Search All Cottages in Helmsley

This stone lodge is situated in Helmsley, 800 meters from Helmsley Castle and close to the North York Moors National Park.
This property offers accommodation for eight guests with four bedrooms, four bathrooms, a sleek kitchen with a microwave oven, and private parking for two cars, ideal for families and pet owners exploring the local area.

This cottage, The Burrows, is located near Wass in North Yorkshire, 12 kilometres from the historic market town of Helmsley and borders the southern edge of the North York Moors National Park.
This three-bedroom holiday home sleeps five guests and offers a woodburning stove, a garden, a kitchen with a dishwasher, and an en-suite master bedroom with a balcony, providing excellent walking opportunities on the Cleveland Way and within the North York Moors.

This stone barn conversion, Cockpit, is located in the North Yorkshire village of Cawton, 11 kilometers from the market town of Helmsley and within 32 kilometers of York and Flamingo Land.
This 5-bedroom holiday home accommodates up to 8 guests and offers a large living area, a snug with a wood burner, two patio areas with outdoor furniture and a fire pit, a well-equipped kitchen, and parking for three cars, situated in a peaceful, rural setting alongside a working farm ideal for exploring the Ebor Way walking trails.

This three-bedroom Helmsley holiday home is situated a five-minute walk from the North York Moors National Park and the Cleveland Way, offering easy access to Helmsley Arts Centre and Nunnington Hall.
Sleeping six guests, the property boasts three bathrooms, a fully equipped kitchen with a dishwasher, free Wi-Fi, laundry facilities, a fireplace and central heating; pets are welcome.

The Annex at Manor Farm, a holiday cottage near Brandsby in the Vale of York, is located 19 kilometres from the historic City of York, offering access to the Howardian Hills, Dales, and North Yorkshire Moors, with Castle Howard and Byland Abbey nearby.
This 90 square metre annex accommodates up to four guests in one bedroom and features a kitchen with a fridge and microwave, a garden with a picnic bench, parking, EV charging, and allows pets, with WiFi, fuel, bed linen, and towels included for a comfortable stay.

Ryegate Cottage, a two-bedroom holiday home in central Helmsley, is located 150 meters from independent shops and pubs, and within walking distance of Helmsley Castle and the Walled Garden.
This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a sitting room with an open fireplace, a spacious back garden with a patio and lawn, and serves as an ideal base for exploring the North Yorkshire Moors National Park, with Duncombe Park nearby and the historic city of York a short drive away.

This detached cottage, Holly Cottage, is situated in Harome, North Yorkshire, 4 kilometres from Helmsley and near Beadlam, offering proximity to the North York Moors National Park.
This 3-bedroom holiday home accommodates up to 6 guests and features a farm-style kitchen, a sitting room with an open fire, a garden, off-road parking, Wi-Fi, and a separate annexe for additional accommodation.

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 stone barn conversion, offering accommodation for eight guests, is located in Cawton, North Yorkshire, 11 kilometres from Helmsley and within 32 kilometres of York, Nunnington Hall, and Flamingo Land.
This detached cottage features a spacious living area, a separate snug with a wood burner, a well-equipped kitchen, and an enclosed garden with outdoor furniture, a fire pit, and a charcoal barbecue, alongside private parking for three cars.

This Wombleton holiday cottage is situated on the edge of the North York Moors National Park, 4.8 kilometers from Helmsley and Kirkbymoorside, and a reasonable distance from historic York.
This 130 square meter holiday home accommodates up to six guests in three bedrooms, including a double with en-suite facilities, and features a private decking area with furniture for enjoying countryside views, with well-behaved dogs welcome.

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.

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.