Updating...

Enter dates for more accurate prices

Helmsley Rentals

Filter

Bedrooms

  • Any
  • 1+ Bedrooms
  • 2+ Bedrooms
  • 3+ Bedrooms
  • 4+ Bedrooms
  • 5+ Bedrooms
  • 6+ Bedrooms
  • 7+ Bedrooms
  • 8+ Bedrooms
  • 9+ Bedrooms
  • 10+ Bedrooms
  • 11+ Bedrooms
  • 12+ Bedrooms
  • 13+ Bedrooms
  • 14+ Bedrooms
  • 15+ Bedrooms

Price range

Per night

$10 - $500

Helmsley Rentals

23 estates

WITCHES COTTAGE all ground floor, luxury property Helmsley Ref 931158

Hawnby house

2 bedrooms / 2 bathrooms / Sleeps 4

$66

1 / 11

$65

1 / 13

$75

1 / 16

OWL COTTAGE all ground floor, on working farm in Helmsley Ref 931157

Hawnby house

1 bedroom / 1 bathroom / Sleeps 2

$55

1 / 6

$58

1 / 11

MEWS COTTAGE stone-built, town amenities,near walks, cycling, WiFi in Helmsley

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 4

$72

1 / 15

ORCHARD COTTAGE, character, woodburning stove, in Helmsley, Ref 913657

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 3

$58

1 / 11

IVY COTTAGE, end-terrace, WiFi, lawned garden, close to town centre, in

Helmsley house

3 bedrooms / 1 bathroom / Sleeps 5

$75

1 / 14

8 POTTERGATE MEWS, terraced, enclosed garden, in Helmsley, Ref 956799

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 4

$91

1 / 11

AUBURN HOUSE, detached, woodburning stove, near Helmsley, ref:943848

Helmsley house

4 bedrooms / 3 bathrooms / Sleeps 8

$91

1 / 13

WETHERCOTE COTTAGE, family friendly, character holiday cottage, with a garden

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 4

“Peaceful home from homebut with beautiful views” The cottage is very well maintained and the owners could not have ben more helpful, nothing was too much trouble to make our stay a very happy one.

$54

1 / 12

CORONATION COTTAGE, woodburner, wet room, all ground floor, fantastic location

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 4

$61

1 / 11

PEG'S COTTAGE, detached, ground floor, WiFi, gas fire, garden with furniture

Helmsley house

1 bedroom / 1 bathroom / Sleeps 2

$56

1 / 9

CASTLE VIEW, pet friendly, character holiday cottage, with a garden in

Helmsley house

4 bedrooms / 3 bathrooms / Sleeps 11

“My family and I thoroughly enjoyed our break at Castle View, loc” First class accommodation with everything you could need on hand. The location being just a short walk to town centre was excellent. Entire family thoroughly enjoyed our week in Helmsle

$104

1 / 22

“Country retreat” An ideal country retreat for two people up a dead end lane. Comfortable conditions (upside down with lounge upstairs).Everything you need, plenty of parking, only drawback we thought was lack of any extended views but never the less a

$48

1 / 8

OSBOURNE COTTAGE, open fire, character, in Helmsley, Ref 914229

Helmsley house

4 bedrooms / 2 bathrooms / Sleeps 8

$101

1 / 17

Detached Cottage with Stunning Views in North York Moors. Short Breaks & WiFi.

Helmsley cottage

1 bedroom / 2 bathrooms / Sleeps 2

$122

1 / 18

Self Catering 3 Bedroom

Helmsley cottage

3 bedrooms / 2 bathrooms / Sleeps 5

$97

1 / 10

High Farm, Beadlam Rigg

Helmsley caravan/mobile home

3 bedrooms / 1 bathroom / Sleeps 8

$70

1 / 10

The Stables

Helmsley barn

2 bedrooms / 1 bathroom / Sleeps 6

$110

1 / 22

40512 Cottage in Helmsley

Helmsley house

2 bedrooms / 1 bathroom / Sleeps 4

$69

1 / 18

Safari Tent

Nawton yurt

2 bedrooms / 2 bathrooms / Sleeps 4

$168

1 / 15

$139

1 / 16
Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more