Find short term rentals in Helmsley at the best prices

Heather Cottage, a delightful self-catering property in the unspoilt village of Gillamoor within the North York Moors National Park, is a 5km drive from Kirkbymoorside and offers stunning panoramic views of Douthwaite Dale.
This two-bedroom, two-bathroom house sleeps four, boasting a fully equipped kitchen (fridge, microwave, dishwasher), a log fire, underfloor heating in bathrooms, bike storage, Wi-Fi, and on-street parking; enjoy walks from the doorstep and easy access to attractions like Castle Howard and Rievaulx Abbey.

Hall Garth cottage, a three-bedroom house in Kirkbymoorside, North Yorkshire, is a short walk from the town's amenities and the North Yorkshire Moors National Park.
This pet-friendly dwelling sleeps six, boasting a well-equipped kitchen with dishwasher, two bathrooms (one en-suite), and a garden with on-street parking; nearby activities include exploring the moors.

This recently modernised cottage is located just a mile from Sutton Bank in the North York Moors, offering easy access to the sea, Thirsk, and the Michelin-starred Black Swan restaurant. This charming property has received excellent ratings for its location, cleanliness, and overall user experience.
The cottage features two bedrooms and one bathroom, comfortably accommodating up to four guests. The property boasts a spacious living area, a modern kitchen with a fridge, microwave, and dishwasher, a garden with a patio, BBQ, and fire pit, and a range of amenities, including high-quality bedding, fluffy towels, and welcome provisions.

This Helmsley cottage is centrally located in the market town, within easy walking distance of Helmsley Castle and the National Centre for Birds of Prey.
The 45 square metre self-catering property sleeps three, features two bedrooms, one bathroom, a well-equipped kitchen with dishwasher, a private garden, parking, and Smart TV; cots and highchairs are available.

Meadow Spa Cabin is a secluded holiday home located in Helmsley, 55 kilometers from Teesside International Airport and adjacent to Helmsley Meadows.
This one-bedroom lodge, spanning 35 square meters, accommodates two guests and features a private entrance, a fully equipped kitchen, a sauna, a hot tub, a sun terrace, and free WiFi.

Brackensyke cottage, a self-catering holiday home in Ampleforth, North Yorkshire, is situated a 40km drive from York, offering easy access to its historical attractions.
This one-bedroom property boasts 60 square metres of living space, sleeping up to three guests, and includes a well-equipped kitchen, a private garden, on-site parking, and amenities such as a multi-fuel stove, smart TV, and Wi-Fi.

The Coppice Cabin is situated in Helmsley, with Teesside International Airport located approximately 55 kilometres away.
This one-bedroom, two-guest lodge offers 30 square metres of living space, featuring a fully equipped kitchen, a hot tub, and barbecue facilities, ideal for a peaceful retreat.

Waters Edge Cabin, a self-catering lodge, is located in Helmsley, approximately 53 kilometres from Teesside International Airport.
This one-bedroom, one-bathroom cabin accommodates two guests, offering 30 square meters of space with a fully equipped kitchen, outdoor hot tub, sun terrace, barbecue facilities, free WiFi, and private parking.

Wisteria Cottage is a detached barn conversion located in York, offering convenient access to Helmsley Castle (approximately 17 kilometres away) and Duncombe Park, with the North York Moors National Park and Howardian Hills within easy reach. This spacious 200 square meter holiday home accommodates up to 10 guests across five bedrooms, featuring a fully equipped kitchen with a range cooker, a sitting room with an open fire, a separate utility room, off-street parking, and a private patio.

This Grade II listed Georgian cottage in Hovingham, York, offers a prime location directly opposite the village bakery, within easy walking distance of local amenities including traditional pubs, a Michelin-starred restaurant, and just minutes from Castle Howard estate.
Spanning 174 square meters, this four-bedroom property accommodates up to seven guests and features generous living spaces with a wood-burning stove, a thoughtfully designed kitchen, a main bathroom with a roll-top bath and rainfall shower, and an enclosed garden, with internet provided.

Clematis Cottage is located near the charming market town of Helmsley, close to the North Yorkshire Moors and the city of York, making it an ideal base for exploring the region. The cottage has received excellent ratings for its cleanliness, location and overall experience.
This one-bedroom holiday home is perfect for a couple or a small family. Clematis Cottage offers a range of amenities, including a modern kitchen, a shared laundry area, a tennis court, a BBQ, a large garden, and free Wi-Fi.

The Luxury Dome Tent, On The Creek Private Facilities is located just a short drive from the Ryedale Folk Museum and the ruins of Rievaulx Abbey, offering a tranquil escape in the picturesque Yorkshire countryside. This accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The dome tent sleeps two guests and features a king-size bed, a wood-burning stove, and a covered camp kitchen with a gas hob, fridge, and running hot and cold water. Guests can enjoy a raised deck with woodland views, a fire pit, and a flushing toilet and hot shower, as well as optional extras like a 3-course meal or a guided foraging experience.

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.

The Coach House, a three-bedroom cottage situated within the grounds of Sevenford House near Rosedale Abbey in North Yorkshire, offers breathtaking views of the valley and moors, providing easy access to the North Yorkshire Moors National Park.
This spacious Victorian conversion sleeps six, boasting two bathrooms, a fully equipped kitchen (including fridge, freezer, and dishwasher), internet access, a garden, parking, and is ideally located for exploring the local area.

This luxury Georgian townhouse apartment offers an unrivalled position overlooking Helmsley's market square, formerly the town's old bank, with direct access to the North York Moors National Park, 500 meters from Helmsley Castle and 1.5 kilometers from Duncombe Park.
This family-friendly accommodation sleeps up to 10 guests across three bedrooms and four bathrooms, featuring elegant furnishings, high-specification appliances, an optional eight-person hydro pool hot tub on the terrace, and facilities for shooting enthusiasts, with parking and a garden available.

This one-bedroom apartment offers a rural retreat in Upper Ryedale, on the southern edge of the North York Moors National Park, located 6.1 kilometres from a shop and 1.8 kilometres from a pub, with easy access to Helmsley Castle and Rievaulx Abbey.
This property provides off-road parking for one car, a rear garden with furniture, and a well-equipped kitchen, ideal for exploring the surrounding walking routes like the Cleveland Way or visiting York, which is less than an hour's drive away.