Vacation rentals in Pickering

4.94 out of 5 average rating, 281 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!

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.

5 out of 5 average rating, 109 reviews

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.

The outdoor area features a jacuzzi tub with illuminated water, surrounded by wooden decking. Soft glowing lights are strung overhead, creating a cozy atmosphere. A decorative partition adds a touch of privacy, while nearby trees are silhouetted against the night sky.

4.88 out of 5 average rating, 687 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, 145 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.

4.95 out of 5 average rating, 230 reviews

A wooden sauna is depicted, featuring smooth, light-colored wooden benches and paneling. A warm light illuminates the space, highlighting a wooden spoon, a small brown pot, and a blue container resting on a stack of wooden slats.

Apartment in Whitby

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

The kitchen features modern cabinetry in blue and white, with stainless steel appliances including a refrigerator and ovens. A spacious island is set with a wooden dining table and decorative centerpiece, complementing the sleek countertop and tile backsplash.

4.91 out of 5 average rating, 108 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, 484 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.

4.86 out of 5 average rating, 125 reviews

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.

Home in Pickering

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 station 4-min drive to Pickering Go station 3-min drive to reach Hwy 401 10-min walk to Beach 8-min drive Toronto Zoo 30-min drive Toronto DT 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 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.

4.84 out of 5 average rating, 176 reviews

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!

4.98 out of 5 average rating, 114 reviews

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.

Home in Pickering

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, 190 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.

4.92 out of 5 average rating, 179 reviews

Two soap dispensers are placed on a marble countertop next to a stainless steel sink. The dispenser on the left is filled with green dish soap, while the one on the right contains white hand soap. The backsplash features white subway tiles.

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.

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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

4.96 out of 5 average rating, 53 reviews

Townhouse in Pickering

Home away from home

5 out of 5 average rating, 4 reviews

A comfortable living area is presented, featuring a beige sofa and a rustic coffee table at the center. A dark wooden entertainment unit accommodates a flat-screen TV, while soft lighting enhances the warm ambiance. Natural light enters through a window dressed with light curtains, illuminating the space.

Guesthouse in Pickering

Romantic Private Guest House

4.83 out of 5 average rating, 93 reviews

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.

Home in Pickering

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

A cozy kitchenette is visible, featuring a refrigerator, microwave, and sink. A coffee maker and electric kettle are positioned on the counter. Natural light filters through sheer curtains, illuminating the room. A comfortable sofa is situated nearby, adorned with patterned cushions.

4.93 out of 5 average rating, 41 reviews

Cozy 1-Bedroom Retreat

A modern kitchen showcases sleek white cabinetry and a polished marble countertop. Four black stools are positioned at the island, while pendant lights hang above, illuminating the space. A stylish arrangement of flowers and decorative elements adds a touch of elegance to the countertop.

5 out of 5 average rating, 4 reviews

Newly Modern Lakeside House

4.97 out of 5 average rating, 79 reviews

A modern living area features a sleek wall-mounted TV above a stylish electric fireplace, providing a contemporary focal point. Comfortable seating options include tufted chairs and a plush sofa. Natural light enters through small windows, illuminating the space with a warm, inviting glow.

Guesthouse in Pickering

Luxury Ground-Level "Suite Escape"

A modern living area is presented with a neutral color palette. A light-colored sofa is positioned alongside a natural wood coffee table atop a soft area rug. A small green plant adds a touch of nature, while wall art and shelves enhance the minimalist decor.

4.9 out of 5 average rating, 29 reviews

Cozy Walkout Basement w/Parking