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 $283 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 $283 per night (USD)
VRBO
From $770 per night (USD)
VRBO
Jewel of Georgian Bay Lakefront Cottage, Kayak, Pedal boat, BBQ
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Escape to Serenity at the Jewel of Georgian Bay Discover our stunning 3000 sqft cottage, nestled along the shores of Geo ...
From $770 per night (USD)
VRBO
From $127 per night (USD)
VRBO
Charming Cottage 2 min walk from a private beach on Georgian Bay
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Hello my name is Gilad, and together with my wife Shiri, we personally manage and take care of our lovely cottage. We ar ...
From $127 per night (USD)
VRBO
From $537 per night (USD)
Expedia
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 $537 per night (USD)
Expedia
From $170 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 $170 per night (USD)
VRBO
From $146 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. All year round access to Hot Tub. Treat yourself to a rel ...
From $146 per night (USD)
Expedia
From $295 per night (USD)
VRBO
Private Boyne River Cottage- steps to great fishing
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Very Quiet & private , great fishing, beautiful accommodations. Big field for power sports or pets. Great family get awa ...
From $295 per night (USD)
VRBO
From $263 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 $263 per night (USD)
VRBO
Click For Pricing
VRBO
Wasaga Beach Free Parking Free Wifi 5-min walk to main beach
Bedrooms:
0
Bathrooms:
2
Sleeps:
6
We are located in the heart of Wasaga Beach approximately 5-minute walk to the main area #1. Beach area 1 is the downtow ...
Click For Pricing
VRBO
From $241 per night (USD)
VRBO
Family-Friendly Townhouse close to Blue Mountain
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: The Crosswinds community is a short walk from Blue Mountain Resort. As a guest, you can access shuttle service ...
From $241 per night (USD)
VRBO
From $151 per night (USD)
VRBO
A Greyt Escape at Innisfil Beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to A Greyt Escape! Aptly named after our love of our retired racing Greyhounds, our self-contained guesthouse is ...
From $151 per night (USD)
VRBO
Click For Pricing
Expedia
Cozy and Spacious 4 bedrooms, 1.5 bathroom, private yard for the whole family.
Bedrooms:
1
Bathrooms:
4
Sleeps:
9
Enjoy Barrie's proximity to many attractions including charming beaches, ski hills, and golf courses. Walking distance t ...
Click For Pricing
Expedia
From $449 per night (USD)
VRBO
Waterfront Lake Muskoka cottage one thousand and one night
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
3 bed room cottage exceptional location and south exposure on Sparrow lake. 12 minutes from downtown Gravenhurst. Unique ...
From $449 per night (USD)
VRBO
From $432 per night (USD)
VRBO
Four Season Pan-Abode Cottage on Georgian Bay
Bedrooms:
1
Bathrooms:
6
Sleeps:
14
Escape to tranquility and natural beauty at our charming lakeside cottage nestled in the heart of serene woodland. Locat ...
From $432 per night (USD)
VRBO
From $333 per night (USD)
VRBO
Near Sandy Beach, Comfy Cottage - Multi leveled Deck with Woodland Backdrop
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
STRTT-2025-077 Perfect for guests looking for a getaway. The modern design features a seamless flow between the living r ...
From $333 per night (USD)
VRBO
From $331 per night (USD)
Expedia
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Bedrooms:
2
Bathrooms:
5
Sleeps:
8
waterfront lake Simcoe 4season cottage which has perfect view of overlooking of the lake with absolutely clean water is ...
From $331 per night (USD)
Expedia
From $446 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 $446 per night (USD)
VRBO
From $152 per night (USD)
Expedia
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 ...
From $152 per night (USD)
Expedia
From $138 per night (USD)
VRBO
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 $138 per night (USD)
VRBO
From $187 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 $187 per night (USD)
VRBO
From $446 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 $446 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Bright, spacious 1200 sq foot apartment with Vaulted ceilings.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Beautiful 1200 sq' apartment. Fully furnished with all bedding, towels, fully stocked kitchen. Even includes bath produc ...
From $170 per night (USD)
Expedia
From $189 per night (USD)
VRBO
King Suite - Lower Level {summit Room}
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Bed & breakfast in Clearview This smoke-free bed & breakfast features a garden. Housekeeping is available on request. ...
From $189 per night (USD)
VRBO
From $211 per night (USD)
Expedia
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 ...
From $211 per night (USD)
Expedia
From $214 per night (USD)
VRBO
126 Snowbridge: Mountain Views at Blue
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into our charming mountainside retreat for your weekend getaway to Blue Mountain! This cozy chalet condo sleeps up ...
From $214 per night (USD)
VRBO
From $313 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 $313 per night (USD)
VRBO
From $211 per night (USD)
VRBO
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 ...
From $211 per night (USD)
VRBO
Click For Pricing
Expedia
Stunning Chalet: Ski, Hike, Bike and Relax in Collingwood near Blue Mountain!
Bedrooms:
3
Bathrooms:
4
Sleeps:
4
Start your day in the master bedroom of our chalet in the Collingwoodlands. Enjoy the serene surroundings as sunlight fi ...
Click For Pricing
Expedia
From $694 per night (USD)
VRBO
Blue Mountain Mansion House
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 $694 per night (USD)
VRBO
From $190 per night (USD)
Expedia
Relax & Rejuvenate at 2BR Haven
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Escape to our resort for an amazing outdoor adventure! Ideal for nature lovers, our tranquil retreat accommodates 8 gues ...
From $190 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Jacuzzi Suite Relaxing Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Imagine a vacation getaway right by Horseshoe Valley Resort, and literally walking distance to the new Vetta Nordic Spa! ...
From $124 per night (USD)
VRBO
From $213 per night (USD)
VRBO
Coastal Bohemian Retreat
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Welcome to our coastal bohemian apartment retreat, nestled just a short drive from serene beaches,lakes and lush parks. ...
From $213 per night (USD)
VRBO
From $540 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 $540 per night (USD)
VRBO
From $258 per night (USD)
Expedia
STUNNING 5 BEDROOM HOME IN THE BLUE MOUNTAINS
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Stunning 5-bedroom chalet-style home. 3000 sq ft of glorious living space, on a private, spacious treed lot overlooking ...
From $258 per night (USD)
Expedia
From $311 per night (USD)
VRBO
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 $311 per night (USD)
VRBO
From $260 per night (USD)
VRBO
227 Snowbridge: Free Shuttle to Blue
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Step into our cozy mountainside home for your weekend getaway to Blue Mountain! This charming condo sleeps up to 8 guest ...
From $260 per night (USD)
VRBO
From $115 per night (USD)
VRBO
KingBed+Pool+HotTub+Sauna+ pet friendly
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 $115 per night (USD)
VRBO
From $195 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 $195 per night (USD)
Expedia
From $111 per night (USD)
VRBO
Luxury Suite, Jacuzzi, Full Kitchen, Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $111 per night (USD)
VRBO
From $108 per night (USD)
Expedia
Luxurious Studio with King Bed with Heated Pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Spacious, Renovated Studio with King bed, kitchenette, bathroom and balcony Available for you at Carriage Hills!! Acces ...
From $108 per night (USD)
Expedia
From $102 per night (USD)
VRBO
Lux Studio-King Bed with Pool on Grounds
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish studio suite close to major destinations. Guests enjoy ...
From $102 per night (USD)
VRBO
From $556 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 $556 per night (USD)
Expedia
From $134 per night (USD)
VRBO
Amazing 2BR/2BA Resort Condo w/ Balcony & Parking!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your stunning beachfront retreat! This spacious and modern condo is the perfect spot for your next getaway. J ...
From $134 per night (USD)
VRBO
From $198 per night (USD)
VRBO
4 Bed, Walk-Out Bungalow Full Property House - Barrie - sleeps 10
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 10. (2 bdrms ...
From $198 per night (USD)
VRBO
From $173 per night (USD)
VRBO
Antique Treasure 7-rm private apartment near downtown, Luxury comfy bed
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
A variety of great, well preserved historical features and larger than the photos make it feel! With a private entrance ...
From $173 per night (USD)
VRBO
From $194 per night (USD)
Expedia
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 $194 per night (USD)
Expedia
From $396 per night (USD)
VRBO
Cottage on Private Beach
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Kick back and relax in a peaceful and relaxing space with a private beach. Perfect place to melt away your stress and s ...
From $396 per night (USD)
VRBO
From $102 per night (USD)
Expedia
Carriage Studio Retreat
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish studio suite close to major destinations. Guests enjoy ...
From $102 per night (USD)
Expedia
From $114 per night (USD)
VRBO
Carriage Jacuzzi suite Escape
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $114 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Carriage Country Club Home Away From Home
Bedrooms:
2
Bathrooms:
1
Sleeps:
8
Embark on extraordinary adventures in Horseshoe Valley, just 1.5 hours north of the Greater Toronto Area. From golfing t ...
From $189 per night (USD)
Expedia
From $411 per night (USD)
VRBO
Beautiful Waterfront Cottage with Hot Tub in South Muskoka
Bedrooms:
2
Bathrooms:
4
Sleeps:
14
Experience the perfect blend of relaxation and adventure at this riverfront getaway, ideal for large groups. Enjoy the s ...
From $411 per night (USD)
VRBO
From $1039 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 $1039 per night (USD)
VRBO
From $762 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 $762 per night (USD)
VRBO
From $281 per night (USD)
Expedia
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 ...
From $281 per night (USD)
Expedia
From $119 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 $119 per night (USD)
VRBO
Click For Pricing
Expedia
Modern Ski Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
4BR/3.5BA stunning custom home in Highlands community in Horseshoe Valley accessible to multiple ski opportunities. This ...
Click For Pricing
Expedia
From $504 per night (USD)
VRBO
Sweet Escape for Beach Bums and Ski Bunnies!
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
Professionally designed to have a calm, relaxing and inviting esthetic. This cottage has been updated top to bottom wit ...
From $504 per night (USD)
VRBO
From $434 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 $434 per night (USD)
Expedia
From $184 per night (USD)
VRBO
Luxury ~ Patio ~ Hot Tub ~ Pool ~ BBQ ~ Parking ~ Friday Harbour Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A sun-drenched patio and corner unit, our space is professionally designed and located in the heart of Friday Harbour cl ...
From $184 per night (USD)
VRBO
From $325 per night (USD)
VRBO
Charming 4-bedroom Cottage near Severn Falls
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to our charming, yet spacious cottage nestled along the Severn River, just a stone's throw from Severn Falls Mari ...
From $325 per night (USD)
VRBO
From $1131 per night (USD)
VRBO
Luxurious Cottage! Private Beach!!
Bedrooms:
2
Bathrooms:
4
Sleeps:
16
Big Chute Lodge is a luxurious brand-new construction cottage build that is 4,000 sq. ft. Equipped with 4 bedrooms, 2 fu ...
From $1131 per night (USD)
VRBO
From $751 per night (USD)
VRBO
Georgian Bay Private Modern Escape Near Ski Hill
Bedrooms:
3
Bathrooms:
4
Sleeps:
22
Enjoy the breathtaking water views from either balcony or the many floor to ceiling windows. This unique custom modern h ...
From $751 per night (USD)
VRBO
From $118 per night (USD)
VRBO
Adventure house
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This house is a calm and peaceful place to stay. Just 4 minutes out of town (driving). Perfect for a weekend get away o ...
From $118 per night (USD)
VRBO
From $162 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 $162 per night (USD)
Expedia
From $810 per night (USD)
VRBO
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 $810 per night (USD)
VRBO
From $391 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 $391 per night (USD)
VRBO
From $120 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 $120 per night (USD)
VRBO
From $896 per night (USD)
VRBO
Fun & sun waterfront with sauna, hot tub and slide
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Stunning lake Simcoe home with breathtaking views with 6 bathrooms, 3 are ensuites plus 3 others. Whether enjoying time ...
From $896 per night (USD)
VRBO
From $358 per night (USD)
VRBO
Cozy Cabin-Stunning Sandy Beach!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to the Beach Cabin! She may be small, but she's bright, airy and right on a stunning sandy beach with amazing v ...
From $358 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Skyfall Off Grid Luxury 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 $247 per night (USD)
VRBO
From $128 per night (USD)
VRBO
Romantic Country Getaway
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Carriage Hill Resort offers a luxurious lifestyle with a stylish one-bedroom suite close to major destinations. Guests e ...
From $128 per night (USD)
VRBO
From $113 per night (USD)
Expedia
Country Retreat Horseshoe Valley
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Experience country living in this serene condo, offering an ideal escape from the hustle of the city. Recently renovated ...
From $113 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Resort, Lakefront room, Hot Tub, Pool, Sauna #6
Bedrooms:
1
Bathrooms:
1
Sleeps:
200
Lake Sparrow Guest House is a ten-bedroom property situated at Port Stanton, Ontario. Our lake house is cozy, comfy, pri ...
From $115 per night (USD)
VRBO
From $223 per night (USD)
VRBO
Sunset Bay Waterfront Cottage*Georgian Bay *Tay Shore Trail *Walk*Run*Swim*Fish
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 $223 per night (USD)
VRBO
From $577 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 $577 per night (USD)
VRBO
From $313 per night (USD)
Expedia
Sunnyside Stay-3bdrm w/ Gym!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Sunnyside Midland! This spacious 3-bedroom, 2.5-bath home offers everything you need for a relaxing getaway o ...
From $313 per night (USD)
Expedia
Click For Pricing
VRBO
Church Conversion Family Chalet - Pretty River - Collingwood - Blue Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Heritage chalet in central Nottawa village. Steps to variety store, LCBO, Nottawa General store, Dornoch Pub. Large, mem ...
Click For Pricing
VRBO
From $312 per night (USD)
Expedia
Spacious 6 bedroom 150m walk to the ski lift. 5 min walk to village (30 day min)
Bedrooms:
4
Bathrooms:
6
Sleeps:
18
30 day rental required. Escape to this beautiful home at the foot of Blue Mountain Ski Resort. A spacious very large mai ...
From $312 per night (USD)
Expedia
From $458 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 $458 per night (USD)
VRBO
From $322 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 $322 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Lake Front Family Getaway - Sandy Beach!
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Welcome to Rolling Sands Retreat! The Sans Souci Suite is part of a charming 5-plex located on a spacious property with ...
From $329 per night (USD)
VRBO
From $308 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 $308 per night (USD)
Expedia
From $191 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 $191 per night (USD)
VRBO
From $419 per night (USD)
VRBO
Tiny Cove - Luxurious Modern Getaway in Tiny, ON
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
🌟 Charming, Luxurious, Modern Getaway In Tiny, ON 🌟 Escape To Tranquillity In This Delightful Rental Located In The H ...
From $419 per night (USD)
VRBO
From $1432 per night (USD)
VRBO
*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 $1432 per night (USD)
VRBO
From $372 per night (USD)
Expedia
The Blue Mountains Spa, Ski retreat with Sauna, Hot Tub and Steam Room.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to The Blue Mountains Getaway, a spacious home, with its own private arcade area and 5 minutes drive to Blue Mou ...
From $372 per night (USD)
Expedia
From $314 per night (USD)
VRBO
Sturgeon River Cottage
Bedrooms:
1
Bathrooms:
3
Sleeps:
10
House Rules (must meet these to book): Sleeps 10 (max 6 adults), Lead guest must be 30+ years of age, A maximum of 3 dog ...
From $314 per night (USD)
VRBO
From $413 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 $413 per night (USD)
VRBO
From $168 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 $168 per night (USD)
VRBO
From $619 per night (USD)
Expedia
Harbour front Family Fun @ The Harbour House
Bedrooms:
2
Bathrooms:
4
Sleeps:
13
About this space Bring the whole family to this great place with lots of room for fun. Featuring spacious bedrooms, a la ...
From $619 per night (USD)
Expedia
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 $701 per night (USD)
Expedia
ZuKaLand Lakehouse + Cedar SPA & Rooftop Terrace
Bedrooms:
3
Bathrooms:
4
Sleeps:
16
Welcome to Zukaland Lakehouse Escape to our beautifully designed Lakehouse on the shores of Sparrow Lake, Muskoka—your ...
From $701 per night (USD)
Expedia
From $362 per night (USD)
VRBO
Lakehouse Loft with Roof Terrace & Wood Cedar Spa
Bedrooms:
3
Bathrooms:
2
Sleeps:
9
Escape to Zukaland Lakehouse Loft Suite in stunning Muskoka. Enjoy an open-concept space with panoramic Sparrow Lake vie ...
From $362 per night (USD)
VRBO
From $450 per night (USD)
VRBO
Cottage · Zuka Lakeview Cottage with Cedar Hot Tub & Sauna
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Get away from it all to Zuka Lakeview Cottage in gorgeous lands of Muskoka. Unique and tastefully decorated with panoram ...
From $450 per night (USD)
VRBO
From $509 per night (USD)
VRBO
Classic Birch View Chalet, Minutes to Village - 155 Birch View Tr
Bedrooms:
2
Bathrooms:
6
Sleeps:
16
Welcome to our semi-detached chalet, perfect for large groups who want to be near the fun at the Blue Mountain Village b ...
From $509 per night (USD)
VRBO
From $187 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 $187 per night (USD)
VRBO
From $147 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 $147 per night (USD)
VRBO
From $756 per night (USD)
VRBO
Blu Haven: 7BDR Chalet Minutes to Village
Bedrooms:
3
Bathrooms:
7
Sleeps:
14
Experience the best of Blue in this impressive three-level chalet located on a quiet residential street, minutes to Blue ...
From $756 per night (USD)
VRBO
From $181 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 $181 per night (USD)
VRBO
From $185 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 $185 per night (USD)
VRBO

Search Your Destination Now!

Simcoe Area Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 1,000 Rentals