Compare Vacation Rentals & Airbnb in Helmsley

This York cottage, near Ampleforth Abbey (3.2km) and Byland Abbey (6.4km), offers convenient access to historical sites.
The self-catering property sleeps four guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen with dishwasher and microwave, in-unit laundry, free Wi-Fi, and a smart TV.

This charming house is located just 24km from York Train Station and 29km from Lightwater Valley Theme Park, offering a peaceful retreat while remaining close to the city's attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall experience.
The house is ideal for families, with a spacious 105 square meter layout and a garden. Guests can enjoy modern conveniences like Wi-Fi, a fully equipped kitchen, and a comfortable living area, making it perfect for both relaxing and exploring the surrounding area.

Ivy Cottage is situated in Helmsley, just a short walk from Helmsley Castle and a 48-kilometre drive from Lightwater Valley Theme Park, making it an ideal base for exploring both the town and the surrounding countryside. Guests have consistently rated the cottage as excellent for its cleanliness, location, and overall experience.
The cottage has three bedrooms and one bathroom, offering comfortable accommodation for up to five guests in a 130 square metre space. Amenities include a fully equipped kitchen, a garden, free Wi-Fi, and parking, ensuring a pleasant and convenient stay.

This ground-floor cottage is located in Harome, 7.2 kilometers from Helmsley, near the North York Moors National Park and Howardian Hills.
The property offers accommodation for two guests with one bedroom and one bathroom, featuring a private patio, off-road parking for one car, and internet access.

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 spacious holiday home, Eighteen Pottergate, is located in Helmsley, offering convenient access to local amenities.
This two-bedroom property spans 120 square meters and accommodates up to seven guests, featuring a fully equipped kitchen with a dishwasher, a living room with a fireplace, and free WiFi.

Lily Pad Cottage, a two-bedroom Helmsley holiday home, is situated a minute's walk from Helmsley town centre, close to Helmsley Castle and the Helmsley Walled Garden.
This self-catering property sleeps four, boasting a fully equipped kitchen/diner with patio doors leading to a private garden, two bedrooms with Smart TVs (one zip-and-link kingsize bed), a bathroom, plus amenities including gas central heating, Wi-Fi, a travel cot and highchair, and private parking.

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.

The Old Cart House is situated in the Ryedale district, just 5.2 kilometres from Castle Howard, a magnificent stately home, and a short drive from the market towns of Malton, Pickering, Helmsley, and Kirkbymoorside. The property has received excellent ratings for its location, cleanliness, and overall experience, providing a peaceful escape in the Yorkshire countryside.
This two-bedroom home offers 140 square metres of space, featuring a fully equipped kitchen, a garden with barbecue facilities, and a tennis court. Guests can enjoy free parking, Wi-Fi, and a range of services including grocery delivery, making it an ideal base for exploring the area's cycling and hiking trails.

Cliff Stud Retreat is a luxury lodge situated just one mile from the centre of Helmsley, a charming market town in the North York Moors National Park. The lodge has received excellent ratings for its location, cleanliness, and overall user experience.
This cosy retreat can accommodate up to two guests and features a fully equipped kitchen, a bathroom with a rain shower, and a private terrace. Guests can enjoy welcome baskets filled with local produce, explore the 220-acre property on foot, and relax in the peaceful surroundings.

This beautifully renovated barn conversion, near York, offers easy access to the North York Moors National Park and Howardian Hills, placing guests within convenient driving distance of attractions such as Flamingo Land and Yorkshire Lavender.
The 170 square metre property boasts three bedrooms sleeping up to six, two bathrooms, a fully equipped kitchen including a dishwasher, and a spacious open-plan living area with a Smart TV and separate snug; a sun-drenched patio and large garden provide ample outdoor space.

The Old Hayloft is a charming house located 13 kilometres from Flamingo Land Theme Park and 24 kilometres from Dalby Forest, in the peaceful village of Great Edston. The property consistently receives very good user ratings, with excellent scores for location and cleanliness.
The house has three bedrooms and is 130 square metres in size. Guests can enjoy free Wi-Fi, private parking, a fully equipped kitchen with a dishwasher, washing machine and a pet-friendly environment for one well-behaved dog.