Vacation rentals in Pickering

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Top-rated vacation rentals in Pickering

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Guest favourite

Guest suite in Pickering

4.96 out of 5 average rating, 111 reviews

- 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

Guest favourite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 241 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Guest favourite

Guest suite in Ajax

4.79 out of 5 average rating, 151 reviews

Finished 2 BR Apartment in an Upscale Area of Ajax

Get your own private space in a newly finished basement apartment close to all amenities. Located in an upscale area, gated type community. Private separate entrance and big windows. Car parking and wifi. Private kitchen with dishwasher, bathroom and laundry. No sharing needed. Fully furnished 2 Bedrooms with Kitchen, Sofa, Fireplace, Workspace, with standing desk option. 5 min drive to Ajax Go, 10 min to waterfront. Close to Amazon facility, Shopping, conservation area, golf etc.

Guest favourite

Rental unit in Whitby

4.95 out of 5 average rating, 178 reviews

Serenity Suite w/Sauna-Your Entire Apt Awaits You

LONG-TERM stays welcome. A short drive to Thermea Spa Village. This is a beautiful, newly renovated, spacious basement apartment, perfect for two. Located in Whitby Shores (w/ hot tub) just a few minutes’ walk to Lake Ontario, a park, & trails, the house is situated in a quiet and friendly neighbourhood. It is close to all amenities - shopping, movie theatre, and other entertainment options, restaurants, GO Train station, Hwy 401, and easy access to Hwy 407. We look forward to meeting you!

Guest favourite

Home in Pickering

4.94 out of 5 average rating, 106 reviews

Live Lavishly: Modern 2B/2B + Office, 5G, Parking

Welcome to the Pickering Retreat! The convenient location, cozy atmosphere, and exceptional customer service have received rave reviews. Don't wait, book now while spots are still available. ★ King-sized and queen-sized beds with memory foam mattresses to give you the comfort you need! ★ High-speed internet up to 500 Mbps ★ Enjoy our Smart TVs in the bedrooms and living room. ★ Dedicated workstation to get your work done in style ★ FREE covered garage parking steps away ★ And MANY more!

Guest favourite

Guest suite in Ajax

4.95 out of 5 average rating, 423 reviews

Walk Out Basement Apartment W/Separate Entrance

PRIVATE Walk Out Basement Apartment W/Separate Entrance. 420 Sq.Ft space. Queen Sized Bed. Oversized Shower w/ Rainfall Shower-head. Small Kitchenette w/ Microwave, TWO Mini Fridges, Coffee/Hot Water Tea Maker. Dining/Work Table w/Benches. High Speed Wi-fi. Living Room w/ Reclining Lazy Boy Couch and 50” Smart Tv. Over 1000 Live Tv Channels and Netflix. Private Little Backyard Patio w/Table. Private Driveway (Parking For 2 Cars). 1 Min Drive to Hwy 401. 15 Min Walk to Ajax Go Station.

Guest favourite

Rental unit in Pickering

4.94 out of 5 average rating, 156 reviews

Walk-out Basement Guest suite w/Fibe & Parking

My family of 4 lives upstairs and are available for any support, questions or concerns. We like to give our guests their privacy during their stay but I am available when needed. The unit comes with Bell Fibe wifi, free parking, and a tv with 1000+steaming channels, Netflix, Prime, AppleTV. Need a place to watch the game or fight?We got it! Our Airbnb is within driving distance to several popular restaurants, bars, shopping and casinos. An ideal central base to explore Pickering.

Superhost

Guest suite in Pickering

4.78 out of 5 average rating, 160 reviews

Muskoka on the City

Property situated on Rouge National Urban Park, close to Toronto zoon, seaton trail. step to beautiful lake and beach , you will enjoy hiking,kayak ,bike and fishing.Close to highway,resultant,shopping mall,public transport, Rouge Hill GO Station. bright in ground suite .kitchen ,dinning room in basement with TV, private bathroom(basement), and private entrance(back yard). Suite has a separate bedroom with a queen sized bed, free wireless internet, and full laundry.

Guest favourite

Rental unit in Pickering

4.9 out of 5 average rating, 133 reviews

Lower Unit - Central location

Enjoy the charming touches of this cozy basement suite with a clean modern feel. Beautifully decorated featuring a spacious open concept living room/kitchen combo area with spacious island and a brightly lit bathroom with a stand-up shower. This guest suite with your very own private entrance is bright and full of warmth. Conveniently located: 5 min walk to Pickering Town Center, 10 min walk to the Pickering GO and 2 min drive to 401.

Guest favourite

Rental unit in Pickering

4.87 out of 5 average rating, 221 reviews

Charming, Spacious Bsmt Apartment in Pickering

This is a spacious newly renovated basement with separate entrance located on Appleview Road, Pickering. It has three bedrooms and two bathrooms. While it is in a quiet and pleasant neighbourhood, it is also close to the Pickering Town Centre, High Way 401, and Go Train Station. This apartment is very suitable for family as it is a comfy, clean, and warm environment.

Guest favourite

Guest suite in Uxbridge

4.97 out of 5 average rating, 173 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Guest favourite

Home in Whitby

4.92 out of 5 average rating, 171 reviews

Beautiful stylish home

Perfect for SPA. SKI. OPG. Port Whitby, Marina. Sport Teams. ENTIRE HOME Renovated and newly furnished. All amenities: Internet, Wifi, Netflix, Disney+, Spotify, Bar, Bonzini Foosball Table, trail in your backyard, walking distance to GO, 3min to Hwy 401. Calm neighborhood with many facilities: restaurants, shopping centers, movie theatre, playdium and more.