Smoking friendly holiday rentals in Oro-Medonte

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.

Serenity, Simplicity and Stone

This is a tiny cottage in a sleepy little hollow that opens onto the Georgian Bay. Inside, each stone was carefully chosen and the woodwork was built, piece by piece, by two craftsmen who are highly skilled and passionate about repurposing. It's an art that will leave you in awe; especially if you're worried about climate crisis. The coat hangers are upcycled 100-year-old railway spikes! If you're looking for luxury you will be disappointed but if you're a minimalist you're going to love it.

IRIE home beach cottage

Relax & unwind at this peaceful centrally located cottage. Enjoy the perfect getaway alone or with loved ones with only 5 mins walk to sandy beaches on Ontario's longest freshwater beach or watch a sunset during the evening. There is a suite available which includes, a bedroom with a full-size bed, also a living/dining area that has a mid-size refrigerator, microwave, keurig coffee maker, a kettle, toaster & bathroom. Separate entrance to a private outdoor sitting area with a fenced yard.

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!

Farmhouse Guest Suite; Year round hot tub

Unique Farmhouse stay in modern Guest Suite Fully stocked kitchenette Bedroom/Livingroom Suite - sleeps 4 Ensuite bathroom with shower Wrap around porch for a glass of wine or your morning coffee. Year round hot tub. Firepit - toast a few marshmallows over a warm fire and check out the stars in the clear night sky. Horses may not be visible in all months. 1 QUEEN BED 1 QUEEN PULL OUT COUCH Winter: On snowmobile trail close to ski hills, hot tub EVENTS are not permitted.

Shanty Bay Escape

Escape to a cozy retreat by Lake Simcoe, just minutes from downtown Barrie. Enjoy stunning lake views, a sandy beach steps away, and a spacious backyard for dining, lounging, and campfires. Inside, the cottage features an open-concept living area, a full kitchen, and cozy bedrooms. Perfect year-round for adventure or relaxation, with skiing at Snow Valley and Horseshoe Valley nearby, plus local spas like Hand & Stone and Healica for ultimate relaxation.

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!

Tiny hideaway campsite

No tent included but a beautiful spot to set up your own or park your camper for the weekend. Outdoor seating area and fire pit included. Firewood for purchase. View of a small pond and walking trails on site. Awenda park is just around the corner and minutes to historic Penetanguishene. Come see what adventure awaits! - No showers but beautiful outhouse provided. - pets are allowed but MUST be on leash at all times.

Peaceful country getaway

A beautiful above-garage apartment with huge windows and a spacious, open concept main living area encourages connection and comfort. Our space is ultra family friendly with an abundance of games, puzzles, and toys for kids but has everything the adults need to have fun as well. Surrounded by farmland, you'll enjoy watching the sun set off the back deck and be able to truly unwind in the private and peaceful setting.