
Apartment vacation rentals in Pickering
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Top-rated apartment rentals in Pickering
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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.

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.

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.

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.

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.

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.

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.

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

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.

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!

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.

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
Weekly apartment rentals

Private George Hudson City ctr flat w parking

Spacious, stylish apartment, central-with parking

Kakra’s Place with free parking (One bedroom flat)

Two Victorian apartments for large group *NEW 2025

York City Apartment with Free Parking!

Albert st Apartment, Durham city

Little bit of Magic - Witchcraft

East Coast Escape The Bay Filey Pets Wifi Gym Pool
Private apartment rentals

Stylish Southcliff retreat - walking to beach/town

Limekilns Annexe Nr Barton MiddletonTyas Richmond

Low Tide @ Filey. Close to Beach. Dog Friendly.

Modern Flat close to Beach & Eateries

Beautiful apartment by the sea

Little Puffin @ Scarborough

Bramble Cottage

The Tack Room
Apartment rentals with a hot tub

The Toot Suite Self Catering, Private Hot Tub

The Cambrian Escape

Saint Paul. Luxury. Penthouse.

ESK Cottage Cyanacottage

Birch Apartment with Hot Tub - WH034

Tawny cottage with pool and enclosed garden

Studio 3B, The Carriage House.

The Captain's Compass
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!
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- Flamingo Land Resort
- Fountains Abbey
- Harewood House
- Durham Cathedral
- National Railway Museum
- Royal Armouries Museum
- York Castle Museum
- North Yorkshire Water Park
- Hartlepool Sea Front
- Cayton Bay
- Studley Royal Park
- Saltburn Beach
- Scarborough South Cliff Golf Club
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery
- Filey Beach
- Scarborough Beach
- The Bay Filey




