Oro-Medonte Rentals
From $706 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 $706 per night (USD)VRBO
From $138 per night (USD)VRBO
Luxury Lakeside Executive Suite
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
Rejuvenate in this immaculate luxury suite surrounded by nature on the edge of Barrie and Oro/Shanty Bay, close to golf ...
From $138 per night (USD)VRBO
From $789 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 $789 per night (USD)VRBO
From $112 per night (USD)VRBO
Furnished studio in Country Carriage Club - Oro
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Fully Furnished studio apartment in a beautiful country setting, just one hour north of Toronto, in the heart of Horsesh ...
From $112 per night (USD)VRBO
From $3975 per night (USD)VRBO
Magazine worthy 8 bed 7 bath cottage on Lake Simcoe! South Exposure!
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 18
MANOR RIDGE AREA Nestled on the eastern shores of Lake Simcoe, Manor Ridge is in the sunny town of Shanty Bay. Just 13 m ...
From $3975 per night (USD)VRBO
From $265 per night (USD)Expedia
Horseshoe Valley Farm Cottage
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
A private, rustic farmhouse on a working farm, where your group or family can spend quality time together in this centur ...
From $265 per night (USD)Expedia
From $178 per night (USD)VRBO
Ski Season Townhouse in Horseshoe Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Huge 1 bdrm condo with full kitchen on top of Horseshoe Valley ski area. There is a large king size bed in the bedroom a ...
From $178 per night (USD)VRBO
From $592 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 $592 per night (USD)VRBO
From $350 per night (USD)VRBO
Horseshoe Valley Fieldview Farm
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Get away from the city and spend some time in the country! Welcome to our 5 bedroom house. This beautiful, update ...
From $350 per night (USD)VRBO
From $503 per night (USD)VRBO
Lakehouse on Simcoe
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Families up to 5, minimum age rental is 25. Please message for monthly rates. Our renovated cozy waterfront cottage is ...
From $503 per night (USD)VRBO
From $308 per night (USD)VRBO
Gorgeous getaway spot!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come relax and enjoy fresh mountain air. Whether it's a weekend get iaway or a longer stay, you will be blown away by th ...
From $308 per night (USD)VRBO
From $474 per night (USD)Expedia
4-Bed Country Club Haven with Pool, BBQs, and More
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our one-of-a-kind 4-bed condo country club, a truly exceptional destination that caters to large families and ...
From $474 per night (USD)Expedia
From $216 per night (USD)VRBO
Tranquil Retreat with Secluded Hot Tub – Near Horseshoe Valley Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our "Tree House" retreat in Sugarbush—a peaceful escape nestled in a forested, rural setting, perfect for tho ...
From $216 per night (USD)VRBO
From $143 per night (USD)Expedia
Cozy Copeland Studio + Pool + Patio + Parking
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the family in this cozy + peaceful unit. Explore the Horseshoe Valley @ Carriage Hills Country Club. Our four ...
From $143 per night (USD)Expedia
From $190 per night (USD)VRBO
Charming Copeland 1-bed Condo + patio + hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax with the whole family in this charming + peaceful unit. Explore the Horseshoe Valley @ Carriage Hills Country Club ...
From $190 per night (USD)VRBO
From $381 per night (USD)Expedia
Relax or Explore! Northern Escape Cottage Condo - Country Club!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Bring the family or a group of friends! This spacious 2 bedroom unit provides lots of room for fun! With access to pool, ...
From $381 per night (USD)Expedia
From $183 per night (USD)VRBO
Country Horseshoe Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A four-season villa located one hour north of Toronto, a 'must stay' place with rolling hills in a beautiful country set ...
From $183 per night (USD)VRBO
From $522 per night (USD)Expedia
A cozy family retreat surrounded by trees, Nature, comfort and family memories.
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 15
Escape to Nature and Create Lasting Memories Welcome to a peaceful retreat surrounded by nature’s beauty. Spanning more ...
From $522 per night (USD)Expedia
From $45 per night (USD)VRBO
Cozy studio in Horseshoe Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Relax in nice and quiet place. Two beds, full bath room and kitchenette. Wi-Fi internet, Smart TV size 55 in, video pla ...
From $45 per night (USD)VRBO
From $122 per night (USD)VRBO
Two units in Horseshoe Valley
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Relax in this peaceful place with a whole family. Condo suite comprises two units located on a ground floor. 5 beds. 9 p ...
From $122 per night (USD)VRBO
From $212 per night (USD)VRBO
Luxury Guest House With Private Hot Tub and Trails
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
<p>Located in Oro-Medonte, this welcoming vacation home brings it all within your reach. Jump into your car and make sho ...
From $212 per night (USD)VRBO
From $500 per night (USD)Expedia
Lake Simcoe Waterfront Lake House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
🌅 Peaceful Lakefront Retreat — The Perfect Family Getaway Near Barrie & Orillia Escape to our beautiful lakeside cotta ...
From $500 per night (USD)Expedia
From $153 per night (USD)VRBO
Margarita Getaway 1 near spa, ski hills, golf, motocross & year-round pool
- 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 $153 per night (USD)VRBO
From $169 per night (USD)Expedia
Lux Studio in Horseshoe Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Forget your worries in this spacious and Tranquil Studio condo with king bed & premium mattress. Walking distance to ski ...
From $169 per night (USD)Expedia
From $123 per night (USD)VRBO
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 $123 per night (USD)VRBO
From $214 per night (USD)Expedia
Cozy Getaway with Resort Perks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our cozy retreat in Shanty Bay, Ontario! This charming area offers a laid-back atmosphere, surrounded by beau ...
From $214 per night (USD)Expedia
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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 ...
Click For PricingVRBO
From $162 per night (USD)Expedia
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 $162 per night (USD)Expedia
From $616 per night (USD)VRBO
Moonstone ski Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Once a Presbyterian Church built in 1889, is now converted into modern Chalet with entertaining family and comfort in m ...
From $616 per night (USD)VRBO
From $75 per night (USD)VRBO
Lovely condo unit in Horseshoe Valley
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Relax in this peaceful place to stay. A luxury unit with separate entrance located on a ground floor. Pool facility is w ...
From $75 per night (USD)VRBO
From $214 per night (USD)VRBO
Horseshoe Valley Suites - The Evergreen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Relax at this peaceful townhome at Carriage Country Club. Situated in the heart of Horseshoe Valley with 30 acr ...
From $214 per night (USD)VRBO
From $252 per night (USD)Expedia
Dual Suites: Ample Space, King Beds, Jacuzzi, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Perfect for large groups and family adventures, our dual suites provide comfort, flexibility and privacy. Spac ...
From $252 per night (USD)Expedia
From $158 per night (USD)VRBO
Jr Club Suite: Kitchenette, Pool, HotTub, Gym, BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Relax at this peaceful townhome located in a resort-style community. Situated in the heart of Horseshoe Valley ...
From $158 per night (USD)VRBO
From $191 per night (USD)Expedia
Spacious Club Suite: King Bed, Jacuzzi, Pool, BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Perfect for family adventures or a romantic getaway, this 1-bedroom suite provides comfort and privacy. Spacio ...
From $191 per night (USD)Expedia
From $321 per night (USD)VRBO
Cozy, stylish, century home located just steps from Mount St Louis ski hill!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the perfect getaway all year round in our century farm house chalet. Located right at the base of Mount St Louis s ...
From $321 per night (USD)VRBO
From $309 per night (USD)VRBO
Beautiful lake view cottage ,Shallow Beach, Backyard privacy.Mid-Term rental
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
The Spectacular Linwood Georgian Home With Beautiful View Of Carthew Bay! Shallow Beach Area with privacy backyard. Th ...
From $309 per night (USD)VRBO
From $505 per night (USD)VRBO
Lake Simcoe Lakefront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stunning lake views from the deck where you can BBQ and dine alfresco, or sit and enjoy the lake breeze on the boathouse ...
From $505 per night (USD)VRBO
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
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 $839 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 $839 per night (USD)VRBO
From $642 per night (USD)Expedia
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)Expedia
From $246 per night (USD)VRBO
NEW Ski-In Ski-Out 1-BED Condo - Pool, Gym, Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Highland Estate Private Condominiums, where modern comfort meets the beauty of the great outdoors. Nestled at ...
From $246 per night (USD)VRBO
From $256 per night (USD)VRBO
Luxurious King Bed Jacuzzi Condo–Pool, Gym, Sauna
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Carriage Club at Highland Estate Private Condominiums! Nestled on the scenic rolling hills of Horseshoe V ...
From $256 per night (USD)VRBO
From $305 per night (USD)VRBO
Luxury Resort Stay with Pool Jacuzzi and Balcony
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Escape to a beautiful resort getaway in Oro-Medonte! This unit offers 2 king-size beds and pull-out sofas for extra gues ...
From $305 per night (USD)VRBO
From $101 per night (USD)Expedia
Peaceful Escape King Bed and Outdoor Activities
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a relaxing resort retreat in Oro-Medonte! This cozy one-bedroom unit features a king-size bed and a pull-out s ...
From $101 per night (USD)Expedia
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Resort Style w/ Balcony, Hot Tub and Full Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to a peaceful resort retreat in Oro-Medonte! This spacious one-bedroom unit features a king-size bed and a pull-o ...
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From $271 per night (USD)Expedia
Wildwood Hot Tub + Indoor/Outdoor Pool + Sauna + Game Room
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeki ...
From $271 per night (USD)Expedia
From $203 per night (USD)VRBO
OASIS FAMILY COTTAGE STUDIO-1BEDROOM
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
OASIS FAMILY COTTAGE – STUDIO 1-BEDROOM Your Peaceful Escape in Oro-Medonte • Shanty Bay, Ontario Welcome to OASIS FAMI ...
From $203 per night (USD)VRBO
From $173 per night (USD)Expedia
Cozy 1-Bedroom Romantic Retreat with full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our 1-bedroom vacation rental sleeps 4 w ...
From $173 per night (USD)Expedia
From $148 per night (USD)VRBO
Hillside Haven: Serene Studio Retreat for 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or ch ...
From $148 per night (USD)VRBO
From $416 per night (USD)Expedia
Adjoining 1-Bedroom + Studio Condos near Horseshoe
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to Carriage Club Resort, nestled on rolling hills near Horseshoe Valley. Our adjoining 1-Bedroom + Studio Condo v ...
From $416 per night (USD)Expedia
From $280 per night (USD)VRBO
Romantic Winter Stay in Horseshoe Valley | Jacuzzi , Ski, Spa, Pool, Sauna, Gym
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Private 1-bedroom sanctuary with indoor hot tub, sunset balcony, and full kitchen. Walk to heated indoor pool, outdoor p ...
From $280 per night (USD)VRBO
From $695 per night (USD)Expedia
Lakefront 4BR+Den Retreat w/ Swim Spa, Sauna&Games
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Escape to this spacious 4BR+Den lakefront getaway on Lake Simcoe with 100 ft of waterfront and room for 12 gue ...
From $695 per night (USD)Expedia
From $739 per night (USD)VRBO
Waterfront Luxury at Fox & Fern Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Fox & Fern Retreat! Experience waterfront luxury on beautiful Carthew Bay. Unwind in this stunning home featu ...
From $739 per night (USD)VRBO
From $346 per night (USD)Expedia
Moonstone Cottage/ Ski Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family or with friends at Moonstone Cottage, a peaceful retreat in Oro-Medonte. Just steps away fro ...
From $346 per night (USD)Expedia
From $711 per night (USD)VRBO
Adorable 4-bedroom chalet at the edge of the forest, in Simcoe County
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Make yourself at home in this 4-bedroom chalet. With three queen beds, two twin beds, one Day bed and one Sofa Bed gues ...
From $711 per night (USD)VRBO
From $909 per night (USD)Expedia
Quiet 3-Bedroom Executive Retreat Near Horseshoe Valley
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this adorable 3000 sq ft of modern luxury in Oro Medonte. With three cozy bedrooms featuring one king bed and ...
From $909 per night (USD)Expedia
From $307 per night (USD)VRBO
Horseshoe Valley Retreat - Spacious cottage 8 min drive to ski resorts & Vetta
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
***Highly rated property on other platforms but new to Cottagesincanada.com*** Kick back and relax in this serene rela ...
From $307 per night (USD)VRBO
From $751 per night (USD)Expedia
Living in nature with all the beautiful amenities and next to city
- Bedrooms:
- 2
- Bathrooms:
- 6
- Sleeps:
- 14
This property is seven minutes out of Orillia on a beautiful 6 acre land this properties newly renovated. It has hot tub ...
From $751 per night (USD)Expedia
From $344 per night (USD)VRBO
Beautiful beachfront cottage on bass lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated on beautiful bass lake where your family vacation begins. Sit out under the stars and listen to beautiful bass ...
From $344 per night (USD)VRBO
From $806 per night (USD)Expedia
Zenith Nest - 8 Beds, 3.5 Baths, 10 Park, BBQ, Large Patio
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 16
Welcome to Zenith Nest, a bright, elegant, cottage-style retreat designed for large families & groups. Sun-filled, spaci ...
From $806 per night (USD)Expedia
From $578 per night (USD)VRBO
Mount St. Louis Four Season Hideaway
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
Escape the city and unwind at this beautifully renovated farmhouse nestled on 3 private acres of mature trees in the hea ...
From $578 per night (USD)VRBO
From $450 per night (USD)Expedia
The Kempenfelt: Luxury 4-Bedroom Forest Retreat Near Horseshoe Valley
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to *The Kempenfelt*, a brand-new luxury home in Craighurst Crossing, Oro-Medonte, offering over 3,000 sq. ft. of ...
From $450 per night (USD)Expedia