Family-friendly vacation rentals in Helmsley

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Helmsley

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

0 of 0 items showing

1 of 3 pages

Guest favorite

Cottage in East Riding of Yorkshire

4.97 out of 5 average rating, 362 reviews

The Hayloft at Bainton - 2 bedroom cottage.

The Hayloft provides self catering holiday cottage accommodation fitted out to a high standard. The property is located in the pretty little village of Bainton situated in the heart of the Yorkshire Wolds close to many tourist destinations such as Beverley, Hull, York and the east coast. The cottage has a private gravelled garden area with outdoor furniture, set within one acre of private land and includes off road parking. We welcome two well behaved dogs but they must not be left unattended.

Guest favorite

Cottage in Robin Hood's Bay

4.85 out of 5 average rating, 123 reviews

Burton House - on the seawall in Robin Hood's Bay

Burton House is a cosy 18th Century holiday cottage located 5 meters from the seawall at the top of King street and Chapel Street in the heart of the picturesque coastal village of Robin Hood's Bay . The house is packed full of traditional Victorian features and home comforts. The back of the house faces the sea and provides direct sea views from a number of small windows including the infamous "loo with a view". The beach, pubs, shops and cafes are a 2 minute walk along family friendly paths.

Guest favorite

Train in Helmsley

4.87 out of 5 average rating, 193 reviews

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 !

Guest favorite

Farm stay in Boltby near Thirsk

4.96 out of 5 average rating, 314 reviews

The Studio, Boltby near Thirsk. Wifi. Great views.

A studio flat, at Willow Tree Cottage, in rural Boltby. This one roomed apartment has everything you need - a fully fitted kitchen, woodburning stove ensuite shower room, own garden & garden room, double, single bed & Z bed for second child. Wonderful views. Peaceful. Free Wi-fi. 5 miles to Thirsk. Children free. Suitable for 3 adults or a family of 4 (2 adults & 2 children). For children under 16 contact me for a special offer. Good walking, cycling, nature, star gazing, horse riding

Guest favorite

Tiny home in North Yorkshire

5 out of 5 average rating, 326 reviews

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.

Guest favorite

Farm stay in York

4.91 out of 5 average rating, 127 reviews

Farmstay detached cottage Nr Castle Howard, York

The Brush & Boot cottage is a 2 double bedroom getaway retreat, that sleeps 4 (+sofa bed). Peacefully situated on a hillside sheep farm with great views just 15 mins from York Park & Ride, 25 mins from York centre & 5 mins to Castle Howard in an Area of Outstanding Natural Beauty. Modern and well appointed with large gardens, comfy sofa, chairs & table for up to 6, fitted & equipped kitchen, comfy bedrooms, one on each floor, both en suite. A sofa bed is also available (fee applies).

Guest favorite

Cottage in Coxwold

4.99 out of 5 average rating, 173 reviews

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.

Guest favorite

Cabin in Huggate

5 out of 5 average rating, 209 reviews

1 Bedroom Lodge (Hot Tub) - On top of the Wolds

Wolds Away offers luxury lodge accommodation in a tranquil environment with beautiful views across the fields and dales of the Yorkshire Wolds. The lodge comes with a private Hot Tub, private parking and is perfect for a couple wishing to enjoy a romantic getaway or for anyone just wanting time to unwind. Newly built, stunning position looking over the Yorkshire Wolds. Super-king bed, quality bed linen. Log effect fire, smart TV's. Luxury bath products , towels , gowns .

Guest favorite

Guest suite in Sutton-on-the-Forest

5 out of 5 average rating, 241 reviews

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.

Guest favorite

Cottage in Bulmer

4.96 out of 5 average rating, 248 reviews

Brandrith Farm Cottage

Brandrith Farm Cottage is a 1 bedroom dog friendly holiday let/ B&B situated in the Howardian Hills AONB on a working farm. 15 miles from York, 8 miles from Malton and on the doorstep to Castle Howard, The Yorkshire Arboretum in Castle Howard and Yorkshire Lavender. The Yorkshire Dales, Moors, Wolds and Coast are only a short drive away. Public footpaths and cycle routes directly from the cottage. Village stores, pubs and a bakery all within a 2 mile radius.

Guest favorite

Home in North Yorkshire

4.9 out of 5 average rating, 195 reviews

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).

Guest favorite

Guest suite in Ampleforth

4.92 out of 5 average rating, 240 reviews

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.