Family-friendly holiday rentals in Helmsley

Luxury Barn with sauna near York families & groups

Beautifully converted barn offering exceptional quality, modern holiday accommodation with stunning barrel sauna and cold plunge tub about 20 minutes from York City Centre. Ideal for a relaxing getaway or celebration, with the advantage of being close to the beautiful city of York. A great private space for families or friends including the less mobile with access to a large twin / super-king bedroom and bathroom on the ground floor. Take a stroll through our private wood and relax on the deck.

Fenced Dog Field - Cottage with Sea & Forest Views

If your dog could choose a place we think they'd choose Woodpeckers Cottage at Silpho! Relax from the moment you arrive with homemade Lemon Cake & a cup of Yorkshire Tea. Watch the sunrise over the sea and enjoy time with your dog in the fully fenced field, for exclusive use during your stay. Take footpaths through field & forest to valleys with streams & hilltops with views. Take a short drive to dog friendly beaches & inhale sea air. Before bed watch the moon & stars in this Dark Sky Reserve.

Unique Railway Carriage - In the Heart of Helmsley

Helmsley Railway Carriage…..A Special Experience ! Our 1887, 3rd Class Victorian Railway Carriage converted to 5* standards. With all the facilities of a self-catering property including a full kitchen and lounge/dining area including a welcome pack of essentials included in your rate. In service to 1905, running between York & Scarborough, the Carriage ended up at Helmsley Railway Station, then brought to our property in that year ! The UK's oldest & unusual Train Carriage accommodation !

1855 Wash House, Town Centre Studio Cottage

The 1855 Wash House is a studio cottage, located within a minutes walk from Skipton High Street. It is on one level apart from one step down into the kitchen. The studio is situated at the rear of a Victorian terrace within the owners garden. There is an outdoor flagged area for guests with sheltered seating for 2. There is a permit parking space at the front of the cottage. Several early morning opening cafes are close by and Marks and Spencers Simply food is just around the corner.

Fabulous cottage in Coxwold, the perfect bolthole!

Braecote is a peaceful, warm, and welcoming cottage in the picture perfect village of Coxwold. With wide grass verges, honey coloured stone houses and a traditional country pub just up the road, Coxwold is one of the prettiest villages in North Yorkshire. York, Harrogate, Helmsley and Malton are close by, the North York Moors, Yorkshire Dales and east coast all within easy reach. Newburgh Priory is just up the road and Michelin starred Black Swan at Oldstead a short drive away.

Countryside location near to York

Nestled in the countryside just outside York, 'The Kennel' is a relaxing and peaceful retreat. This small but perfectly formed self-contained annex is set in three acres of newly planted woodland in which you can often see the Barn, Tawny and Little Owls visiting to be fed from the feeding posts, garden, small orchard, wildlife pond and apiary housing up to 8 beehives which provide us with some delicious honey. To the rear of the property is a Whisky and Gin Distillery.

Rural homely cottage in North York Moors

Cosy cottage located in the North York Moors National Park with gorgeous big skies! A super base for exploring castles, abbeys, villages and the Heritage coast. Spoilt for choice in eateries from great local pubs to Michelin starred restaurants all with a 10 mile radius. Many guests comment on how peaceful and calm their stay has been. My place is good for couples, solo adventurers, families with children and pets (one, well behaved dog only).

Folly Gill Luxury eco-escape

Relax and unwind in our luxury barn conversion in the beautiful North York Moors National Park. Whitby, Robin Hoods Bay and Scarborough are within easy reach. A super-comfy emperor bed, marble-tiled bathroom/wet room with roll-top bath and walk in shower, spacious, open plan living with a bespoke kitchen await. Beautiful country walks and scenery are right on Folly Gill's doorstep which is perfectly located for exploring the Moors and Coast.

Lovely self-contained hillside village Annexe

We are following government advice: if movement restrictions are reintroduced, we will offer a full refund for your stay. We are committed to following AirBnB's enhanced cleaning and disinfecting protocol. On arrival, guests check themselves into completely self-contained accommodation. We will do everything in our power to ensure the safety and comfort of our guests.