped with everything you need for the most memorable cottage retreat experience. Hot tub Ka ...
From $902 per night (USD)
Expedia
From $389 per night (USD)
VRBO
SandyBeach|Kayak|FirePit|Dock|10ppl in Midland
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
🌊 Bayside Beach Cottage | 1.5 hrs from Toronto! 🏖️ Private 45' sandy beach, swim dock, kayaks, fire pit, BBQ patio, & ...
From $389 per night (USD)
VRBO
From $248 per night (USD)
Expedia
Entire Chalet in Prime Location - close to hiking, beaches, golf, trails & more!
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Relax or fill your agenda with outdoor activities and local culture! Guests will enjoy this warm and spacious chalet. Ma ...
From $248 per night (USD)
Expedia
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VRBO
Mansion in Springwater, 10 min to lake Simcoe and 20 min to Allenwood Beach
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Full house rental with 4 bedrooms and 4 bathrooms, sleeps 10. 2 kitchens, 3 car garage. Lots of room for ever one! In t ...
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VRBO
From $324 per night (USD)
VRBO
Blue Bay Cottage in the heart of Georgian Bay - licence # STRTT-2025-195
Bedrooms:
1
Bathrooms:
4
Sleeps:
8
A 2minute walk to the beach! This 4 bedroom cottage with circular driveway is bright and newly renovated with an open co ...
From $324 per night (USD)
VRBO
From $158 per night (USD)
VRBO
Cozy Waterfront Cottage on Georgian Bay
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Get a discount on 3 or more nights! Cottage located in a quiet residential area of Tay Waterfront! Popular wal ...
From $158 per night (USD)
VRBO
From $214 per night (USD)
Expedia
Walk to lifts condo with mountain view, hot tub, & beach access - dog-friendly
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Rivergrass 108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $214 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Cozy water-front cottage on the canal of Lagoon City with direct access to Lake Simcoe available for rent. Lagoon City i ...
From $189 per night (USD)
VRBO
From $97 per night (USD)
Expedia
Escape to the Blue Mountains steps away from beaches, golf, biking, and more!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Have fun with the whole family at this fun retreat. Monthly rental in the beautiful Windfall neighbourhood of The Blue ...
From $97 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Lakeside Serenity: Your Perfect Beach Escape
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to Lakeside Serenity: Your Perfect Beach Escape - a modern bohemian retreat in a serene beach town by the lake. S ...
From $258 per night (USD)
VRBO
$Country Club Apartment with Loads of Amenities\n$
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Expedia
Country Club Apartment with Loads of Amenities\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax at this peaceful townhome at Carriage Country Club. Situated in the heart of Horseshoe Valley with 30 acres of pro ...
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Expedia
$Enjoy Country Club Living in this Modern, Spacious Suite w/ Loads of Amenities\n$
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VRBO
Enjoy Country Club Living in this Modern, Spacious Suite w/ Loads of Amenities\n
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Relax at this peaceful townhome at Carriage Country Club. Situated in the heart of Horseshoe Valley with 30 acres of pro ...
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VRBO
From $188 per night (USD)
VRBO
Minutes to Barrie Waterfront & all that it has to offer!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Comfortably furnished and fully equipped 2 or 3-bedroom apartment in SE Barrie. The main floor of a raised bungalow (the ...
From $188 per night (USD)
VRBO
From $158 per night (USD)
VRBO
Margarita Vacation Getaway 1
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Front Hall Upon entering the suite there is a well lit, spacious front hallway with a full coat cupboard. Unit 2008 ...
From $158 per night (USD)
VRBO
From $1572 per night (USD)
VRBO
Waterfront Luxury with Pool
Bedrooms:
5
Bathrooms:
2
Sleeps:
6
Step into luxury at our 3,400 sqft custom-built home, proudly recognized at the Ontario Home Builder Awards 2023. Enjoy ...
From $1572 per night (USD)
VRBO
From $327 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 $327 per night (USD)
VRBO
From $408 per night (USD)
Expedia
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 ...
From $408 per night (USD)
Expedia
From $165 per night (USD)
VRBO
The Family Escape Townhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Summary: Conveniently located in Collingwood, Ontario only 1.5 hours from the GTA, this home is a 5 minute drive to Blue ...
From $165 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Lake Simcoe 4BR Home – Ideal for Families & Group Getaways
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to Your Ideal Family Getaway in Innisfil, Ontario Escape to our spacious 4-bedroom vacation home in Innisfil, ju ...
From $182 per night (USD)
Expedia
From $399 per night (USD)
VRBO
A 4-Season Private Lakehouse
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Welcome to the Cottage on the Rocks - a private lakefront 4 season cottage on MacLean Lake (approx. 1.5 hours from the G ...
From $399 per night (USD)
VRBO
From $542 per night (USD)
Expedia
Paradise Suites - Peaceful Getaway
Bedrooms:
5
Bathrooms:
5
Sleeps:
25
Welcome to Paradise Suites! This perfect getaway 4200sqft+ home sits on 5.3 acres of land which could be perfect to enjo ...
From $542 per night (USD)
Expedia
From $167 per night (USD)
VRBO
July & August 8500.00, September, October, November only 5500.00
Bedrooms:
4
Bathrooms:
6
Sleeps:
10
Over 4000 Square Ft of Luxurious Finished Space in this Stunning Open Concept Home Located in Blumont. Have your Upscale ...
From $167 per night (USD)
VRBO
From $121 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 $121 per night (USD)
Expedia
From $130 per night (USD)
VRBO
New Luxury Bungalow Home in Wasaga Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape to luxurious house, just 5 min from Wasaga Beach! Excitement awaits with a fun casino and hiking trails nearby. P ...
From $130 per night (USD)
VRBO
From $194 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 $194 per night (USD)
Expedia
From $387 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 $387 per night (USD)
VRBO
From $220 per night (USD)
VRBO
New-Build Beauty ~ 5BR Retreat in Charming Severn
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Welcome to our new 5BR, 3.5 bath detached house in Orillia, featuring: ✓ Modern design with an open-concept layout - lo ...
From $220 per night (USD)
VRBO
$*New* Cozy 4 Season Family Cottage\n$
From $228 per night (USD)
VRBO
*New* Cozy 4 Season Family Cottage\n
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
***NEW LISTING*** 4 season cottage, 5 min walk to beaches. Approx 1300sq. feet including 3 bedrooms and 1 large bathroom ...
From $228 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Los Pinos - Spacious 3 Bedroom Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to our little slice of heaven! Our cottage is situated in beautiful Tiny Township - a hidden gem full of near-wh ...
From $295 per night (USD)
Expedia
From $970 per night (USD)
VRBO
Luxury Muskoka Waterfront Cottage | 5BR | Sauna, EV Charger, Sleeps 12
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Escape to Million-Dollar Views in Muskoka Nestled on 400 feet of west-facing shoreline along Gloucester Pool—just one l ...
From $970 per night (USD)
VRBO
From $376 per night (USD)
Expedia
Retreat to heaven on earth. An unforgettable luxury estate in paradise
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Welcome to El Edén. Step into Simcoe County's paradise estate. Retreat to this luxury property to reconnect with nature. ...
From $376 per night (USD)
Expedia
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VRBO
Charming Muskoka cottage, amazing views!
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Experience the magic of Muskoka at our family cottage! Cozy & charming with breathtaking views, nestled in the Muskoka L ...
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VRBO
From $264 per night (USD)
VRBO
Wasaga Beach close to Beach 3 and the dog beach. lots of space for a big family
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
More than enough room for your family including parents/in-laws even more than one family. 4 Bedrooms (1 King bed, 1 que ...
From $264 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Fully renovated detached family home in the heart of Downtown Collingwood!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Steps to Main Steet Collingwood; walk to restaurants, shops, trails and waterfront! A mix of original charm with updated ...
From $199 per night (USD)
VRBO
From $237 per night (USD)
Expedia
Rise & Shine Sassafras – 5 Min to Snow Valley | 4BR+4BA, Sleeps 14
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to Rise & Shine Sassafras – Your Perfect Family Retreat! This cozy and stylish getaway is designed with familie ...
From $237 per night (USD)
Expedia
From $292 per night (USD)
VRBO
5 MIN WALK TO BEACH, SPACIOUS, CLEAN SLEEPS UP TO 4-6
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Wasaga Beach is a great spot for a family vacation! Come and enjoy the waters of Georgian Bay. With tons of attractions ...
From $292 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Timber cottage with large deck overlooking the water. Boat access only, no road.
Bedrooms:
1
Bathrooms:
3
Sleeps:
7
Boat access only. No access by car. Guests require their own boat, or rentals are available at Tamarack Park Marina (905 ...
From $284 per night (USD)
Expedia
From $386 per night (USD)
VRBO
Brand New Spacious Cottage by Simcoe lake
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Lake Simcoe Gorgeous 3000+ sq ft Specious modern bungalow villa. Enjoy your unique experience with your family and loved ...
From $386 per night (USD)
VRBO
From $262 per night (USD)
VRBO
Fore Seasons Escape: Golf in Backyard
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Discover the tranquillity of 128 Rivergrass, your serene mountain retreat. This 2-bedroom, 2-bathroom corner unit offers ...
From $262 per night (USD)
VRBO
$\nExperience luxury living at Friday Harbour High Point$
From $127 per night (USD)
VRBO
\nExperience luxury living at Friday Harbour High Point
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Experience luxury living at Friday Harbour High Point Indulge in the tranquility of this remarkable retreat, featuring ...
From $127 per night (USD)
VRBO
From $136 per night (USD)
Expedia
Seasons by the Bay! Lakehouse on Georgian Bay. Short drive to town, ski or beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
8
Beautiful lakeside home, cozy interiors, and modern amenities, you'll never want to leave. Just a short drive away from ...
From $136 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Hideaway Bungalow Retreat w/ Privat Hot Tub & Fire Table + Fire Pit!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to Boho Hideaway Retreat! Escape and Unwind in this cozy decor bungalow! ONLY 20 MINS FROM MOUNT ST. LOUIS MOO ...
From $326 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Luxury Beach Spa Getaway w/ Pool + Year Round Hot Tub & Private In-Suite Sauna!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to the Beach at Friday Harbour Resort in our newest addition to our Spa Getaway Group of professionally designed ...
From $197 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Upscale Spa Getaway w/ Pool & Year round Hot Tub + Private In- Suite Sauna!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to our most Dramatic, Romantic Spa Getaway Suite! Reconnect with your loved one in our incredible professionall ...
From $184 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Spacious 4 Bedroom- Steps to Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience tranquility in this spacious 4 bedroom 2 bath, all-season cottage! Just moments away from a variety of stunni ...
From $356 per night (USD)
Expedia
From $501 per night (USD)
VRBO
Waterfront Luxury Vacation Home with Stunning Sunsets and Sandy Shoreline
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Welcome to our luxury lakefront vacation rental! Custom built in 2023, with the vision of a family retreat in mind! Main ...
From $501 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Lakeside Cabin: Steps to Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to the Hilde House, a historic family cottage bursting with cozy nostalgic charm. With 3 cozy bedrooms featurin ...
From $284 per night (USD)
Expedia
$Hockley Hideaway Farm Stay!\n$
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VRBO
Hockley Hideaway Farm Stay!\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
2
Cozy 3 bed, 2 bath family farmhouse nestled on a stunning 20 acre property! Find peace and quiet only 1 hour from Toront ...
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VRBO
From $85 per night (USD)
Expedia
Minutes from Blue Mountain! Enjoy your 3 level, family friendly winter retreat!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Discover our spacious 3-level townhouse, winter getaway—ideal for groups and families. Less than 30 mins from all major ...
From $85 per night (USD)
Expedia
From $130 per night (USD)
VRBO
Brand new 5 BR bungalow, 15 minutes to the beach, ski hills, casino, hiking!
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
Create memorable experiences with your friends and family in our brand new spacious 5-bedroom house at Wasaga Beach! Ce ...
From $130 per night (USD)
VRBO
From $130 per night (USD)
Expedia
Spacious Hideaway in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks b ...
From $130 per night (USD)
Expedia
From $128 per night (USD)
VRBO
Private Room in South Barrie (For Females Only)
Bedrooms:
1
Bathrooms:
1
Sleeps:
1
Calm and quiet place. Close to hwy 400 and major stores. Barrie south go station is 2 min drive. Sleep peacefully after ...
From $128 per night (USD)
VRBO
From $356 per night (USD)
VRBO
Firepit|Arcade|Mount St. Louis Orr Lake Waterfront
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
🌊 Welcome to Your Family Waterfront Cottage on Orr Lake!🏡✨ Create unforgettable memories with a shallow entry, priv ...
From $356 per night (USD)
VRBO
From $92 per night (USD)
VRBO
2BR Basement Apt in Newmarket
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Unwind in style at our contemporary 2-bedroom countryside retreat. This charming basement apartment is a haven for natur ...
From $92 per night (USD)
VRBO
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Expedia
Cozy Victorian home on Main street! 1 min to main strip and 5 min to ski resort!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to my home! Newly renovated 3 bedroom and 2 bathroom home. Equipped with everything you will need for a pleasant ...
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Expedia
From $488 per night (USD)
VRBO
Muskoka Gem | Kayaks, Firepit, BBQ & Sandy Shore
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Escape to the perfect fall or winter retreat, steps from Friday Harbour Resort and an hour from Toronto! 🍂❄️ Designed ...
From $488 per night (USD)
VRBO
From $123 per night (USD)
VRBO
Cozy waterfront ski/summer retreat with spectacular amenities on property!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ski season at Lighthouse Point - two bedroom, two bath top floor unit. Modern with recent renovations, this unit offe ...
From $123 per night (USD)
VRBO
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VRBO
Margarita Vacation Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
<p>While you're here, you can enjoy all the comforts of home and more, including a sauna and a fenced pool, as well as a ...
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VRBO
From $153 per night (USD)
Expedia
Cozy family home across the Blue Mountain South Lift, 1km to the Village.
Bedrooms:
3
Bathrooms:
3
Sleeps:
9
Fully equipped comfortable 3 bedroom home walking distance from the sky resort. Finished basement with full bathroom and ...
From $153 per night (USD)
Expedia
From $83 per night (USD)
VRBO
Lovely Getaway in Nature
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the charming Shanty Bay area! Embrace the relaxed vibes surrounded by natural beauty. Enjoy leisurely walks b ...
From $83 per night (USD)
VRBO
From $142 per night (USD)
VRBO
White Rolling Sands of Penetanguishene by Theatre; Georgian Bay near Midland
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
This is a fully licensed STR in Penetang. Entire ground floor level of well kept brick bungalow in Penetanguishene. Larg ...
From $142 per night (USD)
VRBO
From $558 per night (USD)
VRBO
Remodeled 6 Bedroom Chalet, Hot-Tub Near Village
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
With views towards the Blue Mountains, the chalet offers an open living space with a fully equipped kitchen including an ...
From $558 per night (USD)
VRBO
From $617 per night (USD)
Expedia
Spacious 6 Bedroom Chalet/Hot-Tub Blue Mountains
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
"Charming 6 Bedroom Chalet with bright and airy spaces recently remodeled with views of the Blue Mountains". Upper-level ...
From $617 per night (USD)
Expedia
From $603 per night (USD)
VRBO
Renovated 6 Bedroom Chalet Hot-Tub/ Near Village
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
With views towards the Blue Mountains, the chalet offers an open living space with a fully equipped kitchen (Air Fryer) ...
From $603 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Spacious Stylish Private 2-Bedroom Apartment
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come stay in our spacious, entirely private and conveniently located apartment. I prefer hosting families, business trav ...
From $102 per night (USD)
Expedia
From $635 per night (USD)
VRBO
Riverview home. 2 minute walk to the beach in the heart of Wasaga.
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Riverview from all around the house. 4 Bedrooms. 4 Washrooms. Located directly on the river. Two minute walk to the bea ...
From $635 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $319 per night (USD)
VRBO
Sunrise Villa on the Lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Make a life time memories at this Spacious unique house in waterfront of Lake Simcoe. It is the most popular ice fishing ...
From $319 per night (USD)
VRBO
$❤ Getaway with an 8-seater Hot Tub ❤\n\n$
From $957 per night (USD)
Expedia
❤ Getaway with an 8-seater Hot Tub ❤\n\n
Bedrooms:
2
Bathrooms:
5
Sleeps:
10
Take a dip in our all-season hot tub for 8 and enjoy winter, spring, summer and fall. Nestled in a tranquil neighborho ...
From $957 per night (USD)
Expedia
From $458 per night (USD)
VRBO
❤ Cedar-View Apartment with Hot Tub (3 Bedrooms) ❤
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Take a dip in our all-season 8-seater hot tub and enjoy the outdoors during the winter, spring, summer, and fall. This ...
From $458 per night (USD)
VRBO
From $167 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 $167 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Estate farm property with incredible views of Georgian. Close to Blue Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
4 bedroom 2 1/2 bath 2 storey renovated home with views every direction. A 2nd home on an operating family farm with co ...
From $342 per night (USD)
VRBO
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Expedia
Simcoe County Cottage ★ Woodland Private Retreat ★ Hot Tub ★ Riverfront
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your own private cottage situated on 3 acres of beautiful woodlands, where comfort and relaxation awaits! Th ...
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Expedia
From $140 per night (USD)
VRBO
The Chieftain Suite
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
New apartment in the heart of Barrie! A short 5 minute drive to the beach, fantastic restaurants, and shopping at Park P ...
From $140 per night (USD)
VRBO
From $112 per night (USD)
VRBO
Family-Friendly Home | Hiking, Beaches, Pool Access | Minutes to Blue Mountain
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
(Monthly or Long Term Seasonal Rental Only) Nestled in the heart of Collingwood, this beautiful 3-bedroom, 2.5-bathroo ...
From $112 per night (USD)
VRBO

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