Pickering vacation rentals

4.94 out of 5 average rating, 285 reviews

A sleek coffee machine is positioned on a counter with a modern backsplash. A variety of colorful coffee capsules are organized in a drawer underneath the machine. The setup offers convenience for guests wanting to enjoy a fresh brew during their stay.

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!

4.99 out of 5 average rating, 123 reviews

The exterior of a two-story home is shown at dusk, highlighted by soft lighting. A tree is located at the front, with a stone pathway leading to the entrance. A parked vehicle is visible in the driveway, and neighboring houses are partially seen.

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

5 out of 5 average rating, 110 reviews

The modern kitchen features a large island with seating for six, complemented by stylish pendant lights. Stainless steel appliances and a gas stove are included, along with a wine fridge. A sleek finish is present throughout, enhancing the cooking and entertaining experience.

Home in Ajax

Ultra-Modern Luxury Retreat! Close to Thermea SPA.

Cozy and welcoming, located in a quiet and family-friendly neighborhood; it is a terrific offering that will impress guests. It is centrally located in Ajax and 10 min from Thermea Spa, newly built with deluxe finishes situated within walking distance to superb services, including groceries, parks, and shops. The space is approximately 1,000 sq. ft in total, with in-floor heating. The modern electric fireplace sits in front of the expansive couch, with a TV with Netflix and Prime Video access.

A wooden walkway stretches through a vibrant forest, lined with trees displaying autumn foliage. Bright orange and yellow leaves contrast against a clear blue sky. The railing on either side complements the natural scenery, providing a sense of inviting space for leisurely walks.

4.88 out of 5 average rating, 690 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

The kitchen features modern appliances, including a microwave, kettle, and coffee maker, arranged along a clean countertop. A stove and oven are also visible, with light-colored cabinets providing ample storage space. Natural light filters in through a nearby window.

4.94 out of 5 average rating, 146 reviews

Separate 2 Bedroom & 2 Washroom up to 4 people.

Hotel-style apartment in a home annex. Not a basement. The apartment has 2 bedrooms with attached washrooms, Living area, kitchen, dining. Our property accommodates up to 4 people. Children are welcome to stay. Conveniently located just off Highway 401. Close to downtown Pickering, Go Station, mall, restaurants. We are a good stopover point if you are traveling to downtown Toronto which is only a 40 min drive. Note: Show us your ID when "Checking In" and it has to match with your booking name.

A modern kitchen is presented with sleek cabinetry and contemporary appliances, including a stainless steel refrigerator and oven. A dining table with a bench is provided for casual meals, with ample countertop space featuring a stylish backsplash. Bright lighting enhances the inviting atmosphere.

4.9 out of 5 average rating, 110 reviews

Guest Suite in Pickering

Enjoy in the comfort of this modern 3 bedrooms, 2 bathrooms lower unit suite with separate entrance and outstanding facilities in the peaceful family-friendly neighborhood of Pickering, at the border of Toronto. Enjoy free access to high speed Wi-Fi, TV, Arcade, fully functional kitchen, laundry, and work desks in two of the rooms. We trust that you will have an amazing time! Conveniently located close to Shopping, Dining, Pickering Casino, Hwy 401, and a 30-mins drive to downtown Toronto.

4.95 out of 5 average rating, 485 reviews

A dining/work table is featured in the foreground, with a view of a small kitchenette area in the background. Two mini fridges, a microwave, and a coffee maker are positioned on a shelving unit, surrounded by a clean and minimalistic environment.

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.

A clean bathroom countertop features a sleek faucet and a liquid soap dispenser with a two-tone design. Nearby, small toiletries and a decorative green plant add a touch of freshness to the space. A large mirror reflects natural light, enhancing the openness of the bathroom.

4.91 out of 5 average rating, 228 reviews

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

Completely private studio suite with cozy queen bed and 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

4.84 out of 5 average rating, 178 reviews

A modern kitchenette features sleek white cabinets and a compact refrigerator. A coffee machine and utensils are neatly arranged on the countertop. Soft lighting highlights the clean design, with a neutral color palette that complements the overall space.

Home in Ajax

Moons & Noons -Separate Unit for your Comfort

Welcome to our charming retreat in Ajax! You'll be greeted by living space adorned with carefully curated decor. The sofa beckons you to unwind, while the large windows' scenic views allow natural light to fill the room. Just take a stair down to the Basement, to be greeted by an elegant kitchenette. Enjoy a drink on the sofa while watching shows on 55' QLED. Step into a world of relaxation in our stunning bathroom designed to calm your stress. Your unforgettable stay awaits U!

A view of a staircase leading up from a small interior space. The steps are flanked by a gray block wall, while colorful flowers in bloom are visible above the wall, adding visual interest. A bright sky can be seen in the background.

4.86 out of 5 average rating, 126 reviews

Lakeside Sweet Home

Private entrance with passcode keypad self check-in 10-MINUTES WALK to BEACH !!! 2 bedrooms, Queen-sized＋Full-sized bed and a Sofa bed in the living room 30-sec walk to Bus stop 4-min drive to Pickering Go station 3-min drive to reach Hwy 401 8-min drive Toronto Zoo 30-min drive Toronto City Center 40-inch TV with smart TV box Free Washer and Dryer in the suite Fully equipped Kitchen. Coffee maker,stove,oven,microwave, and refrigerator, toaster, cookware and dishes

A bright bathroom features subtle botanical wall designs and a clean, modern aesthetic. A white pedestal sink is accompanied by a chrome-finished faucet, while a white toilet and a wall-mounted shelf with decorative items are visible. Natural light illuminates the space through a nearby window.

4.98 out of 5 average rating, 115 reviews

Chefs Kitchen I TorontoZoo I 8km to EV Chrg I Park

Why you will love your stay here: - ***ENTIRE HOME*** No one will be on the property but those on the booking. This is a DETACHED house. No connecting houses. - Open concept on the main floor so you can connect and create memories - Dedicated work from home spaces . Cat 6 ports -The 2nd floor has 4 different rooms where you can unwind and take a much deserved break - 10ft ceilings on a corner lot with lots of sunlight - Central Hub to Toronto (45 min drive)

4.79 out of 5 average rating, 191 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.

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Popular amenities for Pickering vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Other great vacation rentals in Pickering

A modern kitchen is seen, featuring sleek white cabinetry and a countertop with essential appliances. A microwave, kettle, and spice rack are prominently displayed. A colorful wall art piece titled 'Wild in the City' adds a touch of nature to the space, while a stove and hood vent are present.

4.97 out of 5 average rating, 64 reviews

Relaxing Private 1-bdrm apt Surrounded by Nature

A modern living area features a sleek black sofa paired with vibrant red dining chairs. A flat-screen television is mounted above a decorative fireplace. The open kitchen is visible, showcasing white cabinetry and a dark countertop, while bright wall art complements the room.

5 out of 5 average rating, 16 reviews

Home away home

A serene beach scene is depicted, showcasing gentle waves lapping at the sandy shore. Lush trees frame the view, providing a contrast to the clear blue sky and vibrant water. Traces of footprints can be seen in the sand, inviting a sense of tranquility.

4.78 out of 5 average rating, 89 reviews

Beach House: First Floor

An aerial view of a living area features wood flooring and dark green walls. A cozy round chair is positioned beside a rustic wooden coffee table. A modern flat-screen TV is mounted on the wall, while large glass doors lead to the outdoor patio area bathed in natural light.

4.83 out of 5 average rating, 93 reviews

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.

A white door with multiple glass panes is positioned at the entrance of a hallway. The door's sleek black handle contrasts with the light walls and tile flooring. A staircase is visible in the background, leading to the upper level of the home.

4.98 out of 5 average rating, 51 reviews

Near Toronto - Beautiful Home {Full property}

5 out of 5 average rating, 4 reviews

Home in Ajax

Newly Modern Lakeside House

4.84 out of 5 average rating, 50 reviews

Toronto Vacation Pool/Park/Zoo/Casino