Find short term rentals in Helmsley at the best prices

This cottage is located in the district of York, less than 500 meters from Helmsley's historic market town and castle, with Duncombe Park and the International Centre for Birds of Prey under 3.2 kilometers away.
This 8-guest capacity holiday home offers four bedrooms, three bathrooms, and a contemporary kitchen with an AGA and two dishwashers, alongside spacious downstairs living areas and an outdoor patio with BBQ.

The Helmsley Retreat is a charming cottage located just a short walk from the bustling market square of Helmsley, within the North York Moors National Park. This peaceful location offers easy access to the town's shops, restaurants, and attractions, as well as stunning walks and cycle routes.
The cottage has two bedrooms and one bathroom, comfortably accommodating up to four guests. It features a private enclosed garden with a hot tub and sauna, a modern, open-plan living space with high-quality furniture, and a well-equipped kitchen with a dishwasher, coffee machine, and washer dryer.

This charming apartment is located just a two-minute walk from Helmsley's town centre, with its welcoming country pubs and shops. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
The apartment features four bedrooms and three bathrooms, providing ample space for families or groups. A modern kitchen with a blue AGA stove contrasts with the antique charm found in the rest of the house, and a patio and garden offer a relaxing outdoor space with a cherry tree for springtime enjoyment.

This three-bedroom holiday home in Ampleforth village offers a prime location at the edge of the North York Moors National Park, with Helmsley 8.8 kilometres and Easingwold 15.3 kilometres away, overlooking the Howardian Hills.
This family-friendly cottage accommodates up to six guests with a high-spec open-plan kitchen and dining area, a comfortable living space with internet access, two bathrooms, and a garden with terraced seating and barbecue facilities, all within 800 metres of village amenities including a shop and two public houses.

Oscar Park Farm is a charming bed and breakfast located in the Yorkshire countryside, just 30 kilometres from Flamingo Land Theme Park, 37 kilometres from Dalby Forest, and 45 kilometres from York Minster and York Train Station. It has received excellent ratings for location, cleanliness, and overall experience.
The guest house has one bedroom and one bathroom, comfortably accommodating two guests. It offers a peaceful garden, a terrace, a fireplace, packed lunches for day trips, free parking, and Wi-Fi.

Shallowdale House is a charming bed and breakfast located 8 kilometres from Helmsley, nestled on the southern edge of the North York Moors National Park, offering stunning views of the Howardian Hills. This award-winning property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The guest house offers spacious and elegant rooms, each with a unique design and modern amenities. Enjoy the on-site restaurant, the comfortable drawing room, the first-floor library, and the beautiful gardens with a terrace, all while taking advantage of the free Wi-Fi and parking.

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.

3 Valley View Lodges, a detached single-storey lodge in Nawton, near Helmsley, North Yorkshire, offers easy access to the North York Moors National Park, approximately 6km from Helmsley's market town.
This self-catering lodge sleeps four in two double bedrooms, features an open-plan living space with kitchen (fridge, microwave, dishwasher), a multi-level garden, off-road parking for three cars, and is well-equipped for a comfortable stay.

St. Anthonys, a detached holiday home, is located in the village of Ampleforth, North Yorkshire, offering convenient access to Helmsley, 5 kilometers away, and the North York Moors National Park.
This family-friendly cottage sleeps five across three bedrooms and features a well-equipped kitchen, a living room with a woodburner, free Wi-Fi, and a garden with countryside views, with a travel cot and highchair provided.

This cottage, St Gregory's Cottage, is located in Oswaldkirk, within the North York Moors National Park, 3.4 kilometers from the nearest pub and 900 meters from a river, offering proximity to historic Helmsley.
This 90 square meter holiday let features one super-king-size bedroom with a woodburning stove, a well-equipped kitchen/diner with a dishwasher, WiFi, off-road parking for one car, and a garden, ideal for exploring the North York Moors.

This charming cottage is located just outside the centre of Helmsley, a short walk from the town's attractions and surrounded by picturesque countryside. It has consistently received excellent ratings for its location, cleanliness, and overall experience.
The property features three bedrooms and one bathroom, accommodating up to five guests. The cottage is fully equipped with everything you need for a comfortable stay, including a modern kitchen, a cosy living room with Sky TV and Wi-Fi, a private garden, and parking.

This 3-bedroom holiday cottage is situated in Helmsley, a market town on the southern edge of the North York Moors National Park, a short walk from the market square and the start of the Cleveland Way walking trail.
This family-friendly property offers accommodation for up to 5 guests, featuring a garden and conservatory, and is within easy reach of Flamingo Land Theme Park and Zoo, Yorkshire Lavender, and Helmsley Arts Centre.

This self-catering cottage near Helmsley, North Yorkshire, is less than 0.8km from the North York Moors National Park and Helmsley Arts Centre, and under 1.6km from Duncombe Park and the Cleveland Way.
The property offers free Wi-Fi, parking, a dishwasher, and a private garden; golfing is also nearby.

This four-bedroom holiday home is located less than 500 metres from Helmsley's historic market town and Helmsley Castle, with Duncombe Park under 3.2 kilometres away and Rievaulx Abbey 4.8 kilometres distant.
Accommodating up to eight guests, this elegantly furnished detached house offers a spacious kitchen/diner, separate lounge with underfloor heating, a garden room, and outdoor seating with a barbecue, and it is well-suited for families with pets.

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.