House holiday rentals in Midtown Toronto, Old Toronto

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Top-rated house rentals in Midtown Toronto, Old Toronto

Guests agree: these houses are highly rated for location, cleanliness and more.

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Top guest favourite

Home in The Beaches

4.99 out of 5 average rating, 140 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Home in Brampton

4.92 out of 5 average rating, 24 reviews

Your Second Spacious Home

Experience the beauty of staying at our stunning home. The upper level features 4 bedrooms; a master bedroom with an ensuite bathroom and infant crib, 2 .5 bathrooms, fully equipped kitchen, dining table with 6 chairs, and a living room. Enjoy a scenery walk through a walking loop and park across the street. Our location is minutes away from the hwy 410 and 427, the airport, professor’s Lake, and Canada’s Wonderland, and GTA excursions. Basement not included. Book today to enjoy your stay!

Top guest favourite

Home in Oakville

4.98 out of 5 average rating, 56 reviews

Comfortable Luxury Home in Oakville

This spacious, distinctive home offers more than your average house. Consecutively rated by airbnb and guests as "Guest favourite house" Located in one of Toronto's sought-after neighbourhood, elegant and thought through furnished. It has everything you might need, living room, family room, dining, breakfast table, high-end kitchen, fibre optic internet, an office and much more. Conveniently situated near highways, grocery stores, bars, and more. Can't wait to welcome you as our guests

Guest favourite

Home in Maple

4.87 out of 5 average rating, 103 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Superhost

Home in Richmond Hill

4.85 out of 5 average rating, 39 reviews

Awesome Lakefront House/5Bedrooms/Private Dock

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Air Mattress. 1 Family room & 1 Living room. Smart TV with movable set. All guests could have dinner together with Dining table & Island. 5 free parkings. Romantic Tub, Sauna Room are avalable. This exceptional cottage offers a luxury and comfort space. The stunning interior and meticulous attention to detail is accompanied by a spectacular view. The property offers great outdoor space & direct water access plus extended private dock.

Superhost

Home in Mississauga

4.88 out of 5 average rating, 25 reviews

House close to Sq.1,Mississauga

Enjoy a stylish stay, in a central location in Mississauga, 2km to square 1 . Whole upper house. 3 bedrooms, 3 queen beds, sleeps 6 Lounge with smart TV, sofa seating for 6 Dining room, table seats 6 Kitchen well equipped: electric stove, fridge, microwave, Keurig, kettle, sink, cutlery and crockery 2 full bathrooms, 1 walk in shower, 1 bathtub, & powder room Laundry ,washing machine, dryer & iron 1 free car parking Fast WIFI, exterior cameras Smart check in and out for guests.

Guest favourite

Home in York

4.89 out of 5 average rating, 190 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

Superhost

Home in Churchill Meadows

4.79 out of 5 average rating, 19 reviews

Stylish Family Home Near Square One/Toronto Airprt

Welcome to our stunning 3-bedroom retreat in a quiet, family-friendly neighborhood in Mississauga! This bright, tastefully decorated home provides all the comforts and conveniences needed for a relaxing and enjoyable stay. Ideal for families, groups of friends, or business travelers, our home is perfectly located close to major attractions, shopping, dining, and transit options, making it easy to explore the Greater Toronto Area.

Guest favourite

Home in The Beaches

4.88 out of 5 average rating, 16 reviews

Beautiful beach house in the heart of the Beaches

Beautiful family home in the heart of the Beaches! Just 100m from Queen 's Street restaurant's and shops and 300m from the sandy beach! Perfect location for a city/beach holiday! Streetcar and bus stop just up the road for an easy access to Downtown. Enjoy the green garden during hot summer days and sunsets on front porch or a warm fire in the lounge during our magical winters!

Guest favourite

Home in The Beaches

4.92 out of 5 average rating, 119 reviews

Toronto Gem: Steps from Beach, TTC, and Downtown!

"Experience the Beaches! Your Toronto escape offers a cozy retreat to unwind after a day of city adventures. Three spacious bedrooms, studio unit, and an entertainer's backyard provide an ideal haven for travelers. Walk to Woodbine Beach and savor Queen St East's lively dining scene just 5 away. 1 min walk to Queen St TTC brings you downtown in 30 mins via the street car."

Guest favourite

Home in Scarborough

4.89 out of 5 average rating, 19 reviews

Private Pool Lakeview House

Enjoy a memorable visit when you stay in this unique place. Absolutely stunning waterfront cozy home near the Toronto bluffs beach. This is a gorgeous place in a classy neighbourhood with everything you need. Private pool and spacious yard with extraordinary views. Walking distance to the beach, Go transit, restaurants, grocery, pharmacy and more. You'll love it!

Top guest favourite

Home in Stouffville

5 out of 5 average rating, 14 reviews

Fantastic Brand New House/5 BDRs/16guests

5 Bedrooms, sleeps up to 16 guests. 7 Queen Beds & 1 Sofa Bed. 2 Family rooms & 2 Dinning rooms. Smart TV. Large room for even more than 20 guests to have event here. All guests could have dinner together with Dining table & Island. 2 inside and 4 outside free parkings. This exceptional house offers a luxury and comfort space.