Smoking friendly holiday rentals in Oro-Medonte

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.

Family-Friendly Waterfront Cottage on Sparrow Lake

Enjoy a four-season waterfront getaway on Sparrow Lake, just 90 minutes from Toronto and minutes from Orillia and Gravenhurst. Ideal for families or two families, this peaceful cottage offers lake views, a private dock, swimming, kayaking, fishing, and space to relax together. Set on a private one-acre lot, the restored 1,800 sq. ft. cottage features a wrap-around deck, cozy living spaces, and sun-filled mornings overlooking the lake. Weekly summer rentals; shorter stays welcome other seasons.

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.

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!

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.

Waterfront Beach House in Waubaushene

Relax with the whole family. Waterfront location is ideal for a fun summer get away. The property faces Georgian Bay and backs onto the Tay Shore trail where you can walk/bike. Private beach and beach toys with lots of space to chill Water front fireplace and decks to relax and watch the sunset. 15 minutes from local attractions like Saint Marie of the Huron and Matyrs Shrine and Town of Midland

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.

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