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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 ﺩ.ﺇ 404 per night before taxes and fees

  • Verified guest reviews

    Over 120 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

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.

4.97 out of 5 average rating, 213 reviews
Top guest favorite
A bright lounge area features a comfortable sofa and a snuggle chair, framed by a large bay window offering views of the outside. A dining table and chairs are positioned nearby. Light beige walls contrast with a soft blue accent wall, enhancing the cozy atmosphere.
Apartment in North Yorkshire

Hazel's Hideaway free parking available

Enjoy a relaxing break exploring the delightful cobbled streets, shopping in the beautiful quaint gift shops, and savouring the historic treats of Whitby. There are miles of amazing beaches and coastal paths to wander along and plenty of cafes and bars to quench your thirst in. The self-contained apartment is spacious and well-equipped containing a bathroom, comfortable double bedroom and lounge/diner including a sofa-bed with large bay window with Abbey views. Accessed up one flight of stairs.

4.95 out of 5 average rating, 276 reviews
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

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.

4.96 out of 5 average rating, 239 reviews
Top guest favorite
Apartment in North Yorkshire

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

Welcome to our lovely 1 bedroom ground floor apartment: Low Tide. Located with its own entrance and private patio space, it has a fresh coastal feel with smart TV, Wi-Fi, comfy sofas, and dining kitchen. It's a little hideaway perfect for days at the beach and evenings out in Filey. It's only 0.3 mile short potter down to the award winning sandy Filey beach as well as being right in the heart of the quaint selection of local shops, bars, pubs & most importantly some lovely fish and chips!

4.99 out of 5 average rating, 109 reviews
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

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.

4.97 out of 5 average rating, 280 reviews
Guest favorite
A cozy bedroom is illuminated by soft light from a unique ceiling fixture. A spacious double bed is dressed in a neutral-colored plaid cover, with neatly arranged towels at the foot. A decorative shelf and a mirror enhance the room's charm, while a window provides additional light.
Apartment in Robin Hood's Bay

dog friendly flat in the heart of Robin Hood’s bay

A lovely self catering holiday apartment,sleeps 2 and dogs are welcome. It’s situated above the lovely laurel inn pub. The kitchen/lounge area has WI-FI,recliner and easy chair,and a table and chairs. The bedroom has a quality double bed,hanging space and a smart t.v. Bedding and towels are provided. The bathroom has a shower,toilet,sink and a heated towel rail. ACCESSIBILITY- we are sorry to say that our rooms are not suitable for those with limited mobility,due to the steepness of stairs.

4.74 out of 5 average rating, 308 reviews
Top guest favorite
A small dining area features a white table surrounded by four chairs. A decorative arrangement of greenery is placed in the center of the table. Light streams in through large windows, providing a view of the street outside and a television is positioned nearby.
Apartment in Scarborough

Nellie's Loft

Your family will be close to everything when you stay at this centrally-located flat. On the edge of Scarborough's Old Town, and just a stone's throw from the beach it is a great base to enjoy all Scarborough has to offer. Accommodation is spread over 3 floors: 1st floor is a kitchen, a dining table and a comfortable seating area; 2nd floor is a double bedroom and family bathroom; 3rd floor is a twin bedded room & a separate WC. We provide tokens for parking on nearby streets.

4.91 out of 5 average rating, 107 reviews
Top guest favorite
A spacious living area features two comfortable sofas adorned with tropical patterns, a coffee table, and a modern TV setup. Natural light fills the room through large windows, complemented by light-colored walls and a decorative fireplace. A dining table is set for meals.
Apartment in Scarborough

Private Garden Apartment With Off Road Parking.

Spacious, relaxing, south facing, Georgian apartment with private garden. Located in the heart of Scarborough's historical Old Town. Ensuite bedroom with super king bed (2 singles upon request). Galley kitchen with full cooking facilities. Secure off road parking for one vehicle (enquire if very large). Wifi, TV, DVDs, books & games galore. 5 mins walk to beach, harbour, castle & local market. 15 min walk to town centre shopping & train station. Check in from 3pm-10pm.

4.99 out of 5 average rating, 229 reviews
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 Scarborough

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.

4.95 out of 5 average rating, 216 reviews
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 Scarborough

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!

4.79 out of 5 average rating, 477 reviews
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

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.

4.94 out of 5 average rating, 276 reviews
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

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.

4.98 out of 5 average rating, 229 reviews

Popular amenities for Pickering apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

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

Cocoa Isabella (with allocated secure parking)

5.0 out of 5 average rating, 370 reviews
Top guest favorite
A panoramic view of a tranquil beach is depicted, featuring soft sandy shores meeting calm blue waters. Rolling hills with greenery stretch in the background, while a few people can be seen walking along the water's edge.
Apartment in North Yorkshire

Filey

4.9 out of 5 average rating, 164 reviews
Top guest favorite
A dining area features a round wooden table surrounded by six light-grey chairs. Floral arrangements sit at the center, and framed art adorns the walls. Natural light enters through an angled window, illuminating a nearby wooden sideboard and a television on the wall.
Apartment in Scarborough

Little Puffin @ Scarborough

4.94 out of 5 average rating, 104 reviews
Top guest favorite
The open-plan sitting-dining room features two striped sofas arranged around a small area rug on polished wooden floors. Natural light enters through large windows, illuminating the space adorned with artwork. A wood-burning stove and a dining area with wooden chairs create a cozy atmosphere.
Apartment in Loftus

Beautiful apartment in atmospheric Staithes Chapel

4.94 out of 5 average rating, 264 reviews
Guest favorite
A spacious bedroom features a large bed with plush pillows and tasteful bedding. Soft light from two side lamps illuminates the room. A stylish armchair sits nearby, and large windows allow natural light to fill the space, complemented by elegant curtains and subtle wall decor.
Apartment in City Centre

Fossgate Suite 5: Elegant 2 bedroom apartment

4.9 out of 5 average rating, 254 reviews
Guest favorite
The kitchen features modern white cabinetry with wooden countertops. A stove and oven are included, along with a sink and window providing natural light. A round wooden table, paired with four chairs, sits in the foreground, while an inviting rug covers the floor.
Apartment in North Yorkshire

Broomfield Apartment, sleeps 5, in central Whitby

4.88 out of 5 average rating, 444 reviews
Guest favorite
A bay window offers spectacular views of Whitby Harbour, showcasing the colorful buildings lining the waterfront. A plant in a woven basket sits on the windowsill, adding a touch of greenery to the indoor space.
Apartment in North Yorkshire

Harbour View Whitby

4.84 out of 5 average rating, 152 reviews
Top guest favorite
A lounge area features paneled walls and an ornate fireplace, complemented by a leather sofa adorned with yellow cushions. A decorative lantern sits in front of the fireplace, casting a warm glow, while a console table and wall art add to the inviting decor.
Apartment in North Yorkshire

Angel View , Flowergate.

4.93 out of 5 average rating, 221 reviews

Private apartment rentals

Top guest favorite
Apartment in City Centre

The Garret- Luxury Loft Apartment w/ South-Facing

4.9 out of 5 average rating, 210 reviews
Guest favorite
A bright bedroom features a spacious bed adorned with striped bedding and decorative pillows. A framed artwork hangs above the bed. A nightstand and a small teal table are positioned beside the bed, while a wicker basket and a rug add warmth to the wooden floor.
Apartment in North Yorkshire

The Lute Player

4.89 out of 5 average rating, 125 reviews
Top guest favorite
Apartment in Heworth

Stroll to Historic City Centre From Refurbished Flat

4.97 out of 5 average rating, 708 reviews
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

Boutique City Centre Studio-Free On-Site Parking

4.95 out of 5 average rating, 560 reviews
Guest favorite
The exterior of a traditional granary is shown, featuring exposed brickwork and a slate roof. A carport is visible, providing access to the entryway. Lush greenery surrounds the building, complementing the well-maintained lawn and framing the serene countryside setting.
Apartment in Thirsk

Fullans Granary

4.87 out of 5 average rating, 221 reviews
Top guest favorite
Apartment in North Yorkshire

Two Victorian apartments for large group *NEW

5.0 out of 5 average rating, 14 reviews
Top guest favorite
A cozy living area is presented with a light-colored sofa featuring patterned throw cushions. A small dining table with two chairs is positioned nearby, while a well-equipped kitchen is visible in the background. The space is brightened by natural light through the windows.
Apartment in Malton

Bramble Cottage

4.98 out of 5 average rating, 43 reviews
Top guest favorite
Apartment in Scarborough

The Boat House - Quartermaster

4.97 out of 5 average rating, 34 reviews

Apartment rentals with a hot tub

Guest favorite
Apartment in Scarborough

Seascape, Scarborough - with Private Hot Tub

5.0 out of 5 average rating, 7 reviews
Superhost
Apartment in Bilbrough

Studio 3B, The Carriage House.

4.96 out of 5 average rating, 52 reviews
Guest favorite
An outdoor area features a wooden picnic table accompanied by a circular dining table with metal chairs. The space is adorned with hanging flower pots, and a gravel surface enhances the relaxed ambiance. Nearby, doors lead into the building, providing easy access.
Apartment in Thornaby

The Toot Suite Self Catering, Private Hot Tub

4.94 out of 5 average rating, 18 reviews
Guest favorite
A tranquil outdoor space features a private patio adorned with various plants and flowers. A shaded area is provided by an elegant canopy, while black and white checkered walls create a striking backdrop. Comfortable seating options invite relaxation among the greenery.
Apartment in Knaresborough

Knaresborough- The Old Post Office - dog friendly!

4.87 out of 5 average rating, 228 reviews
Apartment in Amotherby

Host & Stay | Kingfisher Lodge, Amotherby

5.0 out of 5 average rating, 6 reviewsA private hot tub is situated on the wooden decking, overlooking the scenic views of the surroundings. Two sleek chairs and a small table complement the tranquil space, inviting relaxation in a serene atmosphere.
Apartment in North Yorkshire

ESK Cottage Cyanacottage

4.74 out of 5 average rating, 82 reviews
Apartment in East Riding of Yorkshire

1 Bed in York (oc-91888)

4.89 out of 5 average rating, 18 reviewsA welcoming exterior view of the accommodation showcases a row of buildings with pitched roofs. A parking area is visible in front, with two vehicles stationed. Neatly trimmed grass and flower pots enhance the landscape, while trees line the background under a bright sky.
Apartment in Hutton Sessay

Elm Apartment with Hot Tub - WH035

4.7 out of 5 average rating, 10 reviews

Destinations to explore