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21 Holiday homes in Helmsley

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21 Results  |  
15 Photos

Townhouse | 3 Bedrooms | sleeps 7

Excellent 5/5 

3 Nights min stay

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from £88 /night

£610 - £928 / 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

16 Photos

Barn | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £44 /night

£308 - £636 / 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

6 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £72 /night

£504 - £557 / week

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Key info:

  • Not 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

Featured properties

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £44 /night

£307 - £560 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set on a quiet village lane, this semi-detached cottage with courtyard garden and small sun room provides very comfortable holiday accommodation. Set between Helmsley and Kirkbymoorside, both 3 miles, it is ideally placed to explore the North York Moors. Take a trip ...  …see more

15 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £89 /night

£623 - £1429 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Birchglow lies in the heart of the delightful market town of Helmsley. One of five stone-built homes, it is adjacent to the renowned Feversham Arms Hotel and Verbena Spa where day passes are available, beautifully furnished with good quality fittings and appliances. ...  …see more

9 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £45 /night

£312 - £902 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set within a large private garden with country views, this detached stone house lies at the edge of the village, within the North York Moors National Park. An excellent area for walking, cycling or riding, with a wide network of footpaths. Market town of Helmsley, 4 ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£314 - £750 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This mid 17th-century terraced holiday cottage offers spacious comfortable accommodation of a very good standard. It is ideal for a break at any time of year having a pleasant south facing garden and bright conservatory for the summer, and a cosy living room with a w...  …see more

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £42 /night

£288 - £551 / week

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Key info:

  • Not suitable for children
  • No pets allowed
A charming 1700s property which has retained many original features, and is situated on the edge of the North York Moors National Park in a beautiful rural setting. The holiday cottage is full of character, with a cartwheel window in the former barn, open fireplace a...  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £51 /night

£353 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Fox Cottage is situated just a short stroll from Helmsley's picturesque market square. Retaining its original character, this terraced holiday cottage features beamed ceilings, cruck beams and an open fire in a cast iron surround. Holidaymakers will enjoy the proximi...  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £57 /night

£394 - £892 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Pleasantly and peacefully situated, this beautiful property has been converted from a granary and boasts its own large, private walled garden. Set in the grounds of the owner's home, visitors enjoy shared use of a hard tennis court. Only a mile from the historic mark...  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £64 /night

£443 - £1115 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With its own secluded garden leading down to the banks of the River Rye, this Grade II listed house is set just off the market square of the picturesque town of Helmsley. One of a pair, it is within easy walking distance of a selection of excellent shops, inns and re...  …see more

15 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £38 /night

£265 - £598 / week

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Key info:

  • Suitable for children over
  • No pets allowed
  • Private garden
This charming cottage sits in the market town of Helmsley in North Yorkshire, sleeping four people in two bedrooms.  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£280 - £636 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the own...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £63 /night

£439 - £895 / week

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Key info:

  • Not suitable for children
  • No pets allowed
In the heart of the delightful market town of Helmsley, this cottage, one of a row, which originally formed part of the Duncombe Park Estate, has been lovingly renovated. Furnished to a high standard and full of character with exposed beams and stonework, and a south...  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£298 - £804 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated on a working farm, this detached holiday cottage has far reaching countryside views over the Hovingham Estate in the Howardian Hills, an Area of Outstanding Natural Beauty. Enjoy dining alfresco on the patio area in the ¼-acre lawned garden, or relax beside ...  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£324 - £606 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This character holiday cottage, situated in a village between the market towns of Helmsley and Kirbymoorside, both 3 miles, is in a perfect location for enjoying the North York Moors. Whitby, 22 miles, with sandy beach and harbour. York, 26 miles. Pickering, home of ...  …see more

16 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
  • 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

23 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £102 /night

£711 - £1804 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Garth Cottage is one of five stone-built properties in an exclusive development, forming a delightful crescent in the picturesque market town of Helmsley. Situated behind the Church of All Saints and opposite Cannon Garth, an old religious house dating back to mediev...  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£313 - £893 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the picturesque market town of Helmsley, this imposing detached house with large gardens is comfortably furnished. An ideal holiday location for exploring coastal resorts such as Runswick Bay, Robin Hoods Bay and Whitby. Enjoy walks through the forests an...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £39 /night

£273 - £612 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the own...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£280 - £636 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Within the North York Moors National Park, in a sheltered wooded valley close to the magnificent ruins of Rievaulx Abbey, these spacious, comfortable and well-equipped holiday cottages (refs W43183, W43184 and W43185) stand in a landscaped courtyard, close to the own...  …see more