
Townhouse holiday rentals in Pickering
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Top-rated townhouse rentals in Pickering
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Renovated Townhouse in Heart of Richmond Hill Two One
1600 Sqf, 3-story town-home; 1st Floor has Family Rooms, Dinning Rooms / Kitchen with balcony and bathroom. 2nd Floor has two bedrooms (1 queen, 2 single ), and full bathroom. 3rd Floor is ensuite master bedroom ( 1 Queen and 1 bunk bed ) and Laundry. I am full time professional vacation home manager with 100% response rates. This house is cleaning and maintained by Hotel Grade professional cleaning crews. I give my guests space but am available when needed. Communication by Apps, message or phone. Located near the junction of Yonge street and Weldrick Road, a short stroll will reach T&T supermarkets and shops, restaurants and cafes, and the bus station. Take the children on a longer walk to Luv2Play, the largest indoor playground in all Ontario. This is the best location in Richmond Hill, Very convenience access Highway 404 and 407. Many public transportation station in the neighbourhood including Go Train Station. Under ground Parking with elevator access. you can ride go train to Toronto Downtown Union Station without changing line.

Brand New Modern Family Home
Welcome to your home away from home! This modern 3-bedroom townhouse blends comfort & style, perfect for families, friends, or business travelers. The open-concept living room offers plush seating, a large flat-screen TV, and contemporary decor. Enjoy cooking in the fully equipped kitchen. Each bedroom has comfy beds, premium linens, and tons of closet space. Located in a vibrant neighborhood near shops, restaurants, highways and great public transport options. We look forward to hosting you!

Modern & Beautifully Decorated -3 Bdrm W/2Parking!
Your Home Away From Home!!! If You Are Seeking A Unique And Memorable Airbnb Experience, Your Search Ends Here. This TownHome Is Bright, Spacious, Beautifully Furnished And Renovated - Making It The Perfect Stay For Families, Friends Or Associates! This Home Is Nestled In The Heart Of Richmond Hill With Lots Of Amenities Close By Including: A Variety Of Restaurants, Grocery Stores, Movie Theatre, Coffee Shops, Public Transportation And Much More. Also Minutes to Highway 404 and Highway 7!

BRAND NEW and gorgeous 3br Townhome at Main St
Bask in the distinct charm of small-town living in a gorgeous neighborhood. Right along the bustling Stouffville Main Street lined with independent shops, bakeries, services, banks, and cafes. Tim Hortons, Metro, McDonald's, Popeyes, Swiss Chalet, Maki Sushi, Stakeout Dining, Wild Wings, Domino's Pizza, etc are all within walking distance. Minutes to GO Train Stouffville. Surrounding schools, libraries, daycares, golf courses, sports fields, and parkettes/trails are all within easy reach.

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).

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.

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.

A Hidden Jewel in North York
Cozy, bright, furnished basement studio with high ceilings and private entrance—ideal for short-term visitors. This place includes a small kitchen, in-suite washer/dryer, full bath, TV, and Bell 5G internet. Netflix and Prime streaming available. Great location: 10 min to Hwy 401, groceries, restaurants, and easy access to Downtown, Pearson Airport, and Toronto Convention Centre and a short ride to Rogers Stadium . Quiet, smoke-free, pet-free home. Sheppard & Bathurst

Charming Oasis In Richmond Hill
Modern oasis close to restaurants and shops This serene retreat, situated in a quiet family-friendly complex, has everything you need for a comfortable and relaxing stay. Conveniently located steps from Yonge Street, Casa Bellini is a short walk away from a host of restaurants, shopping, and transportation. Casa Bellini is the perfect destination for your next stay; whether short or extended, for business or pleasure, or to attend events and be with family or friends.

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

Ajax 3BR Townhouse | 30% Off | Free Parking
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.

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!
Popular amenities for Pickering townhouses
Family-Friendly townhouses

Private Modern Townhouse Near Highway & Amenities

Executive townhouse

Hwy7 & Yonge 2 bdrm basement aptmt, priv-entrance

Beautiful Townhouse/Condo/YYZ

Home in Ajax

Brand New Luxurious 4B Townhouse

Whitby Home- Near Thermea Spa Village/UOIT/412

Stylish 3BDR in Pickering's Heart | Free Parking
Townhouse rentals with a washing machine and dryer

Cozy 3-floor Townhouse@Midtown

Luxury Urban Home in the Heart of Richmond Hill

Bright&cheerful 1-bedrm newly renovated townhouse

Single unit flat with private Entrance

Modern 3Br+Den 2-Storey Townhome w/free parking

WOW! Nov. Special! Room Taxes Included!

Home Away From Home

Incomparable Luxury Townhouse in Toronto(Yonge)
Townhouses with a patio

The Kensington House

Bright, spacious and convenient 3-brm home

Brand New Specious Home in Great Toronto Area

Charming 2 Bed Entire Townhouse With Park View

Stunning Yorkville Townhome Backing onto Park

Entire 1 Bedroom CondoTownhouse

Beautiful 3 Bedroom Townhouse w/ Private Backyard

Private 2-Bdrm Hideaway with Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $111 NZD | $115 NZD | $106 NZD | $95 NZD | $101 NZD | $125 NZD | $187 NZD | $187 NZD | $134 NZD | $102 NZD | $121 NZD | $120 NZD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about townhouse rentals in Pickering

Total holiday rentals
Explore 100 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $35 NZD per night before taxes and fees

Verified guest reviews
Over 3,330 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Pickering holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Pickering rentals

4.8 Average rating
Pickering stays are highly rated by guests—averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Christie Pits Park
- Royal Woodbine Golf Club