House holiday rentals in Helmsley

Central Fully Ensuite house sleeps 6 dog friendly

The house is in the Centre of Helmsley but located in a very quiet area with great views, close to the shops, galleries, restaurants and Duncombe Park. It is a lovely spacious house, that has 3 ensuite bathrooms and therefore is great for couples, families and small groups. It is ideal for exploring North Yorkshire. The adjacent property, 2 Stonegarth can be let with this property. It is ideal for two families that want privacy but can come together for meals etc. Well behaved dogs allowed.

Location · Family · Indoor spaces

Highfield Annex with off St Parking in Keldholme

Enjoy a tranquil getaway at Heather Annex! Explore the North York Moors by foot; cycle Dalby Forest’s trails or ride the iconic Pickering steam train to Whitby. Visit charming market towns like Helmsley and Kirkbymoorside. Nearby, discover TV's 'Bangers & Cash' or York. Coastal towns, Whitby & Scarborough are less than an hour away. Walk to local pubs and cafes. Return to 1/2 an acre of grounds featuring American Miniature Horses & hens. Or simply unwind on the Patio & have a peaceful stay!

Location · Value · Amenities

Country Cottage with Steam Railway Views.

Positioned on a pedestrian road, wake up to the sound of birds or the steam railway. Cosy up to the log burner or sit out in the evening sun, on our west facing decking overlooking the railway. 1 minute walk to forest paths and Pickering castle, or a 2 minute walk to the town centre; you couldn’t be more perfectly located. Pickering has the charm of a rural North Yorkshire town with all the amenities you need for a relaxing break or a family centred vacation. Discounts for stays over 2 nights.

Location · Value · Biking

Stationmaster's Cottage

A detached Victorian stone cottage in the shadow of Pickering Castle and overlooking North York Moors Railway station, this characterful property with real fire is only 3 minutes walk away from town centre amenities, the castle and a ten minute walk to the start of the Tabular Hills way and gateway to the North York Moors National Park. Free parking is provided in the Platform 3 Car Park diagonally opposite the property 70 yards away (dashboard pass provided). Please note: steep stepped access.

Location · Family · Amenities

Gorgeous country cottage, Nawton near Helmsley

A beautifully converted, luxury 3 bedroomed country cottage in a stunning village setting. Stunning Dark Skies of the North Yorkshire National Park AONB and all within easy reach of the the gorgeous East coast towns and beaches. A few minutes drive to the beautiful market town of Helmsley and Malton, with all amenitites, cafes/restaurants. Michelin starred restaurants The Pheasant, The Star, The Black Swan and Restaurant Myse are a few minutes drive away and The Yorkshire Spa Retreat.

Location · Family · Indoor spaces

The Town House

This family and dog friendly three storey town house in the centre of Kirkbymoorside gives easy access to shops, pubs, the local market and childrens play area, and a 1 minute walk finds you in open fields with public footpaths. Stroll around the outskirts of town or head off on foot to explore the moors, woodlands and villages. The coast, Dalby and Cropton forest, North York Moors National Park, Pickering steam railway, Flamingoland, Malton and the city of York are in easy driving distance.

Location · Value · Nearby

Little Hillside

A cosy cottage nestled in the hills of the North Yorkshire Moors, on the edge of Ampleforth village. An ideal place to relax, listen to the wildlife and enjoy the beautiful countryside. The pretty market town Helmsley is less than 10 minutes drive, with lots to explore. There is an abundance of great walks from your doorstep, excellent cycling routes and you will be spoilt for choice with fantastic cafes, pubs and restaurants. York is 45 mins drive and an hour to the coast for beach walks.

Family · Location · Hiking

Oakforge Cottage, a spacious home from home.w

Oakforge Cottage is a 3 storey house in the Market Town of Kirkbymoorside. It offers comfortable accommodation for up to 5 people (and up to 2 well behaved dogs).PLEASE NOTE: WE HAVE NO OUTSIDE SPACE FOR THE EXERCISING OF DOGS. With a fully equipped kitchen, living room with realistic simulated log burner and two bathrooms, guests will instantly feel at home in our warm, well furnished, self-catering holiday cottage. Check-in time is after 3PM, Check out is now 10.00AM.

Value · Location · Check-in

Home Cottage -North Yorkshire - Dog Friendly

Picture perfect Stone cottage located in the heart of the pretty village of Hovingham, on the edge of the Howardian Hills, an area of outstanding natural beauty. 2 bedrooms and 2 bathrooms. Cosy lounge with log burner and smart tv and of course wifi. A fully equipped Country style kitchen, with dining area and a Utility Room = the perfect dog bedroom!! Enclosed Courtyard garden. Perfect holiday retreat

Value · Family · Check-in

Beautiful, quiet and private historic Coach House

My place is in the heart of the North York Moors and close to the Yorkshire Heritage Coast. surrounded by stunning views, open countryside and within easy reach of all the attractions of the Yorkshire moors. The property is in an unspoilt, peaceful and idilic location. with private courtyard parking and established gardens

Value · Location · Backyard

31 Bridge Street

This beautiful 18th century cottage sits in the heart of the lovely North Yorkshire market town of Helmsley. Close to a variety of local amenities and things to do, the house comfortably sleeps six people and provides the perfect space for a relaxing, self-catering break.

Value · Family · Walkability

Luxury house in an acre of gardens 15 mins to York

A beautiful 6 bedroom house with 5 bathrooms set in just under an acre of garden, backing on to York Golf club and just 5 miles from the centre of York yet only 5 miles from the stunning North Yorkshire countryside with stunning attractions such as Castle Howard.

Location · Family · View