Pet-friendly vacation rentals in Pickering

We booked this for friends to use for their honeymoon. Charles was very accommodating and helpful when booking and the space was just perfect. Particularly appreciated was the wood fired hot tub and lots of useful local information helping them to make the most of their stay.

We had a wonderful stay! It was perfectly situated for us, immaculate and so peaceful. Lucy’s directions were very clear and we had no problem finding the cottage. Would 100% stay here again when visiting family, thank you!

Any less than 5* or a-maz-ing would be doing Jane and Crabapple Cottage a disservice. The neighbours were fabulous too. We had everything we could possibly want in the cottage and looong garden, and more, including the trampoline 😄 Jane was super responsive to questions I raised even when she was out with a friend and immediately set to finding a solution to our mini problem. Settees and bed were very comfortable and our dog was immediately relaxed in the property which was also really important to us. So many places to visit nearby and lots to do, we could have spent way more time there.

Great host went above and beyond for us when we had an issue with our transport home, very friendly and welcoming we would thoroughly recommend this accommodation. Many thanks.

Whether we are there as a couple, or it is one man and his whippet :-) , Nicola's place always delivers. The dog friendly garden is a dream, walks close by and a simply beautiful part of the world. Nicola is always friendly and a great host. We are regulars and hope to continue to be! Thanks for another great stay. I had to pick Pinter (whippet) up to put him in the car as he didn't want to leave!

This was my second visit to Jamie's place in Hinderwell, and I really can't fault it. The house is airy and spacious while still being cozy, in a lovely peaceful location. Perfectly placed for visiting Runswick Bay, Staithes, Whitby and Robin Hoods Bay. As a host Jamie responds quickly to all questions and provided lots of helpful local info before we arrived including places to eat, public transport and surrounding areas to visit. I would highly recommend this house to anyone, you wont be disappointed. I will definitely stay again, thanks Jamie.

What a wonderful visit! Thank you so much for such a lovely place to stay. Would recommend staying. Prime location and very cozy.

Lovely little stay just outside of York, exactly what we needed as a little weekend away. Great communication from the host, lovely clean rooms and even welcome scones which were greatly appreciated 😊 great value for money

Just got back from a 3-day stay at David’s place. The caravan is as described, only better. I kept discovering amazing little extras in every drawer and cupboard - from the George Foreman grill to the pasta server, hair curlers and family games. My family loved the Lego, Boggle, Family Trivial Pursuit and Cluedo. The master bedroom was by far the grandest I’ve ever experienced in all my years of caravanning - with a walk in wardrobe, full-sized en suite and a decent sized vanity unit for curling your hair. Facilities onsite are good, especially for young families. Had a few lovely walks along the beach with the dog. Hot tub, of course, was a huge bonus and is clean and simple to use. Thank you for such a comfortable stay. I strongly recommend this host.

Ivy cottage was the perfect place to stay for our trip to filey. It felt so homely from the second we arrived and communication with Andree was great making it even easier to feel right at home. She instantly help with any issues we had and was incredibly approachable. A lovely host and a lovely cottage - we would love to stay again!

Had a lovely Bank Holiday weekend at Salty Kisses with my family. The house was clean, well equipped and in a great location. Joanne was a very good host and emailed all the information I needed. Would definitely recommend.

A super cute and cosy pod on a beautiful peaceful site, that was immaculately kept! The hot tub was amazing and the pod was equipped with everything you needed! We are looking to return over the summer with family and friends. Thank you!

Had an amazing weekend at Rachael's caravan, this was our second visit and we 100% plan on coming again. Rachael is a wonderful host who is easy to contact and she takes pride in her beautiful caravan. The caravan was extremely clean, comfortable and very homely, as the weather was warm we spent most of our time outside on the decking which had plenty of seating space and the hot tub was a great added extra enjoyed mostly by the kids. There was plenty to do onsite including the swimming pool, a private dog park where you can let your doggos off lead and play. The staff at the main reception were friendly and helpful and the bar area was clean with lots food and drink options. We would highly recommend coming to stay at Serendipity and we will be visiting again.

We spent 2 nights at the apartment. Everything was as described. The location is fantastic within a beautiful holiday village and only 5 mins walk to the amazing never ending sandy beach which is absolutely perfect for your four legged friend. Filey is only 5 mins drive with lovely shops and restaurants and bustling Scarborough only a 15 mins drive. Will definitely be back!

Great location! perfect for beach, dog walks and bus to Scarborough /Filey etc. if not driving. Caravan had everything we needed including dishwasher/air fryer/microwave and plenty of dishes/cups/glasses/ cutlery etc. Kim was a very responsive host. Situated near shop playground and pool it’s in ideal spot on the site. Car can be parked right across from caravan so easy to walk on grass to/from caravan.

We loved staying in the cabin on the lake. It was great to have breakfast on the terrace watching the ducks and swans go by. It was spotless, the beds were comfy, and has everything you could need for a great stay. We took our dog and she loved the walks near the lake and on the beach. Filey is a small town, but the beach is lovely and your only a 30min drive to Scarborough or Bridlington. I really hope we get to stay there again.

We would highly recommend staying at Rachel’s Airbnb. It was exactly as described And there was everything you could think of for a stay of up to 4 people. Very clean and beautifully decorated with plenty of information on Pickering and the surrounding area. Rachel communicated straight away when I queried if the parking was suitable for a van rather Then a car (and it was)…and instructions on checking in was very easy.

We had a wonderful week at David and Philip's place, with our one and three-year-old children. The cottage was idyllic and the garden at the front of the property felt like stepping into our own little world. Our eldest was sure he saw fairies amongst the flowers and both kids loved playing in the safe, enclosed space. We had also asked for use of the BBQ which was ready and waiting for us and made for a lovely afternoon enjoying the space and relaxing. The cottage itself was perfect for our needs and the moveable stair-gate (top or bottom of the stairs) was a huge help for keeping our risk-oblivious explorers safe. There was lots of space for them to play in a cosy setting which felt like a home very quickly. The use of the cot and high-chair (arranged in advance) was also a huge help. The location was perfect, with plenty of indoor and outdoor places to visit (castles, beaches, gardens, Flamingo Land, Eden Camp, Forests) all a short drive away. Would absolutely stay again!

What a fabulous apartment. It surely must have the best views in Whitby. Perfect location, near to shops and restaurants. There are 40 steps to climb to get there but it really is worth it. Highly recommended.

we loved our stay here and will definitely be returning- The cottage was perfect! had everything we needed, much bigger than expected! The enclosed garden was perfect for the pooch and lovely to sit out and listen to the birds and local church bells ring. The welcome treats were very much appreciated too!

3 Railway Cottage is a fantastic base to explore the amazing beauty of North Yorkshire. The cottage is located a 20 minute walk from the centre of Pickering but is in a really quiet and private location. The only exception of course is the opportunity to wave at the heritage railway trains that pass at the back of the cottage a few times a day which is really amazing, especially if you wave from the comfort of the hot tub! I can’t recommend this location highly enough, it is a really comfortable and well equipped cottage in a fantastic location - what more could you ask for?

Unfortunately, as a result of extenuating circumstances, we chose to abandon our proposed stay at Alison’s lovely abode. This decision was in no way associated with Alison and we thank her for her understanding and kind acceptance of our decision. Communication with Alison was first class and we hope that we can stay at her lovely property in the not too distant future.

We cannot fault this Airbnb, it was just perfect. Thank you so much to Gemma for being a fabulous host and providing everything we could have needed 🥹 highly recommend and we hope to stay again! Xx

John & Tricia were extremely helpful hosts. Their place is perfect for exploring the north Yorkshire moors and eastern coastline. We had the most wonderful stay. They were very generous with both their time and welcome gifts. We hope to be back.