Apartment vacation rentals in Pickering

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Top-rated apartment rentals in Pickering

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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, 183 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.

Top guest favorite
A cozy corner of the apartment features a brown leather sofa adorned with blue pillows. Beside the window, a bright yellow decorative pillow with a playful design rests against the window seat. A vintage traffic light stands nearby, adding a unique element to the space.
Apartment in City Centre
5 out of 5 average rating, 324 reviews

Cocoa Isabella (with allocated secure parking)

Enjoy our stylish 1-bed ground floor New York 'loft' style space. Directly on the river and one of only a handful of apartments like this in the city. Watch the water flow by your window seat, so close you’ll want to reach out and dabble! York’s most historic industrial building (1864), so peaceful yet 5 mins from city centre. Elegant mix of cool & comfort, original 19th-century brickwork. High spec includes QLED TV, king-size bed & modern quartz worktop kitchen. Privately owned/operated.

Top 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 North Yorkshire
4.93 out of 5 average rating, 180 reviews

Beautiful chic apartment, 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.

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 North Yorkshire
4.97 out of 5 average rating, 139 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, 331 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 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
4.98 out of 5 average rating, 247 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 modern studio apartment features a comfortable seating area with a brown leather sofa and neutral-toned cushions. A small coffee table sits in front of the sofa. A well-equipped kitchenette is visible in the background, along with a television mounted on the wall.
Apartment in North Yorkshire
4.94 out of 5 average rating, 466 reviews

Studio 43 Filey

Studio 43 is a modern studio set in the picturesque coastal town of Filey and is also within easy reach of york and many other coastal and country villages and towns. This studio is finished to a very high standard, accommodating up to 4 adults with one off road parking space and plenty of free street parking. The Kitchen/Living area couples with the bedroom where there is a comfortable double bed (sofa bed in the living area). There is a bathroom with basin, towel rail, toilet and shower.

Top 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 North Yorkshire
4.95 out of 5 average rating, 179 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. BT whole-home Wi-fi

Top guest favorite
The oak-framed loft apartment is depicted amid trees, featuring a private balcony accessed by steps. Surrounding greenery and natural light enhance the rural setting. The structure's pitched roof contributes to a spacious appearance, with stone elements visible in the foreground.
Apartment in Azerley
4.94 out of 5 average rating, 441 reviews

Chequer Barn Apartment

An oak framed loft apartment is above a large garage which is accessed by stairs with a balcony for tree level seating. The space is not attached to our house and has separate access. The pitched roof gives the apartment a feeling of space and light, with underfloor heating. The outside space is ideal if you want some fresh air. We are in a rural location with no amenities, although the nearest village is only two miles away. We would welcome all visitors, but we don’t accept children.

Guest favorite
A turquoise sofa with decorative cushions provides seating in the living area. Glass doors lead to the bedroom, which features a spacious bed and soft lighting. Wall decor includes charming signs and a vintage cabinet stands in the corner, enhancing the cozy atmosphere.
Apartment in North Yorkshire
4.79 out of 5 average rating, 422 reviews

Cliff Top Escape

The apartment is situated on the cliff top of North Bay, with a lovely sea view. A 20 second walk brings you to the cliff top benches where you can sit and take in the stunning view of the bay and the castle. We are a 5min walk from the beach and 10min to the town centre. It’s on the ground floor of our 5 storey Victorian terrace family home. It is separate from the rest of the house so you’ll have full privacy. There’s plenty of space and the location is amazing!

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, 242 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, 201 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.

Popular amenities for Pickering apartment rentals

Quick stats about apartment rentals in Pickering

  • Nightly prices starting at

    Pickering vacation rentals start at G$25,070 GYD per night before taxes and fees

  • Verified guest reviews

    Over 90 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!