Holiday rentals in Greater Toronto Area

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Top-rated holiday rentals in Greater Toronto Area

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

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Guest favourite

Dome in Utopia

4.96 out of 5 average rating, 224 reviews

Off-grid Glamping Dome Nestled in the Woods

Welcome to our private campsite in Utopia, Ontario. Our family’s glamping dome is your chance to experience a unique getaway surrounded by the sights & sounds of nature. Amenities include camping essentials & some glamping perks: king size bed, bbq, fireplace, Indoor incineration toilet, soap & water, outdoor shower (seasonal), kettle, cooking utensils. Nearby is Purple Hill Lavender Farms, Drysdale's Tree Farm, Tiffin Conservation Area, Nottawasaga & golf courses. Wasaga Beach is 30 min away.

Top guest favourite

Home in Whitchurch-Stouffville

5 out of 5 average rating, 15 reviews

Centrally Located/TWO Bedrooms Luxurious Home-WiFi

Welcome to our brand-new, smoke&pet free, charming and luxurious two bed room house with a dedicated office in a very quiet neighborhood of Stouffville. It’s a great place to relax after business meetings, traveling, or whatever brings you to the Markham/ Stouffville area. The entire space comes with king and queen bedrooms, full bathrooms, desk, walk-in closet. Well-furnished living room, and kitchen. Quick getaway or long stay close to everything when you stay at this centrally-located place

Top guest favourite

Cabin in Whitchurch-Stouffville

4.99 out of 5 average rating, 115 reviews

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.

Superhost

Private room in North York

4.89 out of 5 average rating, 265 reviews

Superhost Self-Check-In Quiet Private Room #1

Your private room is in a clean & quiet guest home in Toronto North York, hosted by your liscenced professional Superhost Kuinai. We make sure your check-in/stays/checkout are smooth as always : ) √Easy self check-in/out by smart lock √Queen bed √Private key to the room √All toiletries included √1 parking is available for $10/night (Spots are limited, please inquiry) *Direct booking is offered to our returning guests only *Driveway 24-hours security camera *Not an underground basement : )

Top guest favourite

Home in Nestleton Station

4.99 out of 5 average rating, 143 reviews

Retreat 82

Located just a little over an hour from Toronto, this cozy and unique lakefront cottage is the perfect place for a relaxing couples getaway. Offering private access to Lake Scugog with an oversized dock for you to take advantage of water activities, enjoy your morning coffee and watch some of the best sunsets on the lake. The cottage sits only 15 min. from the quaint town of Port Perry where you can go to enjoy its brewery, incredible cuisine, farmers markets, and picturesque Main Street.

Top guest favourite

Farm stay in Uxbridge

4.97 out of 5 average rating, 229 reviews

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.

Top guest favourite

Flat in Toronto

4.97 out of 5 average rating, 38 reviews

CN Tower View 4BD Penthouse+Rogers Centre+Parking

Luxury 4BD 2BR Penthouse w/ CN Tower View | 3 Baths + Free Parking Welcome to your sky-high escape in the heart of downtown Toronto. This stunning 1500sq ft, 2-bedroom, 3-bathroom penthouse at 300 Front Street West offers unbeatable views of the CN Tower and skyline. Perfect for groups, families, or business travelers — comfortably sleeps up to 8 guests. Enjoy a spacious open-concept layout, modern finishes, and a fully equipped kitchen. Free parking included (a rare find in downtown!).

Top guest favourite

Home in Whitby

5 out of 5 average rating, 20 reviews

Serene Urban Retreat/15 min walk from Thermea Spa

3 serene bedrooms with modern, calming decor and luxury furnishings Walking distance to Thermea Spa for ultimate relaxation and 15 mins drive to Toronto 2 free parking spots, one in driveway and one in garage (fits mid-sized SUV car or smaller) Fully equipped kitchen and smart appliances throughout the home 3 large smart TVs for premium entertainment Whiskey lounge for entertaining Outdoor ping pong table for added fun Peaceful private patio for coffee or wine High-speed Wi-Fi

Top guest favourite

Guest house in Erin

5 out of 5 average rating, 8 reviews

Trailway Coach House

Situated next to the Ellora-Cataract Trailway, this coach house provides easy access to cycling and hiking adventures. Enjoy a game of golf at the Osprey Valley Golf Course or rejuvenate in the waters of the Millcroft Inn and Spa. Relax inside this quiet and comfortable newly built space with gourmet kitchen or enjoy lazy afternoons in the forested garden, listening to nature beside a peaceful waterfall and koi pond. This space is perfect for couples looking to refresh and relax.

Top guest favourite

Tiny home in Arthur

4.97 out of 5 average rating, 316 reviews

Luxury tiny home on peaceful country estate

Escape to Heirloom Tiny Home - where macro luxury meets a micro footprint. Nestled on 23 peaceful acres, surrounded by aspen and pine forests, just 10 minutes from the picturesque town of Elora. Wake up to serene pond views as horses and sheep graze in your view. Organic linens, artisanal soaps, and a spa-like bathroom soothe the senses. Cozy up by the indoor fire and gaze at the stars. Enjoy fine dining at the Elora Mill and Spa, enjoy popular shops or hike the Elora Gorge nearby.

Guest favourite

Home in Mississauga

5 out of 5 average rating, 8 reviews

Sheridan Park Luxury Home

Step into modern luxury in this beautifully designed home offering the perfect blend of comfort, style and functionality. With 2 bedrooms + Nursery/Kid bedroom and 2 full bathrooms and one gorgeous powder room, this retreat easily accommodates a family or small group. Highlights: Chef Kitchen, Two Living Rooms (both with large HD TV’s), Private & Peaceful rear patio and yard. Free (driveway) parking for 2, Hi-speed WiFi, Heating & A/C, Laundry room & Ironing Board/Iron.

Top guest favourite

Guest house in Port Perry

5 out of 5 average rating, 127 reviews

Lakeside Guest Suite, on Lake Scugog, Port Perry

WATERFRONT PROPERTY….Enjoy stunning sunsets from the basement walkout guest suite. Take in views from the living room, bedroom (queen bed), or large 34 foot long private patio! The backyard leads directly to the lake including a fire pit for your use. Please note that the natural slope of the yard (40 stairs) may not be suitable for those with mobility issues. While the suite doesn't feature a kitchen, Port Perry is only an 8 min drive and offers many culinary options.