Cottages in Helmsley and Houses - Holiday Lettings - Holiday Rentals Helmsley

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779 Holiday homes

14

Holiday home in Helmsley

North Yorkshire / Helmsley

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Pet friendly

from £44 / night

£304 - £631 / week

Enquire View

from £44 / night

(3) Excellent 

10

Holiday cottage in Helmsley

North Yorkshire / Helmsley

3 5 3 nights min

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

from £126 / night

£882 / week

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Responds fast!
avg. 3 hours 57 minutes

from £126 / night

(6) Very Good 

22

Holiday barn in Helmsley

North Yorkshire / Helmsley

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Pet friendly

from £102 / night

£436 - £859 / week

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Responds fast!
avg. 2 hours 24 minutes

from £102 / night

(16) Excellent 

Certificate of Excellence

16

Caravan/mobile home rental in Helmsley

North Yorkshire / Helmsley

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Private garden

Certificate of Excellence

from £73 / night

£436 - £596 / week

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Responds fast!
avg. 38 minutes

from £73 / 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

from £138 / night

£642 / week

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from £138 / night

(6) Excellent 

18

Holiday cottage in Helmsley

North Yorkshire / Helmsley

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Private garden

from £125 / night

£544 - £749 / week

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from £125 / night

(1) Excellent 

16

Holiday home rental

North Yorkshire / Helmsley

4 6 7 nights min

  • 4 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Private garden

from £114 / night

£796 / week

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from £114 / night

13

Holiday home in Helmsley

North Yorkshire / Helmsley

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £144 / night

£1,002 / week

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from £144 / night

20

Helmsley holiday home rental

North Yorkshire / Helmsley

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly

from £128 / night

£895 - £1,462 / week

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Responds fast!
avg. 2 hours 43 minutes

from £128 / night

(26) Excellent 

22

Holiday home in Helmsley

North Yorkshire / Helmsley

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Child friendly
  • Pet friendly

from £90 / night

£633 - £1,865 / week

Enquire View

from £90 / night

11

Hawnby holiday home rental

Helmsley / Hawnby

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Pet friendly
  • Private garden

from £48 / night

£336 - £858 / week

Enquire View

from £48 / night

(4) Excellent 

9

Holiday home rental

North Yorkshire / Helmsley

1 2 3 nights min

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

from £40 / night

£285 - £615 / week

Enquire View

from £40 / night

16

Hawnby holiday home rental

Helmsley / Hawnby

2 4 3 nights min

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

from £49 / night

£348 - £861 / week

Enquire View

from £49 / night

11

Home accommodation in Helmsley

North Yorkshire / Helmsley

2 4 3 nights min

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

from £66 / night

£462 - £904 / week

Enquire View

from £66 / night

(3) Very Good 

11

Home rental in Nawton

Helmsley / Nawton

2 4 3 nights min

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

from £41 / night

£291 - £631 / week

Enquire View

from £41 / night

(4) Very Good 

12

Holiday home in Helmsley

North Yorkshire / Helmsley

2 4 3 nights min

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

from £38 / night

£267 - £707 / week

Enquire View

from £38 / night

11

Holiday cottage in Hawnby

Helmsley / Hawnby

1 2 3 nights min

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

from £32 / night

£225 - £479 / week

Enquire View

from £32 / night

(4) Excellent 

11

Holiday home in Helmsley

North Yorkshire / Helmsley

2 4 3 nights min

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

from £43 / night

£306 - £796 / week

Enquire View

from £43 / night

(1) Excellent 

11

Holiday home rental

North Yorkshire / Helmsley

2 3 3 nights min

  • 2 bedrooms
  • sleeps 3
  • 3 nights min
  • Child friendly

from £41 / night

£290 - £638 / week

Enquire View

from £41 / night

(5) Very Good 

8

Holiday home in Nawton

Helmsley / Nawton

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

from £34 / night

£244 - £462 / week

Enquire View

from £34 / night

13

Holiday home in Helmsley

North Yorkshire / Helmsley

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Private garden

from £75 / night

£528 - £1,422 / week

Enquire View

from £75 / night

17

Holiday home rental

North Yorkshire / Helmsley

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly

from £73 / night

£513 - £1,237 / week

Enquire View

from £73 / night

14

Holiday cottage in Helmsley

North Yorkshire / Helmsley

2 4 3 nights min

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

from £47 / night

£331 - £971 / week

Enquire View

from £47 / night

(1) Excellent 

6

Hawnby holiday home rental

Helmsley / Hawnby

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min
  • Pet friendly
  • Private garden

from £38 / night

£269 - £568 / week

Enquire View

from £38 / night

14

Helmsley holiday home rental

North Yorkshire / Helmsley

3 5 3 nights min

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

from £53 / night

£375 - £866 / week

Enquire View

from £53 / night

(1) Very Good 

20

Holiday home in Helmsley

North Yorkshire / Helmsley

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £69 / night

£487 - £1,253 / week

Enquire View

from £69 / night

(4) Excellent 

13

Home rental in Nawton

Helmsley / Nawton

3 5 3 nights min

  • 3 bedrooms
  • sleeps 5
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £46 / night

£328 - £799 / week

Enquire View

from £46 / night

Great rentals within 20 miles that match your search

Distance approx 19.7 miles from Helmsley

(40) Excellent 

18

Holiday apartment rental

North Yorkshire / York

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Car not necessary

from £149 / night

£859 / week

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Responds fast!
avg. 2 hours 20 minutes

from £149 / night

Distance approx 19.53 miles from Helmsley

(2) Excellent 

8

Holiday home in York

North Yorkshire / York

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Nearest beach 65 km
  • Child friendly
  • Car not necessary

from £132 / night

£801 / week

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Responds fast!
avg. 1 hour 46 minutes

from £132 / night

Distance approx 16.76 miles from Helmsley

(9) Excellent 

13

Holiday cottage in Thorpe Bassett

Malton / Thorpe Bassett

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Child friendly
  • Private garden

from £58 / night

£338 - £527 / week

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from £58 / night

Distance approx 19.83 miles from Helmsley

(121) Excellent 

28

Apartment rental in York

North Yorkshire / York

2 4 2 nights min

  • 2 bedrooms
  • sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary

from £75 / night

£570 - £700 / week

Enquire View

from £75 / night

Distance approx 9.52 miles from Helmsley Show on Map

(8) Very Good 

10

Holiday cottage in Cropton

North Yorkshire / Cropton

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £96 / night

£670 - £1,117 / week

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Responds fast!
avg. 29 minutes

from £96 / night

Distance approx 19.55 miles from Helmsley

(14) Excellent 

Certificate of Excellence

18

Holiday home rental

North Yorkshire / York

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Car not necessary
  • Private garden

Certificate of Excellence

from £287 / night

£1,546 - £2,233 / week

Book View

Responds fast!
avg. 1 hour 32 minutes

from £287 / night

Distance approx 6.34 miles from Helmsley Show on Map

(2) Excellent 

14

Holiday cottage in Coxwold

North Yorkshire / Coxwold

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 66 km

from £109 / night

£682 - £796 / week

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from £109 / night

Distance approx 19.76 miles from Helmsley

18

York holiday apartment rental

North Yorkshire / York

3 7 3 nights min

  • 3 bedrooms
  • sleeps 7
  • 3 nights min
  • Child friendly

from £241 / night

£1,031 - £1,489 / week

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Responds fast!
avg. 2 hours 42 minutes

from £241 / night

Distance approx 19.48 miles from Helmsley

14

Holiday home in York

North Yorkshire / York

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £217 / night

£1,515 / week

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Responds fast!
avg. 2 hours 42 minutes

from £217 / night

Distance approx 11.59 miles from Helmsley Show on Map

(1) Excellent 

11

Cottage rental in Pickering

North Yorkshire / Pickering

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £100 / night

£405 - £625 / week

Enquire View

from £100 / night

Distance approx 8.12 miles from Helmsley Show on Map

(8) Excellent 

30

Holiday manor house in Crayke

Easingwold / Crayke

10 16 min stay varies

  • 10 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Pet friendly

from £1,022 / night

£7,150 / week

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from £1,022 / night

Distance approx 13.2 miles from Helmsley

(2) Very Good 

1

Holiday cottage in Flaxton

North Yorkshire / Flaxton

1 3 1 night min

  • 1 bedroom
  • sleeps 3
  • 1 night min
  • Child friendly

from £129 / night

£641 / week

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from £129 / night

Distance approx 10.5 miles from Helmsley Show on Map

9

Pickering holiday caravan/mobile home rental

North Yorkshire / Pickering

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Child friendly

from £144 / night

£1,002 / week

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from £144 / night

Top Destination reviews

Self Catering 3 Bedroom
perfect place

The locations was very good just a short walk into the town. Parking on the street can be a bit hit and miss as a lot of people park during the day we had no problem in parking just be careful as the traffic warden are very keen. The house itself is very clean good size bedrooms and the bathroom very good lovely towels. The touch about the laundry bag in the room was good. Living area very nice. The dining room was big and lots of book and games and where to go leaflets in date. Kitchen and Utility room plenty of pots and pans, cup plates ect ect. Garden was a lovely surprise very nice . Two very good pubs serving good food with proper Chips. Price were good for the area. We went to Ampleforth for a meal at White Horse was very very nice. Plenty of place to see the castle well worth a visit. Would l stay again yes if in the area. Suits a family or couples we were sister and hubby and our dad who is in his 80s.see more
High Farm, Beadlam Rigg
Great stay

We had a great stay. Caravan is clean and spacious. Lovely being on a working farm with great views and peaceful location. The owners were very friendly and welcoming and showed our children the farm animals which they loved. We will definitely stay again. Thank you! … see more
CASTLE VIEW, pet friendly, character holiday cottage, with a garden in Helmsley,
Beautiful holiday home

A perfect holiday home, clean, spacious and in a quiet part of the lovely village of Helmsley, yet only a 2 minute walk to the main part of the village with all the amenities to hand, shops pubs cafes etc. a really beautiful area and with in easy reach of other attractions. … see more

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