Holiday rentals in Jamestown

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Top-rated holiday rentals in Jamestown

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

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Guest favourite
Bungalow in Brampton
4.81 out of 5 average rating, 59 reviews

Luxe Hideaway: 98" Cinema + Arcade Game Room | YYZ

⭐️IMMERSIVE CINEMA⭐️: Massive 98" Smart TV, Soundbar, Subwoofer & Netflix Premium. 🕹️RETRO ARCADE GAME ROOM🕹️: Get your Game Mode ON with Legends Ultimate Arcade, Air Hockey, custom mural & LED mood lighting! 🏡LUXE STAY: Master w/ fireplace, Chef's Kitchen & laundry. 🌳OUTDOOR OASIS: Private backyard with BBQ, Stone Waterfall (summer/fall), & privacy of cedar trees 🏡 Private 4BR/3BA Bunglow 🍳Modern Chef's Kitchen ✈️~15 min to Pearson Airport YYZ 🛍️ ~2 min to Mall 🚆~5 min to GO Station

Top guest favourite
A modern, multi-story house features a mixture of light stone and dark siding. The structure includes multiple large windows and decorative balconies, surrounded by neatly manicured landscaping. A driveway leads to a garage located beneath the home.
Flat in York
4.97 out of 5 average rating, 60 reviews

Bloor/Jane Gem

WELCOME TO Modern Luxury ~ studio apt. in Bloor West Village - FIFA FANS ~ 5 min. walk to subway - minutes to Gardiner Expressway & QEW ~ park FREE on driveway ~ private entry ~ private patio ~ 10 ft. ceiling ~ KING BED ~ separate glassed-in shower ~ kitchenette ~ toaster, drip coffee maker, microwave, tea kettle, dishes ~ mini fridge ~ 55” TV ~WI-Fi ~HEATED floor ~ walk to restaurants, sportbars , shops ~ minutes to Old Mill Inn and Humber River

Top guest favourite
Guest suite in Brampton
4.95 out of 5 average rating, 279 reviews

Entire Place 10 mins from Pearson Airport +Parking

Kick back and relax in this calm, stylish space. This listing is located on the border of Vaughan and Brampton, 10 min drive from the airport! 2 min drive to the nearest Grocery store 2 min drive to Shoppers Drug Mart 2 min drive to Starbucks 3 min drive to McDonald’s 4 min drive to Tim Horton’s 5 min walk to the nearest biking trail 7 min drive to Walmart 10 min drive to Toronto Pearson Airport 17 min drive to Vaughan Mills 20 min drive to Yorkdale Shopping Centre 30 min drive to the CN Tower

Guest favourite
Home in Mississauga
5 out of 5 average rating, 22 reviews

The Nest-Where Comfort Meets Convenience

Welcome to The Nest-Where Comfort Meets Convenience 🪺 Your cozy, newly renovated retreat perfectly 'nestled' between city buzz and nature’s calm. Just minutes from Toronto Pearson Airport, close to downtown Toronto, and steps from Centennial Park, this is where comfort meets convenience: 10 mins to Pearson Airport• 20 mins to downtown Toronto • Minutes from Sherway Gardens • stopping over, exploring the city or escaping for a weekend-The Nest is close to everything, yet quietly tucked away.

Top guest favourite
The room features two spacious beds adorned with floral bedding. A wall art piece depicting a scenic landscape is displayed above the beds. A comfortable seating area with a gray sofa is visible, along with a small table. Natural light enters through a window adorned with drapes.
Guest suite in North Etobicoke
4.99 out of 5 average rating, 172 reviews

Sam's Home Sweet Home

Welcome to our inviting home! Discover our spacious ground-level 1-bedroom suite with complimentary parking. Ideal for families, our non-smoking suite boasts a fully separate entrance, nestled in a secure and tranquil neighborhood. Just a quick 10-minute drive from Pearson Airport, and conveniently close to Great Canadian Casino Resort Toronto, Toronto Congress Centre, and Humber College (North campus). Public transit (TTC) is a 3-minute walk away. WE REGRETFULLY CANNOT ACCOMMODATE SMOKERS.

Top guest favourite
A dining table is elegantly set with two decorative plates, glasses of varying sizes, and utensils arranged symmetrically. A soft glow is provided by a small candle flickering in a metallic holder, creating a subtle ambiance for mealtime.
Home in Vaughan
4.99 out of 5 average rating, 433 reviews

Quiet Vaughan Retreat near Wonderland & Hwy 400

Enjoy a stylish and peaceful stay at this centrally located one-bedroom lower-level unit, perfect for both leisure and business travelers. With your private entrance, parking, and all the essentials, it’s your ideal home away from home. Features include a full kitchen, bathroom, internet, smart TV, one Queen and one sofa bed, and a functional workspace. Steps from FreshCo, Walmart, restaurants, and services. Minutes to Vaughan Mills, Canada’s Wonderland, Cortellucci Hospital and transit.

Top guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in York
4.99 out of 5 average rating, 210 reviews

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

Guest favourite
An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.
Home in Islington
4.92 out of 5 average rating, 132 reviews

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

Superhost
Home in Thornhill
5 out of 5 average rating, 3 reviews

Tranquil Estate Retreat | Pool, Pond on 3 Acres

Escape to a private retreat designed for relaxation, connection, and unforgettable moments in nature. Nestled on a 3 Acre breathtaking estate surrounded by mature trees, peaceful water features, and beautifully landscaped grounds, this exclusive 5 bedroom, 4.5 bath home offers the perfect balance of elegance, comfort, and serenity. Wake up to tranquil pond views, enjoy your morning coffee on expansive sun-filled decks, and spend your days immersed in the beauty of the outdoors.

Top guest favourite
An open and modern layout showcases a spacious living area seamlessly connected to a kitchen, with a generously sized sleeping area featuring a plush bed. Glass panels and wooden beams create an inviting atmosphere, while stylish decor complements the aesthetic of the space.
Guest suite in Mississauga
4.99 out of 5 average rating, 246 reviews

Newly renovated stylish apartment close to Airport

**No parties or gatherings allowed** Newly renovated, large, spacious and cozy apartment 10 min from Airport. Brand new kitchen, bathroom with shower, laminate flooring, built in closet, living area and laundry. Enjoy comfy KING size bed! Family friendly and quite neighborhood. Close to SquareOne, Sherway Gardens, MiWay, highways, and Downtown. Close to shopping, grocery, and recreation centers. Completely Separate entrance. Free parking spot on the driveway.

Guest favourite
Home in North Etobicoke
5 out of 5 average rating, 9 reviews

Cozy three bedroom house close to the Airport.

Welcome to this charming three-bedroom home with three cozy queen beds and comfy mattresses. You’ll enjoy one full washroom with a shower and one half washroom (just a sink and toilet). One free parking spot is included. Only 12 minutes from the airport and 20 minutes from downtown, it’s the perfect blend of comfort and convenience. Please obey the quiet time rules, as we have tenants in the basement

Top guest favourite
A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.
Guest suite in North Etobicoke
4.92 out of 5 average rating, 91 reviews

Private 1 bed/1.5 bath in-law suite in a house!

Our 1-bedroom, 1.5-bathroom Airbnb in-law suite near Toronto Pearson Airport offers comfort and convenience. Private entrance, massage chair, sauna, and garden view make it an ideal choice. Just 20-25 minutes to downtown attractions, close to Woodbine Casino, high-end shopping, and a walking distance to the Humber River recreational trail. Your perfect Toronto retreat awaits you!

Popular amenities for Jamestown holiday rentals

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