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8 Holiday homes in Helmsley

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8 Results  |  
15 Photos

Townhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £83 /night

£575 - £875 / week

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Key info:

  • Nearest beach 48 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
A beautiful spacious Grade II Listed 3/4 storey Georgian Town House, just off the market square in the delightful 12th century market town of Helmsley, on the edge of the North Yorkshire Moors National Park. The property has 3 bedrooms and 3 bathrooms - sleeping 2-7 WIFI included  …see more

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £61 /night

£425 - £650 / week

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Key info:

  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
The cottage is decorated to a high standard and is situated in a "honey pot" position within this beautiful historic town. You can enjoy log fires in the winter and beautiful gardens in the summer to soak up your day. Rosebeck provides you with comfort and location. The accommodation is set to suit both families and couples having 2 beds and baths. There is wifi if needed  …see more

12 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £540 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Detached barn conversion in rural location within the stunning valley of Bilsdale in the North York Moors. Private south facing garden. Romantic get away for couples. Wood burning stove and vaulted beam ceilings add to the charm. Short breaks available all year. WiFi provided free of charge.  …see more

Featured properties

7 Photos

B&B | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £70 /night

£490 / week

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Key info:

  • Not suitable for children
  • No pets allowed
An absolutely delightful 6 star experience, top of the market, great value for money and lovely helpful people. Never had better experience. Would love to return for longer in the future. Lucy has a wonderful touch and an inspiring photographer in her own right.  …see more

18 Photos

Barn | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £42 /night

£290 - £600 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
The Stables has a spacoius open plan living area with Travertine flooring and french doors leading to the enclosed garden, which is ideal for families, walkers and guests with dogs. We provide dog beds, blankets, towels and treats for a truely 'dog friendly' holiday. Looking for a relaxing get away, time with family and friends, or a fun packed holiday? Choose The Stables.  …see more

58 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £34 /night

£234 - £580 / week

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Key info:

  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
This two bedroom house is able to sleep up to four people and is located close to the village of Helmsley.  …see more

36 Photos

Cottage | 4 Bedrooms | sleeps 11

Excellent 5/5 

Short stays welcome

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from £69 /night

£483 - £1257 / week

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Key info:

  • Suitable for children over 5
  • Car advised
  • Pets welcome
  • Private garden
With four spacious, sunny bedrooms – able to sleep a total of eleven people – this property is best suited to larger groups and families.  …see more

30 Photos

Cottage | 1 Bedroom | sleeps 2

Very Good 4/5 

Short stays welcome

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from £34 /night

£238 - £436 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
This charming property has one double bedroom with en suite and is an ideal romantic retreat at any time of the year.  …see more

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