Explore Holiday Rentals & Lettings in Pickering

Middlehead Cottages At Cropton Forest provides luxury self-catering accommodation in the North York Moors National Park. Our restored cottages and shepherd huts offer pet-friendly stays with private hot tubs, modern amenities, and direct access to outdoor activities. Guests enjoy serene surroundings, scenic walking trails, and a private fishing lake.

Ann's Cottage Rosedale provides 5-star bed and breakfast accommodation in two historic cottages nestled within the North York Moors National Park. Our romantic retreats feature en-suite bedrooms, self-catering facilities, and award-winning breakfasts made with local ingredients. Ideal for couples seeking tranquility, we offer easy access to walking trails and Yorkshire's cultural attractions.

Barker Stakes Farm offers self-catering holiday cottages, lodges, and camping pods with hot tubs in North Yorkshire. Located near Pickering, our family-friendly site features 16 acres of scenic grounds, modern amenities, and proximity to moorland and coastal attractions. Ideal for relaxation, wildlife watching, and outdoor adventures.

Keld Head Farm Holiday Cottages Holiday Cottages offer award-winning self-catering accommodation in Pickering, North Yorkshire. Established in 1989, we provide nine spacious cottages sleeping 2-8 guests, featuring original architectural elements and modern comforts. Our pet-free property includes play areas, accessible accommodations, and speciality catering options, with easy access to the North York Moors and Yorkshire's heritage sites.

Castlegate Coach House Holiday Cottage offers self-catering accommodation for up to four people in a Grade II listed building dating from 1845. Located in central Pickering, the property combines historical character with modern amenities including free WiFi, private parking, and pet-friendly facilities. Guests benefit from proximity to North Yorkshire Moors attractions and personal guidance from resident hosts with over 15 years' experience in hospitality.

Eastgate Cottages is a family-run holiday accommodation provider in Pickering, North Yorkshire, offering high-quality, pet-friendly cottages since 1999. Our individually styled properties, many Grade II listed, feature en-suite bathrooms, log fires, and modern amenities, catering to couples, families, and guests with reduced mobility. Located in the heart of Pickering, we provide an ideal base for exploring the Yorkshire Moors, coast, and historic attractions, with a 74% repeat booking rate reflecting our commitment to exceptional service and comfort.