Apartment holiday rentals in Pickering

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Quick stats about flat rentals in Pickering

  • Total holiday rentals

    Explore 170 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 5,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    160 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!

Top-rated apartment rentals in Pickering

Guests agree: these apartments are highly rated for location, cleanliness and more.

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Guest favourite
A view from the hallway leads into a well-lit open living space. The kitchen features modern appliances, while a cozy seating area with two chairs and a sofa is visible. The floor is adorned with warm wood tones, enhancing the inviting atmosphere.
Flat in Whitby
4.92 out of 5 average rating, 103 reviews

Modern 2 Bedroom Guest Suite in Whitby

This stylish place to stay is perfect for an individual, couple, or a small family visiting Whitby. Gorgeous newly built 2 bedroom 1 bath legal basement approx 950 sqf (registered with Town of Whitby, meets building code requirements) at one of the best neighborhoods in Whitby. Walking distance to Walmart, Superstore, Dollarama, LCBO,and many more. One parking spot available on the driveway Steps away from the bus stop. 1.3 kms from Thermëa spa. Wifi, netflix & Amazon Prime are included.

Top guest favourite
The kitchen area features sleek black cabinetry contrasted by white countertops, providing a modern aesthetic. A dining table with wooden chairs is positioned near the window, enhancing natural light. Essential appliances, including a microwave and coffee maker, are neatly arranged for convenience.
Flat in Whitby
4.94 out of 5 average rating, 171 reviews

Absolutely gorgeous basement guest suite!

Legal Basement - This chic place comfortably accommodates up to 5 guests and comes fully furnished. There are 2 bedrooms, each accommodating 2 guests, along with a daybed in the living room for the 5th person. One bedroom offers a queen-size bed, while the other has a double-size bed. Also, there are 2 study tables with chairs, one in each bedroom and one in the living room. The meticulously designed kitchen boasts modern and luxurious touches. The stylish washroom features a standing shower.

Guest favourite
A two-story house with light yellow siding and a brown roof features a welcoming front porch, adorned with potted plants and furniture. Well-kept landscaping surrounds the house, offering a bright and inviting outdoor space under a clear blue sky.
Flat in Whitby
4.94 out of 5 average rating, 278 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
A comfortable sofa in a neutral brown tone is positioned in the living room, complemented by a decorative blanket. In the background, a modern kitchen with bar stools and a light-colored counter is visible, along with a window allowing natural light into the space.
Flat in Pickering
4.94 out of 5 average rating, 193 reviews

2 Plush Queen Beds + 1 Sofa-bed - Sleeps 6 - Apt

Legal lower-level basement apartment with kitchen and living room. Sleeps up to 6 guests with 2 queen beds and 1 sofa bed. Close to Hwy 401, restaurants, shopping, parks, Toronto Zoo, and GO Train. 🚗 *1 PARKING SPOT ONLY*. Additional vehicles may apply directly to the City of Pickering's Parking Consideration Program, subject to City approval. Any parking tickets or fines are the guest's responsibility. 👥 Extra Guests: $25/day 🌳 No smoking in/out of the property. 🔑 Private entrance

Guest favourite
A modern kitchen space is showcased, featuring white cabinetry and a sleek red refrigerator. Essential appliances, including an oven and microwave, are easily accessible. The area includes a dining table, and the light tile flooring reflects the bright ceiling lights, creating an open and inviting atmosphere.
Flat in Stouffville
4.89 out of 5 average rating, 149 reviews

New Contemporary Comfort: Your Stylish Retreat

Welcome to brand new 1 Bedroom, 1 Bathroom and Sofa Bed located in quiet neighbourhood. This private unit is equipped with queen size bed, kitchen, full bathroom and access is available through separate entrance. It is fully inclusive of everything you might need, such as a hot water kettle, microwave, oven, stove, dishes and silverware, and coffee maker. Access to downtown Toronto is only 40 min drive. Located near 407 ETR. 10 min to downtown Stouffville with all amenities nearby.

Guest favourite
An open living area is visible, featuring a dining table set with plates and utensils. The kitchen area displays modern appliances against a patterned backsplash. Natural light brightens the space, highlighting the wood-like flooring and neutral walls.
Flat in Stouffville
4.91 out of 5 average rating, 100 reviews

New Stylish/Cozy Getaway with Home Office Retreat

Welcome to this cozy basement apartment, combining the comfort of a 1-bedroom layout with the added convenience of a separate office space. As you step inside, you'll find a well-designed living area that seamlessly integrates with the kitchen creating an open and inviting atmosphere. Located in the heart of Stouffville, Ontario, close to all amenities such as Highway 404/407, Stouffville GO, Musselman's Lake, golf courses, hiking trails, grocery stores, bars, and restaurants.

Top guest favourite
The cozy bedroom features a spacious bed dressed in crisp white linens, complemented by a vibrant orange blanket at the foot. A writing desk is positioned nearby, and natural light filters in through a small window, enhancing the room's inviting and comfortable atmosphere.
Flat in Richmond Hill
4.99 out of 5 average rating, 111 reviews

Private Entire Apt | Calm, Clean & Cozy Retreat

Since opening in August 2024, the property has maintained 70% average monthly occupancy, with nearly all 5-star guest reviews, reflecting consistently high service quality. Guests highly praise the spotless cleanliness, well-equipped amenities, welcoming host, and private, secure setting. Nearby plazas offer dining options, plus Starbucks, Tim Hortons, Subway, Chatime. A 3-minute drive reaches Highway 404, with access to 407, 401, Niagara Falls, Ottawa, Montreal.

Top guest favourite
Flat in Whitby
4.96 out of 5 average rating, 420 reviews

LOVE and Relax at Dream Catcher Retreat

Are you looking for the perfect getaway? 😊 Retreat yourself to a Luxurious, Charming and Modern Suite with a splash of glam.✨ Perfect for couples, families or business trips. Enjoy the Fireplace with a glass of Cabernet Sauvignon🍷Perhaps you would also like to partake in a game of pool on our custom pool table 🎱, or take a hot rainfall shower in a delightful Stone Spa Shower💦. But, most importantly, our place is yours to relax and unwind😊

Guest favourite
A welcoming home features a well-maintained exterior surrounded by lush green trees. The entrance is adorned with a small balcony and pathway, inviting guests into a bright living space. The design balances modern elements with natural landscaping, creating an inviting first impression.
Flat in Pickering
4.83 out of 5 average rating, 143 reviews

Peaceful & Private Karma Stay, Easy Toronto Access

Relax in the spacious, newly renovated basement with a separate entrance. As hosts, we take pride in being approachable and friendly. Having spent our own fair share of time away from home since a young age & exploring different places, we deeply understand the importance of providing a warm & peaceful environment for our guests. Your comfort and well-being are our top priorities, and we're here to ensure your stay feels like a welcoming home.

Guest favourite
A cozy living area is presented with a grey sofa adorned with yellow cushions. A large TV is mounted on the wall, facing a white coffee table on a textured rug. A colorful abstract painting decorates one wall, complemented by a small indoor plant.
Flat in Pickering
4.93 out of 5 average rating, 246 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.

Top guest favourite
Flat in Whitby
4.96 out of 5 average rating, 148 reviews

Zarmas Oasis 2BRM | BR | Kitchen

Welcome to Zarmas Oasis, a newly constructed, elegant legal apartment in Whitby that promises ultimate comfort and convenience. Ideal for families or groups of up to five, this modern retreat provides a perfect home-away-from-home experience. Zarmas Oasis combines contemporary comforts with a fantastic location, ensuring a pleasant and memorable stay. We look forward to welcoming you!

Guest favourite
A spacious living area features a modern kitchen visible in the background, equipped with sleek appliances and ample cabinetry. A large dining table surrounded by black chairs sits in the foreground, complemented by a comfortable sofa and glass coffee table, enhancing the inviting space.
Flat in Pickering
4.86 out of 5 average rating, 339 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.

Popular amenities for Pickering apartment rentals

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