Find short term rentals in Helmsley at the best prices

This adults-only retreat is situated in Helmsley Meadows, offering countryside and pond views, with a 2.4-kilometre walk to Helmsley town and under 2.4 kilometres to The Star Inn at Harome.
This one-bedroom lodge provides a private decking area with a wood-fired hot tub and BBQ firepit, a kitchen equipped with a fridge and microwave, and direct access to 6 acres of meadows, ideal for exploring.

The Burrows, a detached house, is situated in a secluded dale near Wass within the North York Moors National Park, offering easy access to Helmsley, 3 kilometers away, and routes to York.
This 110 square meter dwelling accommodates up to four guests across three bedrooms and two bathrooms, featuring a log burner in the sitting room and a garden, with opportunities for walking and cycling nearby.

Ivy Cottage is a charming, double-fronted end-terrace property situated on the village green, just a short walk from the centre of Helmsley. This picturesque location offers easy access to the town's shops, restaurants, and attractions, including Helmsley Castle and the walled garden.
The cottage spans 130 square metres and comfortably accommodates up to five guests in its three bedrooms. Guests can enjoy a modern kitchen, a separate dining room, a cosy sitting room, a private rear garden, a conservatory, and a separate utility room with a washing machine and tumble dryer.

Crossing Cottage is a charming Victorian railway cottage located in Helmsley Meadows, just a short distance from the centre of Helmsley and within easy reach of the North York Moors National Park. The cottage enjoys a peaceful setting, offering a private garden with views of the surrounding countryside.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. The kitchen is well-equipped for self-catering, and the cottage also boasts a wood-fired hot tub, perfect for relaxing after a day exploring the area.

Lily Pad Cottage, a two-bedroom holiday home in Helmsley, North Yorkshire, is situated a minute's walk from the town centre, Helmsley Castle, and the Helmsley Walled Garden.
This self-catering property sleeps four, offering a modern kitchen-diner with dishwasher and washer-dryer, a cosy living room with wood-burning stove, two bedrooms with Smart TVs, a family bathroom, private parking, and a patio; travel cot and highchair are available.

This one-bedroom flat is situated in the Howardian Hills Area of Outstanding Natural Beauty in North Yorkshire, offering a peaceful rural retreat with no light or sound pollution, located approximately 15 kilometres from the historic city of York.
The accommodation provides a private guest suite with an en suite bathroom, sleeps up to four guests, and features access to shared gardens with a fire pit, alongside a focus on ecological practices and a continental breakfast.

Fairview Cottage, a stone cottage in Ampleforth, North Yorkshire, is situated a short distance from Castle Howard and the Howardian Hills Area of Outstanding Natural Beauty.
This two-bedroom self-catering property sleeps three, boasting a well-equipped kitchen with integrated appliances, a garden with far-reaching views, and parking; nearby attractions include the Michelin-starred Black Swan at Oldstead (6.4km away).

This pet-friendly holiday cottage is situated in the York district, a 4-minute drive from the North York Moors National Park and 5 minutes from Duncombe Park.
This 130 square meter holiday home accommodates up to six guests across three bedrooms and three bathrooms, featuring a well-equipped kitchen, Wi-Fi, a television, and a washing machine, with opportunities for cycling and fishing nearby.

This Fryton, North Yorkshire holiday home is situated 11km from Malton and 6.4km from Castle Howard, offering easy access to these North Yorkshire attractions.
Sleeping eight in four super-king bedrooms (convertible to twins), this 45 square metre property boasts four bathrooms, a private hot tub, and shared access to a gym, sauna, and games room, alongside a well-equipped kitchen/diner and separate dining room.

This Helmsley stone cottage, a short walk from the market square, offers easy access to the North York Moors National Park and the Yorkshire coast.
The two-bedroom, two-bathroom house sleeps four, boasting an open-plan living space, a sunroom with Smart TV and wine cooler, a private patio with barbecue, and on-road parking plus bike storage; amenities include Wi-Fi, a wood burner, dishwasher, and travel cot/highchair (on request).

This secluded holiday let, The Burrows, is situated in a peaceful dale near Wass, within the North York Moors National Park, approximately 5 kilometres from the historic market town of Helmsley.
This 110 square meter cottage offers accommodation for up to four guests across three bedrooms, featuring a log burner, a well-equipped kitchen, and access to extensive woodland and pasture, with numerous walking and cycling routes nearby.

Willow Cottage is a charming 2-bedroom house located just a 3-minute walk from Helmsley's Market Place, with easy access to shops, restaurants, and bars. This peaceful location offers a great base for exploring the historic market town and the surrounding Yorkshire countryside.
The house is perfect for families or groups of up to 4 guests, with a spacious open-plan kitchen and dining area, a modern bathroom, and a tranquil garden with a patio. Guests can enjoy the fully equipped kitchen, relax in the comfortable living room with its original beams and exposed brick fireplace, and make the most of the enclosed garden with its outdoor dining area and garden arbour seat.