Smoking friendly holiday rentals in Oro-Medonte

Cozy Apartment on 20-Acre Haven (no cleaning fee)

Escape to our bright, comfortable, and well-equipped lower level apartment just outside Orillia. Wander our 20 acre retreat featuring a pond and a serene clearing with firepit. Enjoy the outside guest seating area with barbecue and luxuriate in the outdoor shower. Hot tub available on request. Enjoy direct access to scenic trails perfect for biking and hiking, with a quick 10-minute commute to Orillia by car or a leisurely ride along the trail. Plus, explore the nearby Simcoe County forest.

Incredible retro on beach with incredible views

This is a original retro 1940’s cottage on the most beautiful private Beach with huge new deck and new windows and patio sliding doors and has the best views on the Beach in wasaga beach.while staying at this retro gem you will smell the real pine vault ceilings ..inside the cottage or out side will have the sense that you are kings and queens of this amazing Beach front location. 5 minute walk to new casino and casino restaurant and close to pickle ball courts…This could be your dream vacation

Lakefront family cottage on Sparrow Lake

Enjoy unforgettable sunsets at our four-season Sparrow Lake cottage, just 90 minutes from Toronto, between Orillia and Gravenhurst. This retreat offers water fun, peaceful moments by the fire, and great fishing. Relax with your family or two families in this serene setting, featuring a wrap-around deck, lake views, private dock for swimming and fishing, and plenty of space for activities. In peak season (July–August), rentals are 7 days or longer. Shorter stays are welcome the rest of the year.

Family Summer Beach Cottage on Kahshe Lake Muskoka

Relax and enjoy a little slice of Muskoka. Our Muskoka cottage with bunkie is only steps to beautiful Nagaya Beach. The cottage is not waterfront but you have access to the beach for the entire stay! It is an 8 minute drive to the town of Gravenhurst. The cottage is a perfect getaway for families to enjoy time together at the cottage and at the beach. Enjoy swimming, boating, fishing, hiking, restaurants and more. Please read all the details of our rental and message us anytime for more info!

Luxury Modern Muskoka Retreat

Exquisite Scandinavian-style private villa surrounded by a lush forest landscape. Situated on the grounds of the Muskoka Bay Golf Resort, this 5 star property won’t disappoint. RARE special corner villa with walls of windows. Only two in the entire community. Enjoy the infinity pool (May-Oct), tennis, trails, golfing or just a lovely bonfire overlooking the hilly landscape. Don’t forget to visit the clubhouse and all its amenities including state of the art gym & 5 star dining experience!

Nordic Elegance Villa in Muskoka

Welcome to Nordic Elegance Villa at Muskoka Bay Resort! This villa showcases Scandinavian design and offers a sophisticated ambiance. As a 5-star property, it is designed to exceed your expectations, with amenities tailored for families. Explore a wide array of Muskoka Bay Resort's amenities, including a swimming pool, sauna, trails, and golfing (ranked #1 golf course in Ontario). Minutes away from local parks and Muskoka Steamships/Discovery Centre. Bring the family and enjoy all the fun!

Farm House Resort Stay Pool Hot Tub

Make some wonderful memories at this unique family & pet friendly modern Farmhouse! Backyard oasis to spend a lazy day relaxing in the salt water pool and hot tub. Master suite has jacuzzi tub and private balcony. Wrap around porch for a glass of wine or morning coffee. Catch the breeze under the barn beam pergola. Toast a few marshmallows over a warm campfire and check out the stars in the clear night sky. Games exercise room. Great location ample parking

Blue Dreams Of Lake Simcoe

Welcome to "Cabin Dreams Of Lake Simcoe" - your cozy blue cabin retreat in the heart of Hawkstone, Ontario, Canada. Immerse yourself in nature while enjoying modern comforts and nearby attractions. Our newly renovated 1 bedroom, 1 bathroom offers a unique getaway for couples, located just 1 1/2 hours outside of Toronto. **PLEASE NOTE** **Stairs leading up to the bed room loft are steep and may not be suitable for guests with mobility issues**

Riverside Cabin Getaway

Surrounded by cedar trees and nestled along the Beaver River, come make memories at our unique getaway. Three cabins make up the accommodations, one with a kitchenette & seating area, one for sleeping and one for showering. This is a glamping experience. We provide the basics to ensure you experience the best that nature has to offer. Fishing, kayaking, hiking, relaxing... the perfect pairing of nature and upscale camping!