Find short term rentals in Helmsley at the best prices

This charming North Yorkshire lodge is located in the picturesque countryside, close to award-winning restaurants, the coast and local fishing spots. It has received excellent ratings for location, cleanliness and user experience.
The self-catering cottage has a spacious living area, a fully equipped kitchen and a comfortable bathroom, with a king-size bed and bunk beds, accommodating up to four guests. The cabin offers a private deck with a viewing platform, free Wi-Fi, parking and a dog-friendly environment with optional dog training.

This duplex apartment is centrally located in Helmsley, a market town within the North York Moors National Park, directly overlooking the historic market square.
Offering accommodation for up to 4 guests, this family-friendly property features 2 bedrooms, 2 bathrooms, a Jacuzzi, garden, parking, and a high-end kitchen with Miele appliances, all within a stunning historic conversion of the town's old bank.

This barn conversion is situated near Kirkbymoorside in Yorkshire, approximately 64 kilometres from the historic city of York and adjacent to the North York Moors National Park.
This one-bedroom cottage accommodates two guests, offers internet and parking, and is ideal for exploring local attractions such as Whitby, the Yorkshire Coast, and Flamingo Land Theme Park.

This two-bedroom flat in Helmsley is centrally located, offering easy walking access to independent shops, pubs, tea rooms, restaurants, Helmsley Castle, the Walled Garden, and Duncombe Park, with the North Yorkshire Moors National Park a short distance away.
This pet-friendly apartment accommodates up to four guests and features a well-equipped kitchen with a Rangemaster cooker, a living room with an open fireplace, two bathrooms including an en suite, and a spacious garden with a patio and lawn, with Wi-Fi, linen, towels, and initial fuel for the fire provided.

Ford End Bed and Breakfast is a self-contained apartment located in Ampleforth, a traditional village on the edge of the North York Moors National Park, just a 5-minute walk from pubs, a coffee shop, and scenic walking trails. This highly rated property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The apartment features a double bedroom with a king-size bed, a TV, and a breakfast area, as well as a shower room with underfloor heating, accommodating up to 3 guests. Guests can enjoy a self-service breakfast with a variety of options, including fresh coffee, cereals, bread, jams, and a mini-fridge stocked with yogurt, fruit juice, milk, and butter, and benefit from amenities such as a private entrance, a terrace, a garden, a fitness centre, parking, internet access, and enhanced cleaning protocols.

This apartment is located in Helmsley, a market town providing access to the North York Moors National Park, with Helmsley Walled Garden 1.6 kilometres away.
This two-bedroom flat accommodates up to three guests and features an open-plan living area with a wood burner, heated oak flooring on the ground floor, a BBQ, and off-road parking for one vehicle.

Cecil Cottage is situated on a 220-acre estate, just a short walk from the centre of Helmsley, a charming market town in the North York Moors National Park. The cottage has received excellent ratings for its location, cleanliness, and overall experience.
The cottage is a comfortable three-bedroom property that can accommodate up to five guests. It features a fully equipped kitchen, a modern bathroom, a cosy living room with Sky TV and a private garden with fruit trees. Guests also have access to the estate's extensive grounds, offering opportunities for walks and exploring the surrounding countryside.

This cosy cottage near Ampleforth village in the North Yorkshire Moors offers a secluded escape, a 32km drive from York and 16km from Helmsley.
The self-catering property sleeps two guests in one bedroom and one bathroom, boasting a fridge, microwave, internet access, and pet-friendly accommodation ideal for exploring the area's walking and cycling routes.

Saxon House, a dog-friendly detached stone property in Harome, North Yorkshire, is situated near the acclaimed restaurants The Pheasant and The Star Inn at Harome, and within easy reach of the North York Moors National Park.
This five-bedroom house, with a self-contained annexe, sleeps nine guests and offers a 1 square metre floor area, a well-equipped kitchen with dishwasher, ample parking, a south-facing garden, and a wood-burning stove; a high chair and travel cot are provided.

This Pear Tree Cottage is located in Gilling East, North Yorkshire, Great Britain, offering convenient access to the historic city of York (approximately 45 kilometres away) and the North Yorkshire Moors.
This family-friendly two-bedroom, one-bathroom apartment accommodates up to four guests and features a kitchen with a fridge, microwave, and dishwasher, along with a garden, parking, and an on-site tennis court.

Plumpton Court is a charming bed and breakfast located in the village of Nawton, just 7km from the market town of Thirsk and the Yorkshire Dales. It has received excellent ratings for its location, cleanliness, and overall experience.
This historic 17th-century property offers contemporary comfort with modern amenities. Guests can enjoy a relaxing atmosphere, a cosy bar, delicious breakfasts with locally sourced ingredients, and a garden with a terrace.

The Old School House is a family-friendly four-bedroom holiday cottage in Lastingham village, directly opposite the church and pub, offering immediate access to North Yorkshire Moors National Park walking trails and within a 35-kilometer drive of Pickering and a 35-kilometer drive of Whitby.
This well-equipped holiday cottage sleeps eight guests and features three bathrooms, two reception rooms with fireplaces, a country kitchen with an Aga, and a rear garden with patio furniture, providing convenient access to Flamingo Land Theme Park, Castle Howard, and York, approximately 160 kilometers away.