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.

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

Honeysuckle Cottage ref: 17199

Oswaldkirk, near Helmsley, North York Moors

£428-£718

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
Enjoy views over the Howardian Hills from this comfortable cottage, ideal for a holiday at any time of year.
  • Sleeps
    3
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    3

Moorside Cottage ref: UK2032

Ampleforth, near Helmsley, North York Moors

£454-£985

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

Bridge House ref: KOG

Helmsley, North York Moors

£476-£1230

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
Located in the town of Helmsley, this Grade II listed house is great for visiting Helmsley Castle and Duncombe Park.
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    3
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    0

Manor Cottage ref: 17303

Old Byland, near Helmsley, North York Moors

£324-£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

Feather Holme Farm Cottage ref: DC4690

near Helmsley, North York Moors

£334-£532

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

Colville House ref: 19181

Helmsley, North York Moors

£278-£923

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

Ryecroft ref: CC233019

Nunnington near Helmsley, North York Moors

£378-£966

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
Beautiful fully renovated cottage with paddock in a quiet village– ideal for families
  • Sleeps
    6
  • Number of Pets
    0
  • Bedrooms
    3
  • Bathrooms
    2
  • 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

Robin Lodge ref: E4478

Nawton, near Helmsley, , North York Moors

£273-£631

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
Peaceful lodge enjoying lovely views, close to Helmsley with castle and market square, Rievaulx Abbey and Castle Howard close by.
  • Sleeps
    4
  • Number of Pets
    1
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    2

Clyde Cottage ref: CC232125

Nawton near Helmsley, North York Moors

£301-£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

Honeysuckle Cottage ref: ISV

Helmsley, York, North York Moors

£403-£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
With a wealth of beams, this cottage has a south-facing garden and makes an excellent base for exploring.
  • Sleeps
    4
  • Number of Pets
    0
  • Bedrooms
    2
  • Bathrooms
    1
  • Changeover
    SAT
  • Distance from Helmsley (miles)
    0

Cliff Stud Cottages - Frankel Cottage ref: UK2308

Helmsley, North York Moors

£451-£876

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

Finch Lodge ref: E4793

Nawton, near Helmsley, , North York Moors

£281-£587

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

The Firs ref: CC233112

Helmsley, North York Moors

£472-£1343

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