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Apartment holiday rentals in Pickering

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Pickering

  • Total holiday rentals

    Explore 180 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at €17 per night before taxes and fees

  • Verified guest reviews

    Over 5,870 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    180 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
4.91 out of 5 average rating, 105 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
A contemporary living area is shown, featuring a plush green sofa and a round wooden coffee table. A flat-screen TV is mounted on the wall, with a modern lamp and a potted plant adding character to the space. Soft lighting creates a relaxed ambiance.
Flat in Ajax
4.97 out of 5 average rating, 103 reviews

Miden Touch: Stylish Modern Basement w/ Workspace

Escape to our modern basement suite in Ajax, perfectly situated just 10 minutes' drive from Ajax Waterfront and close to the 401. This newly renovated space combines style, comfort, and convenience for an unforgettable stay. Enjoy a private entrance leading to a large bedroom with a plush queen bed and a stylish bathroom stocked with essentials. Relax in the contemporary living area, featuring a comfy sofa and smart TV with full kitchen, Wi-Fi, dedicated workspace and laundry facilities in unit.

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, 196 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.

Top 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, 289 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, 203 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
4.88 out of 5 average rating, 156 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.

Top guest favourite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Flat in Richmond Hill
4.96 out of 5 average rating, 448 reviews

Modern Cozy Home near the Mill Pond Park.

Our bright and cozy basement apartment features large lookout windows and everything you need for a comfortable stay. Just steps from beautiful Mill Pond Park, enjoy scenic trails and a peaceful residential setting. Located in Richmond Hill, about an hour from downtown Toronto. A vehicle is recommended. Free parking included. Perfect for guests seeking a quiet retreat with easy access to the city and ideal for nature lovers. Shops and restaurants are just a short drive away.

Guest favourite
A cozy living and dining area features a wooden dining table set with plates and glassware. Two plush sofas surround a glass coffee table in front of a television, while bright yellow flowers add a pop of color to the space. Light-colored walls enhance the inviting atmosphere.
Flat in Markham
4.86 out of 5 average rating, 538 reviews

Spacious 2BD 3-6 ppl homestyle BSMT mansion with window basement 130sqm

Tips : no party ! ^_^ A cozy basement with seperated entrance and beautiful garden. It locates in a safe and quiet neighborhood of Markham and has easy access to everything, the Village Grocer, Walmart, Markville shopping mall, etc. Ten minutes to go-train to downtown and close to highways going into and out of the city. ^_^您好! 房东是来自上海新移民,热情好客, 全新装修半地下室,完全独立空间,楼上系房东自用,沟通方便,房东万锦其他多处房源亦100%好评, 且常年被评选为最佳房源,位置交通便利,步行达西人超市、渔人村风情酒吧街,10分钟内车程可达10余家华人西人超市,商业广场,等数十家国内各菜系风味餐馆。

Top guest favourite
Flat in Whitby
4.96 out of 5 average rating, 426 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, 147 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, 262 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.

Superhost
A spacious living area features a large sectional sofa arranged around a soft area rug. Light wood flooring is complemented by pale walls and columns. A mounted television and shelves are visible. A dining area is to the right, with a table and chairs.
Flat in Richmond Hill
4.85 out of 5 average rating, 213 reviews

Large Walk-out private apartment w/ parking

A walk-out basement apartment in Richmond Hill. This sunlit apartment has abundance of natural lighting streaming through the many large windows. It has a full kitchen, a full laundry room with a washer and dryer, a designated parking space for one car, and free Wi-Fi access. Perfect for couples or small families, this apartment comfortably accommodates two adults and up to two children.

Popular amenities for Pickering apartment rentals

When is the best time to visit Pickering?

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