Vacation rentals with outdoor seating in York

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

#1 on Airbnb | 2 BR | Free Parking | Sleeps 6 | DT

This luxury downtown Toronto condo features exclusive modern décor furnishings. It’s a short 10-minute walk to the iconic CN Tower and moments from Toronto’s vibrant waterfront, restaurants, bars, nightclubs, parks, and grocery stores. Nearby attractions include the Rogers Centre, Ripley’s Aquarium, Entertainment District, King St W, Union Station, TIFF Bell Lightbox, Harbourfront, Kensington Market, and Metro Toronto Convention Centre, offering a comfortable experience in the CORE of Toronto.

The Cottage in High Park - free Parking

Escape to our city oasis! Nestled in High Park/Bloor West Village, our charming cottage offers urban tranquility just 15 mins from downtown by subway. Ride a bike to the beach, wander the tree-lined streets, explore boutiques in the local village, or forest-bathe deep in the trails of High Park. Return to cozy comfort, a wood-burning fireplace, a game of charades, or step out to a covered patio, perfect for BBQ creations or a movie under the stars. Your urban-cottage escape begins here!

Luxurious Getaway in the City of Toronto

Net Zero Ready home in Toronto designed for professionals, families, and large groups. This architectural gem blends luxury with creative design features. The homes abundant natural lighting gives a warm feel. You can savour a morning coffee on the balcony and relax in the spa like ensuite bathroom. The open concept main room has 12 ft ceilings and creates an inviting space to gather and spend moments with your family and friends. Located close to Toronto's downtown, highways and the airport.

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

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 in 2021, this private loft includes a 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.

Boutique Toronto Home near Downtown

Charming Toronto Retreat – Steps to Shops, Dining & Transit Welcome to a cozy and stylish home located in Toronto’s vibrant York neighborhood. Surrounded by beautiful local restaurants, and boutiques, just minutes from downtown and steps from transit. Cozy & Comfortable: – Bright, inviting spaces – Fully equipped kitchen – Peaceful backyard Short walk to St. Clair West, parks and groceries Perfect for a city getaway, work trip, or family stay, enjoy comfort and in a quiet, central spot.

Luxury 4BR w/rooftop + parking

Relax, Work, Play in luxury 4BR+4Bath home + rooftop + offices + huge open-concept main floor w/ soaring ceilings, chef’s kitchen, ample free parking. 1 of Toronto’s trendiest neighbourhoods, this spacious Junction Triangle gem has 4 floors and is a transit dream (UP express airport/ downtown) + subway/bike rentals/bus. Boasting amazing coffee shops/restaurants/breweries/galleries/parks - walk to High Park, short stroll to Bloor street, Roncesvalles and Junction + garage w/ EV charger!

Luxury modern Victorian - private parking included

This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

Luxe near High Park • 5BR w/ Theater & Game Room

Experience a unique, newly constructed three-story home nestled near High Park in one of Toronto’s most charming neighborhoods. Featuring 5 bedrooms and 4.5 bathrooms, it has top-tier amenities, including a private movie theater, ping pong table, gourmet kitchen with a Nespresso machine, extendable dining table, a large deck with views of a sprawling backyard. With sun-filled interiors and elegant finishes, this home promises a memorable stay for families and friends alike.

Custom Home in Etobicoke [20 Minutes to Downtown]

Our 5,000 square foot custom home offers an abundance of opulence, luxury, comfort & relaxation. It includes 10 foot heigh ceilings and luxury touches all throughout. This home was professionally designed by an interior designer and features over $60,000 in high-end furnishings. No expense was spared to offer a premium luxury experience at our one of a kind vacation home.