Smoking friendly vacation rentals in Oro-Medonte

Bed of Roses Airbnb. Hot tub! 45 mins N of Toronto

*Requests typically replied to within 15 mins during the day.* Private bright 2 bedroom basement (sleeps 4 & no shared areas), 45 minutes N of Toronto. We live in a safe neighbourhood, in a home which backs onto a forest. Walking distance to a train station and a very large mall. You will have two private bedrooms, your OWN bathroom and full kitchen, 3 fireplaces, internet & HOT TUB! Separate entrance. No parties. No instant booking. We screen our guests as we live upstairs with our kids.

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.

Chic 2BR Spacious Home Near Yonge St

Welcome to your bright and modern 2-bedroom guest home in Newmarket, just a short walk to Yonge St and close to shopping, restaurants, and Main Street. This private basement suite offers a comfortable, well-appointed stay in a quiet neighbourhood, with a separate entrance, driveway parking, fast Wi‑Fi, in-suite laundry, and a brand-new modern kitchen. Ideal for families, couples, business travellers, and longer stays, the home combines comfort, convenience, and privacy in a peaceful setting.

Quiet Waters Getaway

Step onto this cozy modern cottage tucked away on the waters of Waubaushene Ontario. Drop a fishing line off our 100ft+ dock, or take a paddle on the lake! Warm up next to the fire under the netted gazebo, or roast marshmallows over the second fire pit under the stars. As we move into the colder month’s Mount St. Louie ski hill is a short drive away from our winterized space. Whatever adventure you choose to do, create those memories with your friends and family at our Quiet Waters Getaway!

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!

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. Please note the apartment is accessible by stairs only.

Luxurious Muskoka Home | Serene Spacious Comfort

Welcome to your dream Muskoka escape! Nestled in the heart of Gravenhurst, this stunning modern home offers the perfect blend of luxury, comfort, and natural beauty. Ideal for families, couples, and groups seeking a serene getaway, our property provides an unforgettable experience in Ontario's renowned cottage country. *** PLEASE NOTE: If you are requesting fewer nights than our minimum stay, please message us directly and we will do our best to accommodate. ***

Luxe Modern Retreat - Theatre, Hot Tub and Bar

Welcome to an extraordinary luxury home in Orillia - a rare, fully upgraded designer home intended to deliver an unforgettable five-star experience. This is not your typical Airbnb. Every inch of this home has been thoughtfully curated with premium finishes, high-end amenities, and entertainment-focused features. So whether you’re planning a weekend getaway, family retreat, or group experience, this property delivers a true five-star atmosphere.

Ground Floor w/ Large Terrance @ Friday Harbour

Welcome to FriYAY Getaways at The Friday Harbour Resort! Create unforgettable memories in our unique family-friendly condo. Beautifully designed, Two sets of cozy bunk beds, along w/a Queen bed & trundle.Accommodates 4-5 Adults 2-3 children. Each room is equipped w/a smart TV, offering access to Disney,Amazon Prime,& Netflix. Our backyard patio is perfect for entertaining, featuring a BBQ w/a pizza oven & griddle

Modern 6BR Retreat in Horseshoe | Pool + Hot Tub |

Gather your family, friends, or colleagues for the ultimate Horseshoe Valley escape. This 6-bedroom, 3-bath modern retreat features a pool, hot tub, fireplaces, and two living spaces for relaxation and entertainment. Perfect for family reunions, group getaways, or business retreats, the home offers bright interiors, stylish finishes, and thoughtful touches, all close to nature and top local attractions.

Private Log Cabin with 7 beds, 2 futons + hot tub

Forget your worries and enjoy the beautiful nature and the variety of wildlife in this spacious and serene space. Enjoy the outdoor shower on hot summer days. taking in the amazing night skies, perfect for star gazing in or out of the hot tub. Creemore and its brewery are close by, we're not far from Wasaga Beach or Blue Mountain and Collingwood so there's something for everyone and all seasons.

Luxury Waterfront | Sauna, Hot Tub, 17+ Guests

Luxury 2024-built lakefront retreat designed for unforgettable group escapes. Sleeps 17 across 6 bedrooms with 4.5 spa-inspired baths. Enjoy 180° panoramic water views, a private hot tub, wood-burning barrel sauna, games lounge, and designer open-concept living. Perfect for family gatherings, executive retreats, and elevated getaways in Kawartha Lakes. Resort-level comfort meets natural beauty.