Holiday Rentals in Helmsley

Swallows Nest is a historic 400-year-old cottage situated centrally in Kirkbymoorside, a short 500-meter walk from the High Street's amenities and an ideal base for exploring the North York Moors National Park, Pickering, Helmsley, and Rievaulx Abbey.
This family-friendly holiday let accommodates up to six guests in three bedrooms, offering a secure garden, a modern kitchen with a dishwasher and microwave, a living area with a log burner, and a downstairs W/C, with internet access provided.

Silent Springs cottage, a one-bedroom self-catering property in Nawton, near Helmsley, North Yorkshire, offers easy access to the North York Moors National Park and is within a short driving distance (approximately 6km) of Helmsley Castle.
This cosy retreat sleeps four, featuring a king-size bed and double sofa bed in an open-plan layout, a fully equipped kitchen with dishwasher, private patio with barbecue, free Wi-Fi, and a welcome pack; enjoy nearby walking trails and explore the historic market town of Helmsley.

Heather Cottage, a delightful self-catering property in the unspoilt village of Gillamoor within the North York Moors National Park, is a 5km drive from Kirkbymoorside and offers stunning panoramic views of Douthwaite Dale.
This two-bedroom, two-bathroom house sleeps four, boasting a fully equipped kitchen (fridge, microwave, dishwasher), a log fire, underfloor heating in bathrooms, bike storage, Wi-Fi, and on-street parking; enjoy walks from the doorstep and easy access to attractions like Castle Howard and Rievaulx Abbey.

This Gilling East cottage is situated in the Howardian Hills Area of Outstanding Natural Beauty, 6 kilometres from Helmsley and 18 kilometres from Pickering, providing access to the North York Moors National Park and the North Yorkshire Heritage Coast.
This 2-bedroom, 1-bathroom holiday home accommodates up to 3 guests, featuring an open-plan living space with underfloor heating, a kitchen with a dishwasher, and a shared tennis court, with off-road parking for one car and a patio with seating.

The Coppice Cabin is situated in Helmsley, with Teesside International Airport located approximately 55 kilometres away.
This one-bedroom, two-guest lodge offers 30 square metres of living space, featuring a fully equipped kitchen, a hot tub, and barbecue facilities, ideal for a peaceful retreat.

Campion Cabin is located in Helmsley, 55 kilometers from Teesside International Airport, offering a secluded retreat near Helmsley Castle and Rievaulx Abbey.
This 30 square meter log cabin accommodates two guests and features a private entrance, a fully equipped kitchen, a hot tub, and a sun terrace, with barbecue facilities and outdoor seating for al fresco dining.

This luxury Georgian townhouse apartment offers an unrivalled position overlooking Helmsley's market square, formerly the town's old bank, with direct access to the North York Moors National Park, 500 meters from Helmsley Castle and 1.5 kilometers from Duncombe Park.
This family-friendly accommodation sleeps up to 10 guests across three bedrooms and four bathrooms, featuring elegant furnishings, high-specification appliances, an optional eight-person hydro pool hot tub on the terrace, and facilities for shooting enthusiasts, with parking and a garden available.

This Ampleforth holiday home is situated 1.1km from Ampleforth Abbey, offering easy access to Ampleforth College Golf Club and the Howardian Hills within a 5km radius.
The 1 square metre property sleeps 3 guests and includes 2 bedrooms, 1 bathroom, a fully equipped kitchen with fridge, microwave, and dishwasher, plus a garden, terrace, parking and in-house laundry facilities.

Meadow Spa Cabin is a secluded holiday home located in Helmsley, 55 kilometers from Teesside International Airport and adjacent to Helmsley Meadows.
This one-bedroom lodge, spanning 35 square meters, accommodates two guests and features a private entrance, a fully equipped kitchen, a sauna, a hot tub, a sun terrace, and free WiFi.

This charming holiday home is situated in the centre of Helmsley, just a short walk from the historic Helmsley Castle and the picturesque Helmsley Walled Garden. The property has received excellent ratings for its cleanliness, location and overall experience from previous guests.
The accommodation offers a comfortable and peaceful retreat for up to four guests. It features a well-equipped kitchen with a fridge, freezer, microwave oven and dishwasher, along with a garden for relaxing and enjoying the fresh air.

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 one-bedroom flat is situated in Gilling East, a village on the edge of the North York Moors National Park, just a short walk from the Fairfax Arms pub and the Ampleforth Abbey and College campus. It has received excellent ratings for location, cleanliness, and overall user experience.
The flat offers a comfortable living space for up to four guests and features a well-equipped kitchen with a fridge, freezer, and microwave oven. Enjoy access to a garden, parking, and high-speed internet, as well as a nine-hole golf course located within the village.

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.