Family-friendly holiday rentals in Ryedale

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Top-rated family-friendly rentals in Ryedale

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A converted stable features a quaint exterior with a terracotta tiled roof and green door. Surrounding the building, a garden displays various flowers and plants, while a gravel path leads to the entrance. Mature trees provide shade, enhancing the outdoor space.
Barn in Scagglethorpe
4.97 out of 5 average rating, 154 reviews

Cosy Stable in Scagglethorpe

Ancient listed stable in Viking village, recently converted to the highest standards. Take a drink and enjoy your patio, explore the garden or amble down to the village pub for dinner or breakfast. Your own driveway parking space and a type2 EV charger. Relax in your kingsize bed, or unwind in the rainfall shower after a busy day visiting Castle Howard, Scampston Hall, Sledmere House, the coast, York, or wandering the Moors. Kettle and toaster (no oven), fridge, TV and high-speed WiFi provided.

Top Guest favourite
The cottage is constructed of traditional stone, showcasing a quaint exterior with a pitched roof and chimney. Two large windows with flower boxes frame the entrance, which features a light-colored door. The surroundings include a peaceful street lined with other characterful buildings.
Cottage in North Yorkshire
4.92 out of 5 average rating, 331 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
A shaded outdoor dining area features a long wooden table with benches, surrounded by greenery. A fire pit with seating is positioned nearby, with the open countryside visible in the background. Sunlight casts gentle shadows across the gravel patio and lawn.
Shepherd’s hut in York
4.97 out of 5 average rating, 919 reviews

The Hut in the Wild

Come and stay in our beautifully finished, tin shepherds hut at the bottom of our garden. We are located in the rolling countryside with extensive views over the vale of York. After a day of exploring this AONB, there’s nothing like cooking tea over the fire pit or wood pellet pizza oven followed by a dip under the stars in our rustic hot tub. Fall into a fresh clean bed and wake up to the sound of the dawn chorus. Our bathroom barn provides all your needs for a morning freshen up!See you soon.

Top Guest favourite
Condo in North Yorkshire
4.98 out of 5 average rating, 293 reviews

Luxury boutique apartment-2 Chiltern Place Malton

Relax in this luxury boutique apartment located within a stylish, distinctive merchants building in the heart of Malton. New soft furnishings for 2025. Accommodation comprises of: entrance hall, guest cloakroom, utility room, open plan living area with contemporary inset fire, high specification kitchen & dining area. Master bedroom suite, king bed, luxury en-suite & private terrace. WiFi & underfloor heating. Free private parking on the property and space for 2 bikes in the storage area.

Top Guest favourite
A cozy suite is featured, with a spacious bed neatly made. A comfortable seating area contains a gray sofa with decorative pillows, a vintage trunk, and a piano. Natural light pours through two windows, illuminating the wooden floor and soft wall colors.
Guest suite in Nunnington
4.87 out of 5 average rating, 205 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
The exterior of a renovated stone building is presented, featuring a warm-toned roof and double glass doors that open to a garden. A pathway with gravel and wooden planks leads to the entrance, surrounded by vibrant flowers and greenery.
Place to stay in Slingsby
4.98 out of 5 average rating, 109 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
A stone cottage with a red-tiled roof is visible behind a dry-stone wall. Brightly colored flowers and greenery surround a playful pig statue in the foreground. The sunny sky provides a clear view of the welcoming farmhouse and its charming surroundings.
Cottage in Newton-on-Rawcliffe
4.98 out of 5 average rating, 187 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
A charming shepherd's hut sits beside a small rustic barn, both featuring wooden doors with heart-shaped cutouts. Steps lead up to the hut's entrance. Gravel and stone pathways are visible, dotted with potted plants, while a small seating area is present to the left.
Shepherd’s hut in North Yorkshire
4.98 out of 5 average rating, 123 reviews

A remote relaxing retreat with amazing views.

A cosy shepherds hut on a working hill farm, in the beautiful North York Moors National Park. Simply sit, relax, watch the birds and admire the view or explore the surrounding area. Walk from the hut or one of the local famous walks such as Cleveland Way, Wainstones, Roseberry Topping. Helmsley and Stokesley are lovely little market towns to explore or Whitby and York both within an hours drive. We only have one hut, so there is no sharing of facilities and the area is very private.

Top Guest favourite
A cozy lounge area is adorned with patterned curtains and a large sofa, complemented by decorative pillows. A wall-mounted television displays a fireplace image, adding warmth. Glass bi-fold doors open to a deck with views of surrounding greenery, creating a harmonious indoor-outdoor connection.
Cottage in York
5 out of 5 average rating, 474 reviews

Whootin Owl Barn

Whootin Owl Barn is a smart luxury detached barn with private screened hot tub and gravelled fire pit area overlooking private woodland on a tranquil country lane in the heart of North Yorkshire only 9 miles from Castle Howard and 30 mins from York City Centre. If you are looking for a romantic modern and ultra clean property in a beautiful private location for a short break or Holiday getaway or looking for a base to explore North Yorkshire, look no further.

Top Guest favourite
An open plan lounge showcases a wooden dining table set for four, with elegant dishware and a vase of flowers. An armchair is positioned beside a bookshelf and a log burner, while warm light fills the space from a nearby floor lamp.
Cottage in Westow
4.99 out of 5 average rating, 122 reviews

Cottage in North Yorkshire

Tarrs Yard is a beautifully restored early 18th century cottage, nestled in the valley between York and Malton. Ideal for walkers and nature lovers, the cottage is just a short drive from Castle Howard and close to the North Yorkshire Moors, Dalby Forest and the Yorkshire Coast. In a picturesque setting surrounded by uninterrupted views of the Howardian Hills and the Yorkshire Wolds, the cottage is perfectly positioned to enjoy the best of the great outdoors.

Guest favourite
A large floor-to-ceiling window offers expansive views of the countryside and sunlight filtering through trees. A warm wooden bench is adorned with a welcoming sign and small plants. A cozy coffee table with decorative items can be seen in front, enhancing the inviting space.
Barn in Aislaby, Pickering
4.95 out of 5 average rating, 328 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
The stone exterior of the cottage features a welcoming wooden door painted in soft green, adorned with a circular wreath. Above, a sign with the cottage's name hangs. Flower baskets with vibrant blooms enhance the entrance, complementing the rustic charm of the façade.
Cottage in Wrelton
4.98 out of 5 average rating, 404 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

When is the best time to visit Ryedale?

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Avg. price$287 NZD$297 NZD$297 NZD$322 NZD$324 NZD$322 NZD$338 NZD$352 NZD$329 NZD$301 NZD$288 NZD$304 NZD
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Quick stats about holiday rentals that are family-friendly in Ryedale

  • Total holiday rentals

    Explore 1,290 holiday rentals in Ryedale

  • Nightly prices starting at

    Ryedale holiday rentals start at $71 NZD per night before taxes and fees

  • Verified guest reviews

    Over 43,660 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 820 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wi-Fi availability

    1,250 of Ryedale holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Ryedale rentals

  • 4.8 Average rating

    Ryedale stays are highly rated by guests—averaging 4.8 out of 5!

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