Vacation rentals in Pickering

4.99 out of 5 average rating, 135 reviews

A converted stable features a quaint exterior with a terracotta tiled roof and green door. Surrounding the building, a garden displays various flowers and plants, while a gravel path leads to the entrance. Mature trees provide shade, enhancing the outdoor space.

Barn

Cosy Stable in Scagglethorpe

Ancient listed stable in Viking village, recently converted to the highest standards. Take a drink and enjoy your patio, explore the garden or amble down to the village pub for dinner or breakfast. Your own driveway parking space and a type2 EV charger. Relax in your kingsize bed, or unwind in the rainfall shower after a busy day visiting Castle Howard, Scampston Hall, Sledmere House, the coast, York, or wandering the Moors. Kettle and toaster (no oven), fridge, TV and high-speed WiFi provided.

4.98 out of 5 average rating, 128 reviews

Mill Cottage Is A Beautiful Cosy Country Escape

Escape to the country to the beautiful Moors Market town of Pickering.Just a short stroll from the centre of town lies Mill Cottage.A traditional country cottage furnished to the highest standard with a modern twist. With direct access to some of the most outstanding walks in the Moors but a fantastic convenient location for the amazing selection of country pubs , restaurants and attractions Pickering has to offer. The greatest care is taken to ensure your stay with us is as perfect as possible

The kitchen area is designed with a wood countertop and light cabinetry. A sink is located beside a window that allows natural light to illuminate the space. Fresh greenery is positioned on the sill, and neatly arranged utensils and containers enhance the organized ambiance.

4.81 out of 5 average rating, 257 reviews

Cosy ‘Cobblers Cottage’ - Pickering

Enjoy easy access to everything from our perfectly located, traditional stone home on the gateway to the North York Moors National Park. Just steps away from Pickering town centre with an array of shops, pubs, cafes, bars, restaurants, bakers, butchers & takeaways on offer. A short stroll to the North Yorkshire Moors Railway giving pleasant & easy access to Whitby, Goathland, Levisham, Newtondale and Grosmont. Also perfectly located for Scarborough, Whitby, Malton, Helmsley & Dalby Forrest.

The exterior of a characterful Yorkshire longhouse is displayed, showcasing stone walls and a tiled roof. Flower baskets hang from the front, adding a touch of color. The entrance features a light-colored door framed by two potted plants. Windows reflect a welcoming ambiance.

4.96 out of 5 average rating, 117 reviews

Spacious character historic cottage

Our 17th Century, characterful Yorkshire longhouse provides a spacious, retreat, and a fantastic base for family and friends to meet up with plenty of opportunities for days out in the surrounding North York Moors. The house is in the vibrant market town of Pickering with it's famous heritage railway. Pickering has a cafes, restaurants and pubs along it's bustling high street and a weekly market selling fresh, local produce. 7+2 guests (sofa bed in the snug for 2 guests at an extra charge)

4.93 out of 5 average rating, 127 reviews

Lovely cottage for N. York Moors & Steam Trains

19 Burgate is in the popular market town of Pickering, minutes’ walk from shops, eating places, Castle & Steam Railway (seasonal) - ideal for exploring the Moors, coastline & historic sights. It offers contemporary comfort, with a cosy living room, modern kitchen-diner, luxurious bathroom (walk-in shower, bath) & quality bedrooms. The garden offers eating/drinks outside and access to private parking. Prices are for 2 guests, with a small extra charge for the 2nd bedroom and well-behaved pets.

A cozy lounge area features a comfortable sofa adorned with decorative cushions. A flat-screen TV rests on a wooden cabinet, while a small shelf displays a plant. Soft lighting from ceiling fixtures creates a welcoming ambiance, and stairs lead to an upper level.

4.83 out of 5 average rating, 156 reviews

Cosy one bedroom cottage in Pickering

This lovely cottage is nestled in the centre of the beautiful market town of Pickering, Relax at this charming cottage which offers easy access to the enchanting landscapes of the North Yorkshire Moors and the nearby towns and coast. Whether you visit the iconic North Yorkshire Moors Railway, attend a concert at the Scarborough Open Air Theatre, or spend a day at the beach or exploring Whitby and the Moors. If you are seeking relaxation or adventure, this unique getaway is the perfect choice.

4.93 out of 5 average rating, 325 reviews

APRICOT COTTAGE - A LUXURY HOLIDAY COTTAGE

Detached holiday cottage Sleeps two (ONE DOUBLE BED) FREE WIFI Off road parking En-suite bathroom Fully equipped kitchen TV and fridge freezer Microwave Ideal location for all local attractions 2 minute walk into Pickering and local pubs, restaurants and shops Quotes from past guests: it's just perfect/best cottage we've stayed in/everything is so welcoming/ location is fantastic Places to visit in North Yorkshire http://www.iknow-yorkshire.co.uk/attractions/north_yorkshire/

4.97 out of 5 average rating, 151 reviews

Katiann's Cottage

Accommodation Master Bedroom, en-suite walk in shower, 1 x King Size Bed, Freeview TV Twin Bedroom - 2 single beds TV Travel cot & highchair available Bedlinen & Towels Bathroom - bath, shower, sink, toilet Kitchen Diner - dishwasher, Ninja Air Fryer, Washer,electric oven & hob, fridge, microwave, cook utensils & iron Cosy lounge 2 leather recliner sofas, Smart TV, electric log burner Gas Central Heating Free Wi-fi 1 car parking public chargers nearby 1 x small dog subject to fee

5 out of 5 average rating, 138 reviews

A terrace features a round table set for two, accompanied by stylish woven chairs. A view of the lush green valley and surrounding trees creates a serene backdrop, while a small barbecue grill stands nearby on the stone surface.

Farm stay

Storey Corner - Where memories are made

Set on the side of a picturesque valley in the small hamlet of Hartoft Storey Corner a (totally private) self contained wing of Storey House makes for a relaxing, quiet, luxury retreat away from the hustle and bustle. Exceptionally quiet location situated in the North York Moors national Park. An area of outstanding beauty and in the International Dark Skies area. Great for star gazing Perfect for couples Pickering, Whitby,Helmsley York and the coast are all within easy reach

A view of tranquil rooftops showcasing the unique character of the surrounding buildings with a mix of red brick and tile. Lush greenery and trees provide a soft backdrop, highlighting the natural beauty found in this serene rural area.

4.9 out of 5 average rating, 114 reviews

Country Cottage with Steam Railway Views

Positioned on a pedestrian road, wake up to the sound of birds or the steam railway. Cosy up to the log burner or sit out in the evening sun, on our west facing decking overlooking the railway. A 1 minute walk to forest walks and Pickering castle, or a 2 minute walk to the town centre; you couldn’t be more perfectly located. Pickering has the charm of a rural North Yorkshire town with all the amenities you need for a relaxing break or a family centred vacation.

An open plan lounge showcases a wooden dining table set for four, with elegant dishware and a vase of flowers. An armchair is positioned beside a bookshelf and a log burner, while warm light fills the space from a nearby floor lamp.

5 out of 5 average rating, 102 reviews

Cottage in North Yorkshire

Tarrs Yard is a beautifully restored early 18th century cottage, nestled in the valley between York and Malton. Ideal for walkers and nature lovers, the cottage is just a short drive from Castle Howard and close to the North Yorkshire Moors, Dalby Forest and the Yorkshire Coast. In a picturesque setting surrounded by uninterrupted views of the Howardian Hills and the Yorkshire Wolds, the cottage is perfectly positioned to enjoy the best of the great outdoors.

4.95 out of 5 average rating, 310 reviews

A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.

Barn

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

Vacation rentals for every style

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Popular amenities for Pickering vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pickering

Superhost

An outdoor courtyard is presented with a hot tub, framed by greenery and stone walls. A wooden table holding a teapot and cups adds a cozy touch. Decorative elements like pinecones and flowers enhance the space, inviting relaxation in this private setting.

4.82 out of 5 average rating, 473 reviews

La Fenetre Holiday Cottage

4.92 out of 5 average rating, 310 reviews

Cosy character cottage in heart of Pickering

4.97 out of 5 average rating, 212 reviews

A cozy workspace is depicted with a round wooden table and a comfortable chair. Shelves filled with books and decorative items line the walls. A small bouquet of flowers adds a touch of nature, while a warm-colored blanket drapes over another chair.

Tiny home

York Poetree House, tiny treehouse home for one

A bright family living and dining area features a wooden table set for breakfast, complemented by modern chairs. A comfortable sofa with colorful cushions is arranged beside large bi-fold doors, which open to a private garden with a patio and outdoor dining space.

5 out of 5 average rating, 48 reviews

The Barn at Noelle's Cottages

The outdoor area features a patio with dark wicker seating arranged around a small table, set against a backdrop of traditional stone walls. Lush greenery from nearby shrubs adds a natural touch to the space, complemented by a blue sky overhead and scattered clouds.

4.84 out of 5 average rating, 25 reviews

Heart of Pickering cosy cottage

4.99 out of 5 average rating, 78 reviews

Rowans Cottage - distinctive 1 bed restoration

A spacious living area features a green sectional sofa and a complimentary armchair. A coffee table is centered on a woven rug, with a decorative ladder parallel to a shelf adorned with plants. Large windows allow ample natural light, framed by green accents.

4.98 out of 5 average rating, 86 reviews

The Bothy

Superhost

The exterior of a renovated stone building showcases a unique architectural style, featuring a sloped roof and large windows. A low stone wall borders the property, and a neatly landscaped area with green shrubs is visible, enhancing the inviting atmosphere of the home.