
Vacation rentals in Pickering
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Top-rated vacation rentals in Pickering
Guests agree: these stays are highly rated for location, cleanliness, and more.

King Studio Suit W/parking+1st flr wlkout
Moonlight Meadow provides you this 1st floor Elegant suite with walkout door to the beautiful backyard. This unit includes one spacious bed room with a half living room,kitchenette(no kitchen)laundry room and a private bathroom.This place is a part of a 3 storey building.The 1st level will be for the guests with a private keyed to the unit with a self check in option (only main entrance is shared but guest will get a key for it)Also the suite includes a comfy king bed,and a convertible sofa bed

Private | WiFi | Q Bed | TV | Desk | Cafe | Park
- 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

“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!

* 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

Luxury Ground-Level "Suite Escape"
"Suite Escape" offers a luxurious private guest suite in Pickering, Ontario. Fully equipped w/ a cozy Queen Bed, spa bathroom, workstation, 65” TV, A/C, fireplace, & kitchenette. Conveniently located to Hwy 401 & 407, GO Train, Durham Transit, malls, cinemas, casinos, waterfront & hiking trails, golf courses + wineries within a short walk or drive. Downtown Toronto & Pearson Airport is 30-40 mins away. Immerse yourself in luxury, tranquility, and easy access to the best of Pickering and beyond.

Luxurious Home Away From Home
Experience comfort and luxury in this spacious home. Whether you’re here for a relaxing getaway, visiting family/friends or a business trip. Your “Home Away From Home” has all the essentials for a relaxing stay. Enjoy easy access to local attractions, shopping, dining, transit and just 1 min to the Hwy. Includes: Netflix & featured Apps, fire stick stove, toaster, fridge, microwave, kettle, Keurig coffee maker, blender Fresh towels & linens Toiletries Washer & Dryer Work space AC & Heat

Entire Detached House; 2 Bedrooms; 3 Parkings
Enjoy a completely independent, bright, and peaceful detached house in a safe, family-friendly neighborhood-perfect for relaxation or adventure. Located just 6 minutes from Ontario’s largest thermal spa, Thermea Spa Village Whitby, and close to ski resorts (Lakeridge 20 min, Dagmar 16 min), this home is ideal for spa lovers, families, and winter-sport getaways. Three parking spots! Although this is a new listing, we’ve been hosting another property on Airbnb for two years with a 4.91 rating.

Cosy 3-Bedroom Home in Quiet Cul-de-Sac.
Welcome! Our 3 bedroom, 2 bath home is centrally located on a low traffic court. Spacious, clean and bright! Featuring a large walk-out family room with high ceilings and a wood-burning fireplace. Completely renovated with wood floors throughout. Large sunny west-facing backyard and 6 car-park on the driveway. Enjoy many unique amenities like our chromo-therapy steam room & outdoor Brazilian hammock. Walking distance to strip plaza, restaurants & parks. A comfortable home away from home!

Peaceful Escape to Town of Lakes
Brand new and bright basement apartment in Ajax, Just minutes’ drive to waterfront and conservation areas. Walking distance to outlet shopping mall, restaurants, and trail. Golf center, race track, and casinos are within 10-minute drive. Ski resorts and Toronto Zoo are within 20-minute drive. Separate entrance, self check in. One bed room with attached bathroom, and queen-size bed. Living room with a powder room has futon which can be converted to a sofa bed. Private Kitchen and laundry.

Private Sauna Suite Retreat
1 Bedroom • 1.5 Bathrooms • Private Entire Unit Newly renovated and quiet, just minutes from Hwy 401 and local restaurants. Highlights • Private self check-in • Driveway parking for 1 car • Private sauna • 55 Inch TV with Netflix Amenities Fresh towels, linens, tooth brushes & pastes, hairdryer, home essentials, shower essentials, and extra pillows/towels on request. Spotless home, quick replies, and your comfort guaranteed - book with confidence.

GTA Suite | Lakeridge Ski Resort | Pickering GO
Welcome to our cozy studio, perfect for couples or professionals! The space includes a folding queen bed for flexibility, a dining table that doubles as a desk, and a portable couch. Enjoy shared laundry access, high-speed Wi-Fi, a smart TV, and free parking. Located less than 15 minutes from Pickering GO Station, our unit offers easy access to the GTA and is close to attractions like golf courses, ski resorts, beaches, the zoo, a casino, and spas.

Muskoka on the City
Located in Rouge National Urban Park, steps from a beautiful lake and beach. Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!
Popular amenities for Pickering vacation rentals
Stay near Pickering's top sights
Other great vacation rentals in Pickering

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Private Bedroom Private Bathroom

Cozy Private Double Room 3

Cozy room with pvt washroom! (upstairs)
When is the best time to visit Pickering?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,022 ZAR | R1,039 ZAR | R1,055 ZAR | R1,088 ZAR | R1,171 ZAR | R1,203 ZAR | R1,253 ZAR | R1,286 ZAR | R1,187 ZAR | R1,203 ZAR | R1,171 ZAR | R1,121 ZAR |
| 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 |
Frequently Asked Questions
How much does it cost to stay in private suite rentals in Pickering?
Experience the best of Pickering with our private suite rentals, starting at about $10 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do private suite rentals in Pickering have wifi?
Absolutely! We offer over 160 private suite rentals with wifi in Pickering. Enjoy a tailored experience with all the comforts you desire.
Do townhouse rentals in Pickering have a kitchen?
Absolutely! We offer over 70 townhouse rentals with a kitchen in Pickering. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Townhouse Rentals in Pickering?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 70 homes with a kitchen, over 100 homes with wifi, over 80 homes with free parking, over 90 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Pickering?
Yes! Work meets play with ease at over 940 vacation rentals in Pickering featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do private suite rentals in Pickering have air conditioning?
Absolutely! We offer over 150 private suite rentals with air conditioning in Pickering. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Pickering?
Pickering has more than 620 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there Pickering vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Pickering, available on Airbnb. Make a splash and soak up the sun in style!
Where should I stay in Pickering?
Make yourself at home in Pickering by choosing from our most frequently booked neighborhoods. We have over 1,400 vacation rentals in Malvern, over 340 vacation rentals in Riverside, and over 120 vacation rentals in Lakeside.
Do condo rentals in Pickering have free parking?
Absolutely! We offer over 10 condo rentals with free parking in Pickering. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Pickering

Total vacation rentals
Explore 1,540 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at R165 ZAR per night before taxes and fees

Verified guest reviews
Over 40,310 verified reviews to help you choose

Family-friendly vacation rentals
620 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 270 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
940 properties have a dedicated workspace

Wi-Fi availability
1,510 of Pickering vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pickering rentals

4.7 Average rating
Pickering stays receive an average rating of 4.7 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Exhibition Place
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- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
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- Toronto City Hall
- Rouge National Urban Park
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- Royal Ontario Museum
- Royal Woodbine Golf Club
- Lakeridge Ski Resort




