- If you haven't decided on a date browse the properties below — if you know the dates of your trip please use the form above.
Fairfax & Cholmeley Cottages At Warren House Farm - BrandsbySelf-catering holiday cottages offering accommodation in Brandsby available to book for weekend breaks and short stays in an Area of Outstanding Natural…PricesFrom:£375**Per Week, Seasonal (Sleeps 5)Special Offers
Bonnygate Cottage at Warren House Farm - BrandsbySelf-catering holiday cottage in Brandsby. Accommodation available to book for a weekend or mid-week short break in an Area of Outstanding Natural Beauty.…PricesFrom:£375**Per Week, Seasonal (Sleeps 4)Special Offers
Cornmill Stable Holiday Cottages - KirkbymoorsideLuxurious four star Kirkbymoorside guest house and two luxury mews cottages. Please ring for weekend break options (sorry not available in summer months).
TripAdvisor traveler rating from 16 reviewsPricesFrom:£325**Per cottage per week (seasonal)More Information
Treganhawke Cottage - YearsleyFor a short break in Yorkshire look no further! Stay at our peaceful self catering holiday cottage in Helmsley. We welcome a minimum 2 night stays in low…PricesFrom:£350**Per week (Seasonal) Sleeps 6More Information
Sunset Cottages - Gilling EastIn the Howardian Hills AONB- York 30 minutes, Helmsley 12 minutes. Please enquire/ book on our website. Great prices available.
TripAdvisor traveler rating from 4 reviewsPricesFrom:£230**Prices per week (seasonal)More Information
Red Grouse Cottage - HelmsleyWeekend breaks available in low season, please enquire.PricesFrom:£375**Per week (seasonal) sleeps 4More Information
Wethercote Farm - ThirskBeautiful holiday cottage situated in peaceful location on edge of North Yorkshire Moors on 280 acre working farm, sleeps 5. Short breaks available.PricesFrom:£200**Per week (seasonal)Special Offers
The Cottage - HaromeOff season and last minute weekend getaways in the North York Moors in this traditional Helmsley holiday cottage, with superb character features. Pet friendly.…PricesFrom:£295**Calls answered 24 hours a day, 7 days a week. Sleeps 4.More Information
Mill Stone Cottage - OldsteadCharming stone built self catering cottage in the National Park near Helmsley. Close to a local pub. Rear patio area with garden furniture. Pet welcome.…PricesFrom:£265**Per week (seasonal). Sleeps 5More Information
Park House Cottage - KirkbymoorsideExquisite Romantic Georgian stone cottage in Kirkbymoorside, sleeps 2, charming garden with summerhouse, woodburning stove, shops & pubs 3 minutes, seasonal…PricesFrom:£435**Calls answered 24 hours a day, 7 days a week. Sleeps 2.More Information
Castle View Cottage - HelmsleyBeautifully appointed semi-detached self-catering holiday home in Helmsley, Sleeps 11. Garden & patio with BBQ, parking. Off season and last minute short…TripAdvisor traveler rating from 10 reviewsPricesFrom:£461**Calls answered 24 hours a day, 7 days a week. Sleeps 11.More Information
Snake Villa Self Catering - AmpleforthEnjoy an extended family weekend break in the Yorkshire Moors at this picture perfect holiday cottage near Helmsley. Quality furnishings, popular self catering…PricesFrom:£345**Per Week (Sleeps 6)More Information
Crooked Cottage - KirkbymoorsideRomantic self-catering Kirkbymoorside cottage with woodburning stove, beams & cottage garden, sleeps 2, local golf, easy access into the North York Moors, BBQ,…PricesFrom:£246**Calls answered 24 hours a day, 7 days a week. Sleeps 2.More Information
Valley View Lodges - NawtonEnjoy a great family weekend break to North Yorkshire when staying at Valley View Holiday Lodges near Helmsley & Kirkbymoorside. 3 night weekend breaks…PricesFrom:£252**Per week (sleeps 4)More Information
Ashberry Cottage - RievaulxEnjoy a self-catered break at this delightful Rievaulx cottage combining modern luxury and traditional features, with three night weekends and other short…PricesFrom:£296**Per week (seasonal) Sleeps 4More Information
The Dower Cottage - HelmsleyHelmsley holiday cottage for weekend breaks and short stays, with great deals and discounts available. Short weekend and midweek breaks offered throughout the…PricesFrom:£426**Per Week (Sleeps 4)More Information
Keepers Cottage - GillamoorSleeps 4 North Yorkshire Moors Self Catering Holiday Cottage in Gillamoor. Ground floor, stunning peaceful location, ample parking. Winter short breaksMore Information
Halfway House Holiday Cottages - North York MoorsNorth York Moors holiday cottages.Well equipped accommodation boasting stunning countryside views. Families & couples welcome. Short breaks available. Sleep 2/4More Information
Eastgate Cottages - PickeringSelf catering holiday cottages in and around Pickering. Weekend and mid week breaks available now until the end of April (excluding public holidays).More Information
Nunnington Cottages - NunningtonYorkshire self catering cottages, 4 & 5 star luxury, Nunnington Nr Helmsley. Beautiful decor, lovely views and fully equipped. Roedene Sleeps 4 - Strawberry 2More Information
Bethesda Cottage - Nr PickeringIdeally located self catering cottage in North Yorkshire offers great scenery for walks. Perfect for a relaxing weekend break in the North York Moors.More Information
Valley View Farm Holiday Cottages - Old Byland6 self catering holiday cottages near Helmsley in North Yorkshire. Situated on a tranquil farm with fab views, ETC 4 star. Short breaks may be available.More Information
Beck Self Catering Cottage - HovinghamWeekend Breaks, and mid week Get Aways, are available last minute.
and can only be booked the week prior to the stay.More Information
Home Farm Holiday Cottages - SlingsbyTwo superb self catering holiday cottages near Malton in Yorkshire. ETC 4 star rated, converted farm buildings. Fully equipped and on ground level. Sleep 4 & 6More Information
Hillside Cottage - AmpleforthWeekend breaks available - 3 nights minimum.More Information
Recommended weekend holiday cottage in Helmsley. Rated self catering weekends, weekend breaks cottages and great weekend away cottages Helmsley North Yorkshire Moors UK.
Find classic Helmsley weekend break cottages, lovely self catering mini breaks and boutique weekends cottage. Slingsby 4 star weekend break cottages Helmsley. Find Premium Weekend Breaks Cottages in Brandsby, Kirkbymoorside, Yearsley, Gilling East, Helmsley, Thirsk, Harome, Oldstead, Ampleforth, Nawton, Rievaulx, Gillamoor, North York Moors, Pickering, Nunnington, Nr Pickering, Old Byland, Hovingham, Slingsby.