
Family-friendly holiday rentals in Pickering
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Top-rated family-friendly rentals in Pickering
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Popular amenities for Pickering family-friendly rentals
Family-friendly home rentals with a hot tub

Large 4 Bed House in a Quiet Village with Hot Tub
Great spot for visting family in Bradford

Granary Cottage , hot tub , nr York (Skipbridge)
Amazing host who went above and beyond by decorating the place with happy birthday banners and balloons for my Mums stay for her 60th birthday. The place has so much character and is in such a perfect location

Farm Glamping Cabin with Hot Tub - amazing views.
We had a lovely long weekend stay. Everything was as we expected and how it looked in the pictures. The views were amazing, so was the hot tub and the goat farm was a nice touch. Charlie was a fantastic host—friendly, responsive, and always quick to answer any questions we had. We’d definitely love to stay again and highly recommend it to anyone looking for a relaxing countryside escape.

Rambling Rose Cottage, near Staithes
We have just returned from a wonderful trip. The house was exactly as described, fully equipped, very friendly neighbours and loved the hot tub. Found some nice walks from the house and easy driving to the many delightful beaches and towns in the area. The local pub is a 10 minute walk with friendly staff, lovely beer garden and pub classics type menu. Would highly recommend this little gem. Thanks Dawn 😁

Rest at the Nest @ Red Hurworth
This house was absolutely beautiful! So much space, gorgeous private surroundings and easy to find. Great location with Durham only being a short drive away. Would highly recommend!

Hazel Cottage nestled twixt coast and Moorland
We had a wonderful stay in this lovely holiday home which is in a stunning location overlooking Robin Hoods Bay. It really was an unbeatable location. Steve was a fantastic host, giving us all the information we needed about the property and location. He also left us some welcome extras in the fridge 😊 The property was clean and well presented, and the hot tub and snooker room were enjoyable extras. We would happily return to this beautiful, peaceful spot in the future.

1 Bedroom Lodge (Hot Tub) - On top of the Wolds
Super friendly hosts. A home away from home with spectacular views, amazing wildlife and if you’re lucky to arrive in glorious weather like we did it’s the cherry on the cake. The cabins and hot tubs are well maintained and kept pristine. Just what you need after a day of exploring one of the many nearby local villages. Pet friendly and private too which means even anxious pooches get to relax.

Alice's Cottage - Hot tub in private garden
We had a lovely stay away at the Priory cottage. The place was beautifully kept and surrounded by stunning scenery. Would highly recommend Serena’s place to anyone visiting York. Thanks for a lovely stay!
Family- and pet-friendly home rentals

Photographers House Staithes
What a wonderful weekend we have had. The property is lovely. Plenty of room for our family of 12 plus 3 dogs. The place itself is just beautiful quaint so many nooks with wee properties hidden. Our children loved the beach we did not travel we stayed put. We had amazing weather, tide in played in sea which as a small beach was safe, tide out we explored further along rock pools, crabbing, some exploring of rocks etc. amenities in area were great for us friendly folk great food at local pub. Breakfast great at small cafe near art gallery. As a family we have fallen in love with Staithes perfect for our wee family members and us to create happy memories. We loved The Photographers House such charming character. Our host was great stayed in touch with time we could arrive and leave . Answered questions quickly prior to stay am sure would have been available had we had any concerns…..

Arglam Lane Farm
We had a lovely few days in a beautiful setting. The accommodation was absolutely gorgeous and sufficiently spacious inside and out for our large group. Andrea was very quick to respond to any queries and was so helpful during our stay when we had a question. I would recommend staying here without any hesitation.

Exclusive use of Leeds Mansion House
We had a fantastic stay, gorgeous bedrooms and comfy beds. Enough bathrooms/ toilets for 8 of us. Lots of seating areas and the pool table room was brilliant. Short 10 min walk to lively pubs and places to eat. Spaces to park cars and the house had everything we needed. Would definitely recommend and we will be going back

Spacious barn conversion in North Yorkshire
Caroline’s cottage is beautifully decorated and extremely comfortable and lovely and peaceful as it is set back from the main road. Caroline kindly let us check in early which was perfect as it was the only nice day we had in the north and so were able to go out and enjoy the Moors. The surrounding area is beautiful and there are lots of extremely nice places to visit and great dining opportunities! As all the other visitors say, it is a fabulous place to stay and we would love to return if we are back in the area ! Thank you again Caroline !

The Cow Shed,Sandbeck Farm,Wetherby
We loved The Cow Shed. Just off the A1 so really convenient for our trip to Bramham. Although the A1 was very near We couldn't hear the traffic when inside the house. We had two large dogs who were able to stretch out and there was a track to walk them down safely for exercise. There was everything we needed in terms of accommodation and it had tasteful decor and was nice and clean.

Holly Cottage in Danby on North York Moors
Gaynor was such a lovely host and made us feel at home. The Airbnb was in a perfect location and beautifully decorated - would recommend

Sage Cottage
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

Seascape, an ideal seaside bolthole
Lovely home,beautiful garden.Attention to detail with lovely decorative pieces. Was a bit surprised there wasn’t a close convenience store but worked around it. A couple of chips in the champagne glasses which I’m sure were just overlooked. Bed linen and furnishings were beautiful quality and the beds were comfy. Would definitely recommend and would be very happy to return.
Family-friendly home rentals with a pool

Sandy Toes, The Bay, Filey
We had a great stay and my young kids adored the nice collection of books and toys to play with. Everything was as described and very comfortable!

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

Family sized cottage, sleeps 4 and swimming pool
Absolutely loved our stay at Cliff House with Jacquline. Beautiful location, swimming pool was such a bonus for the children, they loved it! The grounds were fantastic, such a lot to explore, our children loved the chickens and climbing frame and the private wood was great for hide and seek. Jacquline was such a great, friendly host and gave us great advice about visiting York. She even arranged an Easter egg hunt for our children. We had a wonderful time and would definitely recommend.

Relax at lovely Collie Cottage, The Bay Filey
Beautiful cottage with all the home comforts you could ask for. Great location. Beech in walking distance and a short drive to seaside towns of Scarborough and Bridlington. Would definitely like to stay in the cottage again. Thank you Heather for making us feel so welcome.

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.

Sea Urchins Cottage with sea view at The Bay Filey
Sea Urchins Cottage is an absolute gem, and the perfect location for the walk down to the beach and other amenities at The Bay. The cottage was spacious and spotlessly clean, and a real home from home. Lovely balcony to enjoy a glass of wine after a day at the beach! Special mention to Paula and colleagues who went above and beyond to help us when we had a TV issue, and were always available if we had any questions.

Yorkshire Coast Retreat The Bay Filey Wifi Pets
Would highly recommend this little holiday apartment. We had a lovely weekend with the dog in Filey. The apartment is good value and it was great to be provided with tea, coffee, shampoo, soap etc. The location on The Bay is perfect for walking on the beach to the town.

Willow Lodge, Bubwith with Indoor Heated Pool
Fabulous garden and location. Beautiful view from the sun room. Great pool, perfect temperature and very comfortable bed. All round lovely clean and quiet place.
Quick stats about holiday rentals that are family-friendly in Pickering
Total rentals
100 properties
Nightly prices starting at
$66 NZD before taxes and fees
Total number of reviews
3.1K reviews
Pet-friendly rentals
60 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wi-Fi availability
100 properties include access to Wi-Fi
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- The Bay Filey
- Flamingo Land Resort
- Durham Cathedral
- Harewood House
- Fountains Abbey
- Filey Beach
- North Yorkshire Water Park
- Royal Armouries Museum
- National Railway Museum
- Scarborough Beach
- York Castle Museum
- Scarborough South Cliff Golf Club
- Saltburn Beach
- Locomotion
- Studley Royal Park
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery