20 Best Vacation Rentals in Helmsley - Holiday Lettings - Cabins

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21 Vacation rentals

(1) Excellent 

12

Vacation 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
Threp’nybit Cottage is situated in a wonderfully remote position within the North York Moors National Park and on a working farm. This secluded hideaway provides some stunning panoramic views over the Moors while allowing you to cosy up in front of the wood burnin  …see more

from $104 / night

$722 - $1008 / week

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from $104 / night

4

Vacation 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 has 21st century luxur  …see more

from $88 / night

$610 - $1349 / week

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from $88 / night

(1) Excellent 

10

Vacation 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 $96 / night

$476 - $787 / week

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from $96 / night

(4) Excellent 

19

Vacation 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 $91 / night

$482 - $726 / week

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from $91 / night

4

Vacation 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 facilities. Located on th  …see more

from $56 / night

$391 - $848 / week

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from $56 / night

(1) Excellent 

8

Vacation home in Helmsley

North Yorkshire / Helmsley

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • 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 $122 / night

$793 - $976 / week

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from $122 / night

(4) Excellent 

22

Vacation barn in Helmsley

North Yorkshire / Helmsley

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
The Stables is nestled in the beautiful North Yorkshire countryside between the edge of the North Yorkshire Moors and the Howardian Hills, just 4 miles outside the pretty market town of Helmsley and under an hour away from the diverse North Yorkshire coastline or the hi  …see more

from $92 / night

$373 - $928 / week

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from $92 / night

(1) Excellent 

7

Vacation b&b in Helmsley

North Yorkshire / Helmsley

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask about children
  • Ask about pets
Ford End Bed and Breakfast is in the traditional North Yorkshire village of Ampleforth, on the edge of the North York Moors National Park. We are perfectly located for beautiful walks as well as for delicious meals in one of our two excellent village pubs. Ford End Hous  …see more

from $104 / night

$598 - $671 / week

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from $104 / night

(5) 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 mi
  • Child friendly
  • Private garden
High Farm, Beadlam Rigg is located within the North York Moors National Park, just off the A170 which runs between Helmsley and Scarborough, 4 miles from Helmsley & 6 miles from Kirkbymoorside. We are a family friendly site, ideally located for exploring the nearby  …see more

from $61 / night

$427 - $598 / week

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from $61 / night

(2) Excellent 

15

Vacation 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 $147 / night

$684 / week

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from $147 / night

(2) Very Good 

11

Helmsley / Nawton

2 4 3 nights min

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

 …see more

from $53 / night

$369 - $1045 / week

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from $53 / 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 $53 / night

$369 - $1045 / week

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from $53 / 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 $46 / night

$316 - $604 / week

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from $46 / night

(1) Excellent 

12

North Yorkshire / Helmsley

2 4 3 nights min

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

 …see more

from $50 / night

$349 - $925 / week

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from $50 / 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 $43 / night

$296 - $935 / week

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from $43 / night

6

North Yorkshire / Helmsley

1 2 3 nights min

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

 …see more

from $47 / night

$324 - $754 / week

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from $47 / night

11

North Yorkshire / Helmsley

2 4 3 nights min

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

 …see more

from $58 / night

$404 - $1016 / week

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from $58 / 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 $93 / night

$651 - $1910 / week

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from $93 / 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 $52 / night

$358 - $817 / week

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from $52 / night

10

North Yorkshire / Helmsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min

 …see more

from $61 / night

$421 - $1063 / week

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from $61 / night

9

North Yorkshire / Helmsley

2 4 3 nights min

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

 …see more

from $51 / night

$351 - $929 / week

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from $51 / night