Smoking-friendly holiday rentals in Oro-Medonte

IRIE Paradise Beach Cottage

Welcome to Irie Paradise, your home away from home. Relax with the entire family at our comfy four season home. In the summer enjoy a short walk to Ontario's longest freshwater beach. Take a walk along white sandy beaches, great for children with it's shallow shores or watch a spectacular sunset during the evening. In winter months, you may enjoy exploring our picturesque communities less than 30 mins away. You will find beautiful scadinavian Blue Mountain for all snowboarding & spa luxuries.

luxurious riverfront lower level apartment

Located on the Muskoka River, we have the perfect set up for swimming, kayaking and making memories. Gaze at the stars, float in the river, walk to town, or make a delicious meal on the BBQ. Get the country feel away from busy life, with a chance to take a load off and relax in a cozy king bed, or put your feet up by the fireplace. With this brand new lower level apartment and all we have to offer here, you won't feel the need to go anywhere else! **apartment is attached to private residence.

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.

Muskoka Winter Getaway | Sauna, FirePit, FirePlace

Welcome to our fully renovated, mid-century modern cabin in the heart of Bala, Muskoka 🌲 A guest-favourite, top-rated retreat known for its cleanliness, reliability and wellness needs with a spa-style shower and cedar barrel sauna. Set on 1.5 private acres with a peaceful pond & forest trails. Located across the street from Lake Muskoka and the public boat launch. Just a 10–15 minute walk / 1km to the lively downtown core & the Kee to Bala. Unwind, recharge & experience Muskoka at its best 🏡✨

Sidarly Hills Cozy Yurt Getaway on 100 acre farm

Sleep under the stars on a 111 acre farm. This rustic experience allows you to live off-grid and among nature. There are a number of trails and outdoor areas to explore as well as a number of close-by amenities within a 5 minute drive including 2 ski resorts. If you really want to indulge, we are also just a 20min drive to the Thermëa spa by Nordik. Far enough away from the hustle and bustle but close enough to not require a long travel commitment, this place is a great way to relax and unwind.

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.

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 the in house barrel sauna and local spas like Hand & Stone and Healica for ultimate relaxation.

Spacious Upgraded Guesthome Yonge St

Welcome to our newly furnished and modern 2-bedroom basement guest home, located in the heart of Newmarket. This bright and spacious apartment features a brand-new kitchen, in-suite washer & dryer, super-fast WiFi, and a private entrance for your convenience. Nestled in a peaceful community, it offers free driveway parking and a variety of amenities. With a prime location close to shopping areas, it's just a short walk to Yonge Street and minutes drive to major highways.

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.

Friday Harbour Ground Floor w/ Large Terrance

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 5-6 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

Luxury 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.

Georgian Bay with Hot Tub & Sauna, on Tay Trail !

Welcome to Eagle Point Cottage, a modern-chic escape nestled along the scenic Tay Trail and Georgian Bay. 🥾Backs onto the scenic Tay Trail and Georgian Bay 💧Private hot tub and stand alone sauna building 🔥Natural gas BBQ and firepit in a quiet, fenced backyard 🌐High-speed Wi-Fi throughout the house 🛏️Sleeps 6 guests in the main house + 2 guests in a heated/cooled bunkie