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 35 cottages near Helmsley.

Birchglow ref: IYT

Helmsley, near Pickering, North York Moors

£0-£1459

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
Birchglow
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Adjacent to the renowned Feversham Arms Hotel and Verbena Spa, this holiday property is ideal for exploring coast and moors.
  • Sleeps
    6
  • Number of Pets
    0
  • Bedrooms
    3
  • Bathrooms
    3
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0

Finch Lodge ref: E4793

Nawton, near Helmsley, , North York Moors

£331-£637

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
Cosy lodge with decking and country views, close to Camp Eden, York with Minster and Jorvik Viking Centre easily reached.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Swiss Cottage ref: DC5480

Rievaulx, near Helmsley, North York Moors

£531-£895

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

Clematis Cottage ref: CC233018

Helmsley, North York Moors

£293-£584

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
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

Clyde Cottage ref: CC232125

Nawton near Helmsley, North York Moors

£319-£629

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

Pockley Gates Cottage ref: CC232126

near Helmsley, North York Moors

£399-£787

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 quite, semi detached cottage overlooking the countryside just outside the traditional Yorkshire village of Helmsley.
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    1

Ashberry Cottage ref: E1945

Rievaulx, near Helmsley, Yorkshire, North York Moors

£335-£680

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
Idyllic riverside location, pretty cottage with woodburner and beams, close to Rievaulx Abbey, Nunnington Hall and Duncombe Park nearby.
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Plum Tree Cottage ref: CC232113

Kirkbymoorside, North York Moors

£327-£559

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

Highfield Barn ref: DC4694

Helmsley, North York Moors

£303-£554

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

Elm Tree Cottage ref: CC232112

Kirkbymoorside, North York Moors

£360-£652

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 conversion provides a well equipped holiday accommodation.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    4

Mill Cottage ref: DC4885

Rievaulx, near Helmsley, North York Moors

£513-£771

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

Manor Cottage ref: 17303

Old Byland, near Helmsley, North York Moors

£298-£995

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
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

Ashberry Farm Cottage ref: DC0455

Rievaulx near Helmsley, North York Moors

£257-£462

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
Picture postcard location overlooking the duck pond.
  • Sleeps
    3
  • Number of Pets
    0
  • Bedrooms
    1
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Moorside Cottage ref: UK2032

Ampleforth, near Helmsley, North York Moors

£458-£1035

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
Moorside Cottage is situated in the heart of the delightful village of Ampleforth, on the edge of the North York Moors National Park and within walking distance of the village pub.
  • Sleeps
    6
  • Number of Pets
    2
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    3

Cliff Stud Cottages - Frankel Cottage ref: UK2308

Helmsley, North York Moors

£451-£926

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
Found on a stud farm, Frankel Cottage offers the perfect base to explore Helmsley and the North York Moors National Park.
  • Sleeps
    5
  • Number of Pets
    1
  • Bedrooms
    3
  • Bathrooms
    1
  • Changeover
    FRI
  • Distance from Helmsley (miles)
    0