
Family-friendly holiday rentals in Pickering
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Pickering
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
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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

Ash House Cottage with hot tub
We had a fantastic stay at Sonia's place, the cottage was beautiful and was perfect for our family to stay over New Year. There was lots to do in the area and the cottage was in a great location. The hot tub was a fab addition in the frosty weather! Communication with Sonia was good and quick. Thank you! 😊

Rambling Rose Cottage, near Staithes
had a brilliant stay in this lovely little cottage. Nice and clean. Great hot tub and a good base location to explore various places along the coast. would recommend.

Rest at the Nest @ Red Hurworth
Brilliant stay.. so peaceful and spacious inside and out! Really well equipped and huge hot tub that is actually hot :) Will definitely stay again!

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
What a beautiful place to stay, I wish we’d booked more than one night, we will definitely back, the little touches were lovely aswell, milk and Prosecco in the fridge and ice in the freezer, it was perfect. Thank you

Alice's Cottage - Hot tub in private garden
Great, as advertised, really enjoyed our time, will hopefully return one day
Family- and pet-friendly home rentals

Self-contained peaceful studio, close to York
Loved our stay here. The apartment is peaceful, comfortable and well equipped. Perfect location for exploring York with just a mile to walk along the riverbank. Hope to be back some day. Our thanks to Selena and Peter

Sunnyside Barn on spectacular coast
We loved our stay at Sunnyside Barn and would definitely recommend it. Lisa’s house is pristine, stylish, comfortable and lovely to spend time in, with a fantastic garden and patio. (It’s probably the best Airbnb we have stayed in!) The location is great for visiting beaches, seaside towns and places of interest. Lisa was a fabulous and thoughtful host, with lots of helpful advice on local places of interest and good food options. We would highly recommend Sunnyside Barn - what a find!

Plum Tree Cottage - 1 bedroom
Wonderful place, as Bev says - the place gives you a warm hug. Relaxing, quiet, and perfect rest for us and our anxious rescue dog! Lovely being near the river, lots of birds and wildlife nearby. Felt right at home and hope to return again soon!

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.

The Studio, Boltby near Thirsk. Wifi. Great views.
Thank you both for a lovely stay, just what was needed for our family to relax and recover. The walk you provided was absolutely fantastic and much appreciated by our 4 legged ones.

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

Harwood House, Scarborough sea view cottage
We rented this place for a long weekend for Father’s Day. It was absolutely ideal for our needs. It is in walking distance to Scarborough’s front and provided some epic views out the window. Parking is at an absolute premium in Scarborough and while parking permits were provided, finding a place to park is a challenge. However we did manage to find a spot (probably didn’t help that we arrived quite late on a Friday evening). I would highly recommend this place to anyone wanting to stay in Scarborough and be right where everything is. It’s all a walkable distance.
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.

Lavender Cottage - WiFi, beach, pool, on site pub
Lovely stay. The only thing was the swimming pool needs modernising but the private access to the beach makes up for it. Nothing the owners can control.

Relax at lovely Collie Cottage, The Bay Filey
Probably the nicest property I have stayed in at The Bay. Welcoming and homely as soon as we walked in. Immaculate and very well equipped. A lovely place to stay.

Rockpool cottage The Bay Filey, 3 bed sleeps 6
A great find. Comfortable and clean, well equipped cottage with shop, pool, gym and beach in walking distance.

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.
Quick stats about holiday rentals that are family-friendly in Pickering
Total rentals
100 properties
Nightly prices starting at
₹3,463 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
Wifi availability
100 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
- Scarborough Beach
- Cayton Bay
- York Castle Museum
- Scarborough South Cliff Golf Club
- Hartlepool Sea Front
- Saltburn Beach
- Locomotion
- Studley Royal Park
- Ganton Golf Club
- Ryedale Vineyards
- York Art Gallery