Cottages in Helmsley at the best prices

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 Sproxton stone cottage, situated 3.2km from Helmsley and a short drive from Rievaulx Abbey, offers easy access to the North York Moors National Park and its historical attractions.
Sleeping four guests, the property comprises two bedrooms (one king-size, one twin), a fully equipped kitchen, a cosy living room with a wood-burning stove, a bathroom, and a large garden with parking for three cars; pets are welcome.

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 Grade II listed cottage is located just off the market square in Helmsley, a short walk from the River Rye, Helmsley Castle, and Duncombe Park, making it an ideal base for exploring the town and its surrounding countryside. The property has consistently received excellent ratings for its location, cleanliness, and overall user experience.
The 2-bedroom cottage comfortably accommodates 4 guests and features a private garden with river views. Amenities include a fully equipped kitchen with a dishwasher, a wood burner, Freeview TV, and en-suite bathrooms in both bedrooms. Guests can enjoy the nearby walking trails, open-air swimming pools, golf courses, and riding facilities, making this cottage a perfect choice for families and couples seeking a relaxing escape.

This 3-bedroom holiday home in Helmsley, York, is conveniently located for exploring Helmsley Arts Centre, National Trust Nunnington Hall, Duncombe Park, and Helmsley Castle.
This pet-friendly, family-friendly cottage accommodates up to 6 guests with 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a microwave oven and dishwasher, free Wi-Fi, a garden, and parking.

Ryegate Cottage is a two-bedroom holiday home situated in Helmsley, Ryegate, just 500 meters from Helmsley Castle and the walled garden, and within easy reach of the North Yorkshire Moors National Park. This pet-friendly accommodation for four guests features a well-equipped kitchen with a Rangemaster cooker, a living room with an open fireplace, and a back garden with a patio, offering convenient access to local shops and restaurants.

St Gregory's Cottage, a pet-friendly self-catering property in Oswaldkirk, North Yorkshire, is situated 6.4km from Helmsley and offers easy access to Rievaulx Abbey, Byland Abbey, Ampleforth Abbey, and Nunnington Hall.
This one-bedroom cottage sleeps two guests and features a super-king-size bed, a kitchen with fridge, microwave, and dishwasher, a garden, off-road parking, and Wi-Fi.

This Ampleforth holiday home is situated 3 kilometres by car from Ampleforth Abbey and 4 kilometres by car from Byland Abbey, offering convenient access to historic sites.
This 3-bedroom, 2-bathroom cottage accommodates up to 6 guests and features a fully equipped kitchen with a microwave oven and dishwasher, complimentary Wi-Fi, a garden, barbecue facilities, and on-site parking.

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 pet-friendly 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 self-catering property offers free Wi-Fi, parking, a dishwasher, and a garden; nearby activities include exploring the national park and visiting the arts centre.

This Helmsley holiday home, a semi-detached cottage, is situated in the North York Moors National Park, less than 1.6km from Helmsley Castle and Helmsley Walled Garden, and 2.4km from Duncombe Park.
The 45 square metre property features two bedrooms (king-size with walk-in wardrobe and a single), a wet room, open-plan living space with a wood-burning stove, a fully equipped kitchen with fridge and dishwasher, and accommodates up to three guests, offering a welcome hamper upon arrival.

This country cottage is situated in Wass Village, within the North Yorkshire Moors National Park and Area of Outstanding Natural Beauty, a 5-minute walk from Wass Bank.
The accommodation sleeps six guests in three bedrooms, featuring two bathrooms, a gated garden with a BBQ, and is located opposite The Stapylton Arms Pub.

This luxurious three-storey cottage, located within a small, gated development, is situated just 125 metres from Helmsley market square, offering convenient access to Helmsley Castle, Duncombe Park, and the North York Moors. This property accommodates up to six guests, featuring three en-suite bedrooms, an open-plan living area with a wood burner, and an outdoor courtyard, with pets welcome.