Holiday houses 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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Top Guest favourite
A modern two-story cottage features a sleek exterior with a combination of wood and green siding. Symmetrical windows offer natural light, while a covered entryway with a wooden deck leads to two separate entrances. Lush greenery surrounds the home, enhancing its private setting.
Guest suite in Toronto
4.95 out of 5 average rating, 220 reviews

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 Guest favourite
Home in Malton
4.83 out of 5 average rating, 140 reviews

Private 2 Bed Basement Apartment

Private 2 bedroom basement apartment located in the basement of the house and comes with private bathroom attached to your unit. The house is in a very safe and quiet neighbourhood. Check in with our fast self check in process. It's centrally located and close to the city center, parks restaurants and grocery stores. Minutes to Westwood mall. Major transit lines nearby and parking is included. My family opens up their home for travelers, couples and adventures from all around the world.

Top Guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Condo in Yorkdale
5 out of 5 average rating, 137 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Guest favourite
Home in North Etobicoke
5 out of 5 average rating, 7 reviews

Cozy three bedroom house close to the Airport.

“Welcome to the charming three-bedroom with 3 queens beds and comfortable mattresses , two bathrooms, one full with shower, and second bathroom with one sink and toilet ( half bathroom). located just 12 minutes from the YYZ airport and only 20 minutes to downtown Toronto, Enjoy the perfect blend of comfort and convenience, with spacious rooms, modern amenities, and a cozy ambiance. Whether you’re unwinding after travel or entertaining guests, this home offers a warm and inviting atmosphere.”

Top Guest favourite
Guest suite in North Etobicoke
4.99 out of 5 average rating, 168 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
Home in Downtown Toronto
4.99 out of 5 average rating, 249 reviews

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

Top Guest favourite
The fully equipped kitchen features modern stainless steel appliances, including a refrigerator, oven, and dishwasher. White cabinetry provides ample storage space, while the countertop offers room for meal preparation. Bright light enters through a window above the sink, enhancing the functionality of the space.
Home in Vaughan
4.99 out of 5 average rating, 424 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.

Guest favourite
A living area features a gray sofa bed with patterned cushions, positioned alongside a wooden coffee table. A dining table with colorful chairs is visible, accompanied by a framed artwork on the wall. Natural light filters in through large windows, illuminating the blue tile flooring.
Bungalow in North Etobicoke
4.83 out of 5 average rating, 103 reviews

HOUSE NEAR PEARSON AIRPORT & HUMBER NORTH COLLEGE

No party/event allowed, violating will terminate your reservation immediately and a fee $1000 will be taken from your deposit. Located in a well known Toronto's northwest that only 15 minutes drive away from Pearson International Airport & 10 minutes driving from Humber North College, walking less than 5 minutes to bus stops. The house is still eluded from the busy streets thank to the crescent (circle) road that this quiet neighborhood resided. Huge front/backyard and ample parking.

Top Guest favourite
Home in Vaughan
5 out of 5 average rating, 18 reviews

Stylish 5-Star 2BD,2BA|Hwy 404|Pearson Airport

🏠 Welcome to your Vaughan getaway! This bright 3 bedrm, 2 bath + den, comfortably sleeps 4 guests. Clean and thoughtfully equipped, perfect for families, groups, or business travellers wanting to explore •10 min to Vaughan Mills Shopping Centre •5 min to grocery stores, LCBO • 8 min to GoodLife Fitness •Less than 5 min to Highway 400, 407, 7 & 27 •20 min to Canada’s Wonderland •20 min to Toronto Pearson Airport • 20 min York Univ. •10 min to Movie theatre / restaurants

Superhost
Home in North Etobicoke
4.74 out of 5 average rating, 19 reviews

Modern 2BR Near Pearson w/ Free Parking

Welcome to our modern 2-bedroom basement suite on Albion Road in Toronto. This fully furnished space features a private entrance, free parking, Wi-Fi, a fully equipped kitchen, and a comfortable living area perfect for relaxing after exploring the city. Ideal for families, business travelers, or groups. Conveniently located near highways, transit, shopping, restaurants, and Pearson Airport. Enjoy a clean, stylish, and comfortable home away from home during your Toronto stay.

Guest favourite
A serene backyard space features red Adirondack chairs arranged around a small table on a stone patio. Lush greenery surrounds the area, complemented by decorative stones and freshly trimmed grass, providing a peaceful retreat for relaxation.
Bungalow in North Etobicoke
4.89 out of 5 average rating, 55 reviews

Sep Entrance/3 Bedroom/Airport/Bus/Parks/Trails

Newly Renovated cozy retreat with three bedroom + 1 sofa bed with separated entrance. Main level of a raised detached house, the unit is with lots of sunlight, quiet backyard, near Airport, just 10 mins drive, with one free parking onsite. Conveniently located near Highway 401, you’ll enjoy easy access to all Toronto area. Book your stay now for an unforgettable experience in Etobicoke! Relax with the whole family at this peaceful place to stay.

Guest favourite
A modern bedroom is showcased, featuring a spacious bed adorned with patterned bedding and vibrant throw pillows. Sunlight enters through layered window coverings, casting soft shadows on the wood-paneled wall. A plush sofa is situated in the foreground, enhancing the cozy ambiance of the space.
Guest suite in Malton
4.89 out of 5 average rating, 164 reviews

Colours

Relax in a peaceful, quiet neighbourhood. Conveniently located nearby Pearson Airport. Enter the core of Toronto via GO train - a 5 minute drive away to Malton Station. Walking distance to a shopping centre with restaurants and grocery store. Enjoy staying in a newly renovated private space for you., with private entrance to the apartment, a private bedroom-living room, full kitchen, and full bathroom.

Popular amenities for Jamestown holiday rentals

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