Pickering vacation rentals

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, 166 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

4.94 out of 5 average rating, 293 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!

4.99 out of 5 average rating, 127 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

5 out of 5 average rating, 111 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 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 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.

4.88 out of 5 average rating, 698 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 living area features a comfortable sectional sofa and a round coffee table centered on an area rug. A large flat-screen TV is mounted on the wall, and recessed lighting brightens the space. Decorative elements include wall art and a welcoming throw pillow.

4.9 out of 5 average rating, 111 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.

4.96 out of 5 average rating, 492 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.

4.97 out of 5 average rating, 182 reviews

A spacious living area features a variety of seating options, including a cozy couch and rocking chairs. Large windows allow natural light to enter, illuminating the lush indoor plants. Decorative rugs and artwork add character to the eclectic decor, creating a relaxed atmosphere.

Farm stay in Uxbridge

Private Loft w Sauna, Fireplace, Wi-Fi & Projector

Welcome to the LOFT - A private, eclectically designed spa-inspired unique stay in the historic Webb Schoolhouse, less than an hour from Toronto. Featured in TORONTO LIFE in 2021, this private loft includes a sauna, unique hanging bed, wood stove, kitchenette and is filled with art, and huge tropical plants as well as a projector & giant screen for epic movie nights. Relax and recharge, roam the grounds and enjoy the beautiful outdoor spaces, the permaculture farm, animals, and fire pit.

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, 230 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

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.

4.78 out of 5 average rating, 194 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, 183 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.

Superhost

A modern living space features a comfortable gray couch and two stylish lamps on side tables. A coffee table sits at the center, with a small dining area visible in the background. Natural light enters through large windows, enhancing the warm ambiance.

Guest suite in Ajax

4.76 out of 5 average rating, 108 reviews

Adorable 1-bedroom with free parking on premises

Forget your worries in this spacious and serene space. Enjoy this cozy, modern guest suite with a private bathroom, kitchen, workspace, HD TV with alexa fire stick Amazon Prime and fast wifi. Perfect getaway, 5 minutes walk to Ajax Waterfront Park and close to Casino Ajax, Rotary Park and general hospital. Note that this is a guest suite as a part of the main house where the landlord and their family live.

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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 compact kitchen area features modern appliances, including a stainless steel stove and a microwave. A wooden table with two black stools provides a functional dining space. Light-colored walls and bright ceiling lights create a welcoming ambiance.

5 out of 5 average rating, 11 reviews

GTA Suite | Lakeridge Ski Resort | Pickering GO

The image displays a suite featuring a spacious bed with floral bedding, a cozy half living room with a television, and an outdoor patio area surrounded by potted plants. Comfortable seating on the patio invites relaxation in the peaceful backyard, enhancing the overall living space.

4.73 out of 5 average rating, 362 reviews

King Studio Suit W/parking+1st flr wlkout

5 out of 5 average rating, 18 reviews

A seating area features a round glass dining table surrounded by four red chairs, each set with white plates. A cozy sofa with orange and yellow accents is positioned nearby. A fireplace adds warmth to the space, while a beach-themed artwork adorns the wall.

Home in Pickering

Home away home

5 out of 5 average rating, 5 reviews

A cozy living area is furnished with a light-colored sofa and a wooden coffee table centered on a soft rug. A large mirror is mounted on a wooden wall unit, which features cabinets for storage. Bright lighting enhances the warm tones of the wooden flooring.

Guesthouse in Pickering

Beautiful Private Guest House

Superhost

A three-story luxury house is shown, featuring a stone facade and large front steps. Lush greenery surrounds the property, and the well-maintained street leads towards the nearby beach. Clear blue skies create a bright and inviting atmosphere.

Home in Pickering

4.78 out of 5 average rating, 90 reviews

Beach House: First Floor

4.96 out of 5 average rating, 26 reviews

A modern basement living space features an open layout with a spacious kitchen island, equipped with stylish bar stools. A comfortable seating area is visible, accented by a warm-toned sofa and decorative coffee table. Bright lighting enhances the contemporary design, with oversized windows providing natural light.

Guesthouse in Pickering

Frenchman Bay Luxury Basement

4.93 out of 5 average rating, 44 reviews

A cozy living area is presented with a comfortable blue sofa positioned around a coffee table. A 55-inch Smart TV is mounted on the wall opposite. A stylish mirror and decorative accents add to the warm ambiance. The space is well-lit with natural light from the door.

Home in Ajax

Cozy 1-Bedroom Retreat