Apartment vacation rentals in Pickering

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Quick stats about apartment rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at G$23,018 GYD per night before taxes and fees

  • Verified guest reviews

    Over 110 verified reviews to help you choose

  • 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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Top guest favorite
A stone cottage exterior is highlighted, featuring a white door and window. Pink flowering shrubs adorn the entrance. A wooden table with chairs is arranged on a stone patio, surrounded by a green fence and under a partly cloudy blue sky.
Apartment in Gilling East
4.97 out of 5 average rating, 201 reviews

Fairfax View - delightful annexe cottage, Gilling

Situated in the picturesque village of Gilling East on the edge of the North York Moors national park, Fairfax View offers the perfect base to explore this beautiful corner of Yorkshire. This one bedroom cottage has en-suite shower room, well equipped kitchen and large lounge with double sofa bed (available for use by prior request). Located directly opposite the highly-acclaimed Fairfax Arms and on the edge of the Ampleforth Abbey and College campus, with a 9 hole golf course in the village.

Guest favorite
A spacious living room features large bay windows that allow natural light to fill the area. Stylish furnishings include a comfortable gray sofa, a bright yellow armchair, and a dining table with two chairs. Decorative elements include a modern rug and artwork on the wall.
Apartment in Scarborough
4.92 out of 5 average rating, 199 reviews

Beautiful Chic Apt, lift, views, parking

No.8 at Nirvana is a stylish, spacious apartment situated in the lovely, less crowded Spa area of Scarborough just a few minutes stroll to the beach, South Cliff and Italian gardens with spectacular views and easy walk to town centre. The modern apartment is in a traditional building with free parking, lift, fully equipped kitchen, Fire TVs, Alexa and fast internet. The N Yorks Moors and Robin Hoods Bay are a short drive away. There are great takeaways, shops, and restaurants nearby. 2 pets OK.

Top guest favorite
A tastefully decorated bedroom features a spacious bed with high-quality linen and pillows. A green accent wall enriches the space, complemented by framed art. A wall-mounted TV is visible, alongside a bedside table and lamp. Natural light streams in through a window dressed with blinds.
Apartment in Scarborough
4.96 out of 5 average rating, 218 reviews

Esplanade Escape. Newly renovated, prime location

A newly renovated 1866 Victorian apartment set in the heart of South Cliff, a stones throw away from the Esplanade and South bay beach. A prime location for experiencing panoramic sea views and easy access to the Cleveland Way offering coastal walks, perfect for dogs. Beautiful Italian gardens, the clock tower, lift to the beach and Scarborough Spa. A hot spot for offering surrounding beauty and historical charm along with easy walking distance to the town centre, cafes, restaurants and shops.

Top guest favorite
A self-contained studio apartment features a spacious bed with light blue bedding. A dining table with black chairs is positioned near a window that offers views of the countryside. The well-equipped kitchen is visible, with modern appliances and counter space.
Apartment in Stokesley
5 out of 5 average rating, 346 reviews

The Studio, near Stokesley

Our self-contained studio apartment has a shower room, store room, well equipped kitchen, superking bed ( Available as 2x3ft. singles if required), a terrace & garden overlooking open countryside with uninterrupted views of the Cleveland Hills & Captain Cook's Monument. It is a 3 min drive/15min walk to the bustling town of Stokesley where there are restaurants, cafes, pubs, shops, supermarkets, take-aways, a weekly Friday market and a popular Farmers' Market on the 1st Saturday of the month.

Top guest favorite
A spacious living and dining area is presented, featuring two comfortable sofas adorned with decorative cushions. A wooden dining table is positioned beside a large window, dressed with dark drapes, allowing natural light to fill the room. Soft carpeting enhances the cozy ambiance.
Apartment in York
4.95 out of 5 average rating, 426 reviews

Superb Large York Apartment near Racecourse

Superb first floor apartment suitable for holidays and business trips (quoted price includes cleaning fees and FREE parking). Easy walk to York racecourse and 15-20 min walk to the train station and city centre. 5 mins by taxi or bus, you can catch the bus almost outside the property serving York city centre and surrounding areas. There is a Co-op and Post Office a short walk away or there is a Tesco Extra (open 24 hours except Sunday) a short drive away. Ideal for solo travellers or couples.

Top guest favorite
A modern kitchen area features sleek cabinetry and stainless-steel appliances, including an oven and microwave. A dining table with two chairs is arranged nearby, complemented by a cozy seating area with a brown leather sofa. Soft blue tones are present throughout the space.
Apartment in Sleights
4.97 out of 5 average rating, 271 reviews

Beautifully converted, airy hideaway near Whitby

Sleights is a gem of a village on the outskirts of Whitby and at the foothills of the Moors. You will stay in a beautiful airy converted self contained studio which has its own entrance and is part of a large Victorian Villa (there are steps leading down into the garden - may not be suitable for those with limited mobility). Guests will enjoy the privacy of the Hideaway with their own outside area. They can relax on the luxury Simba mattress that promises a good nights rest after a busy day.

Top guest favorite
A cozy living area is visible through a round mirror, featuring a dark sofa with a patterned throw pillow. A coffee table sits before the sofa, holding magazines. Large windows allow natural light, revealing greenery outside beyond the red-brick exterior.
Apartment in City Centre
4.95 out of 5 average rating, 538 reviews

Boutique York City Centre Studio-Free Parking inc

This ground floor studio is located in a converted warehouse within the city walls. It was converted in 2018 so the interior is in great order and the exterior looks onto water views. With a 5 minute walk to the main historic area/main shopping area and a 3 minute walk to Waitrose/Morrisons supermarkets. Wifi included. I book and pay and include in price, off- site paid parking included at Morrisons Supermarket Foss Islands Road - a 5 minute walk from premises; so NOT on-street

Top guest favorite
The scene captures a serene waterway bordered by lush greenery. Sunlight sparkles on the water’s surface, while trees provide shaded areas along the banks. The image showcases the natural beauty of the surroundings, inviting a sense of tranquility and calm.
Apartment in City Centre
4.96 out of 5 average rating, 224 reviews

Cocoa River Quiet river central 2 bed/bath Parking

Recently converted quality development in an industrial building with a fascinating history, retaining original features and brickwork. The kitchen area features a stylish quartz worktop with a luxurious tiled floor. Dine on a glass-topped bistro table for 4, or relax in the comfy living area in front of the LCD TV. The 2 double ensuite comfy bedrooms are light and airy and furnished to a very high standard. The property has an allocated, secure and free parking space.

Guest favorite
A spacious bedroom features a large bed with neutral bedding and decorative pillows. A vintage chest sits at the foot of the bed, complemented by bedside lamps on both sides. Natural light filters in from the window, highlighting the wooden flooring and soft carpet.
Apartment in Scarborough
4.95 out of 5 average rating, 203 reviews

Luxury apt 5 min walk from the South Bay Beach

Occupying the ground and first floor of this beautiful Victorian building, accommodation comprises of 3 bedrooms, 2 bathrooms, drying room, secure bike shed, private garden. With a log burner to keep you warm on colder evenings you will find plenty of space to spread out. Furnished to a high standard our accommodation combines comfort with a touch of luxury and a homely feel. with enough space for two families sharing, one large family or multi-generational holidays.

Top guest favorite
An open-plan living area is displayed with two sofas and a bean bag positioned around a coffee table. A large Smart TV is visible, and a dining area features a solid wood table with four upholstered chairs. Natural light streams through the multiple windows, highlighting the spaciousness.
Apartment in Sleights
4.95 out of 5 average rating, 264 reviews

Fantastic grade II listed penthouse apartment

This spacious and airy penthouse apartment has gorgeous views across the Esk Valley Situated 3 miles from Whitby in the picturesque village of Sleights, this stylish and comfortable penthouse apartment enjoys fabulous countryside views from every window and sits on the very edge of the North York Moors National Park. There is private off-road parking for 2 cars and the bus stop and mainline railway station are within very easy walking distance.

Top guest favorite
Multiple paned windows frame a pleasant view of greenery and colorful trees outside. A decorative bowl and two ceramic jugs rest on the windowsill, allowing natural light to fill the space.
Apartment in Helmsley
4.98 out of 5 average rating, 223 reviews

The Flat @ 2 Castlegate

Situated right in the heart of the market town of Helmsley, this flat boasts views of Helmsley Castle, just a stone's throw from the rear of the garden. A perfect hub for those wanting to soak up some Yorkshire scenery with the home comforts of local conveniences. Helmsley has been noted as a major food destination with excellent cafés and highly acclaimed restaurants in the town and three Michelin starred restaurants a short drive away.

Guest favorite
A stylish living room features two comfortable sofas and a set of armchairs arranged around a central coffee table. Above the fireplace, several framed artworks create a focal point. A large television rests near the window, with soft lighting provided by pendant fixtures.
Apartment in City Centre
4.85 out of 5 average rating, 238 reviews

Adventurers Rest - City Centre 2 Bed House

Whether you're visiting York for a romantic getaway, a family vacation, or a business trip, this modern 2 bedroom apartment caters to all. Nestled in a prime central location, this apartment places you within walking distance of York’s most beloved attractions. Whether you're eager to stroll through the Shambles, visit the iconic York Minster, or enjoy the picturesque riverside, everything is just a stone's throw away!

Popular amenities for Pickering apartment rentals