Vacation rentals in Pickering

4.98 out of 5 average rating, 125 reviews

A vintage steam locomotive is seen gracefully navigating a curved track surrounded by lush greenery and ferns. White steam billows from the engine, contrasting against the vibrant landscape. The train features a mix of classic carriages in warm tones, enhancing the scenic countryside view.

Cottage in Pickering

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

A traditional stone building houses the Little Inn, featuring a prominent sign and hanging flower baskets. Nearby shops and cafes create a vibrant street scene, with a tall spire visible in the background, contributing to the charm of the town.

4.8 out of 5 average rating, 250 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.

4.96 out of 5 average rating, 115 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)

The image showcases a serene garden area, bordered by wooden structures and stone walls. Lush greenery and shrubs are visible, alongside rustic buildings with red tiled roofs under a partly cloudy sky. A lantern is positioned in the foreground, adding a charming light source.

4.93 out of 5 average rating, 125 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 charming cottage exterior is surrounded by lush greenery, featuring a stone facade and a blue front door. Tall trees and neatly trimmed bushes frame the entrance, while wildflowers and grass add a natural touch to the pathway. The peaceful setting invites exploration.

4.83 out of 5 average rating, 151 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.

Stairs with a white handrail lead to a landing adorned with gray walls. A circular window framed in brick allows natural light to illuminate the space, creating a bright and inviting atmosphere.

4.92 out of 5 average rating, 317 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/

A modern wood-burning stove is positioned in a rustic stone fireplace. The flames dance warmly, while a pile of logs is neatly arranged in decorative baskets beside the stove. Simple star-shaped decorations are strung above, enhancing the cozy ambiance.

4.92 out of 5 average rating, 301 reviews

Cosy character cottage in heart of Pickering

31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, Scarborough, Whitby and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

4.97 out of 5 average rating, 188 reviews

A rustic wooden cabin is nestled among tall grasses and trees, surrounded by natural greenery. Its rounded design features a porch with wooden railings, inviting a serene outdoor experience. The cabin's exterior is partially shaded by nearby foliage, enhancing its secluded appearance.

Hut in Goathland

Birch House Farm

Birch House Farm is located within 12 acres of woodland and pasture. Hollyhock cabin has been finished to a high specification to give comfort all year round. We provide bed linen, towels and a welcome basket containing home grown and local produce. Ensuite shower facilities, heating, TV and a kitchen area (hob, kettle and microwave). There is a double hammock and a BBQ fire pit area outside. Perfect for a quiet break in the countryside. Couples only. No children. No dogs allowed.

The master bedroom features a spacious bed with crisp white linens and a decorative cushion. Warm light is provided by two bedside lamps, while a colorful wall art piece adds a contemporary touch. Neutral walls create a calming environment.

4.97 out of 5 average rating, 147 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

4.97 out of 5 average rating, 109 reviews

The cottage's exterior is shown, highlighted by a stone facade and large windows. Lush green vegetation and vibrant daffodils bloom in the foreground, while the tranquil River Seven flows alongside. The landscape features trees and distant greenery, contributing to the serene countryside setting.

Cottage in Sinnington

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

5 out of 5 average rating, 136 reviews

A spacious entryway features a wooden beamed ceiling and light-colored walls. Natural light fills the area through a window above a cozy seating arrangement. The floor is laid with light tiles, and a decorative rug adds warmth to the space.

Farm stay in Hartoft

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

4.91 out of 5 average rating, 108 reviews

A welcoming living area is highlighted by a log burner beneath a wooden mantel. A flat-screen TV is mounted on the wall above, and a circular coffee table is placed on a soft area rug. Natural light filters through the large window adorned with blue curtains, illuminating a cozy seating arrangement.

Home in North Yorkshire

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.

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Popular amenities for Pickering vacation rentals

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Other great vacation rentals in Pickering

5 out of 5 average rating, 96 reviews

A modern wall light is attached to a stone exterior, highlighting the textured surface of the cottage's wall. The entrance features a muted grey door with a stylish door handle and a brass number two displayed prominently.

Cottage in Westow

Cottage in North Yorkshire

SueRating, 5 stars1 week ago

We have thoroughly enjoyed an all too brief, relaxing stay at Tarrs Yard. From entering the charming cottage, to leaving, one can't fail to be impressed by all that Lizzie and Andy have so stylishly created. The helpful, informative folder inside the cottage provides for guests' range of interests and enables visitors to capitalise on the hosts' wealth of knowledge and experience of the area. We can't wait to return and anticipate discovering more of what this area affords, whilst assured of a restful, peaceful property to daily return to. Thank you to you both for our introduction to North Yorkshire.

5 out of 5 average rating, 48 reviews

Home in Pickering

The Barn at Noelle's Cottages

SuzanneRating, 5 stars1 month ago

I wouldn’t hesitate to recommend a stay at The Barn. The property was immaculate, beautifully furnished and very well equipped. The garden as well as the house was spacious and both felt very private and tastefully appointed and allowed us a relaxing and comfortable stay. The location was perfect for exploring this part of North Yorkshire where there is so much to see and do.

4.86 out of 5 average rating, 104 reviews

Charming Country Cottage with Free Parking

MicheleRating, 5 stars1 week ago

This is a beautiful cottage. Perfect location for Pickering and the surrounding area. The cottage was spotless and had lovely touches with lots of books to read, a great selection of games and DVD’s. The cottage has private parking and is in a gorgeous little courtyard, it was so quiet and peaceful and it’s within a few minutes walk to most of the amenities in Pickering including the railway station for the North Yorkshire Moors heritage railway, pubs, restaurants, shops and cafes. Chris was a very friendly host. He answered all my queries almost immediately. We are happy to recommend this lovely property and Chris as a host.

4.78 out of 5 average rating, 32 reviews

A wooden bench is positioned on lush green grass, offering a simple place to sit. Behind the bench, a sunroom with large windows allows natural light to flow in, enhancing the outdoor space. Potted plants are visible nearby.

Cottage in Spaunton

Hill Top Cottage

LynnRating, 5 stars2 weeks ago

Beautiful location, very quiet apart from the Cockerell. Amazing host , welcome pack very much appreciated . Within easy reach of places. Comfy bed. Would highly recommended staying here.

4.98 out of 5 average rating, 41 reviews

Cosy 18th Century Cottage close to all amenities

ChrisRating, 5 stars1 week ago

Although this beautiful cottage is situated on a main road and two of the three bedrooms are on the front, we all (a party of 6) slept really well - the beds were really comfortable. The cottage is within easy walking distance of Pickering, a friendly town with a great choices of pubs, cafes and restaurants. Although, on this occasion, we remained local ,it would be a good base for trips further afield and we are likely to return. Richard and Sally are excellent hosts, responsive to any messages sent. An excellent experience, thank you.

5 out of 5 average rating, 15 reviews

Home in North Yorkshire

The Swiss Cottage, Pickering

RoseRating, 5 stars2 months ago

What a find! So central but private and very homely. We had a fantastic week either exploring the area or relaxing at home in front of the fire. Loved the house and the position which was so handy for the shops and restaurants … we will definitely be back. Carole is so kind and helpful :)

4.99 out of 5 average rating, 73 reviews

An open-plan area is depicted, featuring a welcoming stone floor and an elegant wooden arched door as the focal point. Light fixtures illuminate the room, complemented by potted greenery. A soft sofa, adorned with a plaid throw, rests against the wall, adding to the cozy ambiance.

Cottage in Lockton

Rowans Cottage - distinctive 1 bed restoration

FrancesRating, 5 stars4 weeks ago

Our second stay in this beautiful holiday home. Immaculately presented and lovely hosts. Great location, quiet but ideal for walkers and those on driving holidays. Also excellent for any one with mobility problems. Handy for Dalby Forest, Whitby, Pickering, Scarborough and the many lanes less travelled, fabulous scenic views and picturesque villages that North Yorkshire Moors has to offer. Also handy for the North Yorks Steam Railway. Our favourite and most perfect holiday haven and we will return again in the future.