Townhome vacation rentals in Pickering

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Top-rated townhouse rentals in Pickering

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Guest favorite

A cozy living area is presented featuring a plush gray sofa adorned with blue and gold cushions. Abstract wall art in black and gold is displayed prominently. A glass coffee table sits on a patterned rug, complemented by decorative plants and a television on a white console.

Townhouse in Pickering

4.99 out of 5 average rating, 72 reviews

New Modern Condo in Pickering

Amazing Destination Private and cozy newly built 2 bedroom Condo/Townhome 2 Full Bathrooms, Family Room and Full kitchen Friendly community, minutes away from Major Shopping Centres, Pickering Casino, Golf Courses, Sports Complex, City Parks, Night Clubs and more 20 min drive to Lakeridge Ski Resort (Skiing, Snowboarding, Tubbing and more) *PLEASE NOTE: Due to severe pet allergies, we cannot accommodate service animals. We appreciate your understanding and cooperation in the matter.*

Guest favorite

A decorative wall displays a round sign with the phrase 'you feel like home' and a set of hooks labeled 'KEYS' for convenience. Light switches and a control panel are positioned below, offering functionality for the entrance area.

Townhouse in Whitby

4.88 out of 5 average rating, 8 reviews

Waterside Villa

Love being by the water? This stylish place is perfect for group trips. Located in a new neighbourhood directly across from the boat launch, you can enjoy a peaceful vacation or staycation with beach, marina access, 401 & GO nearby. Home features a fully stocked kitchen and linens, 4 large bedrooms (2 king/1queen/2Twin ), 3 washrooms, double garage plus driveway (additional available), on-site laundry, 3 smart TV’s, high speed Wi-Fi and more. Come stay with us, we’d love to host you.

Top guest favorite

A light grey sectional sofa is arranged to provide ample seating, featuring a mix of decorative pillows in soft tones. A marble coffee table sits at the center, accompanied by a small plant in a blue pot beside the couch. The wall displays modern geometric paneling.

Townhouse in Scarborough

4.96 out of 5 average rating, 26 reviews

Modern Port Union Townhouse - Port Union Paradise

Welcome to Port Union Paradise! It is the perfect place to work, relax, or entertain. Whether you’re trying to escape the bustle of the city, visiting family in nearby Scarborough or Pickering, you’ll be sure to have a comfortable stay in an aesthetic space. We hope you get to enjoy the unique DIY elements throughout the house. Close to the 401, Toronto Zoo, Rouge Urban National Park, Rouge Beach, waterfront, Pan Am Centre, Guild Inn Estate and Go Train Station (30 mins to downtown).

Superhost

A bright and open living area features a green velvet couch with decorative cushions, positioned next to a low white coffee table. Framed artwork adorns the walls, complemented by greenery in the corner. A light-colored rug adds warmth to the polished floor.

Townhouse in Whitby

4.86 out of 5 average rating, 103 reviews

NEWLY RENOVATED, 3 Bdrm Modern Oasis W/ Parking!!!

Welcome to your home away from home!!! A Clean, Cozy and Visually Interesting Luxury Home located just outside of Downtown Whitby and minutes to Hwy 401 & 407. This Trendy Townhome boasts tons of eye catching decor and is filled with every amenity your heart could desire. Equipped with 2 King beds, a bunk bed and 2 full couches this Modern Townhome is perfect for a medium to large sized family or a handful of friends or associates looking for the perfect short or long term stay.

Guest favorite

A well-lit bedroom features a spacious bed dressed in a plaid blanket, with large windows providing natural light and access to a walk-out balcony. The modern townhouse exterior showcases a blend of brick and siding, framed by neatly landscaped areas.

Townhouse in Pickering

4.88 out of 5 average rating, 83 reviews

Modern 4beds+Office: Whole house with 4/5 parking

Welcome to our charming retreat nestled in the heart of Pickering. This cozy 4-bed house offers a serene escape from the busy Toronto city while staying conveniently close to all its attractions. Step inside to a state-of-the-art furnished living space. Modern kitchen and vibrant dining. 4 bedrooms 2.5 baths 1 dedicated office 2 balconies for patio space 2 free driveway parking Ideal for families, friends and working professionals seeking comfort and urban living at its finest.

Guest favorite

The modern townhome exterior features a clean brick facade and large windows providing ample natural light. A set of steps leads to the main entrance, framed by black railings on either side. A small potted plant sits at the base of the steps.

Townhouse in Pickering

4.88 out of 5 average rating, 59 reviews

Cyberspace - no cleaning fees, New Private Hot Tub

Private hot tub! No cleaning fees! This stylish modern townhome is the perfect place to stay for you and your family. Two car garage, 4 parking spots, 4 bedrooms, 4 bathrooms, pool & ping pong table, arcade game, Occulus, BBQ, exercise equipment, hot tub, walk to: store, pizza, and Cannabis shop. Fibreoptic internet for working from home/streaming. Local and trusted ride services available at competitive rates. USA friendly! Let me know if you’re celebrating something!

Top guest favorite

A spacious living area features a plush, neutral-toned sectional sofa and armchairs with decorative pillows. A round glass coffee table sits in the center, complemented by a patterned area rug. Natural light filters through large windows dressed with soft curtains.

Townhouse in Vaughan

4.97 out of 5 average rating, 133 reviews

Luxurious Modern 3-Bedroom Townhouse in Vaughan.

Large 3 bedroom townhouse in Vaughns most prestigious neighbourhood. Vellore Village. Near Weston and Major Mackenzie.. -5 min from Canada's Wonderland -10 min from Vaughanmills -20 min to the Toronto Pearson Airport -5 min to Cortellucci Vaughan Hospital -40 min from Downtown Toronto -5 min from Maple Go Train -5 min from Walmart, Shoppers Drugmart, Tim Hortons and etc. -10 min To Public Library, Recreation Centre, Goodlife Fitness and more

Superhost

The kitchen features modern wood cabinetry and a marble-topped island with two metal bar stools. Stainless steel appliances, including a refrigerator and oven, are present. Natural light enters through sliding glass doors leading to the balcony, while kitchen essentials are neatly arranged on the counter.

Townhouse in Richmond Hill

4.82 out of 5 average rating, 49 reviews

New single unit with private Entrance

New built homes in the central of Richmond Hill, It located in convenient area: There are shops, restaurants, bars, supermarkets, and shopping malls nearby. Just 20 min drive to Pearson airport, and 30 min drive to downtown Toronto without traffic. *This unit is On Street parking with permit only **On street parking may be unavailable during city’s heavy snow event, you will be guided to nearby community parking lot.

Guest favorite

Townhouse in Ajax

4.86 out of 5 average rating, 57 reviews

Spacious 3BR Townhome Near Casino & Thermea Spa

Enjoy a spacious 3BR, 2.5BA townhome in Ajax, minutes from Pickering Casino & Thermea Spa. The open-concept living room has cozy seating, a 65” smart TV, and plenty of natural light. Bedrooms include a King, Queen, and two Singles—ideal for families or groups of up to 6. Whether you’re planning a spa retreat, casino visit, or weekend getaway, this modern home offers comfort and convenience for a relaxing stay.

Superhost

A modern living room features a spacious sectional sofa in light gray, accompanied by a white coffee table. An area rug with soft blue hues anchors the space. In the background, a full kitchen with white cabinetry and stainless steel appliances is visible, along with a stacked washer and dryer.

Townhouse in Whitby

4.83 out of 5 average rating, 23 reviews

Clean Basement Suite | 1BR + FWR+ LR+ Kitchen

Welcome to our modern, newly built basement suite featuring 1 cozy bedroom, spacious living room, full kitchen, and a clean washroom. Enjoy a side entrance and complete separation of the suite with locked double doors for added privacy from a second bedroom in the basement. Perfect for a comfortable stay with all essentials included. Ideal for solo travelers, couples, or professionals for long or short stays.

Guest favorite

A comfortable sofa, accented with a variety of cushions in soft tones, is positioned against a plain wall. A round glass coffee table sits in front, holding a few stacked books, creating a cozy seating area.

Townhouse in Roncesvalles

4.95 out of 5 average rating, 147 reviews

Brand New Luxury Suite off Sterling Rd

Early risers will enjoy the morning light that streams through the window, while the night owls will appreciate the black out curtains. We offer a Keyless entry, a gorgeous and spacious walk in shower, extra high ceilings, a Nespresso coffee machine, smart TV, wifi, and a super comfy queen sized bed that is actually a Murphy bed, and can be easily be turned into a sofa!

Guest favorite

A spacious living area features a double bed that can be retracted, two reclining sofas, and a large, wall-mounted television. A sleek coffee table sits centrally, and entertainment options are provided through a sound system and various streaming services.

Townhouse in Scarborough

4.9 out of 5 average rating, 71 reviews

Modern and cozy space

This retreat offers a private kitchen, washroom, and easy transit access. It's close to Downtown, Scarborough Bluffs, and Woodbine Beach. After a long day, it's perfect for movie and music enthusiasts seeking a memorable stay. The rented space is entirely for guests, but only the main entrance is shared with people living upstairs.