Pet-friendly holiday rentals in Oakwood Village, York

Modern and upscale close to outdoor adventures

Our friendly neighbourhood is THE right spot for your stay. This below-grade suite has the space, comfort & upscale touches you'll appreciate. Plan your day trips from here to downtown Toronto, Bruce Trail, Niagara or the Premium Outlets. Appreciate unspoiled views of the escarpment. Enjoy playgrounds, riding paths & dog parks in the area. Walk to the Velodrome in 5 minutes or drive to one of the many conservation areas in 10. Hike, bike, ski or shop - whatever you're into, this is your spot.

Charming Century Home Close to Vibrant Shops

A great for-families home. Stay close to city centre yet unwind in our quiet hood. The inviting space is steps from landmark city parks and the vibrant Junction- one of the most eclectic districts in North America. We just call it home. Hang-out in the airy living room, this spacious gem has comfy seating for all, convenient amenities and period details. Cook meals in the renovated chef kitchen and enjoy dining - both indoors and out. We provide yummies for self-serve breakfast, mostly organic.

2 Beds 1 Bath + Free Parking Condo in DT by Hostia

🏡 Welcome to Your Modern Downtown Retreat! Stay in this stylish 1-bedroom+den high-rise condo in Toronto’s Waterfront Communities—The Island neighborhood. Enjoy breathtaking city views from a high floor, perfect for business travelers, couples, or solo adventurers. ✨ Highlights: ✔ Free parking for easy city access ✔ 650 sqft/60 m² of stylish space ✔ High-speed WiFi to stay connected ✔ Private balcony with scenic views ✔ Fully equipped kitchen with essentials ✔ Bike Score & Transit Score of 96

Beaches Beauty - Top of the Hill

Perched atop the Beaches tallest hill, this newly renovated, stylish home offers some of the best views the area has to offer. Bathed in natural light, there is plenty of space inside and out, to unwind and relax in your private space. Feel like going out? Have fun with the whole family (including your fur babies!) experiencing all the Beach and trendy Kingston Road Village have to offer in this centrally located gem. We would love to have you as our guest!

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings

Mill Dam Inn

Take a break and unwind for a cozy night. Guests enjoy the entire, ground floor apartment with private entrance. King size bed in bedroom. Queen size sofa bed in living room. Walking trail close by. Short walk to Main Street for coffee shops, restaurants, pub, nail salon and stores. A short drive (2 mins) to Foodland, McDonalds, Tim Horton’s, LCBO and restaurants. Pet friendly. (Security camera in driveway)

Luxury Modern House with EV Charger in Mid-Town

Available for a long-term rental from mid-August. This modern home is located in one of the most desirable, affluent and safest neighborhoods of Toronto. Bright and sunny, it's beautifully decorated and has a cozy backyard/oasis in the heart of the city. 2 min walking distance to trendy and vibrant area with shops, cafes, casual/fine dinning, bus stop, etc.

Detox retreat

Relax with the whole family at this peaceful place to stay. Sorounding areas are perfect for every taste. You will find luxury malls and breathtaking nature scenes. Local playgrounds for the little ones; short drive to Wilcox park; mutiple grocery and convenience stores nearby.

SNAKE CABIN(rustic, 'off-the-grid')

A hidden treasure overlooking a 40 acre wetland area. Enjoy the smell of outdoors and the sounds of frogs, ducks, geese and the swans amongst the other wildlife. Relax reading a book or enjoy the outdoor fire pit. Ideal for a romantic get away for 2.