
Pet-friendly vacation rentals in Pickering
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Top-rated pet-friendly home rentals in Pickering
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Pet-friendly house rentals

Luxury one bedroom cottage with log burning hot tu
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.

Hawthorn Cottage - delightful and welcoming
Excellent place to stay, really lovely comfortable cottage and all the facilities you need. Close to local bus stops , Cleveland way coastal path and coast to coast path plus lots of walks inland and lovely food in the village pub 5mins walk . Highly recommend to anybody looking at this property.

Rural homely cottage in North York Moors
A wonderful cottage in a beautiful location. We had a great stay as a family of 4 and the kids especially loved having the horses in the field out the front. Lucy was a great host! We would highly recommend.

Crabapple Cottage close to Runswick Bay & Staithes
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.

Beautiful, quiet and private historic Coach House
lovely setting, period house is what it is. The children loved the little bits of history like the writing block that they had learned bout in school. Easy to find, quality bedding very comfortable. We were staying for a wedding so didn't spend a lot of weekend there. Garden was great to sit out in. Welcome pack was a lovely treat, 😋 The homemade cake sustained us all whilst making up all the wedding flowers at Danby church nothing too much trouble for Trish, I asked for full length mirror and there was one provided. All round a pleasant stay

Burnside Cottage
We had such a lovely stay. The accommodation is like a home from home, it’s really cosy with a lovely design and little touches. The photos of the garden on the listing don’t do it justice. It’s a large garden area which is fully secure, meaning we didn’t have to worry about our dogs escaping. We were welcomed with some fresh bread and shortbread and there were balls and bowls for the dogs. The location is great for exploring Whitby, Robins hood bay etc. We got some meat from the local butchers and it was delicious! Would recommend going there too. We would love to stay here again! We didn’t want to leave.

The Shed, Hovingham, York
Lovely stay at the Shed - we've been before and it was just as good if not better second time round

Hinderwell/Runswick bay peaceful escape
Thanks Jamie for a lovely stay. We really appreciated your communications, both the information and your friendliness. The house was spotless, the beds comfortable and it was well equipped. We enjoyed being so close to great walks and the lovely coastline. I’m sure we’ll stay again.
Pet-friendly home rentals with a pool

Ivy Cottage -Award-Winning Complex- The Bay, Filey
This was the perfect place for us, the home was clean, cosy and the location was perfect! Andrèe was a lovely host and the extra little touches she had made to make our stay was a lovely bonus! Will definitely stay again 🥰

East Coast Escape The Bay Filey Pets Wifi Gym Pool
Will definitely be back , as a photographer it was a great location for Bempton Cliffs . Everything you needed was on site lovely location , well kept , short walk to a lovely sandy beach . Close to Whitby, Scarborough and Bridlington for a day out

Salty Kisses, The Bay, Filey
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.

Danby - Glamping Pod - Hot Tub
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!

Hot Tub Pet Friendly York
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.

Yorkshire Coast Retreat The Bay Filey Wifi Pets
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!

Brand new 2021 ABI WINDERMERE STATIC Cedar 1
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.

Secret Of Eden Lake View Lodge - Pets/Beach/E.V
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.
Private, pet-friendly home rentals

Incredible views, Central Location, Whitby
Absolutely gorgeous little flat, we loved everything about it. Very clean, everything you could need was here. Having the balcony for the evening was fantastic , and the view is incredible! We will definitely be back but looking at staying for longer next time!! So happy we've found this hidden gem !

The Little House Peaceful & self-contained
Alison was the perfect host. Friendly and welcoming, nothing was a bother. Very flexible with out check-in & check-out, and the place had everything we needed for a chilled weekend. Very quiet little village but plently nearby if thats what you want. The local pub was under 1 minute away & did the best home cooked food, would definately go again. We'll definately be back to stay with Alison (& Henry & Ruby).

Old Jack's - 17th Century cottage + stunning view
A lovely few days away staying in this cottage. The location is excellent with a short walk to the shops, beach and pubs. The cottage was perfect for a couple and the pup. would love to book another stay here.

Elstree Escape (private annexe, inc parking)
Great property in a good location, very good value for money! The host did a little welcome basket with some breakfast items in which was a lovely touch. Was very happy to meet the friendly tabby cat

Salt water hot tub, village pub & dog friendly
An amazing stay at Gemma’s cottage. It was beautiful and just like the description. Gemma was a great host and communication was fantastic! We didn’t want to leave, thank you for a wonderful break.

Highfield Annex with off St Parking in Keldholme
Great place to stay in a lovely area. Very comfortable with everything we needed and lots of thoughtful little extras. John and Tricia were friendly and helpful hosts with lots of useful local recommendations. We loved meeting all the animals too. Would thoroughly recommend.

Hayburn Cottage, a countryside haven
Fabulous place to stay. Calm, peaceful and a beautiful view of the sea. I stayed with my husband and two children and we loved it. Lovely walk to pub down the road and only a short drive to Scarborough, Robin hoods bay and Whitby. Would definitely like to visit again!

The Tackroom, Ruston, Nr. Scarborough
We had a wonderful stay a Kate’s place and met lots of friendly people, horses and dogs while there. The location was ideal for us close to the wildlife attractions we wanted to see and with beautiful walks close by. Kate, was very helpful in providing suggestions on places of interest in the area including restaurants.
Quick stats about vacation rentals that are pet-friendly in Pickering
Total rentals
70 properties
Nightly prices starting at
ﺩ.ﺇ147 before taxes and fees
Total number of reviews
3.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
70 properties include access to wifi
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- The Bay Filey
- Flamingo Land Resort
- Durham Cathedral
- Harewood House
- Fountains Abbey
- Filey Beach
- North Yorkshire Water Park
- National Railway Museum
- Royal Armouries Museum
- Cayton Bay
- Scarborough Beach
- York Castle Museum
- Scarborough South Cliff Golf Club
- Hartlepool Sea Front
- Saltburn Beach
- Studley Royal Park
- Locomotion
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery