Vacation rentals with outdoor seating in Richmond Hill

Cheerful luxury 7 bedroom/7 washroom ravine house

Bring your family to this great place with lots of rooms for fun. Enjoy your stay and feel at home in this new, cozy, beautifully renovated house! Step out into a beautifully park to view and enjoy the beautiful nature trails along with the protected ravine. Stepping outside of the property, guests can find a large children's playground for family entertainment. This property is a 10-minute drive to highways 404 and 407, Canada's Wonderland, grocery stores, entertainment and great restaurants.

Lakefront getaway for two on Musselman's Lake

An amazing getaway space for two and your dog on beautiful Musselman's Lake, close to Toronto but feels like you're in the Muskokas. This rustic designer one-bedroom cabin is the original attached cottage that our house grew from. Sit at the dock or on your patio to watch the spectacular sunsets. Have a coffee in the backyard and watch the sunrise over 160 acres of trails out your back door. This is your retreat with high-speed internet, full-size kitchen & dining area to enjoy cottage life.

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top 1% Home | One Nigh Left in June |June 25 - 26

Top 1% Homes and Superhost Since opening in August 2024, the property has maintained 70% average monthly occupancy, with nearly all 5-star guest reviews, reflecting consistently high service quality. Guests highly praise the spotless cleanliness, well-equipped amenities, welcoming host, and private, secure setting. Nearby plazas offer dining options, plus Starbucks, Tim Hortons, Subway, Chatime. A 3-minute drive reaches Highway 404, with access to 407, 401, Niagara Falls, Ottawa, Montreal.

Charming and Luxurious 2BR+1Bath Guest Suite

Elegant and bright walkout low-level guest suite in the Toronto area with an outdoor Red-Cedar Barrel Sauna. Complete with 2 spacious bedrooms, 1 Bathroom, internet, patio with furniture and barbeque, Smart TV and electric fireplace in each bedroom, large TV, home theatre included surrounding system and projector with a 120-inch screen in a living room. The Guests also have a private laundry room equipped with a washer and dryer. Free parking the for number of cars on the premise’s driveway

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE, this private loft includes your own sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Bright 2 bedroom basement with 2 ensuite bathrooms

This listing is for THE BASEMENT APARTMENT ONLY not the entire house (NO separate entrance) - There are 2 en-suite full size bathrooms with showers, it’s excellent for business person who travel with colleagues, for groups or family travelling together. - New immigrants are also welcome for short or long term stay. - If you need a clean, nice and quiet place then this is perfect for you. Full size fully loaded kitchen open concept to the living room. Unlimited Rogers High Speed Wifi.

King Bed! 2 Parking! 55"TV! Side Entr! Private!

Enjoy total privacy in Richmond Hill’s Historic Heritage district! This suite features a private side-door entrance and a massive King Bed. A rare highlight is the dedicated massage room for relaxation. This bright lower-level retreat includes a 55” Smart TV (Netflix/YouTube), fast WiFi, a kitchen with a big fridge, and openable windows for fresh air. Steps from restaurants, cafés, and transit, with 2 FREE parking spots. A private sanctuary in a prime spot. Book your stay!

Snow-Free Garage Parking / Modern bright 2BR Suite

Drive directly into your private garage and enter this bright, modern 2BR suite. No snow or rain to worry about—plus a Tesla EV charger is available! The Comforts: Cozy electric fireplace & Smart TV Fast Wi-Fi for remote work/streaming Secure indoor parking included Located in Oak Ridges, you're steps from Grovewood Park and minutes from Lake Wilcox & Canada's Wonderland. A private, modern and newly remodeled retreat—perfect for families or business travelers.

Detached Coach House | 1 Bdrm 1 Bath| Private HVAC

Luxury Detached 1-Bedroom Residence in prestigious Observatory Hill. Unlike nearby studios, this is a true 1-bedroom suite with a separate closing door for quiet and privacy. 100% independent building—no shared walls, no shared air (private HVAC), No Footsteps Above You! Features a condo-style layout with full kitchen, living room, and in-suite laundry. Includes 3Gbps Wi-Fi, 50” Smart TV & Nespresso. Perfect for executives/couples needing space. Parking included.