Book Family Friendly Rentals in Helmsley

We selected the 916 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Helmsley

Let's Walk By the River

Let's Walk By the River

  • 4 guests

  • 2 bedrooms

Hurworth-on-Tees, Darlington

It seems quite fitting that a home situated in the heart of the picturesque and historic County Durham should be equally charming – and this cottage nestled on the edge of the village of Hurworth fits the bill perfectly. Surrounded by lush woodlands and steps away from the river Tees, this is an ideal spot to base yourself if you wish to enjoy the tranquillity and natural beauty of this region.

Peace On The Horizon

Peace On The Horizon

  • 6 guests

  • 3 bedrooms

Runswick Bay, Saltburn-by-the-Sea

If we told you to imagine a postcard-perfect coastal village, you'd probably picture something like Runswick Bay. Cute clusters of red-roofed cottages hug a sheltered stretch of sandy beach, where you can do all the lovely seaside things - explore rock pools, go on coastal walks at sunset and, of course, consume copious amounts of ice cream.

Tranquil Farmhouse

Tranquil Farmhouse

  • 6 guests

  • 3 bedrooms

Old Byland, York

Granary Cottage is a delightful farmhouse nestled on a working farm in the heart of the breathtaking North York Moors National Park. With its rustic charm and idyllic surroundings, this countryside retreat offers three spacious bedrooms, three bathrooms, a cosy living room, and a fully-equipped kitchen-diner.

The Edge of the Meadow

The Edge of the Meadow

  • 8 guests

  • 4 bedrooms

Wilstrop, York

This delightful family home boasts wonderful views of Gilling Gap from the first-floor bedrooms. The home was originally owned by a family of stonemasons who worked on local churches, houses and schools – there’s a real sense of history here.


We selected the top 3% holiday homes in Helmsley Family Friendly Rentals

Explore the 916 most perfect homes in our collection

View on map

Most popular homes in Helmsley

Rural Heart

Rural Heart

  • 6 guests

  • 3 bedrooms

Appleton East and West, North Yorkshire

Holly & Stone

Holly & Stone

  • 6 guests

  • 3 bedrooms

Pickering, North Yorkshire

Campfire Ditty

Campfire Ditty

  • 4 guests

  • 2 bedrooms

Egton, Whitby

No Warmer Welcome

No Warmer Welcome

  • 24 guests

  • 11 bedrooms

Brotton, Saltburn-by-the-Sea

Whispering Pines Cottage

Whispering Pines Cottage

  • 4 guests

  • 2 bedrooms

Old Byland, York

Old Byland Hideaway

Old Byland Hideaway

  • 2 guests

  • 1 bedrooms

Old Byland, York

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

Beneath the Marske

Beneath the Marske

  • 4 guests

  • 2 bedrooms

Marske-by-the-Sea, Redcar and Cleveland

View all

Check upcoming rates & availability for Helmsley Family Friendly Rentals


Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Helmsley. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Helmsley Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

Search Our Collection