
Townhouse holiday rentals in Pickering
Find and book unique townhouses on Airbnb
Top-rated townhouse rentals in Pickering
Guests agree: These townhouse rentals are highly rated for location, cleanliness and more.

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!

The Kensington House
Two-floors, vastly spacious one bedroom house with over 1000 square feet of beautiful living space, high ceilings, and two outdoor decks. Located in vibrant Kensington Market, steps away from Augusta and all its charming and diverse cafés, restaurants and shops. The city is very accessible; a four minute walk to Little Italy, Chinatown, the 510 Spadina streetcar to Union or Spadina stations, or the 506 College streetcar to Queens Park (University Ave.) or College (Yonge St.) subway stations.

Modern & Beautifully Decorated -3 Bdrm W/1Parking!
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!

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.*

EXQUISITELY DECORATED, 4 Bdrm Townhome W/ Parking!
Welcome to your home away from home!!! A Clean, Cozy and Exceptionally Decorated 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, 2 Queen Beds 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.

Bright Spacious 3BR | 1-Min Walk to Subway
Spacious, family-friendly 3-bedroom, 2.5-bath midtown home 1 minute from the newly opened subway (Eglinton Crosstown LRT), offering direct access to downtown and the airport. Enjoy the comfort of a quiet residential neighborhood with fast transit connectivity. The home features a large open living and dining area, fully stocked kitchen, washer and dryer, fenced backyard, and parking for two small cars. Steps to parks, trails, shopping, and dining—ideal for short or extended stays.

Brand New Stylish One Bedroom @ Trinity Bellwoods!
Cozy & stylish retreat just steps from trendy Queen W. Full kitchen, living room with 50" smart TV, separate bedroom with queen bed. Quiet & perfect for a couple or solo traveller. One minute walk to Queen streetcar. Near Queen W, Dundas W, Ossington strip, Kensington market w/ gourmet markets, trendy restaurants, boutique shopping. One min from massive Trinity Bellwoods park. 5 min drive to the lakeshore and highway. Amazing location - it doesn’t get any better than this!

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.

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

Unique Home in Queen West w Sunroom and Backyard!
Stylish retreat in Toronto’s vibrant Queen West! This unique home features a sun-drenched sunroom, private backyard oasis, cozy bedrooms, and a fully equipped kitchen. Nestled in a trendy neighborhood filled with boutiques, cafes, art, and nightlife. Enjoy fast Wi-Fi, in-unit laundry, and a comfortable living space perfect for relaxing or entertaining. Easy access to transit makes exploring the city a breeze -your perfect home base in Toronto!

The Cyberspace (No cleaning fees, 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!

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.
Popular amenities for Pickering townhouses
Family-Friendly townhouses

Modern 3BR Home - Heart of Downtown Toronto!

Opulent Chic Town Home in the Heart of Oakville

Charming Oasis In Richmond Hill

Modern Family-Friendly 4BR Townhouse – Sleeps 7

Chic Spacious 3BR Renovated House Central Markham

Valentina's Oasis in Downtown Toronto | FIFA 2026

Spacious 2 BR Townhouse @ Yonge St, 2 cars parking

Charming 3-Bed Victorian Townhouse w/ Free Parking
Townhouse rentals with a washing machine and dryer

Picturesque Park View, Spacious +Parking +Terrace!

Cozy 3-floor Townhouse@Midtown

A Warm & Cozy Home Away From Home

Modern Home With Parking Near Canada's Wonderland!

Victorian Charm - beautiful 3 bedroom w parking

Modern Toronto Townhome by the Lake - Free Parking

Apr. Special! ! Stylish 3-BedroomTownhome Sleeps 7

Spacious 3BR Townhome/w Parking/Near Malls & Eats
Townhouses with a patio

Queen West Downtown 4BR 3BATH | Near BMO Field

Executive townhouse

Large Townhome near Wonderland free 5 car parking

4 Br, Sleeps 10, Free Parking. Steps to BMO Field

Luxury 4-Bedroom 4 washroom Townhouse

Stunning Historic Upscale Toronto Home

Lovely Liberty 2BR | FIFA Toronto Stadium | Parkng

North York Townhome/ King Bed/Office/Parking
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $130 NZD | $151 NZD | $134 NZD | $94 NZD | $99 NZD | $123 NZD | $144 NZD | $207 NZD | $147 NZD | $156 NZD | $146 NZD | $149 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 $34 NZD per night before taxes and fees

Verified guest reviews
Over 3,450 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wifi 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
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Scarborough Town Center





