Vacation rentals in Pickering

The sleeping area is defined by a cozy queen bed, featuring decorative pillows with intricate patterns. Soft lighting is provided by wall-mounted lamps on either side, against a calming blue accent wall. Minimalist artwork is displayed above the bed, enhancing the space's modern design.

4.95 out of 5 average rating, 176 reviews

- Free street parking - Great pitstop for travels along the 401 (exit 399) - Open concept space with private bathroom - Queen bed, fast Wi-Fi, and mini kitchen bar - Kettle, microwave, and coffee station included - Cozy workstation for remote work or email - Convenient location near transit, shops and restaurants - Pickering Casino (10 min drive), Pickering Golf club (2 min drive), Bubble tea, Rollz Ice Cream, Good Life, Shawarma, Mexi Guac within a 4 min drive -A cozy ~200 sq ft resting place

4.93 out of 5 average rating, 323 reviews

A modern kitchenette is shown, featuring a silver refrigerator and a stainless-steel microwave above the stove. Light cabinetry contrasts with a wood countertop. A gray sofa sits in the foreground, accompanied by a wall clock and a lamp, enhancing the sleek and organized space.

Condo in Pickering

“Elysium” Where happiness is real!

Stay connected with our fast Bell Fibe Wi-Fi, free parking and unwind with over 1000 streaming channels on our TV, including Netflix and Prime. Whether you're here to catch the game or watch an exciting fight you’ll have everything you need for a great time Our location is the perfect base for discovering all that Pickering has to offer. You’ll be just a short drive away from fantastic restaurants, lively bars, shopping spots, and even casinos—everything you need for a fun and convenient stay!

4.98 out of 5 average rating, 60 reviews

A contemporary living area is shown, featuring a plush green sofa and a round wooden coffee table. A flat-screen TV is mounted on the wall, with a modern lamp and a potted plant adding character to the space. Soft lighting creates a relaxed ambiance.

Apartment in Ajax

Miden Touch: Stylish Modern Basement w/ Workspace

Escape to our modern basement suite in Ajax, perfectly situated just 10 minutes' drive from Ajax Waterfront and close to the 401. This newly renovated space combines style, comfort, and convenience for an unforgettable stay. Enjoy a private entrance leading to a large bedroom with a plush queen bed and a stylish bathroom stocked with essentials. Relax in the contemporary living area, featuring a comfy sofa and smart TV with full kitchen, Wi-Fi, dedicated workspace and laundry facilities in unit.

4.99 out of 5 average rating, 139 reviews

The spacious living area features a leather sectional sofa and a cozy ottoman, situated atop a soft area rug. A modern kitchen with an island and dark cabinetry is visible in the background, complemented by ambient blue lighting.

Guest suite in Ajax

Brand New Private Luxury Suite Open Consept living

Sun filled Private Suite, cozy & modern. Entire space with separate entrance. Peaceful Ravine, walking path & Sunrise. Minutes to the 401 & Ajax Go Station. 18 min to Toronto Pan Am Sports Centre. 30 min to downtown Toronto. Walking distance to a wide variety of restaurants, major shopping plazas, Walmart, Costco, RCSS, Iqbal foods, Ajax Downs & Casino. Life Time Athletic, Ajax convention Centre. Minutes to Lake Ontario & Pickering Casino. 12 min to Dagmar Ski Resort & Whitby Thermëa spa village

A cozy living area features a brick fireplace with a warm flame, complemented by soft lighting from decorative lanterns. A coffee table is adorned with candles and a chilled bottle of champagne, while comfortable seating invites relaxation.

4.87 out of 5 average rating, 719 reviews

* HOT TUB* Guest Suite - Minutes to the Beach!

Welcome to the Hidden Gem - Romanic Zen Den! Your separate entrance will lead you to your lower level of the bungalow and is the perfect place to find your inner zen after enjoying the beautiful outdoors of Pickering. Elevate your experience with add-on packages! *there is another guest unit on the main floor. You will hear signs of life from above *9 pm pls no loud noise outside 4 min walk to Beach 12 min Casino 11 min Zoo 7 min Mall/Movies 18 min Thermea Spa 30 min Dwntwn Toronto

4.96 out of 5 average rating, 519 reviews

A cozy living area is presented, featuring a large comfortable couch and a wooden coffee table. A television stands atop a media console, with a decorative plant placed on the table. The space is illuminated by natural light streaming through glass doors, leading to the outdoor patio.

Guest suite in Ajax

Bright Private Suite w/Separate Entrance & Patio

PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Microwave, Two Mini Fridges, Coffee/Hot Water Tea Maker. Please note: not a full kitchen. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway ( 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.

The open layout features a living area with a blue sofa bed facing a large TV, while a dining table for two is positioned nearby. A well-equipped kitchen with modern appliances, including a refrigerator and stove, is visible. Natural light comes in through a row of windows above.

4.82 out of 5 average rating, 17 reviews

Basement Apt w/ Full Kitchen, Netflix, & Work Area

Cozy and budget-friendly private 1BR suite, ideal for long stays! Conveniently located 3-4 minutes off Hwy 401, 2 minutes from Pickering GO Station, and just a short drive to the beach. Enjoy easy access to 5+ grocery stores and a shopping mall within a 10-minute drive. Unwind with a large TV and Netflix, or prepare meals in the small kitchen with all the essentials. Queen bed provides a comfortable night's sleep for solo travelers or couples alike. Perfect for an affordable, extended stay!

Superhost

The living area showcases a comfortable couch adorned with decorative cushions, facing a mounted flat-screen television. A round coffee table is displayed at the center on a patterned area rug. Natural light filters in through windows, complemented by a stylish floor lamp and a large mirror.

4.74 out of 5 average rating, 121 reviews

Lovely Garden View Private Apartment with Patio

———Free Netflix——- Kick back and relax in this calm, stylish newly renovated and first time offered walkout first floor studio apartment facing beautiful garden in fenced backyard. Very quiet and soothing family friendly neighbourhood. Close to lots of attractions and amenities. 8 min drive to 401, 15 min drive to Beachfront Park. The place is easily accessible by public transport. 10 min drive from Pickering GO station. 3 min drive to Seaton Centre and 10 min to Pickering Town Centre.

Superhost

A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.

4.79 out of 5 average rating, 208 reviews

Muskoka on the City

Property situated on Rouge National Urban Park, close to Toronto zoon, seaton trail. step to beautiful lake and beach , you will enjoy hiking,kayak ,bike and fishing.Close to highway,resultant,shopping mall,public transport, Rouge Hill GO Station. bright in ground suite .kitchen ,dinning room in basement with TV, private bathroom(basement), and private entrance(back yard). Suite has a separate bedroom with a queen sized bed, free wireless internet, and full laundry.

An outdoor patio area features a dining table surrounded by comfortable chairs. Ambient string lights create a warm glow above, complemented by decorative umbrella and lounge chairs. Lush greenery is present alongside a hot tub, enhancing the inviting atmosphere of the space.

4.91 out of 5 average rating, 249 reviews

Urban HotTub Oasis/Separate Entrance/Unit/DT 30min

Completely private studio suite kitchenette (no full kitchen) Exclusive hot tub access for ultimate relaxation Modern space with Fireplace and smart TV for streaming Fast Wi-Fi and dedicated parking included Approximately 30 minutes from downtown Toronto Conveniently located near Thermea Spa and Frenchman’s Bay, Pickering Casino Resort & Toronto Zoo One parking spot for SUV size car. Safe and secure with a disclosed entrance camera and responsive hosting

4.93 out of 5 average rating, 204 reviews

A cozy living area is presented with a grey sofa adorned with yellow cushions. A large TV is mounted on the wall, facing a white coffee table on a textured rug. A colorful abstract painting decorates one wall, complemented by a small indoor plant.

Apartment in Pickering

Lower Unit - Central location

Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

5 out of 5 average rating, 119 reviews

The living area features a spacious couch and two cozy blue accent chairs, positioned around a round coffee table. A large flat-screen TV is mounted on the wall, while a modern mirror reflects the open concept layout, enhancing the light from the recessed lighting.

Home in Ajax

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

COZY and INVITING, this modern suite is in a quiet, family-friendly Ajax neighborhood. Just 10 minutes to Thermea Spa and Ajax GO Station, and a short walk to parks, shops, and groceries. Newly built with deluxe finishes, the 1,000 sq. ft. space includes in-floor heating, an electric fireplace, a spacious sofa, and smart TV with Netflix/Prime. Downtown Toronto is 35–45 mins by car, and Pearson Airport or Mississauga in about 55 mins.

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Popular amenities for Pickering vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pickering

Private room in Port Union

A well-lit bedroom features a dark wood bed with white bedding, complemented by a nightstand with a lamp. Light reflects off the smooth wooden floor, while soft pink walls create a calm environment. A closed door is visible in the background.

4.77 out of 5 average rating, 176 reviews

One Bedroom , Private entrance/washroom

5 out of 5 average rating, 17 reviews

A modern kitchen is featured with sleek cabinetry and a breakfast bar, accompanied by four dark leather chairs. A cozy living area includes a large sectional sofa facing a mounted flat-screen television. Warm lighting enhances the ambiance of the space.

Home in Pickering

Modern Basement Apartment

Apartment in Pickering

4.78 out of 5 average rating, 9 reviews

Condo close to UTSC with free P

A spacious living area is showcased, featuring two patterned armchairs positioned across from a glass-top coffee table. A dining table with chairs is visible in the background, along with a modern refrigerator, highlighting a well-organized layout.

Apartment in Ajax

4.8 out of 5 average rating, 97 reviews

Entire Apartment! Great Place to Stay!

5 out of 5 average rating, 8 reviews

Guest suite in Ajax

Modern Luxury Basement Suite in Ajax

4.82 out of 5 average rating, 17 reviews

A spacious basement studio is shown, featuring a comfortable sectional sofa and a low coffee table on a patterned rug. The sleeping area is visible in the background with a neatly made bed. Soft lighting is provided by a standing lamp, creating a warm ambiance.

Home in Pickering

1 bedroom studio private basement in Pickering

Private room in Scarborough

A modern kitchen is equipped with stainless steel appliances, including an electric stove and a refrigerator. White cabinetry and a designer backsplash emphasize the clean lines. Natural light enters through a window, and a front door with decorative glass is visible in the background.

4.94 out of 5 average rating, 157 reviews

Cheerful 1 bedroom with Patio