Family-friendly holiday rentals in Ryedale

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Top-rated family-friendly rentals in Ryedale

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Guest favourite
Tiny home in North Yorkshire
4.92 out of 5 average rating, 373 reviews

Diamond Den- a quiet, peaceful and private haven.

Situated in the extremely peaceful village of Butterwick, just a few moments walk to the river rye and bridge, Diamond Den is the perfect retreat. Being at the foot of the Howardian Hills provides a wealth of walking opportunities and we are just a short drive away from some spectacular market towns, including Helmsley (8m) Malton( 5.4m), Ampleforth (9.7m) and Pickering (8.5m). You will have your own private garden space and parking. ACCESS TO THE SLEEPING AREA IS UP A LADDER- PLEASE SEE IMAGES

Top guest favourite
Cottage in North Yorkshire
4.92 out of 5 average rating, 321 reviews

Cosy character cottage in heart of Pickering

31 Eastgate is a cosy and well equipped cottage in a fantastic central location in the market town of Pickering. It's ideally located for exploring the North Yorkshire Moors, steam railway, the coast and the historic walled city of York. Located on one of the main roads in Pickering (sometimes there will be traffic noise) the tree lined street of Eastgate is beautiful in all seasons and the town centre is a 5 minute walk away. Visit one of the fantastic pubs or catch a steam train to Whitby.

Top guest favourite
Farm stay in Scarborough
4.98 out of 5 average rating, 414 reviews

Serenity

Our second of three luxury handcrafted log cabins, set on a working farm in the heart of Dalby Forest. (Also see Dahlia Cabin on a separate listing.) Perfect for couples or families. Our cozy, heated cabin has a fridge, kettle, and an ensuite bathroom with heated towel rails. Enjoy the stunning views from the covered raised decking area. Close to Dalby visitors center and 30 miles of amazing mountain bike trails. We provide a continental breakfast brought to the door, and a gas bbq for cooking.

Top guest favourite
Cottage in York
5 out of 5 average rating, 132 reviews

Grooms Cottage by Sheriff Hutton Castle Near York

Grooms Cottage is on a private estate right next to the ruins of Sheriff Hutton Castle. The property is in a peaceful setting but only two minutes walk away from the village pub and post office/general store. Our cottage was completely renovated in 2021 and is in a great location for walkers, cyclists, and explorers. It’s about 10 miles from both York and Malton, Castle Howard is under 6 miles away, and the coast can be reached in under an hour. Grooms Cottage sleeps 4 guests+2 babies +dogs

Guest favourite
Guest suite in Nunnington
4.87 out of 5 average rating, 201 reviews

Renovated 16th century haven in North Yorks Moors

Located 3 miles away from two award winning restaurants with Michelin accolade; The Star Inn & The Pheasant Hotel at Harome. Nunnington is a beautiful village in the North Yorkshire Moors. Overlooking the National trust property and gardens, Nunnington Hall, from your bedroom window. Great location for walking, biking but equally York city center is only 19 miles away. Accommodation is a self contained ground floor suite with direct outdoor access, part of a 16th century almshouse renovation.

Top guest favourite
Cottage in North Yorkshire
4.99 out of 5 average rating, 148 reviews

Charlie’s barn. A stunning barn conversion

Unwind in our stunning 18th century, 1 bed barn conversion with beamed ceilings and open plan living space. Outside there is a south facing secure court yard with your own private access. Situated in a tranquil village within an area of outstanding natural beauty. The village boasts a fine dining pub with other local pubs within a short distance or even visit Malton the food capital. A perfect base for biking , walking or visiting Castle Howard, the North Yorkshire moors , East coast or York.

Top guest favourite
Farm stay in Malton, North Yorkshire
4.96 out of 5 average rating, 168 reviews

The cottage-luxury barn conversion-Adults only

Unwind in our stunning 2 bed barn conversion with its high beamed ceilings and bright and airy open plan living space, all fitted out to a high standard. The property is situated on our working farm in the beautiful Yorkshire countryside, 2 miles from Malton. A perfect base for biking , walking or visiting the North Yorkshire moors , East coast or York. There are lots of local village pubs within 2.5 miles of us where you can go for a drink or meal or even visit the food capital of Malton

Top guest favourite
Place to stay in Slingsby
4.98 out of 5 average rating, 105 reviews

The Garden Room

Two renovated old buildings have been converted into a quiet, one bedroom, self contained Garden room. In the centre of Slingsby village, you are well placed to explore the beautiful surrounding areas of Yorkshire. A modern kitchen with fridge, microwave and cooker is equipped for preparing delicious meals. A wall mounted television with Netflix is available. The sleeping area hosts a double bed with wall hanging for clothes, adjacent to which is a bright shower room with heated towel rail.

Top guest favourite
Cottage in Newton-on-Rawcliffe
4.98 out of 5 average rating, 183 reviews

Charming farm based cottage with hot tub/sauna

Located on a farm just outside of the market Town of Pickering, Swallow Cottage is a charming, pet friendly 3 bedroom cottage, complete with hot tub, sauna and games room. We’re well placed for visits to the stunning yorkshire coast, and have plenty of excellent walking and biking routes on the doorstep. Key features of the cottage include •hot tub •sauna •games room including pool table •farm setting •local pub within walking distance •3 en-suite bedrooms •pet friendly •WiFi and smart tv

Top guest favourite
Cottage in Sinnington
4.98 out of 5 average rating, 128 reviews

Goose End Cottage, North Yorkshire

Take a break and unwind in a characterful cottage set in beautiful countryside. This 18th century grade-II listed property is right beside the River Seven, in the picturesque village of Sinnington, and the North York Moors National Park. The cottage is full of original character, whilst having all the amenities needed for a relaxing break. Many amazing walks can be enjoyed from right outside the door and the wonderful village pub and restaurant is only a few minutes walk away.

Guest favourite
Barn in Aislaby, Pickering
4.95 out of 5 average rating, 322 reviews

Stunning views, 4 acres, dog friendly, Yorkshire

Owl House is an Elizabethan barn conversion. It sits on the edge of the North York Moors National Park and features a glazed wall offering far reaching countryside views across the vale of Pickering with the Howardian Hills visible in the distance. Former farm set in 4 acres of peaceful gardens, paddock and woodland. Dog friendly. Open plan sitting room/kitchen, bathroom w shower,mezzanine bedroom, pizza oven on site, parking, walkable pub.

Top guest favourite
Cottage in Wrelton
4.98 out of 5 average rating, 400 reviews

Old Forge in Wrelton, North Yorkshire.

This cottage, in the village of Wrelton near Pickering, was a 19th century blacksmith's forge and has now been renovated into a delightful living space complete with fully-equipped kitchen, large living room area, bathroom with walk-in shower and a cosy bedroom located on a mezzanine floor which is reached via a spiral staircase. The Old Forge offers a great location for a relaxing stay in beautiful North Yorkshire.

Popular amenities for Ryedale family-friendly rentals

Quick stats about holiday rentals that are family-friendly in Ryedale

  • Total rentals

    1.3K properties

  • Nightly prices starting at

    $52 SGD before taxes and fees

  • Total number of reviews

    41K reviews

  • Pet-friendly rentals

    800 properties allow pets

  • Rentals with a pool

    50 properties have a pool

  • Rentals with dedicated workspaces

    550 properties have a dedicated workspace

Destinations to explore