Holiday houses in Pickering

Tiny home in North Yorkshire

4.92 out of 5 average rating, 355 reviews

Diamond Den- a quiet, peaceful and private haven.

Situated in the extremely peaceful village of Butterwick, just a few moments walk to the river rye and bridge, Diamond Den is the perfect retreat. Being at the foot of the Howardian Hills provides a wealth of walking opportunities and we are just a short drive away from some spectacular market towns, including Helmsley (8m) Malton( 5.4m), Ampleforth (9.7m) and Pickering (8.5m). You will have your own private garden space and parking. ACCESS TO THE SLEEPING AREA IS UP A LADDER- PLEASE SEE IMAGES

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)

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.

4.83 out of 5 average rating, 150 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.

4.92 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

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.

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

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

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

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.

4.93 out of 5 average rating, 370 reviews

Castlegate Cottage

Characterful and quaint 3 bedroom Grade II listed cottage, built in 1800 with open plan living. Within easy walking distance of many shops, tea rooms, restaurants, pubs and the castle, there is parking very close by. Castlegate cottage is a perfect base for exploring the many local attractions and places of interest, such as The Steam railway, Beck Isle museum, The North Yorkshire Moors, Whitby, Scarborough, Flamingo Land, Eden Camp, Dalby Forest and York.

Barn in Aislaby, Pickering

4.95 out of 5 average rating, 303 reviews

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.

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Popular amenities for Pickering holiday rentals

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Other great holiday rentals in Pickering

Superhost

4.82 out of 5 average rating, 467 reviews

La Fenetre Holiday Cottage

IanRating, 5 stars3 weeks ago

We had a fantastic stay at Tim’s place! The location was perfect – just around the corner from local amenities and right in the heart of town. It was also only about 10 minutes to the forest and around 30 minutes to Whitby, which made day trips really easy. The hot tub was spotless and ready to use as soon as we arrived, and we were greeted with a lovely bottle of Prosecco – such a thoughtful touch. Tim was an incredibly responsive and understanding host throughout our stay. We’ll definitely be back in the future

4.98 out of 5 average rating, 129 reviews

Barn in Scagglethorpe

Cosy Stable in Scagglethorpe

TomRating, 5 stars2 weeks ago

Lovely little place. Nice location and grounds. It was the ideal location for me as it was only 5 minutes from the friend I was visiting. Lovely and clean, bed was really comfy and shower was hot and very powerful. Has an air fryer, toaster, small fridge etc. no complaints. The only minor thing I would maybe suggest is a small wardrobe in the corner of the bedroom or clothes rail as there is a chest of draws and only 2 hangers in the back of the door. Could do with some more hanging space but other than that hopefully I’ll be able to book this place again next time I’m up. Thanks Rebecca

Guest suite in North Yorkshire

4.98 out of 5 average rating, 301 reviews

*The Vicarage Annexe, Carlton, North Yorks 1BR S/C

RosiRating, 5 stars1 week ago

Our first ever Airbnb booking! I think the bar has been set high. This was a beautiful cottage with so many lovely extra touches eg wonderful bath towels, Villeroy and Boch china, honesty bar, modern TV, coat hooks where you need them, bird feeders outside full of long tailed tits, green finches and very private and peaceful feeling to name but a few. We absolutely loved it!

Place to stay in North Yorkshire

5 out of 5 average rating, 10 reviews

The Lettered Board Apartments 3

SimonRating, 5 stars5 days ago

Right in the middle of Pickering and a short walk from the North Yorkshire Moors Railway. A peaceful retreat with great facilities and convenient for everything! I am happy to recommend this AirBnB!

4.97 out of 5 average rating, 267 reviews

Condo in North Yorkshire

2 Chiltern Place Malton-Stylish boutique apartment

RachelRating, 5 stars2 weeks ago

That saying “The Pictures don’t do it justice” is exactly true for Diane’s apartment - the pictures looked beautiful but the reality is even better. Very clean and everything you need. Great location and such a beautiful town with friendly people - we got the train into York one day, the station was less than a 10 min walk (station cafe is AMAZING) - all in all a great stay and hope we can come back again soon - thanks Diane! X

4.94 out of 5 average rating, 117 reviews

Cabin in Rivendell

2 bedroom lodge with hot tub in private woodland

DuncanRating, 5 stars1 week ago

Wonderfully quiet place. We really enjoyed watching the birds at the feeders and all around. Just lovely surroundings The hot tub was a real treat as well!