Pet-friendly vacation rentals in Pickering

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Popular amenities for Pickering pet-friendly home rentals

Pet-friendly house rentals

Guest favorite
Home in Malton
4.95 out of 5 average rating, 151 reviews

Luxury one bedroom cottage with log burning hot tu

DavidRating, 5 stars1 week ago
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.
Guest favorite
Home in High Hawsker
4.89 out of 5 average rating, 265 reviews

Hawthorn Cottage - delightful and welcoming

PaulineRating, 5 stars5 days ago
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.
Guest favorite
Home in North Yorkshire
4.89 out of 5 average rating, 213 reviews

Rural homely cottage in North York Moors

RebeccaRating, 5 stars2 weeks ago
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.
Top guest favorite
Home in Hinderwell
4.95 out of 5 average rating, 132 reviews

Crabapple Cottage close to Runswick Bay & Staithes

FionaRating, 5 stars4 weeks ago
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.
Guest favorite
Home in Westerdale
4.95 out of 5 average rating, 150 reviews

Beautiful, quiet and private historic Coach House

PenelopeRating, 5 stars2 days ago
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
Top guest favorite
Home in Iburndale
4.98 out of 5 average rating, 126 reviews

Burnside Cottage

EmmaRating, 5 stars3 days ago
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.
Guest favorite
Home in Hovingham
4.92 out of 5 average rating, 179 reviews

The Shed, Hovingham, York

RichardRating, 5 stars1 week ago
Lovely stay at the Shed - we've been before and it was just as good if not better second time round
Top guest favorite
Home in Hinderwell
4.98 out of 5 average rating, 270 reviews

Hinderwell/Runswick bay peaceful escape

Bridget Rating, 5 stars1 week ago
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

Top guest favorite
Cottage in North Yorkshire
4.96 out of 5 average rating, 213 reviews

Ivy Cottage -Award-Winning Complex- The Bay, Filey

HannahRating, 5 stars1 week ago
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 🥰
Superhost
Apartment in Filey
4.89 out of 5 average rating, 120 reviews

East Coast Escape The Bay Filey Pets Wifi Gym Pool

HelenaRating, 5 stars2 weeks ago
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
Guest favorite
Home in North Yorkshire
4.92 out of 5 average rating, 143 reviews

Salty Kisses, The Bay, Filey

KarenRating, 5 stars3 weeks ago
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.
Guest favorite
Place to stay in North Yorkshire
5 out of 5 average rating, 21 reviews

Danby - Glamping Pod - Hot Tub

KellyRating, 5 stars1 month ago
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!
Top guest favorite
Place to stay in York
4.98 out of 5 average rating, 103 reviews

Hot Tub Pet Friendly York

HarrietRating, 5 stars1 month ago
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.
Guest favorite
Condo in North Yorkshire
4.91 out of 5 average rating, 176 reviews

Yorkshire Coast Retreat The Bay Filey Wifi Pets

SteveRating, 5 stars3 months ago
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!
Guest favorite
Home in Cayton Bay
4.9 out of 5 average rating, 135 reviews

Brand new 2021 ABI WINDERMERE STATIC Cedar 1

CarolineRating, 5 stars2 weeks ago
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.
Top guest favorite
Cabin in Filey
4.99 out of 5 average rating, 157 reviews

Secret Of Eden Lake View Lodge - Pets/Beach/E.V

SharonRating, 5 stars4 days ago
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

Guest favorite
Loft in Whitby
4.89 out of 5 average rating, 622 reviews

Incredible views, Central Location, Whitby

AliceRating, 5 stars2 days ago
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 !
Top guest favorite
Guesthouse in Kilburn
4.98 out of 5 average rating, 126 reviews

The Little House Peaceful & self-contained

JillianRating, 5 stars2 days ago
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).
Guest favorite
Cottage in Staithes
4.88 out of 5 average rating, 198 reviews

Old Jack's - 17th Century cottage + stunning view

ChrisRating, 5 stars2 weeks ago
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.
Guest favorite
Guest suite in North Yorkshire
4.86 out of 5 average rating, 461 reviews

Elstree Escape (private annexe, inc parking)

DanielleRating, 5 stars3 weeks ago
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
Top guest favorite
Cottage in Burythorpe
4.99 out of 5 average rating, 165 reviews

Salt water hot tub, village pub & dog friendly

HelenRating, 5 stars1 week ago
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.
Top guest favorite
Home in Keldholme
5 out of 5 average rating, 65 reviews

Highfield Annex with off St Parking in Keldholme

ChrisRating, 5 stars4 days ago
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.
Top guest favorite
Condo in Cloughton
4.96 out of 5 average rating, 212 reviews

Hayburn Cottage, a countryside haven

Carrie CharlotteRating, 5 stars2 weeks ago
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!
Superhost
Barn in Ruston
4.87 out of 5 average rating, 181 reviews

The Tackroom, Ruston, Nr. Scarborough

RobertRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United Kingdom
  3. England
  4. North Yorkshire
  5. Pickering
  6. Pet-friendly rentals