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

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753 Holiday homes

(6) Very Good 

22

Helmsley - barn with a very good review rating | swing set & patio | walking holidays

North Yorkshire / Helmsley

2 6 min stay varies

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

from £89 / night

£380 - £750 / week

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Responds fast!
avg. 2 hours 38 minutes

from £89 / night

(3) Excellent 

10

Country cottage in Helmsley, North Yorkshire | Ideal for 5 people | pet friendly

North Yorkshire / Helmsley

3 5 3 nights min

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

from £110 / night

£770 / week

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Responds fast!
avg. 3 hours 57 minutes

from £110 / night

(6) Excellent 

18

Unique cottage in Helmsley, North Yorkshire | Sleeps 2, golf within 30mins drive

North Yorkshire / Helmsley

1 2 min stay varies

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

from £109 / night

£475 - £654 / week

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from £109 / night

(15) Excellent 

Certificate of Excellence

10

Certificate of Excellence caravan/mobile home in Helmsley with patio and wi-fi - golf within 30mins drive

North Yorkshire / Helmsley

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Nearest beach 50 km
  • Child friendly
  • Private garden

Certificate of Excellence

from £50 / night

£350 - £490 / week

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Responds fast!
avg. 38 minutes

from £50 / night

(1) Excellent 

16

Holiday house in Helmsley, North Yorkshire, from £99/night. With wi-fi, garden and much more!

North Yorkshire / Helmsley

4 6 7 nights min

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

from £100 / night

£695 / week

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Responds fast!
avg. 1 hour 40 minutes

from £100 / night

(2) Excellent 

15

Fantastic rental in Nawton, Helmsley - Great for fishing and golf within 30mins drive | pet friendly

Helmsley / Nawton

2 4 3 nights min

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

from £120 / night

£560 / week

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from £120 / night

20

House with 3 bedrooms in Helmsley, North Yorkshire | patio, walking holidays & wi-fi

North Yorkshire / Helmsley

3 6 7 nights min

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

from £106 / night

£741 - £1,171 / week

Book View

Responds fast!
avg. 2 hours 52 minutes

from £106 / night

11

2 bedroom house in Hawnby from £51/night | wi-fi & garden

Helmsley / Hawnby

2 4 3 nights min

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

from £51 / night

£359 - £871 / week

Enquire View

from £51 / night

(3) Very Good 

11

Holiday house with 2 bedrooms and wi-fi in Nawton

Helmsley / Nawton

2 4 3 nights min

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

from £40 / night

£284 - £631 / week

Enquire View

from £40 / night

16

Ideal house in Hawnby from £49/night | 2 bedrooms, sleeps 4

Helmsley / Hawnby

2 4 3 nights min

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

from £49 / night

£343 - £861 / week

Enquire View

from £49 / night

(4) Excellent 

11

2 bedroom accommodation in Helmsley

North Yorkshire / Helmsley

2 4 3 nights min

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

from £42 / night

£299 - £745 / week

Enquire View

from £42 / night

(4) Excellent 

9

Top rated holiday house in Helmsley | pet friendly | Sleeps 2 | child friendly

North Yorkshire / Helmsley

1 2 3 nights min

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

from £39 / night

£278 - £573 / week

Enquire View

from £39 / night

11

Escape to Helmsley, North Yorkshire in this beautiful holiday house | Sleeps 4, 2 bedrooms

North Yorkshire / Helmsley

2 4 3 nights min

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

from £64 / night

£453 - £904 / week

Enquire View

from £64 / night

(1) Excellent 

11

House in Helmsley with wi-fi - from £40/night

North Yorkshire / Helmsley

2 3 3 nights min

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

from £40 / night

£286 - £638 / week

Enquire View

from £40 / night

(1) Very Good 

20

House in Helmsley from £67/night | 4 bedrooms, sleeps 8

North Yorkshire / Helmsley

4 8 3 nights min

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

from £67 / night

£474 - £1,191 / week

Enquire View

from £67 / night

14

Looking for child friendly accommodation in Helmsley? Rent this cottage from £50/night

North Yorkshire / Helmsley

2 4 3 nights min

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

from £50 / night

£351 - £873 / week

Enquire View

from £50 / night

(5) Very Good 

8

Holiday rental in Nawton from £34/night. Sleeps 2, 1 bedroom

Helmsley / Nawton

1 2 3 nights min

  • 1 bedroom
  • sleeps 2
  • 3 nights min

from £34 / night

£238 - £462 / week

Enquire View

from £34 / night

14

Comfortable house in North Yorkshire. Sleeps 5 in Helmsley

North Yorkshire / Helmsley

3 5 3 nights min

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

from £52 / night

£365 - £866 / week

Enquire View

from £52 / night

(4) Very Good 

12

Child friendly house in Helmsley, North Yorkshire - 2 bedrooms | wi-fi

North Yorkshire / Helmsley

2 4 3 nights min

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

from £37 / night

£260 - £707 / week

Enquire View

from £37 / night

11

Affordable cottage rental in Helmsley – 1 bedroom from £32/night

Helmsley / Hawnby

1 2 3 nights min

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

from £32 / night

£226 - £479 / week

Enquire View

from £32 / night

(1) Excellent 

6

Private house with 1 bedroom in Hawnby | wi-fi, garden and more

Helmsley / Hawnby

1 2 3 nights min

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

from £41 / night

£287 - £594 / week

Enquire View

from £41 / night

(4) Excellent 

13

Experience a home from home at this house in Nawton | garden & wi-fi

Helmsley / Nawton

3 5 3 nights min

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

from £45 / night

£320 - £730 / week

Enquire View

from £45 / 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 £85 / night

£595 - £1,564 / week

Enquire View

from £85 / night

13

Self-catering holiday rental in Helmsley, North Yorkshire | wi-fi and garden - pet friendly property

North Yorkshire / Helmsley

4 8 3 nights min

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

from £72 / night

£508 - £1,360 / week

Enquire View

from £72 / night

17

House in Helmsley with wi-fi from £72/night - Great for walking holidays

North Yorkshire / Helmsley

4 8 3 nights min

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

from £72 / night

£504 - £1,130 / week

Enquire View

from £72 / night

14

Child friendly rental - 2 bedrooms in Helmsley, North Yorkshire with fireplace

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

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