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19 Holiday homes in Helmsley

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19 Results  |  
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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £71 /night

£495 - £1000 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
lovely stone cottage with large garden   this traditional stone terraced cottage has been refurbished to a high standard throughout, situated in the picturesque market town of helmsley with a large enclosed garden. Superbly presented, the cottage has 21st century luxuries whilst retaining its original charm.   steeped in history the charming market town of helmsley is built around a large market square incorporating tudor, elizabethan and georgian architecture, and boasts an eclectic mix of pubs, restaurants, antique shops, boutiques, a spa, an award winning delicatessen and tearooms to name but a few. To the north is duncombe park where guests can enjoy the remarkable landscaped garden, surrounding parkland and international centre of birds of prey. The prestigious ampleforth college is close by. The surrounding area offers a wealth of attractions including market towns at kirkbymoorside and malton, stately homes at castle howard and nunnington hall, shooting estates, abbey ruins at rievaulx and family fun at flamingo land. The spectacular scenery of the north yorkshire moors can be enjoyed aboard the famous steam train which runs from pickering (13 miles) to the ancient fishing port of whitby.   the accommodation offers three bedrooms: 1 double with en-suite bathroom with shower over and 1 further double, with 1 twin with games area on the second floor. Bathroom: a large wet room with wc. Separate wc downstairs. Lounge: spacious with flatscreen tv and freeview. Kitchen/diner: has been well-equipped with electric oven and hob, fridge/freezer, dishwasher and microwave. Utility: with washing machine and tumble dryer. Outside: large enclosed patio garden with a further large enclosed garden, seating and bbq. Amenities: ample off-road parking for 3 cars on the private gated driveway. Bed linen, towels, electric, central heating and wi-fi included. Regret no smoking. Regret no pets. Location: beach within an hour’s drive, shop and pub a short walk away.      …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £44 /night

£303 - £608 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This stone built former granary, attached to the owners' home, has been sympathetically converted to offer first floor holiday accommodation of a very good standard, within the stunning countryside of the Howardian Hills. A designated AONB, between the North York Moo...  …see more

Featured properties

18 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £65 /night

£451 - £995 / 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 stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjoy ...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£279 - £589 / 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

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£299 - £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

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

17 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £55 /night

£381 - £765 / 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 stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjoy ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £65 /night

£453 - £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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£286 - £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

10 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
  • 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

19 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £56 /night

£387 - £848 / 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 stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjoy ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£314 - £643 / 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

16 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£359 - £766 / 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 stand in a landscaped courtyard, close to the owners' farmhouse. Guests can enjoy ...  …see more

23 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £108 /night

£754 - £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

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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£286 - £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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £48 /night

£336 - £952 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Home Cottage is a Grade II listed Georgian house with its own enclosed cottage garden, with two sitting areas. Set in the heart of Hovingham, it is close to the village shop, two pubs with restaurants and two tea rooms. There is excellent walking in the Howardian Hil...  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £80 /night

£555 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Charming cottage enjoying stunning open views, ideally located for exploring this picturesque area.  …see more