Cottages in Helmsley and houses – Holiday Lettings - Holiday Rentals Helmsley

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Helmsley

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22 Holiday homes

(1) Excellent 

10

Holiday cottage in Helmsley

North Yorkshire / Helmsley

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
Ivy cottage is situated overlooking a pleasant green a two minute walk from Helmsley town centre. The accommodation is suitable for all ages. The cottage has three bedrooms, a double, twin and a single. The bathroom has recently been refurbished. There is a conservatory  …see more

from £78 / night

£390 - £645 / week

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from £78 / night

(4) Excellent 

19

Holiday cottage in Helmsley

North Yorkshire / Helmsley

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Private garden
Friday or Monday start for weekly stays. Short breaks are Fri-Mon (3 nights) and Mon-Fri (4 nights) only. One bedroom barn conversion set within the North York Moors National Park in the valley of Bilsdale. This south facing 200 year old character property has been ta  …see more

from £74 / night

£395 - £595 / week

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from £74 / night

4

Holiday home in Helmsley

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Suitable for children age 5+
  • Pet friendly
cosy cottage centrally located in a delightful english town nestling close to the 12th century market place square, the property is the perfect hideaway for your stay in helmsley, offering superb accommodation just moments away from local faciliti...  …see more

from £48 / night

£330 - £695 / week

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from £48 / night

(4) Excellent 

22

Holiday barn in Helmsley

North Yorkshire / Helmsley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
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'  …see more

from £75 / night

£305 - £760 / week

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from £75 / night

(2) Excellent 

12

Holiday farmhouse in Helmsley

North Yorkshire / Helmsley

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
An original farmhouse with exposed beams and feature fireplace, lying five miles from the popular tourist hotspot of Helmsley on the edge of the North Yorkshire Moors. Lovingly restored throughout by the owners and accommodating up to five guests in three bedrooms.  …see more

from £140 / night

£977 - £1359 / week

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from £140 / night

4

Holiday cottage in Helmsley

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • 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 ha...  …see more

from £74 / night

£515 - £1105 / week

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from £74 / night

(1) Excellent 

8

Holiday home in Helmsley

North Yorkshire / Helmsley

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Child friendly
  • Pet friendly
Frankel cottage is located 0.9 miles from the centre of Helmsley a busy market town where you will find many pubs & shops selling local produce. Frankel cottage has recently been fully refurbished with a new kitchen, bathroom flooring and furniture. The kitchen has  …see more

from £100 / night

£700 - £800 / week

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from £100 / night

(1) Excellent 

7

Holiday b&b in Helmsley

North Yorkshire / Helmsley

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
“A little gem” Comfortable and cosy, with private parking. Five minutes from Helmsley. Lucy goes that extra mile to make it special, and nothing seems too much trouble.. Breakfast was delicious. The local pub is great for an evening meal. We stayed ov  …see more

from £85 / night

£550 / week

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from £85 / night

(6) Excellent 

10

Caravan/mobile home rental in Helmsley

North Yorkshire / Helmsley

3 8 2 nights min

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Private garden
“Great place to stay” Came across the static caravan looking for a place to stay, and it turned out to be a great one. Really good facilities, with kitchen, good bathroom and solid living space. Bedrooms are small but comfortable. Location is good - wi  …see more

from £50 / night

£350 - £490 / week

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from £50 / night

(2) Excellent 

15

Holiday yurt in Nawton

Helmsley / Nawton

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
Canadian Fields is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 3 miles from Helmsley & 3 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby market  …see more

from £120 / night

£560 / week

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from £120 / night

(2) Very Good 

11

Helmsley / Nawton

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from £44 / night

£302 - £856 / week

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from £44 / night

(2) Excellent 

10

North Yorkshire / Helmsley

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £37 / night

£259 - £495 / week

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from £37 / night

11

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Pet friendly

 …see more

from £48 / night

£331 - £832 / week

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from £48 / night

(1) Excellent 

12

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from £41 / night

£286 - £758 / week

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from £41 / night

(3) Excellent 

14

Helmsley / Nawton

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £44 / night

£302 - £856 / week

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from £44 / night

6

North Yorkshire / Helmsley

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Pet friendly

 …see more

from £38 / night

£265 - £618 / week

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from £38 / night

(3) Very Good 

12

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £35 / night

£242 - £766 / week

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from £35 / night

(22) Excellent 

23

North Yorkshire / Helmsley

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £77 / night

£533 - £1565 / week

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from £77 / night

(1) Excellent 

15

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

 …see more

from £42 / night

£293 - £669 / week

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from £42 / night

10

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min

 …see more

from £50 / night

£345 - £871 / week

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from £50 / night

9

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

 …see more

from £41 / night

£287 - £761 / week

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from £41 / night

15

North Yorkshire / Helmsley

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Child friendly

 …see more

from £50 / night

£344 - £986 / week

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from £50 / night