
Townhome holiday rentals in Pickering
Find and book unique townhouse rentals 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!

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.

3 Bedroom Home w/ Parking in Beautiful Queen West
Welcome to Toronto! I'd love to host you at our 3 bedroom townhouse in the heart of Toronto. I have done everything we can to set the place up to comfortably accommodate individuals, couples, and families. The place comes with a free parking spot and additional parking outside the free spot is available for twenty cad a day nearby. You must be 25 or older to book (with verified ID). This is a great rental for families, business professionals, and groups of mature friends / couples.

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.

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!

3BR Ajax Home | Free Parking | Near Casino & Spa
Enjoy a spacious 3-bedroom, 2.5-bath townhome in Ajax, just minutes from Pickering Casino and Thermea Spa, with easy access to Toronto. This modern home offers over 1,900 sq ft of comfortable living space, ideal for families or groups of up to 6. Relax in the open-concept living area with cozy seating, a 65” smart TV, and plenty of natural light. The home features a King bed, a Queen bed, and two single beds, perfect for weekend getaways, spa retreats, or longer stays.

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!

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.

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 townhouse rentals in Pickering
Family-friendly townhouse rentals

Executive townhouse

Opulent Chic Town Home in the Heart of Oakville

Charming Oasis In Richmond Hill

Luxury 4BR Townhouse in Oakville

House of 3 Bed 3 Wash-Crib-King Bed-85' TV-Wrkspce

Oakville Furnished Luxury 4 Bedrooms House

Gorgeous 2-BR Townhouse with full stocked kitchen

Cozy Kleinburg Home near YYZ/Wonderland
Townhouse accommodation with a washing machine and dryer

Modern 3BR Home - Heart of Downtown Toronto!

Picturesque Park View, Spacious +Parking +Terrace!

Chic Clean Spacious Home Central Markham

Elegant 3-Bed Townhouse w/ En-Suite Masterbedroom

Entire Modern Condo Townhouse in Toronto

Lake Nearby House

Valentina's Oasis in Downtown Toronto w parking

Beautiful Modern Townhouse
Townhouse rentals with a patio

A Warm & Cozy Home Away From Home

Modern Family-Friendly 4BR Townhouse – Sleeps 7

Brand New Luxurious 4B Townhouse

Stunning Historic Upscale Toronto Home

Beautiful 3 Bedroom Townhouse w/ Private Backyard

New Modern Condo in Pickering

Richmond Hill/Luxury Semi-Detached/Comfortable 4 Bedrooms, 3.5 Bathrooms (Parking for 3-4 cars)

Apr. Special! ! Stylish 3-BedroomTownhome Sleeps 7
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $81 SGD | $84 SGD | $78 SGD | $70 SGD | $74 SGD | $92 SGD | $107 SGD | $154 SGD | $110 SGD | $116 SGD | $108 SGD | $111 SGD |
| 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 90 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $25 SGD per night before taxes and fees

Verified guest reviews
Over 3,160 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Pickering holiday rentals include wifi 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!
Destinations to explore
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Pocono Mountains Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Grand River Holiday rentals
- Northeast Ohio Holiday rentals
- St. Catharines Holiday rentals
- Niagara Falls Holiday rentals
- Pittsburgh Holiday rentals
- Private suite rentals Pickering
- Rentals with a washing machine and dryer Pickering
- House rentals Pickering
- Flat rentals Pickering
- Cottage rentals Pickering
- Rentals with beach access Pickering
- Family-friendly rentals Pickering
- Smoking-friendly rentals Pickering
- Waterfront rentals Pickering
- Rentals with a fireplace Pickering
- Guest house rentals Pickering
- Rentals with a firepit Pickering
- Rentals with breakfast Pickering
- Rentals with a patio Pickering
- Rentals with a hot tub Pickering
- Rentals with lake access Pickering
- Pet-friendly rentals Pickering
- Rentals with outdoor seating Pickering
- Beachfront rentals Pickering
- Apartment rentals Pickering
- Fitness-friendly rentals Pickering
- Rentals with pools Pickering
- Rentals with an EV charger Pickering
- Townhouse rentals Durham
- Townhouse rentals Ontario
- Townhouse rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Toronto City Hall




