Helmsley is a beautiful old market town and its market cross serves as the starting point of the Cleveland Way, a 108 mile trek around the North Yorkshire Moors. As such, it has plenty of amenities for the visitor. Shopping is very good in Helmsley and it also has several quality inns and pubs to cater to the visiting walkers.

Helmsley is far more than just a way station - there are several places to visit making it a good place to stay for a few days. Helmsley Castle, built in the 1200s is a great place to start. The ruins of the castle loom over the town. The castle was intact until the Civil War when it was destroyed by the Parliamentarians. The fantastic Baroque home of the Duncombe family is also worth a visit. Duncombe Park offers centuries-old treasures to view, beautiful ornamental gardens and attractions for younger visitors. These two sights are within view from Helmsley Walled Garden but do not detract from the garden itself. This five-acre site, first built in 1756, is a fully functioning kitchen garden.

Helmsley has lovely old pubs, traditional tea houses and wonderful relaxing walks by the river. In short, it is an ideal place for a short break or for a longer getaway.

Cottage distance (in Miles)
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There are 36 cottages near Helmsley.

Clematis Cottage ref: CC233018

Helmsley, North York Moors

£354-£609

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Clematis Cottage
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Centrally positioned for exploring all attractions in North Yorkshire.
  • Sleeps
    3
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    0

The Stables ref: 27498

Oswaldkirk, near Helmsley, North York Moors

£469-£949

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

5 star rating
Enjoy views over the Howardian Hills from the large patio area and your dog will love all the walking opportunities nearby.
  • Sleeps
    6
  • Number of Pets
    3
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    3

Manor Farm Cottage ref: UK2058

Scawton, near Helmsley, North York Moors

£311-£528

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Commanding spectacular views over open countryside towards the Hambleton Hills this property is just 1½ miles from Rievaulx Abbey and has excellent footpath walks from the door.
  • Sleeps
    3
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    3

Mill Cottage ref: DC4885

Rievaulx, near Helmsley, North York Moors

£542-£793

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
A detached character cottage with an open fire, overlooking Rievaulx Abbey.
  • Sleeps
    5
  • Number of Pets
    2
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Swiss Cottage ref: DC5480

Rievaulx, near Helmsley, North York Moors

£596-£920

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
This beautiful 17th century detached thatched cottage overlooks Rievalux Abbey.
  • Sleeps
    4
  • Number of Pets
    2
  • Bedrooms
    2
  • Bathrooms
    2
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    2

Ash Tree Cottage ref: DC5386

near Kirkbymoorside, North York Moors

£394-£630

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Character courtyard cottage with walks direct from the doorstep.
  • Sleeps
    3
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4

The Firs ref: CC233112

Helmsley, North York Moors

£550-£1358

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
This former farmhouse is situated in the market town of Helmsley and is perfect for those wishing to explore all that the North York Moors has to offer.
  • Sleeps
    6
  • Number of Pets
    0
  • Bedrooms
    4
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

Feather Holme Farm Cottage ref: DC4690

near Helmsley, North York Moors

£345-£546

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Located near a lovely market town and enjoys superb views over countryside and woodland.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4

Oak Tree Cottage ref: DC4437

Kirkbymoorside, North York Moors

£416-£667

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Attractive converted farm buildings overlooking the Vale of Pickering. Rural area, ideal for walking and cycling.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    2
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4

Highfield Barn ref: DC4694

Helmsley, North York Moors

£321-£569

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

0 star rating
Beautifully presented cottage within a peaceful location
  • Sleeps
    2
  • Number of Pets
    0
  • Bedrooms
    1
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Plum Tree Cottage ref: CC232113

Kirkbymoorside, North York Moors

£336-£582

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
This delightful single storey cottage offers cosy holiday accommodation.
  • Sleeps
    2
  • Number of Pets
    1
  • Bedrooms
    1
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    4

Manor Cottage ref: 17303

Old Byland, near Helmsley, North York Moors

£355-£1034

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

0 star rating
Set within the North York Moors National Park, this detached house is great for walking, cycling and riding.
  • Sleeps
    8
  • Number of Pets
    1
  • Bedrooms
    4
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    4

Mill House ref: UK2088

Rievaulx, near Helmsley, North York Moors

£705-£1665

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
A Grade II listed detached cottage with an open fire, set in an idyllic picturesque valley alongside the magnificent ruins of Rievaulx Abbey - a warm welcoming ambience is assured.
  • Sleeps
    5
  • Number of Pets
    2
  • Bedrooms
    3
  • Bathrooms
    2
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    2

Clyde Cottage ref: CC232125

Nawton near Helmsley, North York Moors

£364-£654

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

4 star rating
Near Helmsley and Kirkbymoorside this stable conversion is an ideal base to discover the area.
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    2
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Colville House ref: 19181

Helmsley, North York Moors

£342-£1003

Your pets are included in this price

The price per pet is £0, the total pet price is £0

Your pets go free at this property

There is no charge to take your pets to this property.

3 star rating
Enjoy exploring Runswick Bay and Robin Hoods Bay, well as Whitby and York from this comfortable detached house.
  • Sleeps
    6
  • Number of Pets
    1
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0